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1.
Nature ; 614(7947): 287-293, 2023 02.
Article in English | MEDLINE | ID: mdl-36725928

ABSTRACT

The ability of the ancient Egyptians to preserve the human body through embalming has not only fascinated people since antiquity, but also has always raised the question of how this outstanding chemical and ritual process was practically achieved. Here we integrate archaeological, philological and organic residue analyses, shedding new light on the practice and economy of embalming in ancient Egypt. We analysed the organic contents of 31 ceramic vessels recovered from a 26th Dynasty embalming workshop at Saqqara1,2. These vessels were labelled according to their content and/or use, enabling us to correlate organic substances with their Egyptian names and specific embalming practices. We identified specific mixtures of fragrant or antiseptic oils, tars and resins that were used to embalm the head and treat the wrappings using gas chromatography-mass spectrometry analyses. Our study of the Saqqara workshop extends interpretations from a micro-level analysis highlighting the socio-economic status of a tomb owner3-7 to macro-level interpretations of the society. The identification of non-local organic substances enables the reconstruction of trade networks that provided ancient Egyptian embalmers with the substances required for mummification. This extensive demand for foreign products promoted trade both within the Mediterranean8-10 (for example, Pistacia and conifer by-products) and with tropical forest regions (for example, dammar and elemi). Additionally, we show that at Saqqara, antiu and sefet-well known from ancient texts and usually translated as 'myrrh' or 'incense'11-13 and 'a sacred oil'13,14-refer to a coniferous oils-or-tars-based mixture and an unguent with plant additives, respectively.


Subject(s)
Embalming , Mummies , Humans , Egypt, Ancient , Embalming/economics , Embalming/history , Embalming/methods , Gas Chromatography-Mass Spectrometry , History, Ancient , Mummies/history , Resins, Plant/analysis , Resins, Plant/history , Ceramics/chemistry , Ceramics/history , Tars/analysis , Tars/history , Plant Oils/analysis , Plant Oils/history , Mediterranean Region , Tropical Climate , Forests , Tracheophyta/chemistry , Commerce/history
2.
Proc Natl Acad Sci U S A ; 119(40): e2209592119, 2022 10 04.
Article in English | MEDLINE | ID: mdl-36161935

ABSTRACT

Studying the earliest archaeological adhesives has implications for our understanding of human cognition. In southern Africa, the oldest adhesives were made by Homo sapiens in the Middle Stone Age. Chemical studies have shown that these adhesives were made from a local conifer of the Podocarpaceae family. However, Podocarpus does not exude resin, nor any other substance that could have been recognized as having adhesive properties. Therefore, it remains unknown how these adhesives were made. This study investigates how Podocarpus adhesives can be made, comparing their mechanical properties with other naturally available adhesives. We found that Podocarpus tar can only be made by dry distillation of leaves, requiring innovative potential, skill, and knowledge. This contrasts with our finding that the Middle Stone Age environment was rich in substances that can be used as adhesives without such transformation. The apparent preference for Podocarpus tar may be explained by its mechanical properties. We found it to be superior to all other substances in terms of its adhesive properties. In addition, the condensation method that allows producing it can be recognized accidentally, as the processes take place above ground and can be triggered accidentally. Our findings have implications for establishing a link between technology and cognition in the Middle Stone Age.


Subject(s)
Adhesives , Archaeology , Adhesives/chemistry , Archaeology/methods , Cognition , Humans , Resins, Plant , Technology
3.
Langmuir ; 40(21): 10992-11010, 2024 May 28.
Article in English | MEDLINE | ID: mdl-38743441

ABSTRACT

The exploration of environmentally friendly, less toxic, sustained-release insecticide is increasing with the growing demand for food to meet the requirements of the expanding population. As a sustained-release carrier, the unique, environmentally friendly intelligent responsive hydrogel system is an important factor in improving the efficiency of insecticide utilization and accurate release. In this study, we developed a facile approach for incorporating the natural compound rosin (dehydroabietic acid, DA) and zinc ions (Zn2+) into a poly(N-isopropylacrylamide) (PNIPAM) hydrogel network to construct a controlled-release hydrogel carrier (DA-PNIPAM-Zn2+). Then, the model insecticide avermectin (AVM) was encapsulated in the carrier at a drug loading rate of 36.32% to form AVM@DA-PNIPAM-Zn2+. Surprisingly, the smart controlled carrier exhibited environmental responsiveness, strongly enhanced mechanical properties, self-healing ability, hydrophobicity, and photostability to ensure a balance between environmental friendliness and the precision of the drug release. The release experiments showed that the carboxyl and amide groups in the polymer chains alter the intermolecular forces within the hydrogel meshes and ingredient diffusion by changing temperatures (25 and 40 °C) and pH values (5.8, 7.4, and 8.5), leading to different release behaviors. The insecticidal activity of the AVM@DA-PNIPAM-Zn2+ against oriental armyworms was good, with an effective minimum toxicity toward aquatic animals. Therefore, AVM@DA-PNIPAM-Zn2+ is an effective drug delivery system against oriental armyworms. We anticipate that this ecofriendly, sustainable, smart-response carrier may broaden the utilization rosin and its possible applications in the agricultural sector.


