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1.
Molecules ; 29(8)2024 Apr 18.
Artículo en Inglés | MEDLINE | ID: mdl-38675665

RESUMEN

In the search for new bioactive agents against the infectious pathogen responsible for the neglected tropical disease (NTD) mycetoma, we tested a collection of 27 essential oils (EOs) in vitro against Madurella mycetomatis, the primary pathogen responsible for the fungal form of mycetoma, termed eumycetoma. Among this series, the EO of Santalum album (Santalaceae), i.e., East Indian sandalwood oil, stood out prominently with the most potent inhibition in vitro. We, therefore, directed our research toward 15 EOs of Santalum species of different geographical origins, along with two samples of EOs from other plant species often commercialized as "sandalwood oils". Most of these EOs displayed similar strong activity against M. mycetomatis in vitro. All tested oils were thoroughly analyzed by GC-QTOF MS and most of their constituents were identified. Separation of the sandalwood oil into the fractions of sesquiterpene hydrocarbons and alcohols showed that its activity is associated with the sesquiterpene alcohols. The major constituents, the sesquiterpene alcohols (Z)-α- and (Z)-ß-santalol were isolated from the S. album oil by column chromatography on AgNO3-coated silica. They were tested as isolated compounds against the fungus, and (Z)-α-santalol was about two times more active than the ß-isomer.


Asunto(s)
Madurella , Micetoma , Aceites Volátiles , Aceites de Plantas , Santalum , Sesquiterpenos , Madurella/efectos de los fármacos , Aceites de Plantas/farmacología , Aceites de Plantas/química , Aceites Volátiles/farmacología , Aceites Volátiles/química , Micetoma/microbiología , Micetoma/tratamiento farmacológico , Santalum/química , Sesquiterpenos/farmacología , Sesquiterpenos/química , Antifúngicos/farmacología , Antifúngicos/química , Pruebas de Sensibilidad Microbiana
2.
Molecules ; 29(6)2024 Mar 20.
Artículo en Inglés | MEDLINE | ID: mdl-38543021

RESUMEN

As part of our interest in the volatile phytoconstituents of aromatic plants of the Great Basin, we have obtained essential oils of Ambrosia acanthicarpa (three samples), Artemisia ludoviciana (12 samples), and Gutierrezia sarothrae (six samples) from the Owyhee Mountains of southwestern Idaho. Gas chromatographic analyses (GC-MS, GC-FID, and chiral GC-MS) were carried out on each essential oil sample. The essential oils of A. acanthicarpa were dominated by monoterpene hydrocarbons, including α-pinene (36.7-45.1%), myrcene (21.6-25.5%), and ß-phellandrene (4.9-7.0%). Monoterpene hydrocarbons also dominated the essential oils of G. sarothrae, with ß-pinene (0.5-18.4%), α-phellandrene (2.2-11.8%), limonene (1.4-25.4%), and (Z)-ß-ocimene (18.8-39.4%) as major components. The essential oils of A. ludoviciana showed wide variation in composition, but the relatively abundant compounds were camphor (0.1-61.9%, average 14.1%), 1,8-cineole (0.1-50.8%, average 11.1%), (E)-nerolidol (0.0-41.0%, average 6.8%), and artemisia ketone (0.0-46.1%, average 5.1%). This is the first report on the essential oil composition of A. acanthicarpa and the first report on the enantiomeric distribution in an Ambrosia species. The essential oil compositions of A. ludoviciana and G. sarothrae showed wide variation in composition in this study and compared with previous studies, likely due to subspecies variation.


Asunto(s)
Artemisia , Aceites Volátiles , Aceites Volátiles/química , Artemisia/química , Ambrosia , Idaho , Monoterpenos/análisis
3.
Molecules ; 28(21)2023 Oct 29.
Artículo en Inglés | MEDLINE | ID: mdl-37959750

