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1.
Phytochemistry ; 203: 113343, 2022 Nov.
Article in English | MEDLINE | ID: mdl-35963294

ABSTRACT

Seven undescribed homoisoflavonoids were identified from the bulbs of Bellevalia longipes Post (Asparagaceae) as well as thirteen known and one natural homoisoflavonoid that had been reported as a synthetic product previously. A general approach for recognizing homoisoflavonoids via NMR spectroscopy data were presented. The undescribed compounds were: 8-dehydroxy-5-O-demethyl-6-hydroxyscillapersicone, 6-methoxyscillapersicone, 5-O-demethyl-6-methoxyscillapersicone, 8-O-methylscillapersicone, 4'-O-methylscillapersicone, 4',8-O,O-dimethylscillapersicone, 3'-O-methylscillapersicone, and 3-hydroxy-desmethylophiopogonanone A. Structures were determined based on analysis of HRMS and NMR data, while absolute configurations were assigned using ECD spectroscopy. Human cancer cell lines were used to assess the cytotoxic activities of the isolated compounds, where 3-dehydroxy-3'-hydroxyeucomol showed IC50 values of 0.62 µM, 5.36 µM, and 2.52 µM, when tested against MDA-MB-435 (melanoma), MDA-MB-231 (breast), and OVCAR3 (ovarian) cells, respectively.


Subject(s)
Antineoplastic Agents , Asparagaceae , Isoflavones , Ovarian Neoplasms , Apoptosis , Asparagaceae/chemistry , Cell Line, Tumor , Female , Humans , Isoflavones/chemistry , Isoflavones/pharmacology , Molecular Structure
2.
Molecules ; 27(3)2022 Jan 24.
Article in English | MEDLINE | ID: mdl-35164026

ABSTRACT

Chlorophytum genus has been extensively studied due to its diverse biological activities. We evaluated the methanolic extract of leaves of Chlorophytum comosum (Green type) (Thunb.) Jacques, the species that is less studied compared to C. borivilianum. The aim was to identify phytoconstituents of the methanolic extract of leaves of C. comosum and biological properties of its different fractions. Water fraction was analyzed with matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry. Nineteen compounds belonging to different chemical classes were identified in the methanolic extract of leaves of C. comosum (Green type) (Thunb.) Jacques. In addition to several fatty acids, isoprenoid and steroid compounds were found among the most abundant constituents. One of the identified compounds, 4'-methylphenyl-1C-sulfonyl-ß-d-galactoside, was not detected earlier in Chlorophytum extracts. The water fraction was toxic to HeLa cells but not to Vero cells. Our data demonstrate that methanolic extract of leaves of C. comosum can be a valuable source of bioactive constituents. The water fraction of the extract exhibited promising antitumor potential based on a high ratio of HeLa vs. Vero cytotoxicity.


Subject(s)
Asparagaceae/chemistry , Plant Extracts/pharmacology , Animals , Antioxidants/chemistry , Cell Survival/drug effects , Chemical Fractionation , Chlorocebus aethiops , Gas Chromatography-Mass Spectrometry , HeLa Cells , Humans , Methanol/chemistry , Phytochemicals/chemistry , Plant Extracts/chemistry , Plant Leaves/chemistry , Toxicity Tests , Vero Cells
3.
J Ethnopharmacol ; 283: 114678, 2022 Jan 30.
Article in English | MEDLINE | ID: mdl-34563614

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Ophiopogonis Radix, the commonly used traditional Chinese medicine in clinic for treating cardiovascular diseases, is returned to the stomach, lung and heart meridian. It is reported to nourish yin, moisten lung and is used to treat heart yin deficiency syndromes and asthenia of heart and lung, which indicated that Ophiopogonis Radix may have a protective effect on heart disorders. Atherosclerosisis is an important process in the development of cardiovascular diseases and abnormal lipid deposition induced macrophage foam cells is its crucial foundation. Our previous study showed the extract of Ophiopogonis Radix (EOR) ameliorates atherosclerosis in vitro. However, it may protect against cardiovascular diseases through inhibiting macrophage foam cell formation and its potential effective components and mechanisms are still unclear. AIM OF THE STUDY: Our study aimed to investigate the effect of Ophiopogonis Radix on macrophage foam cell formation and its potential active constituents and mechanisms. MATERIALS AND METHODS: Ox-LDL induced macrophage cells were employed to evaluate the effect of Ophiopogonis Radix on macrophage foam cell formation. Then the potential active constituents inhibited formation of macrophage foam cells were screened by biospecific cell extraction and its underlying mechanisms were also explored by Western blot. RESULTS: The extract of Ophiopogonis Radix was found to significantly inhibit macrophage foam cell formation, evidenced by the decrease of TG and TC and Oil Red O staining analysis in macrophage cells, which indicated that EOR reduced the formation of macrophage foam cells. At the same time, EOR was showed to increase antioxidant capacity in macrophage cells. After treatment with EOR, two potential active components interacted with macrophage foam cells specifically were identified to inhibit macrophage foam cell formation including methylophiopogonanone A and methylophiopogonanone B. Methylophiopogonanone A was then proved to decrease the expression of CD36, Lox-1 and SREBP2, increase the expression of ABCA1 obviously, while the expression of ABCG1 and SREBP1 had no changes. CONCLUSIONS: In our study, Ophiopogonis Radix was found to protect against atherosclerosis through suppressing ox-LDL induced macrophage foam cell formation and two potential compounds were identified by biospecific cell extraction including methylophiopogonanone A and methylophiopogonanone B. Moreover, methylophiopogonanone A was proved to inhibit foam cells through reducing uptake, synthesis and increasing efflux, which may provide guidance and reference for application of Ophiopogonis Radix and investigation of the effective components of TCMs.