Subject(s)
Drug Carriers , Hydrogels , Insecticides , Ivermectin , Resins, Plant , Ivermectin/analogs & derivatives , Ivermectin/chemistry , Ivermectin/pharmacology , Ivermectin/toxicity , Hydrogels/chemistry , Hydrogels/pharmacology , Animals , Hydrogen-Ion Concentration , Insecticides/chemistry , Insecticides/pharmacology , Resins, Plant/chemistry , Drug Carriers/chemistry , Temperature , Delayed-Action Preparations/chemistry , Delayed-Action Preparations/pharmacology , Drug Liberation , Moths/drug effects , Rosaceae/chemistry , Zinc/chemistry , Zinc/pharmacology , Acrylic Resins
4.
Nature ; 555(7696): 367-370, 2018 03 15.
Article in English | MEDLINE | ID: mdl-29513656

ABSTRACT

Phosphorus availability is widely assumed to limit primary productivity in tropical forests, but support for this paradigm is equivocal. Although biogeochemical theory predicts that phosphorus limitation should be prevalent on old, strongly weathered soils, experimental manipulations have failed to detect a consistent response to phosphorus addition in species-rich lowland tropical forests. Here we show, by quantifying the growth of 541 tropical tree species across a steep natural phosphorus gradient in Panama, that phosphorus limitation is widespread at the level of individual species and strengthens markedly below a threshold of two parts per million exchangeable soil phosphate. However, this pervasive species-specific phosphorus limitation does not translate into a community-wide response, because some species grow rapidly on infertile soils despite extremely low phosphorus availability. These results redefine our understanding of nutrient limitation in diverse plant communities and have important implications for attempts to predict the response of tropical forests to environmental change.


Subject(s)
Forests , Phosphorus/metabolism , Trees/growth & development , Trees/metabolism , Tropical Climate , Climate Change , Humidity , Panama , Phosphates/metabolism , Resins, Plant/metabolism , Soil/chemistry , Species Specificity , Trees/classification , Water/metabolism
5.
Contact Dermatitis ; 90(5): 470-478, 2024 May.
Article in English | MEDLINE | ID: mdl-38146081

ABSTRACT

BACKGROUND: EU Commission Regulation 2017/1410 prohibits using atranol and chloroatranol, the main allergens in Evernia prunastri (oakmoss), and hydroxyisohexyl 3-cyclohexene carboxaldehyde (HICC) in cosmetic products. Oakmoss absolute is contained in fragrance mix (FM) I and HICC in FM II which are patch tested as screening mixtures in the baseline series. OBJECTIVE: To describe the time trends of reaction frequencies to both FMs as well as to their components in FM-positive patients. METHODS: Retrospective analysis of data from the Information Network of Departments of Dermatology (IVDK), 2012-2021. RESULTS: Positive reactions to FM I (FM II) declined from 9.1% (4.7%) in 2012 to 4.6% (3.0%) in 2021. Full breakdown tests were performed in 24% (FM I) and 31% (FM II), respectively, of the mix-positive patients. From this data, frequencies of sensitization to the 14 single fragrances of FM I and FM II were calculated. For the majority, a decline was noted from 2012/2013 to 2020/2021, for oakmoss absolute 1.9%-0.8% and for HICC 1.8%-0.9%. CONCLUSION: EU Commission Regulation 2017/1410 was an effective measure. However, our data have some limitations, possibly causing underestimation of sensitization frequencies to fragrances.


Subject(s)
Aldehydes , Cyclohexenes , Dermatitis, Allergic Contact , Perfume , Resins, Plant , Terpenes , Humans , Dermatitis, Allergic Contact/epidemiology , Dermatitis, Allergic Contact/etiology , Dermatitis, Allergic Contact/diagnosis , Odorants , Retrospective Studies , Patch Tests/adverse effects , Allergens/adverse effects , Perfume/adverse effects
6.
Proc Natl Acad Sci U S A ; 118(18)2021 05 04.
Article in English | MEDLINE | ID: mdl-33903252

ABSTRACT

Black organic coatings and ritual deposits on ancient Egyptian coffins and cartonnage cases are important and understudied sources of evidence about the rituals of funerary practice. Sometimes, the coatings were applied extensively over the surface of the coffin, resembling paint; in other cases, they were poured over the mummy case or wrapped body, presumably as part of a funerary ritual. For this study, multiple samples of black coatings and ritual liquids were taken from 20 Egyptian funerary items dating to a specific time period (c. 943 to 716 BC). Multiple sampling from each object enabled several comparisons to be made: the variability of the black coating within one application, the variability between two applications on one object, and the variability from object to object. All samples were analyzed for lipids using gas chromatography-mass spectrometry (GC-MS), and 51 samples from across the 20 items were further analyzed for the presence of bitumen using solid phase separation followed by selected ion monitoring GC-MS. The majority of the black substances were found to comprise a complex mixture of organic materials, including bitumen from the Dead Sea, conifer resin, and Pistacia resin, providing evidence for a continuation in international trade between Egypt and the eastern Mediterranean after the Late Bronze Age. Both the coating and the anointing liquid are very similar to mummification balms, pointing to parallels with Egyptian embalming rituals and raising questions about the practical aspects of Egyptian funerary practice.