RESUMEN

Echinacea purpurea (L.) Moench is a medicinal plant commonly used for the treatment of upper respiratory tract infections, the common cold, sore throat, migraine, colic, stomach cramps, and toothaches and the promotion of wound healing. Based on the known pharmacological properties of essential oils (EOs), we hypothesized that E. purpurea EOs may contribute to these medicinal properties. In this work, EOs from the flowers of E. purpurea were steam-distilled and analyzed by gas chromatography-mass spectrometry (GC-MS), GC with flame-ionization detection (GC-FID), and chiral GC-MS. The EOs were also evaluated for in vitro antimicrobial and innate immunomodulatory activity. About 87 compounds were identified in five samples of the steam-distilled E. purpurea EO. The major components of the E. purpurea EO were germacrene D (42.0 ± 4.61%), α-phellandrene (10.09 ± 1.59%), ß-caryophyllene (5.75 ± 1.72%), γ-curcumene (5.03 ± 1.96%), α-pinene (4.44 ± 1.78%), δ-cadinene (3.31 ± 0.61%), and ß-pinene (2.43 ± 0.98%). Eleven chiral compounds were identified in the E. purpurea EO, including α-pinene, sabinene, ß-pinene, α-phellandrene, limonene, ß-phellandrene, α-copaene, ß-elemene, ß-caryophyllene, germacrene D, and δ-cadinene. Analysis of E. purpurea EO antimicrobial activity showed that they inhibited the growth of several bacterial species, although the EO did not seem to be effective for Staphylococcus aureus. The E. purpurea EO and its major components induced intracellular calcium mobilization in human neutrophils. Additionally, pretreatment of human neutrophils with the E. purpurea EO or (+)-δ-cadinene suppressed agonist-induced neutrophil calcium mobilization and chemotaxis. Moreover, pharmacophore mapping studies predicted two potential MAPK targets for (+)-δ-cadinene. Our results are consistent with previous reports on the innate immunomodulatory activities of ß-caryophyllene, α-phellandrene, and germacrene D. Thus, this study identified δ-cadinene as a novel neutrophil agonist and suggests that δ-cadinene may contribute to the reported immunomodulatory activity of E. purpurea.


Asunto(s)
Antiinfecciosos , Echinacea , Aceites Volátiles , Humanos , Aceites Volátiles/química , Calcio , Vapor , Cromatografía de Gases y Espectrometría de Masas , Antiinfecciosos/química
4.
Molecules ; 28(20)2023 Oct 10.
Artículo en Inglés | MEDLINE | ID: mdl-37894493

RESUMEN

Blue lotus, also known as Nymphaea caerulea (Nymphaeaceae), is a water lily found globally in lakes and rivers. With its long history of use in Egyptian culture, blue lotus has been associated with spiritual rituals and health benefits. Nowadays, blue lotus is still consumed as a tea or tincture to induce relaxation and heightened spiritual awareness. In this study, six authentic N. caerulea extracts from trusted sources and eleven commercial products were analyzed using gas chromatography-mass spectrometry (GC-MS). Authentic blue lotus extracts were produced in industrial settings. Overall, the extracts were a mixture of aliphatic hydrocarbons, aromatic alcohols, fatty acids, phenyl derivatives, diterpenoids, phytosterols, and stigmastanes. Apomorphine and nuciferine, which are responsible for psychoactive effects of the blue lotus flower, were virtually absent from the authentic blue lotus extract. Although blue lotus has a long history of use, the safety data on the plant and its extracts is limited; however, together with the analytical data, the available information does not indicate major safety concerns for the topical application of authentic blue lotus flower concrete or absolute when diluted as a fragrance ingredient.


Asunto(s)
Nymphaea , Fitosteroles , Nymphaea/química , Apomorfina , Cromatografía de Gases y Espectrometría de Masas , Egipto , Extractos Vegetales/química
5.
Plants (Basel) ; 12(10)2023 May 18.
Artículo en Inglés | MEDLINE | ID: mdl-37653941

RESUMEN

Frankincense is an oleo-gum-resin collected from wild Boswellia spp. trees, and widely used in perfumery, cosmetics, aromatherapy, incense, and other industries. Boswellia rivae, growing in Ethiopia, Somalia, and Kenya, is one source of frankincense, but is little-commercialized compared to species such as B. sacra, B. frereana, and B. papyrifera. In this study, we examine the resin essential oil chemistry and harvesting systems of B. rivae in order to evaluate its potential for increased trade and potential positive livelihood benefits. Boswellia rivae produces an essential oil rich in α-thujene (0.1-12.4%), α-pinene (5.5-56.4%), ß-pinene (0.3-13.0%), δ-3-carene (0.1-31.5%), p-cymene (1.4-31.2%), limonene (1.8-37.3%), ß-phellandrene (tr-5.6%), trans-pinocarveol (0.1-5.0%), trans-verbenol (0.1-11.2%), and trans-ß-elemene (0-5.7%), similar to major commercial species, although it is difficult to detect mixing of B. rivae and Commiphora africana resins from chemistry alone. The B. rivae trees are not actively tapped, so resin collection has a neutral impact on the health of the trees, and resin production is unaffected by drought. Consequently, collecting resins acts as a key income supplementing livestock herding, as well as a safety net protecting pastoral communities from the severe negative effects of climate change-exacerbated drought on livestock. Therefore, Boswellia rivae is well positioned chemically, ecologically, and socially to support expanded trade.