Subject(s)
Asparagaceae/chemistry , Cell Survival/drug effects , Foam Cells/drug effects , Macrophages, Peritoneal/drug effects , Phytotherapy , Plant Roots/chemistry , Animals , Male , Mice , Mice, Inbred ICR , Plant Extracts/chemistry , Plant Extracts/pharmacology
4.
Int J Mol Sci ; 22(22)2021 Nov 14.
Article in English | MEDLINE | ID: mdl-34830185

ABSTRACT

RCE-4, a steroidal saponin isolated from Reineckia carnea, has been studied previously and has exhibited promising anti-cervical cancer properties by inducing programmed cell death (PCD) of Ca Ski cells. Considering the cancer cells developed various pathways to evade chemotherapy-induced PCD, there is, therefore, an urgent need to further explore the potential mechanisms underlying its actions. The present study focused on targeting the Bcl-2-Beclin 1 complex, which is known as the key regulator of PCD, to deeply elucidate the molecular mechanism of RCE-4 against cervical cancer. The effects of RCE-4 on the Bcl-2-Beclin 1 complex were investigated by using the co-immunoprecipitation assay. In addition, autophagy-related genes (ATG) were also analyzed due to their special roles in PCD. The results demonstrated that RCE-4 inhibited the formation of the Bcl-2-Beclin 1 complex in Ca Ski cells via various pathways, and ATG 4B proteins involved in this process served as a key co-factor. Furthermore, based on the above, the sensitivity of RCE-4 to Ca Ski cells was significantly enhanced by inhibiting the expression of the ATG 4B by applying the ATG 4B siRNA plasmid.


Subject(s)
Apoptosis/drug effects , Autophagy-Related Proteins/metabolism , Beclin-1/metabolism , Multiprotein Complexes/antagonists & inhibitors , Proto-Oncogene Proteins c-bcl-2/metabolism , Saponins/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Apoptosis/genetics , Asparagaceae/chemistry , Autophagy/drug effects , Autophagy/genetics , Autophagy-Related Proteins/genetics , Cell Proliferation/drug effects , Cell Proliferation/genetics , Female , Humans , Molecular Structure , Multiprotein Complexes/metabolism , Phytosterols/chemistry , Protein Binding , RNA Interference , Saponins/chemistry , Uterine Cervical Neoplasms/genetics , Uterine Cervical Neoplasms/metabolism , Uterine Cervical Neoplasms/pathology
5.
Biomed Chromatogr ; 35(12): e5230, 2021 Dec.
Article in English | MEDLINE | ID: mdl-34407236

ABSTRACT

Asparagus racemosus Willd. is widely used to combat various diseases owing to its medicinal properties. In this study, arial parts of A. racemosus were investigated for their total phenolic content, total flavonoid content and antioxidative potential. A high-performance thin-layer chromatography (HPTLC) method combined with effect-directed-analysis was also developed to screen the antioxidant effects of A. racemosus and quantify biologically active compounds on chromatograms from A. racemosus. Total phenolics (154 mg gallic acid equivalent/g), flavonoid contents (497 mg quercetin/g) and IC50 (15.25 µg/ml) were found to be higher in methanolic extract of A. racemosus than in n-hexane, chloroform and ethyl acetate extracts. HPTLC hyphenated with chemical derivatizations (DPPH•, p-anisaldehyde/sulfuric acid, and ferric chloride) was used to evaluate antioxidant activity and the presence of phytosterols, terpenoids and polyphenolic contents. The same compounds at 100*retention factor = 58, 68, 74 and 65 in extracts were responsible for antioxidant activity. Hyphenated HPTLC allowed a rapid characterization of the active compound with a combination of effect-directed-analysis and attenuated total reflectance-Fourier transform infrared spectroscopy. Spectral analysis of the band from attenuated total reflectance identified myricetin, quercetin, p-coumaric acid and caffeic acid as responsible for the antioxidant activity.