Subject(s)
Embalming , Lipids/isolation & purification , Mummies/history , Resins, Plant/isolation & purification , Egypt, Ancient , Funeral Homes/history , Gas Chromatography-Mass Spectrometry , History, Ancient , Humans , Hydrocarbons/chemistry , Hydrocarbons/isolation & purification , Lipids/chemistry , Pistacia/chemistry , Resins, Plant/chemistry
7.
An Acad Bras Cienc ; 96(1): e20230859, 2024.
Article in English | MEDLINE | ID: mdl-38597501

ABSTRACT

This study aims to prepare oil-modified alkyd resins using a linseed oil/canola oil (LO/CO) blend and waste PET depolymerization product, suitable for environmentally friendly coating applications. Waste PET flakes obtained from grinding post-consumer water bottles were depolymerized by the aminoglycolysis reaction at high pressure. Raw depolymerization product (DP) was used in the synthesis of four components, 50% oil alkyd resins by monoglyceride method. DP has partly replaced the dibasic acid component in the PET-based alkyd formulations. Besides PET-based alkyds, reference alkyds without DP were also synthesized for comparison. Then, the surface coating properties and thermal behaviors of alkyd films were determined. The effect of DP usage and the changing ratios of LO/CO blend on coating properties and thermal behaviors of alkyd films were investigated. In addition, the optimum LO/CO blend ratio which is compatible with alkyd formulation was attempted to be determined. At the end of this study, glossy, soft/medium-hard films were obtained with excellent adhesion, impact strength, and chemical resistance. Thermal resistance and final thermal oxidative degradation temperature increased with adding DP to the alkyd formulation. Using LO/CO blend in the formulations affected oxidation rate and ratio, hence, drying time/degree and oxidative stability of alkyd films.


Subject(s)
Linseed Oil , Resins, Plant , Rapeseed Oil , Temperature , Surface Properties
8.
Chem Biodivers ; 21(3): e202301782, 2024 Mar.
Article in English | MEDLINE | ID: mdl-38263671

ABSTRACT

Myrrh is widely used in clinical practice but accompanied by obvious toxicity. According to traditional Chinese medicines theory, processing with vinegar can effectively reduce its toxicity. However, the detoxification processing technology of Myrrh and the corresponding mechanism have been unclear. The objective of this study is to systematically analyze the variation in chemical composition of raw Myrrh and its processed products using UPLC-Q-TOF-MS/MS coupled with chemometrics. A total of 75 compounds including 56 sesquiterpenoids, 2 diterpenoids, 15 triterpenoids and 2 other types were identified. Raw Myrrh and its processed products were divided into two major groups, and 14 chemical markers were selected out by principal component analysis and partial least square discriminant analysis. Additionally, the exact content of 5 representative chemical markers was determined to be significantly reduced after vinegar-processing by UPLC-QQQ-MS/MS. Moreover, multivariate statistical analysis and the quantitative results comprehensively indicated that the optimized processing method was processing at a ratio of 200 : 5 (Myrrh:vinegar). This research provides not only a reliable foundation for the study of Myrrh, but also a scientific reference for clinical use of this herb.


Subject(s)
Commiphora , Drugs, Chinese Herbal , Resins, Plant , Tandem Mass Spectrometry , Tandem Mass Spectrometry/methods , Chromatography, Liquid/methods , Liquid Chromatography-Mass Spectrometry , Acetic Acid , Drugs, Chinese Herbal/chemistry , Chemometrics , Chromatography, High Pressure Liquid/methods
9.
Chem Biodivers ; 21(5): e202400185, 2024 May.
Article in English | MEDLINE | ID: mdl-38513004