6.
Plants (Basel) ; 12(15)2023 Aug 07.
Artículo en Inglés | MEDLINE | ID: mdl-37571040

RESUMEN

Diseases transmitted by mosquitoes and snails cause a large burden of disease in less developed countries, especially those with low-income levels. An approach to control vectors and intermediate hosts based on readily available essential oils, which are friendly to the environment and human health, may be an effective solution for disease control. Guava is a fruit tree grown on a large scale in many countries in the tropics, an area heavily affected by tropical diseases transmitted by mosquitoes and snails. Previous studies have reported that the extracted essential oils of guava cultivars have high yields, possess different chemotypes, and exhibit toxicity to different insect species. Therefore, this study was carried out with the aim of studying the chemical composition and pesticide activities of six cultivars of guava grown on a large scale in Vietnam. The essential oils were extracted by hydrodistillation using a Clevenger-type apparatus for 6 h. The components of the essential oils were determined using gas-chromatography-mass-spectrometry (GC-MS) analysis. Test methods for pesticide activities were performed in accordance with WHO guidelines and modifications. Essential oil samples from Vietnam fell into two composition-based clusters, one of (E)-ß-caryophyllene and the other of limonene/(E)-ß-caryophyllene. The essential oils PG03 and PG05 show promise as environmentally friendly pesticides when used to control Aedes mosquito larvae with values of 24 h LC50-aegypti of 0.96 and 0.40 µg/mL while 24 h LC50-albopictus of 0.50 and 0.42 µg/mL. These two essential oils showed selective toxicity against Aedes mosquito larvae and were safe against the non-target organism Anisops bouvieri. Other essential oils may be considered as molluscicides against Physa acuta (48 h LC50 of 4.10 to 5.00 µg/mL) and Indoplanorbis exustus (48 h LC50 of 3.85 to 7.71 µg/mL) and with less toxicity to A. bouvieri.

7.
Molecules ; 28(9)2023 May 02.
Artículo en Inglés | MEDLINE | ID: mdl-37175263

RESUMEN

Grindelia squarrosa is an arid lands herb that has been used in Native American traditional medicine, is a potential source of pharmacologically active compounds, and has been explored as a source of biofuel. The purpose of this work was to examine the essential oil composition of G. squarrosa from southern Idaho. Gas chromatographic methods revealed the essential oil of G. squarrosa var. serrulata to be rich in monoterpenoids, α-pinene (21.9%), limonene (17.1%), terpinolene (10.6%), and borneol (6.5%). The essential oil composition of G. squarrosa from Idaho is similar to that previously reported from specimens collected from Montana and confirms the volatile phytochemistry of plants growing in North America. The major essential oil components were screened for antimicrobial activity against respiratory and dermal pathogens. (-)-ß-Pinene showed strong antibacterial activity against Streptococcus pneumoniae (MIC 39.1 µg/mL) and (-)-borneol showed strong activity against Staphylococcus aureus (MIC 78.1 µg/mL).


Asunto(s)
Grindelia , Aceites Volátiles , Antibacterianos/análisis , Antibacterianos/química , Antibacterianos/farmacología , Grindelia/química , Idaho , Pruebas de Sensibilidad Microbiana , Aceites Volátiles/análisis , Aceites Volátiles/química , Aceites Volátiles/farmacología , Monoterpenos/análisis , Monoterpenos/química , Monoterpenos/farmacología , Streptococcus pneumoniae/efectos de los fármacos , Staphylococcus aureus/efectos de los fármacos , Antifúngicos/análisis , Antifúngicos/química , Antifúngicos/farmacología
8.
Molecules ; 28(5)2023 Mar 03.
Artículo en Inglés | MEDLINE | ID: mdl-36903605

RESUMEN

Using essential oils to control vectors, intermediate hosts, and disease-causing microorganisms is a promising approach. The genus Croton in the family Euphorbiaceae is a large genus, with many species containing large amounts of essential oils, however, essential oil studies are limited in terms of the number of Croton species investigated. In this work, the aerial parts of C. hirtus growing wild in Vietnam were collected and analyzed by gas chromatography/mass spectrometry (GC/MS). A total of 141 compounds were identified in C. hirtus essential oil, in which sesquiterpenoids dominated, comprising 95.4%, including the main components ß-caryophyllene (32.8%), germacrene D (11.6%), ß-elemene (9.1%), α-humulene (8.5%), and caryophyllene oxide (5.0%). The essential oil of C. hirtus showed very strong biological activities against the larvae of four mosquito species with 24 h LC50 values in the range of 15.38-78.27 µg/mL, against Physella acuta adults with a 48 h LC50 value of 10.09 µg/mL, and against ATCC microorganisms with MIC values in the range of 8-16 µg/mL. In order to provide a comparison with previous works, a literature survey on the chemical composition, mosquito larvicidal, molluscicidal, antiparasitic, and antimicrobial activities of essential oils of Croton species was conducted. Seventy-two references (seventy articles and one book) out of a total of two hundred and forty-four references related to the chemical composition and bioactivity of essential oils of Croton species were used for this paper. The essential oils of some Croton species were characterized by their phenylpropanoid compounds. The experimental results of this research and the survey of the literature showed that Croton essential oils have the potential to be used to control mosquito-borne and mollusk-borne diseases, as well as microbial infections. Research on unstudied Croton species is needed to search for species with high essential oil contents and excellent biological activities.