Subject(s)
Antioxidants , Asparagaceae/chemistry , Chromatography, High Pressure Liquid/methods , Plant Components, Aerial/chemistry , Plant Extracts , Antioxidants/analysis , Antioxidants/chemistry , Chromatography, Thin Layer/methods , Flavonoids/analysis , Flavonoids/chemistry , Limit of Detection , Linear Models , Plant Extracts/analysis , Plant Extracts/chemistry , Reproducibility of Results , Spectroscopy, Fourier Transform Infrared/methods
6.
J Sep Sci ; 44(18): 3376-3385, 2021 Sep.
Article in English | MEDLINE | ID: mdl-34297876

ABSTRACT

Polianthes tuberosa (Linn.) is traditionally considered an ornamental and medicinal plant worldwide. However, extensive studies on its phytochemical composition are very limited. Hence the present work aims to identify the total phytochemical ingredients present in different crude extracts of tuberosa. Phytochemical analysis has been carried out for differential cold solvent extracts of various parts of tuberosa such as petals, stamens, and ovary by gas chromatography coupled with mass spectrometry, ultra-performance liquid chromatography to quadrupole time-of-flight mass spectrometry, and evaporative light scattering detector analyzers for the identification of bioactive components. Among the various solvents used for the extraction, diethyl ether is found to be the most suitable and efficient solvent, as its total differential recovery from the crude extract is about 0.24% as compared to 0.04% obtained by using n-hexane or petroleum ether. Numerous phytochemicals have been identified by the chromatography and MS techniques, which demonstrate the presence of essential fatty acids along with other pharmacological importance phytoconstituents. Identification of additional phytochemicals present in the crude extract of tuberosa flower further enhances its biological and pharmacological significance. The present work lays a foundation for further research and development of phytoconstituents of the tuberosa flower.


Subject(s)
Asparagaceae/chemistry , Phytochemicals/analysis , Phytochemicals/chemistry , Plant Extracts/chemistry , Flowers/chemistry , Gas Chromatography-Mass Spectrometry , Spectrophotometry, Ultraviolet
7.
J Ethnopharmacol ; 278: 114323, 2021 Oct 05.
Article in English | MEDLINE | ID: mdl-34116191

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Tupistra chinensis Baker (syn. Rohdea chinensis), an antitumor folk herb mainly distributed in China, its rhizome has been historically used to treat gastric cancer. Studies showed that the steroidal saponins were the main bioactive components in the rhizome of T. chinensis. Our previous studies have confirmed that the steroidal saponins have a variety of anti-tumor activities. However, the underlying anti-tumor mechanism of the total steroidal saponins of T. chinensis (TCS) remains to be revealed. AIM OF THE STUDY: In the present study, we studied the potential anti-proliferative activity and anti-tumor mechanism of TCS on gastric cancer in vitro and in vivo. METHODS: In vitro, 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay was used to detect the proliferation ability of TCS on SGC-7901 cells and AGS cells. Flow cytometry were performed to analyze cell apoptosis, cell cycle, mitochondrial membrane potential and reactive oxygen species expression level. Western blotting was performed to validate the expression of proteins in related pathways. In vivo, a xenograft model was established by injecting SGC-7901 cells into nude mice. RESULTS: In vitro, TCS inhibited the proliferation of gastric cancer cells. TCS effectively induced apoptosis by PI3K/Akt/mTOR signaling pathway in SGC-7901 cells, and promoted apoptosis via p53-mediated pathway in AGS cells. TCS also exhibited inhibitory activity in blocking the migration of gastric cancer cells. In vivo, TCS significantly inhibited the growth of xenograft tumor. CONCLUSION: These results indicated that TCS exhibited significant anti-gastric cancer effects in vitro and in vivo.


Subject(s)
Antineoplastic Agents/therapeutic use , Asparagaceae/chemistry , Carcinoma/drug therapy , Saponins/therapeutic use , Stomach Neoplasms/drug therapy , Animals , Antineoplastic Agents/chemistry , Apoptosis/drug effects , Cell Cycle Checkpoints/drug effects , Cell Line, Tumor , Cell Proliferation/drug effects , Gene Expression Regulation, Neoplastic/drug effects , Humans , Mice , Mice, Nude , Phosphatidylinositol 3-Kinases/genetics , Phosphatidylinositol 3-Kinases/metabolism , Phytotherapy , Plant Extracts/chemistry , Proto-Oncogene Proteins c-akt/genetics , Proto-Oncogene Proteins c-akt/metabolism , Rhizome/chemistry , Saponins/chemistry , TOR Serine-Threonine Kinases/genetics , TOR Serine-Threonine Kinases/metabolism , Xenograft Model Antitumor Assays
8.
J Ethnopharmacol ; 275: 114126, 2021 Jul 15.
Article in English | MEDLINE | ID: mdl-33872749