ABSTRACT

The resin essential oil (REO) of the Tunisian Araucaria heterophylla trunk bark was investigated for its chemical composition. Then, it was evaluated for its insecticidal and allelopathic activities. The REO was obtained by hydrodistillation for 9 h (yield of 4.2 % w/w). Moreover, fractional hydrodistillation was carried out at 3-hour intervals, resulting in 3 fractions (R1-R3), to facilitate chemical identification and localization of the aforementioned biological activities. GC/MS analysis of the obtained samples allowed the identification of 25 compounds, representing between 91.2 and 96.3 % of their total constituents, which consisted predominantly of sesquiterpene hydrocarbons, oxygenated sesquiterpenes and diterpene hydrocarbons. α-Copaene (10.8 %), γ-muurolene (5.8 %), α-copaen-11-ol (7.8 %), spathulenol (10.5 %), 15-copaenol (8.2 %), ylangenal (10.3 %), dehydrosaussurea lactone (7.7 %), and sandaracopimaradiene (11.4 %) were identified as major compounds. The second part aimed to assess the impact of the A. heterophylla EO and its three fractions for their insecticidal and repellent activity against Tribolium castaneum (Herbst), a stored grain pest, of which a strong repellent activity was noted. In addition, the studied samples showed high phytotoxic effects against Lactuca sativa. The third fraction (R3) performed a total inhibitory potential on seed germination and seedling growth of the target plant. Furthermore, alongside this discovery, an estimation was conducted through molecular docking analysis. Wherein the main compounds of the studied samples were docked into the active pocket of protoporphyrinogen IX oxidase (PDB: 1SEZ), a key enzyme in chlorophyll biosynthesis. Thus, it is recommended to use the REO of A. heterophylla as a natural herbicide.


Subject(s)
Araucaria , Insecticides , Oils, Volatile , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Tunisia , Animals , Insecticides/pharmacology , Insecticides/chemistry , Insecticides/isolation & purification , Araucaria/drug effects , Araucaria/chemistry , Araucaria/metabolism , Insect Repellents/pharmacology , Insect Repellents/chemistry , Insect Repellents/isolation & purification , Resins, Plant/chemistry , Molecular Docking Simulation , Gas Chromatography-Mass Spectrometry
10.
Phytochem Anal ; 35(1): 64-76, 2024 Jan.
Article in English | MEDLINE | ID: mdl-37555289

ABSTRACT

INTRODUCTION: Depending on their terpenoid and phenolic constituents plant resins can be classified as diterpenoid, triterpenoid or phenolic resins; thereby the profile of diterpenes and triterpenes is considered as genus- or even species-specific. OBJECTIVES: We aimed to develop a simple, rapid, inexpensive, sensitive and specific method for the identification of resin-specific triterpenoid and phenolic compounds in plant resins using (HP)TLC [(high-performance) thin-layer chromatography] combined with APCI-MS (atmospheric pressure chemical ionisation mass spectrometry) and post-chromatographic detection reactions. METHODS: Twenty resin samples from different plant species were analysed. Different extraction procedures, post-chromatographic detection reagents as well as various sorbents and solvents for planar chromatography were tested. To evaluate the potential of the optimised (HP)TLC-APCI-MS methods, parameter such as limit of detection (LOD) was determined for selected marker compounds. RESULTS: Our protocol enabled qualitative analyses of chemotaxonomic molecular markers in natural resins such as dammar, mastic, olibanum and benzoin. For the first time, the application of thionyl chloride-stannic chloride reagent for a specific post-chromatographic detection of triterpenes is reported, sometimes even allowing discrimination between isomers based on their characteristic colour sequences. For triterpene acids, triterpene alcohols and phenolic compounds, detection limits of 2-20 ng/TLC zone and a system precision with a relative standard deviation (RSD) in the range of 3.9%-7.0% were achieved by (HP)TLC-APCI-MS. The applicability of the method for the analysis of resin-based varnishes was successfully tested on a mastic-based varnish. Thus, the method we propose is a helpful tool for the discrimination of resins and resin-based varnishes with respect to their botanical origin.


Subject(s)
Diterpenes , Triterpenes , Resins, Plant/chemistry , Lacquer , Terpenes , Triterpenes/analysis
11.
Phytochem Anal ; 35(5): 1072-1087, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38500403

ABSTRACT

INTRODUCTION: Mastic is a natural resin produced by Pistacia lentiscus L. (Anacardiaceae). The beneficial properties of this resin are attributed to its triterpenes and volatile compounds. OBJECTIVE: This study was conducted to screen and characterize the terpenes in mastic ethyl acetate extract (M-Ex). METHODS: An ultrahigh-performance liquid chromatography coupled to quadrupole Orbitrap high-resolution mass spectrometry (UHPLC-Q-Orbitrap-HRMS) method was developed for the qualitative analysis of terpenes in M-Ex. We utilized in-house-isolated compounds as reference substance (Rs), including monoterpenes (A) with α-pinane structures, tetracyclic triterpene (B) containing tirucallane skeletons, and pentacyclic triterpene (C) belonging to olean, moronic, amyrone, and lupane types. Based on the mass spectrometric characteristics of the above compounds, and the difference in characteristic diagnostic fragment ions (DFIs) in isomeric compounds, the terpene compounds were further identified in M-Ex. RESULTS: Out of a total of 70 compounds, including monoterpenes and tetra-, and pentacyclic triterpenes, 20 were accurately determined by Rs, retention time (RT), and DFIs. Based on the cleavage patterns summarized from the above 20 compounds and with reference to the reported literature, another 50 compounds were putatively identified. Based on our discovery, six terpenic acids with A-seco-tirucallane types and one monoterpene dimer were identified for the first time in mastic. CONCLUSION: Our research serves not only as a foundation for the rapid identification and screening of terpene compounds in mastic but also as a supplementary basis for the identification of such compounds in other types of resins.