Asunto(s)
Croton , Culicidae , Insecticidas , Aceites Volátiles , Animales , Aceites Volátiles/química , Croton/química , Vietnam , Mosquitos Vectores , Aceite de Crotón , Insecticidas/química
9.
Molecules ; 28(6)2023 Mar 08.
Artículo en Inglés | MEDLINE | ID: mdl-36985451

RESUMEN

Conifers are of great economic value in terms of lumber production, important for construction and other uses such as pulp and paper. They are also important sources of essential oils. Conifer species have been vital to the ethnobotany and traditional herbal medicine of many different Native American groups. The objective of this work was to obtain and analyze the essential oils of several conifer species (Abies lasiocarpa, Picea engelmannii, Pinus contorta, Pseudotsuga menziesii, and Thuja plicata) growing in Idaho. The foliar essential oils were obtained by hydrodistillation and then analyzed by gas chromatographic methods, including GC-MS, GC-FID, and chiral GC-MS. The essential oils were obtained in varying yields from 0.66% up to 4.70%. The essential oil compositions were largely dominated by monoterpene hydrocarbons and oxygenated monoterpenoids. The chiral monoterpenoids were generally rich in the (-)-enantiomers for members of the Pinaceae, but the (+)-enantiomers predominated in the Cupressaceae. The essential oil compositions obtained in this work are qualitatively similar, but quantitatively different, to previously reported compositions and confirm and complement the previous reports. However, this is the first comprehensive analysis of the chiral terpenoid components in these conifer species. Additional research on essential oils of the Pinaceae and Cupressaceae is needed to describe the chemical profiles, chemical compositions, and enantiomeric distributions more reliably in the various species and infraspecific taxa of these two families.


Asunto(s)
Abies , Aceites Volátiles , Picea , Pinus , Pseudotsuga , Thuja , Humanos , Picea/química , Cycadopsida , Idaho , Monoterpenos
10.
Chem Biodivers ; 20(3): e202200210, 2023 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-36732885

RESUMEN

There is an ongoing interest to identify alternative pesticidal agents to avoid the chronic problems associated with synthetic pesticides. Essential oils have shown promise as botanical pest control agents. In the present study, the essential oils of four members of the Lamiaceae (Callicarpa candicans, C. erioclona, C. macrophylla, and Karomia fragrans; Vietnamese names: Nàng nàng, Tu châu lông mem, Tu châu lá to and Cà dien, respectively), obtained from wild populations in Vietnam, have been obtained by hydrodistillation and analyzed by gas chromatography-mass spectrometry. The essential oils were formulated into microemulsions and the essential oils and their microemulsions were screened for mosquito larvicidal activity against Aedes aegypti, Aedes albopictus, Culex quinquefasciatus, and for molluscicidal activity against Pomacea canaliculata. Atractylone and (E)-caryophyllene dominated the volatiles of C. candicans (CCEO) and C. erioclona (CEEO), while the major component in C. macrophylla (CMEO) and K. fragrans (KFEO) was (E)-caryophyllene. The essential oils and microemulsions of both C. candicans and C. erioclona exhibited excellent larvicidal activity against all three mosquito species (Ae. aegypti, Ae. albopictus, and Cx. quinquefasciatus) with LC50 values <10 µg/mL. Additionally, the larvicidal activity of the microemulsions were significantly improved compared with their free essential oils, especially for C. candicans and C. erioclona. All four essential oils and their microemulsions showed excellent molluscicidal activity with LC50 <10 µg/mL. In most cases, the essential oils and microemulsions showed greater pesticidal activity against target organisms than the non-target freshwater fish, Oreochromis niloticus. The in silico studies on physicochemical and ADMET properties of the major components in the studied essential oils were also investigated and most of the compounds possessed a favorable ADMET profile. Computational modeling studies of the studied compounds demonstrated a favorable binding interaction with the mosquito odorant-binding protein target and support atractylone, ß-selinene, and caryophyllene oxide as potential inhibitors. Based on the observed pesticidal activities of the essential oils and their microemulsions, the Callicarpa species and K. fragrans should be considered for potential cultivation and further exploration as botanical pesticidal agents.


