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1.
Chem Biodivers ; 21(5): e202301830, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38289898

RESUMEN

The genus Malaxis (family Orchidaceae), comprises nearly 183 species available across the globe. The plants of this genus have long been employed in traditional medical practices because of their numerous biological properties, like the treatment of infertility, hemostasis, burning sensation, bleeding diathesis, fever, diarrhea, dysentery, febrifuge, tuberculosis, etc. Various reports highlight their phytochemical composition and biological activities. However, there is a lack of systematic review on the distribution, phytochemistry, and biological properties of this genus. Hence, this study aims to conduct a thorough and critical review of Malaxis species, covering data published from 1965 to 2022 with nearly 90 articles. Also, it examines different bioactive compounds, their chemistry, and pharmacotherapeutics as well as their traditional uses. A total of 189 unique compounds, including the oil constituents were recorded from Malaxis species. The highest active ingredients were obtained from Malaxis acuminata (103) followed by Malaxis muscifera (49) and Malaxis rheedei (33). In conclusion, this review offers an overview of the current state of knowledge on Malaxis species and highlights prospects for future research projects on them. Additionally, it recommends the promotion of domestication studies for rare medicinal orchids like Malaxis and the prompt implementation of conservation measures.


Asunto(s)
Orchidaceae , Fitoquímicos , Orchidaceae/química , Fitoquímicos/química , Fitoquímicos/farmacología , Fitoquímicos/aislamiento & purificación , Humanos , Extractos Vegetales/química , Extractos Vegetales/farmacología , Extractos Vegetales/aislamiento & purificación
2.
Int J Biol Macromol ; 259(Pt 1): 128389, 2024 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-38000600

RESUMEN

Hemostatic materials that are lightweight and possess good blood absorption performance have been widely considered for use in modern wound care. Natural hemostatic ingredients derived from traditional Chinese medicine have also received extensive attention. Bletilla polysaccharides are valued by researchers for their excellent hemostatic performance and good reactivity. Collagen is favored by researchers due to its high biocompatibility and low immunogenicity. In this study, Bletilla striata polysaccharide, the main hemostatic component of Bletilla striata, was activated by epoxy groups, and epoxidized Bletilla striata polysaccharide (EBSP) was prepared. Then, EBSP was crosslinked with collagen under alkaline conditions, and a new hemostatic material that was an epoxidized Bletilla polysaccharide crosslinked collagen hemostatic sponge was prepared. We demonstrated that endowing collagen with better hemostatic performance, cytocompatibility, and blood compatibility does not destroy its original three-stranded helical structure. Compared with the medical gauze, hemostasis time was shorter (26.75 ±â€¯2.38 s), and blood loss was lower (0.088 ±â€¯0.051 g) in the rat liver injury hemostasis model. In the rat model of severed tail hemostasis, hemostasis time was also shorter (47.33 ±â€¯2.05 s), and the amount of blood loss was lower (0.330 ±â€¯0.122 g). The sponge possessed good hemostatic and healing performance.


Asunto(s)
Hemostáticos , Orchidaceae , Ratas , Animales , Hemostáticos/farmacología , Hemostasis , Colágeno/farmacología , Cicatrización de Heridas , Polisacáridos/farmacología , Polisacáridos/química , Hemorragia/tratamiento farmacológico , Orchidaceae/química
3.
Chem Biodivers ; 20(12): e202301218, 2023 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-37870554

RESUMEN

This study aims to investigate the functional groups and phytochemical profile of Anacamptis coriophora seeds, tubers, and flowers. Symbiotic seedlings produced using the ex vitro method were transferred to their natural habitat and grown to analyze the functional groups and phytochemical profiles of tubers and flowers. The life cycles of the transferred seedlings were monitored, and tubers and flowers were harvested for analysis. ATR-FTIR spectroscopy revealed the presence of functional groups such as polysaccharides, lignin, and proteins in both tubers and flowers. Differences in spectral frequencies between first-year and second-year tubers were observed. Fatty acid analysis identified 30 different compounds in seeds, flowers, and tubers, with linoleic acid being the most abundant (27 % in seeds, 33 % in tubers), and palmitic acid present in flowers (24 %). GC-MS analysis of ethanol extracts from these components highlighted the presence of 32 compounds, including hydroxyacetic acid, hydrazide, cytidine (Z)-7-hexadecenal, 2,2-dimethoxyethane, 2,5,6-trimethyldecane, and butanamide, 4-amino-N-hydroxy. A. coriophora's tubers, flowers, and seeds may contain active metabolites with therapeutic potential. These results are valuable for the commercial cultivation of the plant.