Subject(s)
Pistacia , Terpenes , Chromatography, High Pressure Liquid/methods , Terpenes/analysis , Terpenes/chemistry , Pistacia/chemistry , Mass Spectrometry/methods , Plant Extracts/chemistry , Mastic Resin/chemistry , Resins, Plant/chemistry , Molecular Structure , Triterpenes/analysis , Triterpenes/chemistry
12.
Molecules ; 29(7)2024 Apr 08.
Article in English | MEDLINE | ID: mdl-38611949

ABSTRACT

Olibanum is a resinous traditional Chinese medicine that is directly used as a powder. It is widely used in China and is often combined with other traditional Chinese medicine powders to promote blood circulation and relieve pain, as well as to treat rheumatism, rheumatoid arthritis, and osteoarthritis. Powdered traditional Chinese medicine is often easily contaminated by microorganisms and 60Co irradiation is one of the good sterilization methods. Volatile organic compounds (VOCs) are the main active ingredient of olibanum. The aim of this study was to validate the optimum doses of 60Co irradiation and its effect on VOCs. 60Co irradiation was applied in different doses of 0 kGy, 1.5 kGy, 3.0 kGy, and 6.0 kGy. Changes in VOCs were detected using gas chromatography ion mobility spectrometry. A total of 81 VOCs were identified. The odor fingerprint results showed that, with an increase in irradiation dose, most of the VOCs of olibanum changed. Through principal component analysis, cluster analysis, and partial least squares discriminant analysis, it was demonstrated that, at 1.5 kGy, the impact of radiation on the VOCs of olibanum was minimal, indicating this is a relatively good irradiation dose. This study provides a theoretical basis for the irradiation processing and quality control of resinous medicinal materials such as olibanum and it also provides a good reference for irradiation technology development and its application to functional foods, thus making it both significant from a research perspective and useful from an application perspective.


Subject(s)
Cobalt Radioisotopes , Frankincense , Volatile Organic Compounds , Ion Mobility Spectrometry , Gas Chromatography-Mass Spectrometry , Resins, Plant
13.
Molecules ; 29(7)2024 Mar 22.
Article in English | MEDLINE | ID: mdl-38611709

ABSTRACT

Solid-phase peptide synthesis (SPPS) is the preferred strategy for synthesizing most peptides for research purposes and on a multi-kilogram scale. One key to the success of SPPS is the continual evolution and improvement of the original method proposed by Merrifield. Over the years, this approach has been enhanced with the introduction of new solid supports, protecting groups for amino acids, coupling reagents, and other tools. One of these improvements is the use of the so-called "safety-catch" linkers/resins. The linker is understood as the moiety that links the peptide to the solid support and protects the C-terminal carboxylic group. The "safety-catch" concept relies on linkers that are totally stable under the conditions needed for both α-amino and side-chain deprotection that, at the end of synthesis, can be made labile to one of those conditions by a simple chemical reaction (e.g., an alkylation). This unique characteristic enables the simultaneous use of two primary protecting strategies: tert-butoxycarbonyl (Boc) and fluorenylmethoxycarbonyl (Fmoc). Ultimately, at the end of synthesis, either acids (which are incompatible with Boc) or bases (which are incompatible with Fmoc) can be employed to cleave the peptide from the resin. This review focuses on the most significant "safety-catch" linkers.


Subject(s)
Antifibrinolytic Agents , Solid-Phase Synthesis Techniques , Alkylation , Amino Acids , Resins, Plant , Peptides
14.
Prep Biochem Biotechnol ; 54(1): 39-48, 2024 Jan.
Article in English | MEDLINE | ID: mdl-37204086

ABSTRACT

Natural Deep Eutectic Solvents (NADESs) have emerged as a green and sustainable alternative to conventional organic solvents to extract bioactive compounds. However, the recovery of bioactive compounds from the NADES extracts is challenging, restricting their large-scale applications. The present work investigated the recovery of glycyrrhizic acid (GA) from choline-chloride/lactic acid NADES extract using macroporous resins. GA possesses a wide spectrum of biological activities, and it is extracted from the well-known herb Glycyrrhiza glabra. During resin screening, DIAIONTM SP700 showed high adsorption and desorption capacities. The adsorption kinetics study demonstrated that the adsorption of GA on SP700 followed Pseudo First-order kinetic model. Moreover, the adsorption behaviors were elucidated by the Freundlich isotherm using a correlation coefficient based on a static adsorption study at different temperatures and pH. Furthermore, the thermodynamic parameters, for instance, the change of Gibbs free energy (ΔG*), entropy (ΔS*), and enthalpy (ΔH*), showed that the adsorption process was spontaneous, favorable and exothermic. In addition, the sample after macroporous resin treatment, which is enriched with GA exhibited good anticancer potential analyzed by SRB assay. The regenerated NADES solvent was recycled twice, keeping more than 90% extraction efficiency, indicating good reusability of NADES in the GA extraction process by using macroporous resin.