Asunto(s)
Aedes , Callicarpa , Insecticidas , Lamiaceae , Aceites Volátiles , Plaguicidas , Animales , Aceites Volátiles/farmacología , Aceites Volátiles/química , Plaguicidas/farmacología , Vietnam , Insecticidas/farmacología , Insecticidas/química , Larva
11.
Molecules ; 28(2)2023 Jan 05.
Artículo en Inglés | MEDLINE | ID: mdl-36677603

RESUMEN

Cymbopogon species essential oil (EO) carries significant importance in pharmaceuticals, aromatherapy, food, etc. The chemical compositions of Cymbopogon spp. Viz. Cymbopogon winterianus (citronella) Cymbopogon citratus (lemongrass), and Cymbopogon martini (palmarosa) were analyzed by gas chromatography−mass spectrometry (GC-MS), enantiomeric distribution by chiral GC-MS, and antimicrobial activities of some selected pure major compound and root and leaves EOs of citronella. The EO of leaves of Cymbopogon spp. showed comparatively higher yield than roots or other parts. Contrary to citral (neral and geranial) being a predominant compound of Cymbopogon spp., α-elemol (53.1%), α-elemol (29.5%), geraniol (37.1%), and citral (90.4%) were detected as major compounds of the root, root hair with stalk, leaf, and root stalk with shoot of citronella EO, respectively. Palmarosa leaves' EO contains neral (36.1%) and geranial (53.1) as the major compounds. In the roots of palmarosa EO, the prime components were α-elemol (31.5%), geranial (25.0%), and neral (16.6%). Similarly, lemongrass leaves' EO contains geraniol (76.6%) and geranyl acetate (15.2%) as major compounds, while the root EO contains a higher amount of geraniol (87.9%) and lower amount of geranyl acetate (4.4%). This study reports for the first time chiral terpenoids from Cymbopogon spp. EOs. Chiral GC-MS gave specific enantiomeric distributions of nine, six, and five chiral terpenoids in the root, root stalk with a shoot, and leaves of citronella EOs, respectively. Likewise, four and three chiral terpenoids in the root and leaves of lemongrass oil followed by two chiral terpenoids in the leaves and root of palmarosa EOs each. Additionally, the root and leaves' EOs of citronella exhibit noticeable activity on bacteria such as Staphylococcus aureus, Staphylococcus epidermidis, and Streptococcus pyogenes and fungus such as Candida albicans, Microsporum canis, and Trichophyton mentagrophytes. So, geranial-, neral-, geraniol-, and citronellal-rich EOs can be used as an alternative antimicrobial agent.


Asunto(s)
Antiinfecciosos , Cymbopogon , Aceites Volátiles , Aceites Volátiles/farmacología , Aceites Volátiles/química , Cromatografía de Gases y Espectrometría de Masas , Cymbopogon/química , Nepal , Antiinfecciosos/farmacología
12.
Pharmaceuticals (Basel) ; 17(1)2023 Dec 29.
Artículo en Inglés | MEDLINE | ID: mdl-38256897

RESUMEN

Pimenta dioica L. is one the most recognized species with diverse biological activities. In this study, in vitro activity and in vivo efficacy of essential oil from P. dioica (EO-Pd) was evaluated. The main compound was also included in the animal studies and its in silico prediction related to biological activities, molecular ligands, drug likeness, and ADME (absorption, distribution, metabolism, and excretion) properties are listed. The chemical composition analyzed by GC-MS retrieved 45 components, which the most abundant compound was the eugenol (80.1%). The EO-Pd was able to inhibit the growth of L. amazonensis (IC50 = 9.7 ± 0.7 and 11.3 ± 2.1 µg/mL, promastigotes and amastigotes, respectively). The cytotoxicity assay showed a CC50 of 104.5 ± 0.9 µg/mL and a selectivity index of 9. In the model of cutaneous leishmaniasis in BALB/c mice, the effect of EO-Pd and eugenol was observed after treatment at 30 mg/kg by intralesional route with 5 administrations every 4 days. In the in silico predictions, some targets that justified the antileishmanial activity of eugenol and good drug like properties for this compound, were obtained. This study showed for first time the potential of EO-Pd to inhibit L. amazonensis, which could be linked to the activity of major compound eugenol.