Asunto(s)
Orchidaceae , Simbiosis , Orchidaceae/química , Ácidos Grasos/análisis , Semillas/química , Fitoquímicos/análisis , Extractos Vegetales/química
4.
Int J Biol Macromol ; 245: 125407, 2023 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-37327937

RESUMEN

Bletilla striata is a well-known medicinal plant with high pharmaceutical and ornamental values. Polysaccharide is the most important bioactive ingredient in B. striata and has various health benefits. Recently, B. striata polysaccharides (BSPs) have attracted much attention from industries and researchers due to their remarkable immunomodulatory, antioxidant, anti-cancer, hemostatic, anti-inflammatory, anti-microbial, gastroprotective, and liver protective effects. Despite the successful isolation and characterization of BSPs, there is still limited knowledge regarding their structure-activity relationships (SARs), safety concerns, and applications, which hinders their full utilization and development. Herein, we provided an overview of the extraction, purification, and structural features, as well as the effects of different influencing factors on the components and structures of BSPs. We also highlighted and summarized the diversity of chemistry and structure, specificity of biological activity, and SARs of BSP. The challenges and opportunities of BSPs in the food, pharmaceutical, and cosmeceutical fields are discussed, and the potential development and future study direction are scrutinized. This article provides comprehensive knowledge and underpinnings for further research and application of BSPs as therapeutic agents and multifunctional biomaterials.


Asunto(s)
Neoplasias , Orchidaceae , Plantas Medicinales , Humanos , Polisacáridos/química , Antioxidantes/farmacología , Vehículos Farmacéuticos , Orchidaceae/química
5.
Int J Biol Macromol ; 236: 123883, 2023 May 01.
Artículo en Inglés | MEDLINE | ID: mdl-36889614

RESUMEN

Anoectochilus roxburghii (Wall.) Lindl. (A. roxburghii), a valuable herbal medicine in China, has great medicinal and edible value. Polysaccharides, as one of the main active components of A. roxburghii, comprise glucose, arabinose, xylose, galactose, rhamnose, and mannose in different molar ratios and glycosidic bond types. By varying the sources and extraction methods of A. roxburghii polysaccharides (ARPS), different structural characteristics and pharmacological activities can be elucidated. ARPS has been reported to exhibit antidiabetic, hepatoprotective, anti-inflammatory, antioxidant, antitumor, and immune regulation activities. This review summarizes the available literature on the extraction and purification methods, structural features, biological activities, and applications of ARPS. The shortcomings of the current research and potential focus in future studies are also highlighted. This review provides systematic and current information on ARPS to promote their further exploitation and application.


Asunto(s)
Medicamentos Herbarios Chinos , Orchidaceae , Polisacáridos/farmacología , Polisacáridos/química , Antioxidantes/farmacología , Antioxidantes/química , Glucosa , Medicamentos Herbarios Chinos/química , Galactosa/química , Orchidaceae/química
6.
J Ethnopharmacol ; 306: 116151, 2023 Apr 24.
Artículo en Inglés | MEDLINE | ID: mdl-36638853