Subject(s)
Deep Eutectic Solvents , Glycyrrhizic Acid , Solvents/chemistry , Adsorption , Thermodynamics , Plant Extracts/chemistry , Resins, Plant/chemistry
15.
Molecules ; 29(13)2024 Jul 02.
Article in English | MEDLINE | ID: mdl-38999095

ABSTRACT

Propolis is a bee product mainly consisting of plant resins and is used by bees to maintain the structural integrity of the colony. Propolis is known to contribute to bee health via its antimicrobial activity and is a valued product for human use owing to its nutritional and medicinal properties. Propolis is often characterised into seven categories depending on the resin source. New Zealand propolis is typically assumed as being poplar-type propolis, but few studies have chemically characterised New Zealand propolis to confirm or reject this assumption. Here, for the first time, we characterise propolis originating from different regions in New Zealand based on its volatile organic compounds, using gas chromatography coupled with mass spectrometry (GC-MS). To support this characterisation, we also collected and analysed resin samples from a variety of resin-producing plants (both native to New Zealand and introduced). Our findings suggest that bees mainly use poplar as a resin source, but also utilize native plant species to produce propolis. While regional variation did not allow for clear separation between samples, some patterns emerged, with samples from some regions having more chemical complexity and a higher contribution from native species (as suggested by a higher number of compounds unique to native species resin). Further studies are needed to accurately identify the botanical sources contributing to these samples. It may be also of interest to explore the biological activity of regional propolis samples and their potential nutritional or medicinal benefits.


Subject(s)
Gas Chromatography-Mass Spectrometry , Propolis , Volatile Organic Compounds , Propolis/chemistry , New Zealand , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/analysis , Bees/chemistry , Animals , Resins, Plant/chemistry
16.
Molecules ; 29(8)2024 Apr 13.
Article in English | MEDLINE | ID: mdl-38675598

ABSTRACT

Plant extracts and essential oils can be alternative environmentally friendly agents to combat pathogenic microbes and malaria vectors. Myrrh is an aromatic oligum resin that is extracted from the stem of Commiphora spp. It is used in medicine as an insecticide, cytotoxic, and aromatic. The current study assessed the effect of Commiphora myrrha resin extracts on the biological potency of the third larval stage of Aedes aegypti, as well as its antioxidant and cytotoxic properties against two types of tumor cells (HepG-2 and Hela cell lines). It also used GC-MS to determine the chemical composition of the C. myrrha resin extracts. Fifty components from the extracted plant were tentatively identified using the GC-MS method, with curzerene (33.57%) typically listed as the primary ingredient, but other compounds also make up a significant portion of the mixture, including 1-Methoxy-3,4,5,7-tetramethylnaphthalene (15.50%), ß-Elemene (5.80%), 2-Methoxyfuranodiene (5.42%), 2-Isopropyl-4,7-Dimethyl-1-Naphthol (4.71%), and germacrene B (4.35%). The resin extracts obtained from C. myrrha exhibited significant efficacy in DPPH antioxidant activity, as evidenced by an IC50 value of 26.86 mg/L and a radical scavenging activity percentage of 75.06%. The 50% methanol extract derived from C. myrrha resins exhibited heightened potential for anticancer activity. It demonstrated substantial cytotoxicity against HepG-2 and Hela cells, with IC50 values of 39.73 and 29.41 µg mL-1, respectively. Notably, the extract showed non-cytotoxic activity against WI-38 normal cells, with an IC50 value exceeding 100 µg mL-1. Moreover, the selectivity index for HepG-2 cancer cells (2.52) was lower compared to Hela cancer cells (3.40). Additionally, MeOH resin extracts were more efficient against the different growth stages of the mosquito A. aegypti, with lower LC50, LC90, and LC95 values of 251.83, 923.76, and 1293.35 mg/L, respectively. In comparison to untreated groups (1454 eggs/10 females), the average daily number of eggs deposited (424 eggs/L) decreases at higher doses (1000 mg/L). Finally, we advise continued study into the possible use of C. myrrha resins against additional pests that have medical and veterinary value, and novel chemicals from this extract should be isolated and purified for use in medicines.