13.
Plants (Basel) ; 11(23)2022 Dec 05.
Artículo en Inglés | MEDLINE | ID: mdl-36501419

RESUMEN

Boswellia ogadensis is a critically endangered species of frankincense tree, restricted to a small area of the Shabelle river valley in southern Ethiopia. It has only been recorded from two botanical collecting trips, in 1972 and 2006, with no indication of the abundance, threats, or population status of the trees, and it was listed on the IUCN Red List of Endangered Species as "Critically Endangered" in 2018. More recent expeditions, in 2019 and 2021, were not able to locate the species, raising concerns about its continued survival. We carried out a field survey in June 2022 to re-locate the species, assess the threat level it is facing, and collect samples of resin for analysis. This survey revealed that B. ogadensis is present in more locations than previously recorded, and is more abundant than thought. While it is facing multiple threats, including grazing, cutting for firewood, and insect attacks, these threats vary geographically, and there are populations that appear to be healthy and regenerating well. While more research is needed, the current survey indicates that downlisting to "Endangered" status may be appropriate. Samples of resin were also collected and analyzed using gas chromatographic techniques, revealing that while the essential oil profile is similar to that of other Boswellia species (dominated by α-thujene, α-pinene, p-cymene, and terpenin-4-ol), there are chemical markers that can distinguish it from other sympatric Boswellia species, indicating the potential for this to be used as a tool to monitor whether B. ogadensis is being harvested alongside other more common Boswellia species.

14.
Molecules ; 27(22)2022 Nov 17.
Artículo en Inglés | MEDLINE | ID: mdl-36432060

RESUMEN

Mosquitoes, in addition to being a biting nuisance, are vectors of several pathogenic viruses and parasites. As a continuation of our work identifying abundant and/or invasive plant species in Vietnam for use as ecologically friendly pesticidal agents, we obtained the essential oils of Blumea lacera, Blumea sinuata, Emilia sonchifolia, Parthenium hysterophorus, and Sphaeranthus africanus; analyzed the essential oils using gas chromatographic techniques; and screened the essential oils for mosquito larvicidal activity against Aedes aegypti and Aedes albopictus. The most active larvicidal essential oils were B. sinuata, which was rich in thymohydroquinone dimethyl ether (29.4%), (E)-ß-caryophyllene (19.7%), α-pinene (8.8%), germacrene D (7.8%), and α-humulene (4.3%), (24-h LC50 23.4 and 29.1 µg/mL) on Ae. aegypti and Ae. albopictus, respectively, and Emilia sonchifolia, dominated by 1-undecene (41.9%) and germacrene D (11.0%), (24-h LC50 30.1 and 29.6 µg/mL) on the two mosquito species. The essential oils of P. hysterophorus and S. africanus were also active against mosquito larvae. Notably, B. sinuata, P. hysterophorus, and S. africanus essential oils were not toxic to the non-target water bug, Diplonychus rusticus. However, E. sonchifolia essential oil showed insecticidal activity (24-h LC50 48.1 µg/mL) on D. rusticus. Based on these results, B. sinuata, P. hysterophorus, and S. africanus essential oils appear promising for further investigations.


Asunto(s)
Aedes , Asteraceae , Aceites Volátiles , Animales , Humanos , Aceites Volátiles/farmacología , Aceites Volátiles/química , Vietnam , Aceites de Plantas/química , Mosquitos Vectores , Pueblo Asiatico
15.
Molecules ; 27(19)2022 Sep 23.
Artículo en Inglés | MEDLINE | ID: mdl-36234812

RESUMEN

Citrus essential oils are routinely adulterated because of the lack of regulations or reliable authentication methods. Unfortunately, the relatively simple chemical makeup and the tremendous price variations among Citrus varieties encouraged the interspecies adulteration of citrus oils. In this study, a sensitive UPLC-MS/MS method for the quantitation of 14 coumarins and furanocoumarins is developed and validated. This method was applied to screen the essential oils of 12 different Citrus species. This study, to our knowledge, represents the most comprehensive investigation of coumarin and furanocoumarin profiles across commercial-scale Citrus oils to date. Results show that the lowest amount was detected in calamansi oil. Expressed oil of Italian bergamot showed the highest furanocoumarin content and the highest level of any individual furanocoumarin (bergamottin). Notable differences were observed in the coumarin and furanocoumarin levels among oils of different crop varieties and origins within the same species. Potential correlations were observed between bergapten and xanthotoxin which matches with known biosynthetic pathways. We found patterns in furanocoumarin profiles that line up with known variations among the Citrus ancestral taxa. However, contrary to the literature, we also detected xanthotoxin in sweet orange and members of the mandarin taxon. Using multivariate analysis, we were able to divide the Citrus oils into 5 main groups and correlate them to the coumarin compositions.