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Bletilla striata (Thunb.) Reixchb.f. is a perennial herb of the Orchid-aceae Bletilla and have various ethnopharmacological uses. As a traditional astringent hemostatic Chinese herbal medicine, B. striata has been widely used in the treatment of 127 different kinds of hemorrhagic diseases. Moreover, B. striata has been a beauty medicine since ancient times, with the first ancient records dating back to 2000 years ago, traditionally used to removing freckle and smooth the skin. Because of the high content of polysaccharides, which is considered the primary active substance of B. striata and having anti-aging, whitening, and anti-oxidation functions, this is also widely used in the cosmetics industry. AIM: We screened the germplasm resources of B. striata in the early stage and the superior HL20 strain was obtained. Our research aims to analyze and compare the whitening and antimicrobial activities of different extracts (aqueous extract, ethanol extract, and aqueous extract from ethanol extract filter residue) of the selected superior varieties (HL20) and the control (WT). MATERIALS AND METHODS: L-tyrosine and L-dopa were used as substrates to establish a tyrosinase inhibition system with arbutin as the positive control and the whitening activity was measured by the inhibition rate of TYR-M and TYR-D. Besides, an in vitro antimicrobial susceptibility test was performed to assess the antimicrobial activity of the B. striata extracts. In a nutshell, the method of punching diffusion was used to thoroughly examine the effects of three extracts from two strains on the antimicrobial activity of five types of microorganism in cosmetics microbiological testing products. The minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) of different extracts were also assessed. RESULTS: Results showed that the whitening and antimicrobial properties of the HL20 strain were found to be more potent than those of the WT strain. Compared with the other two extraction methods, the aqueous extract from ethanol extract filter residue of B. striata exhibited better inhibition of tyrosinase activity. The antimicrobial assay manifested that only the ethanol extract of B. striata had an inhibitory effect and had a potent antimicrobial impact on E. faecalis. CONCLUSIONS: In summary, we evaluated the pharmacological activity of the pre-selected excellent variety (HL20) in terms of whitening and antimicrobial activity. Our results reveal that the selected strain (HL20) has certain advantages over the control (WT). These characteristics make it a candidate additive for whitening cosmetics. Our study also provides a further contribution to the product application of B. striata in cosmetics and antimicrobial agents and the selected HL20 also lays a foundation for the breeding of superior B. striata varieties.


Asunto(s)
Medicamentos Herbarios Chinos , Orchidaceae , Monofenol Monooxigenasa , Extractos Vegetales/farmacología , Medicamentos Herbarios Chinos/farmacología , Piel , Etanol , Orchidaceae/química
7.
Int J Mol Sci ; 24(1)2023 Jan 01.
Artículo en Inglés | MEDLINE | ID: mdl-36614181

RESUMEN

Orchids are widely used in traditional medicine for the treatment of a whole range of different health conditions, and representatives of the Neotropical subtribe Maxillariinae are not an exception. They are utilized, for instance, for their spasmolytic and anti-inflammatory activities. In this work, we analyze the literature concerning the chemical composition of the plant extracts and secretions of this subtribe's representatives published between 1991 and 2022. Maxillariinae is one of the biggest taxa within the orchid family; however, to date, only 19 species have been investigated in this regard and, as we report, they produce 62 semiochemicals of medical potential. The presented review is the first summary of biologically active compounds found in Maxillariinae.


Asunto(s)
Orchidaceae , Orchidaceae/química , Flores , Extractos Vegetales/farmacología , Medicina Tradicional , Antiinflamatorios/farmacología
8.
Chem Biodivers ; 20(2): e202200773, 2023 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-36629332

RESUMEN

Bletilla striata (Thunb.) Reichb.f. is a perennial herb with abundant active ingredients. Previous research mainly focused on its tubers, however, the study on flowers, especially the variation of active ingredient contents at different flowering stages, was rarely seen. This study analyzed the total phenols, flavonoids, polysaccharides, anthocyanins, and cyanidin-3-O-glucoside content of B. striata flowers which were in cultivated in Herb Garden of Zhejiang A&F University and collected in May, 2019, in order to investigate the changes in active ingredients and antioxidant capacity among different flowering stages (bud, initial, and full bloom). Changes in radical scavenging capability of DPPH (1,1-Diphenyl-2-picrylhydrazyl radical), ABTS (2,2'-azinobis(3-ethylbenzthiazoline-6-sulphonate)), and hydroxy were analyzed. Significant differences in active ingredient content of flowers were detected among different flowering stages. The total phenolic content increased continuously during the entire flowering stage. The contents of total flavonoid, total polysaccharide, and cyanidin-3-O-glucoside reached peaks at the initial blooming stage and then fell as the flowering process continued. The antioxidant activity in initial stage was the highest than in any other flowering stages. Therefore, we conclude that the initial blooming stage is the best harvesting stage of B. striata flowers. This study provides a robust basis for the harvest and utilization of B. striata flowers in food, medical, and cosmetic industries.