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Triangle grass is a liliaceous Chlorophytum perennial herb of ChlorophytumlaxumR.Br. It is distributed mainly in Guangdong and Guangxi Provinces of China. The initial use of triangle grass was mainly to treat bone pain and swelling caused by a fall injury. Triangle grass tablets (NO. Z20070544) are also used as a preparation in our hospital because of their analgesic, anti-inflammatory, anti-snake venom and microcirculation improvement properties and other pharmacological effects (Mei et al., 2006). Triangle grass tablets have been widely used in our hospital to treat patients with bone pain from chronic kidney disease-mineral and bone disorder (CKD-MBD). However, the effects and mechanism of triangle grass on bone metabolism in chronic kidney disease complicated with mineral and bone abnormalities are unclear. AIM OF THE STUDY: The aim of the present study was to investigate the effects of a triangle grass decoction on bone metabolism in CKD-MBD rats. MATERIALS AND METHODS: CKD-MBD model rats were subjected to 5/6 nephrectomy combined with 0.5 g NaH2PO4/rat. Serum blood urea nitrogen (BUN), creatinine (Cr), phosphorus (P), calcium (Ca), and intact parathyroid hormone (iPTH) levels were measured with an automatic biochemical analyser. Bone mineral density was determined with a Viva CT 40 system. Bone morphogenetic protein 7(BMP-7),runt-related transcription factor 2 (Runx2) and Osterix protein levels were measured by Western blot analysis. Kidney, vertebra and thoracic aorta tissue samples were assessed by histopathology and immunohistochemistry (IHC). RESULTS: The degrees of membrane thickening, necrosis, swelling and cast deposition were significantly reduced in high-dose rats and Low-dose rats. Serum BUN levels were significantly reduced in the Pre-H group (P < 0.05). Hypocalcaemia and hyperphos phataemia were detected in triangle grass (P < 0.05, P < 0.05). In addition, iPTH levels were significantly increased in the Pre-H group (P < 0.05). Alkaline phosphatase (ALP)levels were significantly decreased in the Pre-H group (P < 0.05). The bone mineral density was improved in the Pre-H and Pre-L groups. BMP-7 protein levels were significantly increased in the Pre-H group (P < 0.05). The pathological changes in muscle fibres in the thoracic aorta middle membranes were significantly alleviated in rats in the Pre-H and Pre-L groups. Changes in SM22α and SMα-act in protein levels were significantly attenuated in the Pre-H group (P < 0.05, P < 0.05). Changes in Runx2 and Osterix protein levels were also significantly attenuated in the Pre-H and Pre-L groups (P < 0.05, P < 0.05). CONCLUSIONS: Triangle grass can simultaneously ameliorate vertebral bone loss and abnormal calcification in the thoracic aorta. Triangle grass has a definite effect on bone metabolism disorder in CKD-MBD rats.


Subject(s)
Asparagaceae/chemistry , Bone Density/drug effects , Bone and Bones/metabolism , Chronic Kidney Disease-Mineral and Bone Disorder/drug therapy , Chronic Kidney Disease-Mineral and Bone Disorder/metabolism , Drugs, Chinese Herbal/pharmacology , Actins/metabolism , Animals , Aorta, Thoracic/metabolism , Aorta, Thoracic/pathology , Blood Urea Nitrogen , Bone Morphogenetic Protein 7/metabolism , Bone and Bones/drug effects , Calcinosis/drug therapy , Calcinosis/metabolism , Calcium/metabolism , Chronic Kidney Disease-Mineral and Bone Disorder/etiology , Chronic Kidney Disease-Mineral and Bone Disorder/pathology , Core Binding Factor Alpha 1 Subunit/metabolism , Creatinine/blood , Disease Models, Animal , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/therapeutic use , Joint Diseases/drug therapy , Joint Diseases/metabolism , Male , Microfilament Proteins/metabolism , Muscle Proteins/metabolism , Nephrectomy/adverse effects , Phosphorus/metabolism , Rats, Wistar , Spine/drug effects , Spine/metabolism , Transcription Factors/metabolism , Vascular Diseases/drug therapy , Vascular Diseases/metabolism
9.
Int J Mol Sci ; 22(5)2021 Mar 08.
Article in English | MEDLINE | ID: mdl-33800482

ABSTRACT

Homoisoflavonoids (3-benzylidene-4-chromanones) are considered as an infrequent flavonoid class, possessing multi-beneficial bioactivities. The present study gives an overview on phytochemical aspects of homoisoflavonoids, including utilized plant species, parts, extracts, and separation techniques. Overall, these compounds have mainly been isolated and identified from bulbs and rhizomes of the plants belonging to Asparagaceae and Fabaceae families, particularly the genera of Ophiopogon, Dracaena, Scilla, Polygonatum, and Caesalpinia.


Subject(s)
Asparagaceae , Fabaceae , Flavonoids , Rhizome , Asparagaceae/chemistry , Asparagaceae/metabolism , Fabaceae/chemistry , Fabaceae/metabolism , Flavonoids/chemistry , Flavonoids/classification , Flavonoids/isolation & purification , Flavonoids/metabolism , Rhizome/chemistry , Rhizome/metabolism
10.
BMC Complement Med Ther ; 21(1): 87, 2021 Mar 09.
Article in English | MEDLINE | ID: mdl-33750378