Subject(s)
Antioxidants , Commiphora , Gas Chromatography-Mass Spectrometry , Larva , Plant Extracts , Resins, Plant , Commiphora/chemistry , Humans , Gas Chromatography-Mass Spectrometry/methods , Antioxidants/pharmacology , Antioxidants/chemistry , Animals , Plant Extracts/pharmacology , Plant Extracts/chemistry , HeLa Cells , Resins, Plant/chemistry , Larva/drug effects , Hep G2 Cells , Insecticides/pharmacology , Insecticides/chemistry , Insecticides/isolation & purification , Aedes/drug effects , Cell Survival/drug effects
17.
Molecules ; 29(10)2024 May 09.
Article in English | MEDLINE | ID: mdl-38792084

ABSTRACT

Labdanum resin or "gum" can be obtained from Cistus ladanifer L. by two different extraction methods: the Zamorean and the Andalusian processes. Although its main use is in the fragrance and perfumery sectors, ethnobotanical reports describe its use for medicinal purposes in managing hyperglycemia and mental illnesses. However, data concerning the bioactivities and pharmacological applications are scarce. In this work, it was found that the yield of labdanum resin extracted by the Andalusian process was 25-fold higher than the Zamorean one. Both resins were purified as absolutes, and the Andalusian absolute was purified into diterpenoid and flavonoid fractions. GC-EI-MS analysis confirmed the presence of phenylpropanoids, labdane-type diterpenoids, and methylated flavonoids, which are already described in the literature, but revealed other compounds, and showed that the different extracts presented distinct chemical profile. The potential antidiabetic activity, by inhibition of α-amylase and α-glucosidase, and the potential neuroprotective activity, by inhibition of acetylcholinesterase, were investigated. Diterpenoid fraction produced the higher α-amylase inhibitory effect (~30% and ~40% at 0.5 and 1 mg/mL, respectively). Zamorean absolute showed the highest α-glucosidase inhibitory effect (~14% and ~24%, at 0.5 and 1 mg/mL, respectively). Andalusian absolute showed the highest acetylcholinesterase inhibitory effect (~70% and ~75%, at 0.5 and 1 mg/mL, respectively). Using Caco-2 and HepG2 cell lines, Andalusian absolute and its purified fractions showed moderate cytotoxic/anti-proliferative activity at 24 h exposure (IC50 = 45-70 µg/mL, for Caco-2; IC50 = 60-80 µg/mL, for HepG2), whereas Zamorean absolute did not produce cytotoxicity (IC50 ≥ 200.00 µg/mL). Here we show, for the first time, that labdanum resin obtained by the Andalusian process, and its fractions, are composed of phytochemicals with anti-diabetic, neuroprotective and anti-proliferative potential, which are worth investigating for the pharmaceutical industry. However, toxic side-effects must also be addressed when using these products by ingestion, as done traditionally.


Subject(s)
Cistus , Hypoglycemic Agents , Neuroprotective Agents , Hypoglycemic Agents/pharmacology , Hypoglycemic Agents/chemistry , Neuroprotective Agents/pharmacology , Neuroprotective Agents/chemistry , Neuroprotective Agents/isolation & purification , Humans , Cistus/chemistry , Resins, Plant/chemistry , Plant Extracts/pharmacology , Plant Extracts/chemistry , Cell Proliferation/drug effects , Glycoside Hydrolase Inhibitors/pharmacology , Glycoside Hydrolase Inhibitors/chemistry , Glycoside Hydrolase Inhibitors/isolation & purification , Hep G2 Cells , Flavonoids/pharmacology , Flavonoids/chemistry , Flavonoids/isolation & purification
18.
J Sci Food Agric ; 104(11): 6431-6438, 2024 Aug 30.
Article in English | MEDLINE | ID: mdl-38497421

ABSTRACT

BACKGROUND: The main aim of the study is to investigate the thermal, textural and vaporization behaviors of turpentine oil (representing essential oils) organogels prepared with wax mixtures (beeswax, BW; shellac wax, SHW) instead of a single wax. The second aim was to determine the optimum level of wax addition to minimize vaporization of volatiles using response surface methodology. RESULTS: Both weighing and thermogravimetric analyses showed that when the total wax concentration increased, the vaporization was decelerated. The variation of the hardness and melting point values depended on both wax types and amounts in the mixtures. Additionally, the kinetics of the vaporization of the volatile compounds at 37 °C were evaluated, and both first- and second-order reaction kinetic models fitted well for the vaporization with R2 values of 0.96-0.99. The organogelation increased the thermal stability and limited the release of volatiles. The multiple response optimization results showed that the melting point, the reaction rate constant and the weight loss of the organogels produced with 24.43% BW and 17.68% SHW were 44.40 °C, 4.00 × 10-3 day-1 and 30.02%, respectively. CONCLUSION: As a result, essential oil organogels produced with a wax mixture instead of a single wax can provide controlled release of volatiles as well as tailored texture and melting range. © 2024 Society of Chemical Industry.