Asunto(s)
Antioxidantes , Orchidaceae , Humanos , Antioxidantes/química , Antocianinas/análisis , Flavonoides/química , Fenoles/química , Orchidaceae/química , Extractos Vegetales/química , Flores/química , Glucósidos
9.
J Ethnopharmacol ; 306: 116205, 2023 Apr 24.
Artículo en Inglés | MEDLINE | ID: mdl-36706932

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Gymnadenia conopsea, a perennial herbaceous flowering plant that belongs to the family of Orchidaceae, sporadic distributed in the altitudes of 200-4700 m across northern Europe and, temperate and subtropical Asia region. The dried tubers of G. conopsea have been used to treat cough, asthma, and their syndromes, and also as a tonic in China and surrounding countries for a long history. G. conopsea is often processed deeply processed before use to enhance its efficacy. In recent years, because of its remarkable pharmacological activity and health care function, G. conopsea has been used more and more widely. Due to its extensive application and bad growth environment, the wild distribution of G. conopsea is decreasing and it has been listed as an endangered plant. AIM OF THE REVIEW: This review aims to summarize the propagation and breeding, traditional uses, chemical composition, pharmacology, quality control, and processing of G. conopsea. Moreover, it also provides suggestions for the future high-value utilization of G. conopsea. MATERIALS AND METHODS: A literature search on Gymnadenia genus and G. conopsea was performed using scientific databases including SciFinder, ACS, Web of Science, Springer, ScienceDirect, PubMed, and CNKI. Information was also collected from classic books of Chinese herbal medicine, official websites, Ph.D. and M.Sc. Dissertations, and so on. Structures of chemical compounds were drawn by ChemDraw software. RESULTS: As of submission date of this manuscript, total 170 natural compounds have been isolated and characterized from G. conopsea, and all of the compounds were isolated from the tubers. The isolated compounds including benzylester glucosides, dihydrostilbenes, phenanthrenes, phenolic compounds, alkaloids, polysaccharide, lignans, flavones, triterpenoids, steroids, and other compounds. Some of these compounds and active extracts exhibited a wide range of pharmacological activities, in which, the tonifying, anti-fatigue, anti-oxidant, anti-viral, sedative and hypnotic activities are consistent with the traditional uses for the treatment of diseases. In addition, a variety of new pharmacological activities, such as preventing and treating gastric ulcers, immunoregulatory, anti-hyperlipidemia, anti-anaphylaxis, anti-silicosis, anti-cancer and neuroprotective activities have also been reported. However, the bioactive compounds responsible for most of the above pharmacological effects have not been well summarised till now. In this manuscript, analysis, speculation and summary of compounds that responsible for pharmacological effects were conducted. CONCLUSIONS: The chemical constituents and pharmacological activities studies of G. conopsea extract have been summarised in this context, the isolated compounds responsible for the pharmacological activities were also analyzed and deduced according to the publications, all above led to suggestions for the future high-value utilization of G. conopsea.


Asunto(s)
Orchidaceae , Fitoquímicos , Etnofarmacología , Fitoquímicos/farmacología , Fitomejoramiento , Orchidaceae/química , Control de Calidad , Extractos Vegetales/farmacología
10.
Nat Prod Res ; 37(15): 2486-2492, 2023.
Artículo en Inglés | MEDLINE | ID: mdl-35289695

RESUMEN

Two new bibenzyls (1 and 2) were isolated from the pseudobulbs of Pleione grandiflora (Rolfe) Rolfe along with six known compounds, including isoarundinin I (3), isoarundinin II (4), bulbocodin D (5), batatasin III (6), 5,3'-dihydroxy- 4-(p-hydroxybenzyl)-3-methoxybibenzyl (7) and shancigusin F (8). Their structures were established on the basis of spectroscopic methods. These compounds showed potent DPPH free radical scavenging effects with IC50 values ranging from 49.72 ± 0.35 µM to 65.41 ± 0.49 µM.