ABSTRACT

BACKGROUND: Lung cancer is one of the leading causes of death worldwide due to its strong proliferative and metastatic capabilities. The suppression of these aggressive behaviors is of interest in anticancer drug research and discovery. In recent years, many plants have been explored in order to discover new bioactive secondary metabolites to treat cancers or enhance treatment efficiency. Aspiletrein A (AA) is a steroidal saponin isolated from the whole endemic species Aspidistra letreae in Vietnam. Previously, elucidation of the structure of AA and screening of its cytotoxic activity against several cancer cell lines were reported. However, the antitumor activities and mechanisms of action have not yet been elucidated. In this study, we demonstrated the anti-proliferative, anti-migrative and anti-invasive effects of AA on H460, H23 and A549 human lung cancer cells. METHODS: MTT, wound healing and Transwell invasion assays were used to evaluate the anti-proliferation, anti-migration and anti-invasion effects of AA, respectively. Moreover, the inhibitory effect of AA on the activity of protein kinase B (Akt), a central mediator of cancer properties, and apoptotic regulators in the Bcl-2 family proteins were investigated by Western blotting. RESULTS: AA exhibits antimetastatic effects in human lung cancer cells through the inhibition of the pAkt/Akt signaling pathway, which in turn resulted in a significant inhibitory effect of AA on the migration and invasion of the examined lung cancer cells. CONCLUSIONS: Aspiletrein A may be a potent inhibitor of protein kinase B (Akt). Hence, AA could be further explored as a potential antimetastatic lead compound.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Asparagaceae/chemistry , Carcinoma, Non-Small-Cell Lung/pathology , Lung Neoplasms/pathology , Saponins/pharmacology , A549 Cells , Carcinoma, Non-Small-Cell Lung/drug therapy , Cell Line, Tumor , Humans , Lung Neoplasms/drug therapy , Molecular Structure , Phytochemicals/pharmacology , Proto-Oncogene Proteins c-akt/antagonists & inhibitors , Signal Transduction/drug effects
11.
Int J Nanomedicine ; 16: 1575-1586, 2021.
Article in English | MEDLINE | ID: mdl-33664572

ABSTRACT

BACKGROUND: Exosomes are a type of membrane vesicles secreted by living cells. Recent studies suggest exosome-like nanovesicles (ELNVs) from fruits and vegetables are involved in tissue renewal process and functional regulation against inflammatory diseases or cancers. However, there are few reports on ELNVs derived from medicinal plants. METHODS: ELNVs derived from Asparagus cochinchinensis (Lour.) Merr. (ACNVs) were isolated and characterized. Cytotoxicity, antiproliferative and apoptosis-inducing capacity of ACNVs against hepatoma carcinoma cell were assessed. The endocytosis mechanism of ACNVs was evaluated on Hep G2 cells in the presence of different endocytosis inhibitors. In vivo distribution of ACNVs was detected in healthy and tumor-bearing mice after scavenger receptors (SRs) blockade. PEG engineering of ACNVs was achieved through optimizing the pharmacokinetic profiles. In vivo antitumor activity and toxicity were evaluated in Hep G2 cell xenograft model. RESULTS: ACNVs were isolated and purified using a differential centrifugation method accompanied by sucrose gradient ultracentrifugation. The optimized ACNVs had an average size of about 119 nm and showed a typical cup-shaped nanostructure containing lipids, proteins, and RNAs. ACNVs were found to possess specific antitumor cell proliferation activity associated with an apoptosis-inducing pathway. ACNVs could be internalized into tumor cells mainly via phagocytosis, but they were quickly cleared once entering the blood. Blocking the SRs or PEGylation decoration prolonged the blood circulation time and increased the accumulation of ACNVs in tumor sites. In vivo antitumor results showed that PEGylated ACNVs could significantly inhibit tumor growth without side effects. CONCLUSION: This study provides a promising functional nano platform derived from edible Asparagus cochinchinensis that can be used in antitumor therapy with negligible side effects.


Subject(s)
Asparagaceae/chemistry , Carcinoma, Hepatocellular/pathology , Exosomes/metabolism , Liver Neoplasms/pathology , Nanoparticles/chemistry , Nanotechnology , Animals , Antineoplastic Agents/pharmacology , Apoptosis/drug effects , Carcinoma, Hepatocellular/metabolism , Cell Line, Tumor , Cell Proliferation/drug effects , Endocytosis/drug effects , Humans , Liver Neoplasms/metabolism , Male , Mice, Inbred BALB C , Mice, Nude , Nanoparticles/adverse effects , Nanoparticles/ultrastructure , Polyethylene Glycols/chemistry , Tissue Distribution/drug effects , Xenograft Model Antitumor Assays
12.
Chem Biodivers ; 18(4): e2001008, 2021 Apr.
Article in English | MEDLINE | ID: mdl-33660915

ABSTRACT

A new xanthone derivative, aspidxanthone A (1), and three known compounds ((2S)-1-(ß-D-galactopyranosyloxy)-3-(hexadecanoyloxy)propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate (2), (25S)-spirostane-1ß,3α,5ß-triol (3), and asparenyldiol (4)) were isolated from the whole of the endemic species Aspidistra letreae in Vietnam. Their structures were elucidated by means of extensive spectroscopic analyses and comparison with published data. In this study, we report the isolation and structure elucidation of a new compound aspidxanthone A, antioxidant activities of the extract and isolates 1-4, and in silico molecular docking of aspidxanthone A. The ethyl acetate extract had good antioxidant activity with an IC50 value of 26.3 µg mL-1 . Among the isolates, aspidxanthone A exhibited DPPH reduction activity with an IC50 value of 11.2 µM, which is in the same range as that of the positive control, ascorbic acid. The mechanism of action of aspidxanthone A on the tyrosinase and xanthine oxidase proteins have been clarified by in silico studies.