Asunto(s)
Citrus , Furocumarinas , Aceites Volátiles , 5-Metoxipsoraleno , Cromatografía Liquida , Citrus/química , Cumarinas/química , Furocumarinas/química , Metoxaleno , Aceites Volátiles/química , Aceites de Plantas , Espectrometría de Masas en Tándem
16.
Molecules ; 27(20)2022 Oct 20.
Artículo en Inglés | MEDLINE | ID: mdl-36296686

RESUMEN

Essential oils are promising as environmentally friendly and safe sources of pesticides for human use. Furthermore, they are also of interest as aromatherapeutic agents in the treatment of Alzheimer's disease, and inhibition of the enzyme acetylcholinesterase (AChE) has been evaluated as an important mechanism. The essential oils of some species in the genera Callicarpa, Premna, Vitex and Karomia of the family Lamiaceae were evaluated for inhibition of electric eel AChE using the Ellman method. The essential oils of Callicarpa candicans showed promising activity, with IC50 values between 45.67 and 58.38 µg/mL. The essential oils of Callicarpa sinuata, Callicarpa petelotii, Callicarpa nudiflora, Callicarpa erioclona and Vitex ajugifolia showed good activity with IC50 values between 28.71 and 54.69 µg/mL. The essential oils Vitex trifolia subsp. trifolia and Callicarpa rubella showed modest activity, with IC50 values of 81.34 and 89.38, respectively. trans-Carveol showed an IC50 value of 102.88 µg/mL. Molecular docking and molecular dynamics simulation were performed on the major components of the studied essential oils to investigate the possible mechanisms of action of potential inhibitors. The results obtained suggest that these essential oils may be used to control mosquito vectors that transmit pathogenic viruses or to support the treatment of Alzheimer's disease.


Asunto(s)
Enfermedad de Alzheimer , Callicarpa , Lamiaceae , Aceites Volátiles , Plaguicidas , Plantas Medicinales , Vitex , Animales , Humanos , Aceites Volátiles/farmacología , Aceites Volátiles/uso terapéutico , Acetilcolinesterasa/uso terapéutico , Enfermedad de Alzheimer/tratamiento farmacológico , Simulación del Acoplamiento Molecular , Plaguicidas/farmacología , Pueblo Asiatico
17.
Molecules ; 27(18)2022 Sep 19.
Artículo en Inglés | MEDLINE | ID: mdl-36144869

RESUMEN

This study was conducted to examine the chemical constituents of Origanum majorana L. essential oils (EOs) that originate in Nepal, as well as their biological activities, antioxidant properties, and enantiomeric compositions. The EOs were extracted by the hydro-distillation method using a Clevenger-type apparatus and their chemical compositions were determined through gas chromatography and mass spectrometry (GC-MS). Chiral GC-MS was used to evaluate the enantiomeric compositions of EOs. The minimum inhibitory concentrations (MICs) of the essential oils were determined by the micro-broth dilution method, and the antioxidant activity was evaluated by the 2,2-diphenyl-1-picrylhydrazyl scavenging assay and ferric-reducing antioxidant power (FRAP). GC-MS analysis showed the presence of 50 and 41 compounds in the EO samples, (S1) and (S2), respectively, representing the Kathmandu and Bhaktapur districts. The oxygenated monoterpenoids, along with terpinen-4-ol, were predominant constituents in both EO samples. However, the EOs from two locations showed some variations in their major components. The chiral terpenoids for two EO samples of marjoram have also been reported in this study in an elaborative way for the first time in accordance with the literature review. A hierarchical cluster analysis based on the compositions of EOs with 50 compositions reported in the literature revealed at least 5 different chemotypes of marjoram oil. The antioxidant activity for the sample (S2) was found to be relatively moderate, with an IC50 value of 225.61 ± 0.05 µg/mL and an EC50 value of 372.72 ± 0.84 µg/mL, as compared to the standard used. Furthermore, with an MIC value of 78.1 µg/mL, the EO from sample (S2) demonstrated effective antifungal activity against Aspergillus niger and Candida albicans. Moreover, both samples displayed considerable antimicrobial activity. The results suggest that EOs of Origanum majorana possess some noteworthy antimicrobial properties as well as antioxidant activity, and hence can be used as a natural preservative ingredient in the food and pharmaceutical industries.