Asunto(s)
Bibencilos , Medicamentos Herbarios Chinos , Orchidaceae , Antioxidantes/farmacología , Bibencilos/química , Estructura Molecular , Medicamentos Herbarios Chinos/química , Orchidaceae/química
11.
Chem Biodivers ; 19(12): e202200635, 2022 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-36282907

RESUMEN

In general, Bletilla striata polysaccharides were mostly water-soluble. However, the structural property, immunomodulatory effects and antitumor activities of alcohol-soluble Bletilla striata polysaccharide were rarely reported. In this study, an alcohol-soluble Bletilla striata polysaccharide was firstly extracted, investigated the structural property and evaluated the antitumor activity in vivo and in vitro. Results showed that BSAP was a low molecular weight polysaccharide (2.29×104  Da) and consisted of glucose, xylose and mannose (molar ratio: 2.39 : 1.00 : 0.21). Animal experiments results suggested that BSAP could effectively inhibit the expansion of H22 solid tumors, protect thymus and spleen, improve macrophages, lymphocytes and NK cells activities and enhance lymphocyte subsets proportion, presenting a better immunological enhancement effect in vivo. Additionally, the results of cell experiments showed that BSAP had obvious antitumor effect in vitro, including inhibiting the proliferation of H22 cells and inducing the apoptosis of tumor cells. These results would provide theoretical basis and new ideas for the further development and utilization of BSAP in the biomedical field.


Asunto(s)
Orchidaceae , Polisacáridos , Animales , Etanol , Glucosa , Linfocitos , Orchidaceae/química , Extractos Vegetales/química , Polisacáridos/farmacología , Polisacáridos/química , Antineoplásicos/química , Antineoplásicos/farmacología , Ratones
12.
Carbohydr Polym ; 292: 119694, 2022 Sep 15.
Artículo en Inglés | MEDLINE | ID: mdl-35725182

RESUMEN

Bletilla formosana is a traditional Chinese herbal medicine and is widely consumed as foods and medicines in China. However, the chemical structure and bioactivity of its polysaccharides remain unknown. Herein, two new polysaccharides, BFP60 and BFP80, with molecular weights of 3.99 kDa and 10.07 kDa, respectively, were isolated and purified from dried tuber of B. formosana. Structural analysis suggested that BFP60 and BFP80 may have backbone consisted of →4)-ß-d-Man-(1→,→4)-ß-d-Glc-(1→,→4)-2-O-acetyl-ß-d-Man-(1→, and →4)-3-O-acetyl-ß-d-Man-(1→. Inflammation assay in LPS-induced RAW264.7 cells showed that the productions of NO and pro-inflammatory cytokines including IL-6, IL-1ß, TNF-α, and IFN-γ were significantly reduced, and the expression of iNOS, COX-2, and target proteins in the NF-κB pathway were suppressed after BFP60 and BFP80 pretreatment. These findings indicated that this novel polysaccharide had significant inflammatory protective effects in vitro.


Asunto(s)
Mananos , FN-kappa B , Transducción de Señal , Animales , Inflamación/inducido químicamente , Inflamación/tratamiento farmacológico , Mananos/farmacología , Ratones , FN-kappa B/metabolismo , Orchidaceae/química , Células RAW 264.7
13.
Fitoterapia ; 160: 105220, 2022 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-35589060

RESUMEN

Four previously undescribed compounds, including three glucosyloxybenzyl 2-isobutylmalates (1-3), one phenolic glycoside (4), along with ten known compounds were isolated from the flowers of Bletilla striata. The structures and absolute configurations of the undescribed compounds were elucidated on the basis of HR-ESIMS, NMR spectroscopy, optical rotation value, and acid hydrolysis experiment. Cytotoxicity of the isolated compounds against A549, HCT-116, and SW1990 cells and protective effects of t-BHP-induced L02 cytotoxic were assayed. The antioxidant activities of the isolated compounds were also evaluated.