Subject(s)
Antioxidants/pharmacology , Asparagaceae/chemistry , Xanthones/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Biphenyl Compounds/antagonists & inhibitors , Density Functional Theory , Dose-Response Relationship, Drug , Molecular Docking Simulation , Molecular Structure , Picrates/antagonists & inhibitors , Xanthones/chemistry , Xanthones/isolation & purification
13.
Molecules ; 26(2)2021 Jan 14.
Article in English | MEDLINE | ID: mdl-33466890

ABSTRACT

Muscari comosum L. bulbs are commonly used as food in South Italy and also in folk medicine. By evaluating in vitro antioxidant activity and biological activities of their aqueous and methanol extracts, we shed light on the potential role, including both the nutraceutical and health benefits, of this plant. Total polyphenol content (TPC) and total flavonoid content (TFC) were evaluated by the Folin-Ciocalteu method and by the aluminum chloride method, respectively. Antioxidant activity was investigated by three in vitro assays and relative antioxidant capacity index (RACI) was calculated to compare results obtained by different tests. The extracts were tested to evaluate their possible involvement in redox homeostasis, using the human hepatoma (HepG2) cell line used as model. The extracts exhibited concentration/solvent dependent radical scavenging activity, as well as dysregulation of some genes involved in redox pathways by promoting Nrf2, SOD-2, GPX1, ABCC6 and ABCG2 expression. NMR metabolomics analysis suggests that HepG2 cells treated with Muscari comosum extracts experience changes in some metabolites involved in various metabolic pathways.


Subject(s)
Antioxidants/pharmacology , Asparagaceae/chemistry , Flavonoids/pharmacology , Oxidative Stress/drug effects , Plant Extracts/pharmacology , Polyphenols/pharmacology , Cell Proliferation , Flavonoids/analysis , Gene Expression Regulation, Neoplastic/drug effects , Hep G2 Cells , Humans , Metabolome/drug effects , Polyphenols/analysis
14.
Z Naturforsch C J Biosci ; 76(1-2): 43-47, 2021 Jan 27.
Article in English | MEDLINE | ID: mdl-32681789

ABSTRACT

Eremurus persicus (Jaub. & Spach) Boiss. belonging to Xanthorrhoeaceae family is an endemic medicinal plant widely distributed in Iran. Its leaves have been traditionally used as a food and also as medicinal plant. Regarding the widespread application of E. persicus in Iranian folk medicine, and the insignificant investigation of its components, this study aimed at the isolation and identification of major secondary metabolites of this plant. By applying various chromatographic techniques, corchoionoside A (1), 4-amino-4-carboxychroman-2-one (2), isoorientin (3), ziganein 5-methyl ether (4), auraptene (5), and imperatorin (6) were isolated from the EtOAc and CHCl3 fractions of the crude extract. Except isoorientin (3), all the identified phytoconstituents were reported for the first time from Eremurus genus.


Subject(s)
Asparagaceae/chemistry , Plant Extracts/chemistry , Plants, Medicinal/chemistry , Secondary Metabolism , Asparagaceae/metabolism , Coumarins/analysis , Coumarins/chemistry , Furocoumarins/analysis , Furocoumarins/chemistry , Luteolin/analysis , Luteolin/chemistry , Plants, Medicinal/metabolism
15.
Nat Prod Res ; 35(1): 108-115, 2021 Jan.
Article in English | MEDLINE | ID: mdl-31137985

ABSTRACT

Three new steroidal saponins (1-3), together with four known compounds (4-7), were isolated from the roots and rhizomes of Rohdea chinensis Baker, and their structures were determined as (24S, 25 R)-1ß-hydroxy-3ß-[(ß-D-glucopyranoside)oxy]-spirost-5-en-24-yl-ß-D-glucopyranoside (1) and (24S)-spirost-25(27)-en-1ß, 3ß, 4ß, 5ß, 6ß, 24ß-hexahydroxy-24-O-ß-D-glucopyranoside (2), (22S, 25S)-1ß, 3ß, 4ß, 5ß, 26, 27-hexanol-furospirost-5, 26-O-ß-D-glucopyranoside (3), together with four known compounds 3-epi-diosgenin-3-ß-D-glucopyranosid (4), 3-epiruscogenin (5), 25(R)-1ß-hydroxy-spirost-5-en-3α-yl-O-ß-D-glucopyranoside (6) and tupichinin A (7), on the basis of physico-chemical properties and spectral analysis. In this study, compounds 1-3 and 5-7 were evaluated for their cytotoxic activity against SW620, A549 and HepG2 tumor cell lines. Among them, compound 7 showed moderate cytotoxicity against two human cancer cell lines A549 and HepG 2 with IC50 values of 25.3 ± 2.6 and 26.1 ± 2.5 µM, respectively.