Asunto(s)
Antiinfecciosos , Aceites Volátiles , Origanum , Antibacterianos/farmacología , Antiinfecciosos/química , Antiinfecciosos/farmacología , Antifúngicos/farmacología , Antioxidantes/química , Antioxidantes/farmacología , Pruebas de Sensibilidad Microbiana , Monoterpenos , Nepal , Aceites Volátiles/química , Aceites Volátiles/farmacología , Origanum/química , Terpenos
18.
Molecules ; 27(17)2022 Sep 02.
Artículo en Inglés | MEDLINE | ID: mdl-36080426

RESUMEN

Pinus species are important in traditional medicine throughout their ranges, and pine essential oils are of interest in aromatherapy and as topical treatments. In this work, the leaf (needle) essential oils of Pinus ponderosa var. ponderosa and Pinus contorta subsp. contorta from Oregon and Pinus flexilis growing in Idaho, have been obtained by hydrodistillation and analyzed by gas chromatographic techniques. The leaf essential oil of P. ponderosa was dominated by ß-pinene (21.5-55.3%), methyl chavicol (8.5-41.5%), α-pinene (3.6-9.6%), δ-3-carene (3.6-6.2%), and α-terpineol (1.4-5.3%). The major components of P. contorta essential oil were ß-phellandrene (23.8%), terpinen-4-ol (11.0%). The essential oil of P. flexilis was dominated by α-pinene (37.1%), ß-pinene (21.9%), bornyl acetate (12.8%), and camphene (8.5%). Chiral gas chromatography revealed the enantiomeric ratios of α-pinene and limonene to be variable, but (-)-ß-pinene predominated in Pinus essential oils.


Asunto(s)
Aromaterapia , Aceites Volátiles , Pinus , Limoneno , Aceites Volátiles/química , Pinus/química , Terpenos
19.
Plants (Basel) ; 11(16)2022 Aug 16.
Artículo en Inglés | MEDLINE | ID: mdl-36015435

RESUMEN

Sweet Birch (Betula lenta) has several economic and medicinal uses. Very little is known about the chemical composition of B. lenta. In this study, the volatile compositions of the bark of B. lenta from authentic and commercial sources were assessed by gas chromatography-mass spectrometry (GC-MS) and gas chromatography-flame ionization detection (GC-FID). Overall, more than 60 compounds were identified in natural sweet birch EO obtained by hydro-distillation. The oil was dominated by methyl salicylate (93.24-99.84%). A good approach to distinguishing wintergreen and birch oils would be biomarker-based analysis. The biomarkers are selected based upon three main criteria: (1) the marker should be commercially unavailable or too expensive which renders the adulteration process very costly, (2) The marker should be detected consistently in all the tested authentic EO samples, and (3) A birch EO marker should be found exclusively in birch EO, not in wintergreen and vice versa. The minor components o-guaiacol, veratrole, 2-E-4-Z-decadienal, and 2-E-4-E-decadienal were identified as natural marker compounds for authentic sweet birch oil. Surprisingly, none of the tested 27 commercial samples contained any of the identified birch markers. The detection of wintergreen markers such as vitispirane and ß-dehydroelsholtzia ketone, the synthetic marker dimethyl-2-hydroxyterephthalate, and ricenalidic acid lactone suggest the addition of wintergreen, synthetic methyl salicylate, and castor oil, respectively. This is the first report to identify birch biomarkers to the best of our knowledge.

20.
Plants (Basel) ; 11(16)2022 Aug 16.
Artículo en Inglés | MEDLINE | ID: mdl-36015437

RESUMEN

A comparative analysis of the chemical constituents present in twenty-one commercial and two lab-distilled frankincense (Boswellia carteri) essential oils was carried out using gas chromatography-mass spectrometry (GC-MS) and chiral gas chromatography-mass spectrometry (CGC-MS) for authentication. Out of the twenty-one commercial samples, six were adulterated with synthetic limonene, three were contaminated with synthetic octyl acetate, three were adulterated with castor oil, and two samples each were contaminated with frankincense resin and Boswellia occulta species, respectively, and one was contaminated with the Boswellia serrata species. Additionally, one sample was contaminated with phthalates as well as a cheap essential oil with similar compositions. Furthermore, one sample was adulterated with copaiba resin and frankincense resin in combination with synthetic octyl acetate. Additionally, one was contaminated with Boswellia serrata species, which was further adulterated with castor oil and frankincense resin. To the best of our knowledge, this is the first report to compare the enantiomeric distribution of chiral terpenoids present in commercial frankincense essential oil with lab-distilled frankincense oil for authentication. The CGC-MS analysis showed the presence of a total of eight chiral terpenoids in lab-distilled frankincense essential oils, which can be used as chemical fingerprints for the authentication of frankincense essential oil.

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