Asunto(s)
Glicósidos , Orchidaceae , Flores , Estructura Molecular , Orchidaceae/química , Fenoles/química
14.
Sci Rep ; 12(1): 5992, 2022 04 09.
Artículo en Inglés | MEDLINE | ID: mdl-35397625

RESUMEN

Eulophia macrobulbon (E.C.Parish & Rchb.f.) Hook.f. contains a natural PDE5A1 inhibitor, phenanthrene, 1-(4'-hydroxybenzyl)-4,8- dimethoxyphenanthrene-2,7-diol (HDP), a potential agent for the treatment of erectile dysfunction. The aim of this study was to improve the extraction efficiency of HDP from E. macrobulbon by using a more environmentally friendly extraction method, subcritical liquid dimethyl ether extraction (sDME), instead of classical solvent extraction (CSE) and ultrasound-assisted extraction (UAE). The efficiency and quality of the extracts obtained were evaluated using the following criteria: %process yield; solvent amount; extraction time; temperature; %HDP content by LC-MS, bioactivity as inhibition of phosphodiesterase-5A1 (PDE5A1) by radio-enzymatic assay; and chemical profiles by LC-QTOF-MS. sDME provided the highest content of HDP in the extract at 4.47%, much higher than the use of ethanol (0.4-0.5%), ethyl acetate (1.2-1.7%), or dichloromethane (0.7-1.4%). The process yield for sDME (1.5-2.7%) was similar to or lower than the other solvents (0.9-17%), but as long as the process yield is not prohibitively low, the concentration is a more important measure for clinical use. The optimal conditions for sDME extraction were: Extraction time, 40 min; 200% water as co-solvent; sample-to-solvent ratio of 1:8; temperature, 35 °C. Phenanthrene aglycone and glycoside derivatives were the major constituents of the sDME extracts and lesser amounts of phenolic compounds and sugars. The inhibition of PDE5A1 by sDME (IC50 0.67 ± 0.22 µg/ml) was tenfold more potent than ethanolic extract and other extraction methods, suggesting a high probability of clinical efficacy. Thus, sDME was a more efficient, faster, solvent-saving and environmentally friendly extraction method and more selective for phenanthrene when extracted from E. macrobulbon.


Asunto(s)
Orchidaceae , Hidrolasas Diéster Fosfóricas , Etanol/química , Éteres Metílicos , Orchidaceae/química , Fenantrenos , Extractos Vegetales/química , Extractos Vegetales/farmacología , Solventes
15.
Biomed Chromatogr ; 36(7): e5376, 2022 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-35338508

RESUMEN

As a representative medicinal plant in the Orchidaceae, Bletilla striata plays a variety of pharmacological roles in the clinic. However, the emergence of counterfeit species is affecting the basic medicinal materials source identification process, for which Bletilla ochracea and Oreorchis foliosa of the Orchidaceae are two representative species. For this study, 13 representative B. striata samples, three B. ochracea samples and three O. foliosa samples were selected for the systematic determination of polysaccharide yields and monosaccharide composition, and further detection of secondary metabolites by HPLC-MS. The results revealed that there was a significant difference in the yields of polysaccharides between B. striata and B. ochracea (p = 0.006). Although the polysaccharides of both species were composed of glucose and mannose, the molar ratio of the two monosaccharides was different, suggesting that the structures of the polysaccharides were different. The metabolomics results showed that there were no differences in the types of metabolites between B. striata and B. ochracea; however, there were differences in the contents of these metabolites. Although there was no significant difference in the polysaccharide yields of B. striata and O. foliosa (p = 0.074) and the monosaccharide composition was the same (glucose and mannose), many different metabolites were screened out between them: six compounds such as C36 H34 O11 existed only in B. striata, while substance C39 H54 O22 was unique to O. foliosa. Therefore, based on the analysis of the polysaccharide content and monosaccharide composition, combined with phase metabolomics research, a preliminary distinction between B. striata, B. ochracea and O. foliosa was achieved.