Subject(s)
Asparagaceae/chemistry , Saponins/chemistry , Saponins/pharmacology , A549 Cells , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Cell Line, Tumor , Drug Screening Assays, Antitumor , Hep G2 Cells , Humans , Magnetic Resonance Spectroscopy , Molecular Structure , Rhizome/chemistry , Steroids/chemistry
16.
Nat Prod Res ; 35(7): 1159-1166, 2021 Apr.
Article in English | MEDLINE | ID: mdl-31322441

ABSTRACT

A new coprostanol glycoside, 26-trihydroxy-16, 22-dioxo-3ß-[(α-L-rhamnopyranosyl)oxy]-5ß-cholestan-1ß-yl O-α-L-rhamnopyranosyl-(1→2)-ß-D-fucopyranoside (1) (25S)-5ß-spirostan-1ß,2ß,3ß, 4ß,5ß, 6ß-hexol (2), a new C-22 steroidal lactone saponin, (20 R)-16ß-trihydroxy-3ß-[(α-L-rhamnopyranosyl)oxy]-1ß-[(O-α-L-rhamnopyranosyl-(1→2)-ß-D-xylopyranosyl)oxy]-5ß-pregnane-20-oic acid γ-lactone (3) along with two known pregnane glycosides (4 and 5) were obtained from the roots of Reineckia carnea. Their structures were determined by 1 D, 2 D NMR, IR and MS data analysis. In addition, the cytotoxic activities in HT-29, HCT116, H1299 and A549 tumor cells of the isolated compounds (1 - 5) were determined by the MTT method. The results showed that only compound 1 exhibited weak effect against these cells with IC50 values ranging from 63.36 µM to 105.01 µM.


Subject(s)
Asparagaceae/chemistry , Plant Roots/chemistry , Steroids/isolation & purification , Antineoplastic Agents/pharmacology , Carbon-13 Magnetic Resonance Spectroscopy , Cell Death/drug effects , Cell Line, Tumor , Humans , Hydrolysis , Inhibitory Concentration 50 , Proton Magnetic Resonance Spectroscopy , Steroids/chemistry , Steroids/pharmacology , Sugars/analysis
17.
Anticancer Agents Med Chem ; 21(13): 1697-1707, 2021.
Article in English | MEDLINE | ID: mdl-33231161

ABSTRACT

BACKGROUND: Chlorophytum comosum, popularly known as Spider Ivy, is used as a medicinal plant in traditional Chinese medicine, however, its detailed chemical composition and biological activity are yet unexplored. OBJECTIVE: To carry out the phytochemical investigation on different parts of Chlorophytum comosum using GCMS/ LC-ESI-MS and evaluation of its antioxidant, hemolytic and antiproliferative potential on breast cancer (MCF-7), lung cancer (A549, H1299) and normal lung (L-132) cell lines. METHODS: Chemical constituents from aqueous roots and leaves extracts were identified using LC-ESI-MS/GCMS. The identified compounds were annotated based on the match of mass spectra with the literature using NIST 14 and METLIN databases. Antioxidant activity was studied using DPPH, FRAP and TPC assays. The antiproliferative effects of ethanolic roots and leaves extracts of Chlorophytum comosum were measured by MTT assay on breast cancer (MCF-7), lung cancer (A549 & H1299) and normal lung (L-132) cell lines. The toxicity studies of the extracts were carried out using Hemolysis assay. RESULTS: GC-MS analysis identified 34 metabolites in roots and 17 from leaves, while 17 compounds from roots and 7 from leaves were detected by LC-ESI-MS. Significant antiproliferative effects were observed on the A549 and MCF-7 cancer cell lines with IC50 values ranging from 56.86 µg/ml to 68.68 µg/ml while no marked response was observed against normal cell line L-132. CONCLUSION: Our study represents the first report on the detailed chemical composition and antiproliferative potential of Chlorophytum comosum against lung and breast cancer cell lines.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Antioxidants/pharmacology , Asparagaceae/chemistry , Neoplasms/drug therapy , Phytochemicals/pharmacology , Plant Extracts/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Cell Line , Cell Proliferation/drug effects , Chromatography, Liquid , Drug Screening Assays, Antitumor , Free Radicals/antagonists & inhibitors , Gas Chromatography-Mass Spectrometry , Humans , Neoplasms/metabolism , Neoplasms/pathology , Phytochemicals/chemistry , Phytochemicals/isolation & purification , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Spectrometry, Mass, Electrospray Ionization
18.
J Integr Med ; 19(1): 78-84, 2021 Jan.
Article in English | MEDLINE | ID: mdl-33223488