Subject(s)
Gels , Oils, Volatile , Turpentine , Waxes , Waxes/chemistry , Kinetics , Gels/chemistry , Oils, Volatile/chemistry , Turpentine/chemistry , Volatilization , Thermogravimetry , Plant Oils/chemistry , Resins, Plant
19.
BMC Oral Health ; 24(1): 352, 2024 Mar 19.
Article in English | MEDLINE | ID: mdl-38504287

ABSTRACT

BACKGROUND: AH Plus, an epoxy resin-based sealer, is widely used in endodontic practice, owing to its good physical properties that confers longstanding dimensional stability and good adhesion to dentin. Nevertheless, its propensity to trigger inflammation, especially in its freshly mixed state, has been extensively documented. Phytochemicals such as Petasin, Pachymic acid, Curcumin, and Shilajit are known for their anti-inflammatory and analgesic effects. This study aimed to analyze and determine the effect of these natural products on the physical properties of AH Plus sealer when incorporated with the sealer. METHODS: AH Plus (AHR) sealer was mixed with 10% petasin, 0.75% pachymic, 0.5% and 6%shilajit to obtain AHP, AHA, AHC and AHS in the ratio of 10:1 and 5:1 respectively. Five samples of each material were assessed for setting time, solubility, flow, and dimensional stability in accordance with the ISO 6876:2012 standardization. Sealers were characterized through scanning electron microscopy (SEM), X-ray energy dispersive spectroscopy, X-ray diffraction (XRD), and Fourier transform infrared (FTIR) spectroscopy. Statistical evaluation involved the Kolmogorov-Smirnov and Shapiro-Wilks tests for normality and the one-way ANOVA test for analysis. RESULTS: In this investigation, the characterisation analysis revealed a relatively similar microstructure in all the experimental root canal sealers. All experimental groups, excluding the control group, exhibited an increase in flow ranging from 11.9 to 31.4% at a 10:1 ratio. Similarly, for the 5:1 ratio, the increase ranged from 12.02 to 31.83%. In terms of dimensional stability, all groups at the 10:1 ratio showed a decrease compared to the control group. The addition of natural agents to AHR in 10:1 ratio led to a reduction in setting time by 8.9-31.6%, and at a 5:1 ratio, the reduction ranged from 8.1 to 31.5%. However, regarding solubility, the addition of natural agents did not induce any significant alterations. CONCLUSION: Based on the results of this study, it can be concluded that all tested root canal sealers exhibited properties that met the acceptable criteria outlined in the ISO 6876:2012 standardization.


Subject(s)
Curcumin , Minerals , Resins, Plant , Root Canal Filling Materials , Sesquiterpenes , Triterpenes , Humans , Root Canal Filling Materials/chemistry , Curcumin/pharmacology , Epoxy Resins , Materials Testing , Silicates/chemistry , Calcium Compounds/chemistry
20.
Evid Based Dent ; 25(1): 51-52, 2024 Mar.
Article in English | MEDLINE | ID: mdl-38365868

ABSTRACT

DESIGN: Prospective, randomized, double-blind, multicenter clinical trial. CASE SELECTION: Participants between 12 and 25 years old, who were generally healthy, with 2 or more white spot lesions on the labial surface of anterior dentition. DATA ANALYSIS: 79 patients who developed white spot lesions (WSL) on the labial surface of anterior teeth following orthodontic treatment were randomly assigned to 4 intervention groups. Group 1 received 5% sodium fluoride varnish every 6 months, the second group received CPP-ACP every 6 months, the third group was treated with resin infiltration at the initial visit followed by placebo every 6 months, and the final group which was the control group was coated with 1400 ppm fluoride toothpaste every 6 months. All the candidates were instructed to brush twice daily using a specific toothbrush and 1400 ppm fluoride toothpaste. The study lasted for 12 months, and photographs of the teeth with WSL were taken before and after completion of the intervention. Photographs were analyzed using ImageJ software to compare the changes in the percentage of WSL area to total tooth surface area among the four study groups. The distribution differences among groups were compared using nonparametric tests and differences between baseline and 1-year follow-up parameters were analyzed using paired chi-square tests. RESULTS: Reduction in the area of WSL were noted in all groups, with different levels of significance. The percentage reduction was 46.62% in the resin infiltration group and it was significantly higher than the remaining interventions. Fluoride varnish group had 26.57% reduction, the CPP-ACP group had 28.64% reduction and the control group had 29.75% reduction in the WSL area. Plaque index was noted to have significant correlation with the change in WSL area with higher plaque index scores demonstrating lesser reduction in WSL. CONCLUSIONS: The study found that resin infiltration significantly reduced the WSL area after 1-year follow-up. Fluoride toothpaste with or without CPP-ACP and fluoride varnish produced some therapeutic effects.


Subject(s)
Cariostatic Agents , Dental Caries , Adolescent , Adult , Child , Humans , Young Adult , Cariostatic Agents/therapeutic use , Dental Caries/prevention & control , Dental Enamel , Fluorides/therapeutic use , Fluorides, Topical/therapeutic use , Prospective Studies , Resins, Plant/pharmacology , Resins, Plant/therapeutic use , Toothpastes/therapeutic use , Double-Blind Method
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