Asunto(s)
Manosa , Orchidaceae , Glucosa , Metabolómica , Orchidaceae/química , Polisacáridos/química
16.
J Ethnopharmacol ; 291: 115172, 2022 Jun 12.
Artículo en Inglés | MEDLINE | ID: mdl-35257843

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Laelia anceps and Cyrtopodium macrobulbon are two orchids used in Mexican traditional medicine for treating pain. AIM OF THE STUDY: The individual antinociceptive activity of ethanol extracts from the roots of Laelia anceps (LAE) and Cyrtopodium macrobulbon (CME) was evaluated, and their metabolomic profiles were comparatively evaluated. The antinociceptive activity of CME and naproxen combination (1:1) was also addressed. MATERIALS AND METHODS: The antinociceptive actions of LAE and CME were examined using three nociceptive tests. The combination of CME with naproxen was evaluated in the acetic acid test using isobologram analysis. Metabolomic analysis was performed using capillary reversed phase liquid chromatography-electrospray ionization-high resolution mass spectrometry and the MS-DIAL 4.70 software was used for data analysis and statistics. RESULTS: LAE (ED50 = 48.4 mg/kg) and CME (ED50 = 17.8 mg/kg) showed antinociceptive activity in the acetic acid test. Pre-treatment with L-NAME reverted the antinociceptive effects of LAE and CME in the acetic acid test. LAE (ED50 = 97 mg/kg) and CME (ED50 = 29 mg/kg) also induced antinociceptive activity in the second phase of the formalin test. The combination of CME with naproxen induced synergistic (interaction index = 0.434) antinociceptive effects (ED50 = 10.6 mg/kg). Overall, 156 compounds allocated in 97 different ontologies were found to be differentially expressed in the two orchids; among them, 125 compounds corresponded to LAE and 31 to CME. Three phenanthrene derivatives annotated in CME might be associated with its antinociceptive activity. CONCLUSION: LAE and CME induced antinociceptive activity with the possible participation of the nitric oxide pathway. CME in combination with naproxen synergistically produces antinociceptive effects in the acetic acid test. The untargeted metabolomic analysis allowed for annotation of several compounds potentially involved in the therapeutic potential of two plants; among them, three phenanthrene derivatives might contribute to the observed antinociceptive activity.


Asunto(s)
Analgésicos , Orchidaceae , Analgésicos/farmacología , Analgésicos/uso terapéutico , Orchidaceae/química , Dolor/tratamiento farmacológico , Dimensión del Dolor , Extractos Vegetales/uso terapéutico
17.
Curr Top Med Chem ; 22(11): 939-956, 2022.
Artículo en Inglés | MEDLINE | ID: mdl-34392822

RESUMEN

To date, just over a hundred phenanthrenoid dimers have been isolated. Of these, forty-two are completely phenanthrenic in nature. They are isolated from fourteen genera of different plants belonging to only five families, of which Orchidaceae is the most abundant source. Other nine completely acetylated and five methylated dimers were also defined, which were effective in establishing the position of the free hydroxyls of the corresponding natural products, from which they were obtained by semi-synthesis. Structurally, they could be useful chemotaxonomic markers considering that some substituents are typical of a single-family, such as the vinyl group for Juncaceae. From a biogenetic point of view, it is thought that these compounds derive from the radical coupling of the corresponding phenanthrenes or by dehydrogenation of the dihydrophenanthrenoid analogs. Phenanthrenes or dihydroderivatives possess different biological activities, e.g., antiproliferative, antimicrobial, antiinflammatory, antioxidant, spasmolytic, anxiolytic, and antialgal effects. The aim of this review is to summarize the occurrence of phenanthrene dimers in the different natural sources and give a comprehensive overview of their structural characteristics and biological activities.


Asunto(s)
Orchidaceae , Fenantrenos , Antiinflamatorios/química , Humanos , Orchidaceae/química , Fenantrenos/química , Fenantrenos/farmacología , Extractos Vegetales/química
18.
Nat Prod Res ; 36(5): 1170-1181, 2022 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-33342306

RESUMEN

A new phenanthrene compound, 7-(4-hydroxybenzyl)-8-methoxy-9,10- dihydrophenanthrene-2,5-diol (HMD), along with five known compounds (Coelonin, DD, Shancidin, HDP and MDD) were isolated from the roots of Cymbidium faberi Rolfe. (CFR). Their structures were identified using various spectroscopic methods. These compounds were reported for the first time in the genus. All isolated compounds were tested by radical-scavenging ability against 1,1-diphenyl-2-picryl-hydrazyl (DPPH), cytotoxic activity against three human cancer cell lines and inflammatory activity. Among them, Shancidin exhibited the stronger DPPH-scavenging activity (IC50=6.67 ± 0.84 µΜ) and cytotoxic activity against three tumour cell lines. Except for HDP, all compounds dose-dependently suppressed production of NO, TNF-α, IL-6 in LPS induced mouse primary peritoneal macrophage and showed anti-inflammatory activity. Moreover, 18 compounds were identified by UHPLC-LTQ-Orbitrap-MS combined with MS database, which provides a basis for further research.[Formula: see text].