ABSTRACT

OBJECTIVE: This research is to investigate the antihyperglycaemic activity and the underlying mechanisms of action of the ethylacetate extract of Chlorophytum alismifolium (EACA) tubers in a type 2 diabetes model. METHODS: The tubers were processed and sequentially extracted in hexane followed by ethylacetate, using a Soxhlet apparatus, and subjected to gas chromatography-mass spectrometry (GC-MS). The acute toxicity of EACA was investigated in albino Wistar rats. An antihyperglycaemic study was carried out using high-fat diet (pelletized diet and margarine in the ratio of 10:1 and 20% fructose solution) and streptozotocin-induced hyperglycaemic Wistar rats. The effects of the extract (150, 300 and 600 mg/kg) on blood glucose level, insulin, peroxisome proliferator-activated receptor-γ (PPAR-γ) and dipeptidyl peptidase-4 (DPP-4) were evaluated using enzyme-linked immunosorbent assay. RESULTS: The oral median lethal dose in Wistar rats was estimated to be > 5000 mg/kg. Treatment with EACA at all doses significantly reduced the fasting blood glucose levels, compared to the hyperglycaemic control, and over time. Administration of EACA increased the serum insulin and PPAR-γ levels while decreasing DPP-4 levels. GC-MS analysis revealed the presence of 13 compounds, with isothiazole and isoxazolidine covering total area of 24.6% and 22.69%, respectively. CONCLUSION: The findings from this study showed that EACA has important compounds with beneficial effect in type 2 diabetes and acts by increasing insulin secretion and PPAR-γ level and decreasing DPP-4 activity.


Subject(s)
Asparagaceae/chemistry , Diabetes Mellitus, Type 2 , Dipeptidyl Peptidase 4/metabolism , Hypoglycemic Agents , PPAR gamma/metabolism , Plant Extracts/pharmacology , Animals , Blood Glucose , Diabetes Mellitus, Experimental/drug therapy , Diabetes Mellitus, Type 2/drug therapy , Hypoglycemic Agents/pharmacology , Insulin , Rats , Rats, Wistar
19.
Steroids ; 164: 108737, 2020 12.
Article in English | MEDLINE | ID: mdl-33002483

ABSTRACT

T-17, a bioactive spirostanol saponin extracted from Tupistra chinensis Baker, was previously reported with anti-inflammatory and cytotoxic activities. However, the mechanism underlying of its anti-proliferation activity remains to be elucidated. In this study, we investigated the anti-gastric cancer cell growth activity of T-17 in terms of cell viability, colony formation, cell cycle, induction of apoptosis/autophagy, and JNK pathway. T-17 showed dose-dependent cytotoxicity in SGC-7901 and AGS cell lines, it induced caspase-mediated apoptosis as well as G0/G1 phase arrest and modulation of cyclinE2 and p21 expression. In addition, T-17 promoted the cancer cell autophagy as evidenced with increased expression of Beclin-1 and decreased p62 in western blot and formation of GFP-LC3 puncta. Furthermore, T-17-induced autophagy decreased gastric cancer cell apoptosis as assessed by pharmacological autophagy inhibitors and ATG5 siRNA usage. Importantly, the activation of JNK pathway was simultaneously involved in T-17-induced apoptosis and autophagy. Taken together, the results suggest that T-17 is a promising cytotoxic agent for therapeutic treatment of human gastric adenocarcinoma, which provides a good foundation for further research and development of Tupistra chinensis Baker.


Subject(s)
Apoptosis/drug effects , Asparagaceae/chemistry , Autophagy/drug effects , MAP Kinase Signaling System/drug effects , Saponins/pharmacology , Stomach Neoplasms/pathology , Cell Cycle Checkpoints/drug effects , Cell Line, Tumor , Cell Proliferation/drug effects , Humans , Saponins/isolation & purification , Stomach Neoplasms/enzymology
20.
Biomolecules ; 10(7)2020 07 16.
Article in English | MEDLINE | ID: mdl-32708695

ABSTRACT

In northern Mexico, the distilled spirit sotol with a denomination of origin is made from species of Dasylirion. The configuration of the volatile metabolites produced during the spontaneous fermentation of Dasylirion sp. must is insufficiently understood. In this study, the aim was to investigate the composition of the microbial consortia, describe the variation of volatile metabolites, and relate such profiles with their particular flavor attributes during the fermentation of sotol (Dasylirion sp.) must. Ascomycota was the phylum of most strains identified with 75% of total abundance. The genus of fermenting yeasts constituted of 101 Pichia strains and 13 Saccharomyces strains. A total of 57 volatile metabolites were identified and grouped into ten classes. The first stage of fermentation was composed of diesel, green, fruity, and cheesy attributes due to butyl 2-methylpropanoate, octan-1-ol, ethyl octanoate, and butanal, respectively, followed by a variation to pungent and sweet descriptors due to 3-methylbutan-1-ol and butyl 2-methylpropanoate. The final stage was described by floral, ethereal-winey, and vinegar attributes related to ethyl ethanimidate, 2-methylpropan-1-ol, and 2-hydroxyacetic acid. Our results improve the knowledge of the variations of volatile metabolites during the fermentation of sotol must and their contribution to its distinctive flavor.


Subject(s)
Alcoholic Beverages , Asparagaceae/metabolism , Fermentation , Flavoring Agents/metabolism , Volatile Organic Compounds/metabolism , Alcoholic Beverages/analysis , Asparagaceae/chemistry , Flavoring Agents/analysis , Mexico , Pichia/metabolism , Saccharomyces cerevisiae/metabolism , Taste , Volatile Organic Compounds/analysis
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