Asunto(s)
Orchidaceae , Fenantrenos , Animales , Línea Celular Tumoral , Ratones , Estructura Molecular , Orchidaceae/química , Fenantrenos/química , Fenantrenos/farmacología , Extractos Vegetales , Raíces de Plantas
19.
Appl Biochem Biotechnol ; 194(1): 84-98, 2022 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-34845587

RESUMEN

Luisia tenuifolia Blume is also known as "slender leaved Luisia" and has been traditionally used in various skin ailments. The study was conducted to investigate and further characterize the volatile bioactives of different extracts of L. tenuifolia. Whole plants of L. tenuifolia, after collection, were shade dried, pulverized, and extracted successively with n-hexane, chloroform, ethyl acetate, and ethanol by Soxhlet percolation. Each of the crude extracts was further subjected to gas chromatography-mass spectrometry (GC-MS) analysis. GC-MS profile of all the four extracts was established and a wide range of secondary metabolites were identified and characterized spectroscopically. A total of 25, 27, 14, and 15 components were identified in the n-hexane, chloroform, ethyl acetate, and ethanol extracts accounting for 79.31, 78.28, 97.08, and 83.83% of the total peak areas of volatile components, respectively. Several pharmacologically active components including natural antioxidants (ß-tocopherol and δ-tocopherol), saturated and unsaturated fatty acids, eicosane, phytol, and spheroidenone were present. Thus, the current study reports the presence of promising, volatile yet thermostable bioactive components and in turn provides a promising note in the exploration of its biological activity.


Asunto(s)
Cromatografía de Gases y Espectrometría de Masas , Orchidaceae/química , Extractos Vegetales/química , Compuestos Orgánicos Volátiles/análisis
20.
Int J Biol Macromol ; 196: 1-12, 2022 Jan 31.
Artículo en Inglés | MEDLINE | ID: mdl-34843815

RESUMEN

The purpose of this study is to develop a new polysaccharide-based hydrogel. The Box-Behnken design was used to optimize the optimal synthesis conditions of the hydrogel, with the swelling parameters as indicators. The findings of rheologic tests confirm that free radical polymerization and the introduction of linear polymers improved the mechanical strength of the hydrogel. Combined with the characterization results, the gel mechanism of BSP-g-PAA/PVA DN hydrogel was proposed. The intermolecular association and entanglement increase, which effectively dissipates energy, thereby enhancing the mechanical properties of the hydrogel. In vitro blood compatibility experiments show that DN hydrogel has a low hemolysis rate and a good coagulation effect. The material is non-cytotoxic to L929 cells. The hepatic haemorrhage and mouse-tail amputation models of rats and mice were used to further evaluate the in vivo wound sealing and hemostatic properties of the hydrogel. The blood loss and hemostatic time were significantly lower than those of the control group, indicating that the hydrogel has excellent hemostatic effects. Therefore, the obtained BSP-g-PAA/PVA DN network hydrogel has good comprehensive properties and is expected to be used as a hemostatic material or a precursor of a drug carrier and a tissue engineering scaffold.


Asunto(s)
Coagulación Sanguínea/efectos de los fármacos , Hemostáticos/química , Hemostáticos/farmacología , Hidrogeles/química , Hidrogeles/farmacología , Orchidaceae/química , Polisacáridos/química , Animales , Fenómenos Químicos , Técnicas de Química Sintética , Hemostáticos/síntesis química , Hidrogeles/síntesis química , Concentración de Iones de Hidrógeno , Masculino , Ratones , Extractos Vegetales/química , Ratas , Reología , Espectroscopía Infrarroja por Transformada de Fourier , Termogravimetría
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