1.A new nor-sesquiterpene glycoside from Corydalis edulis.
Zhi-Tian PENG ; Ling-Hui CHAO ; Chao-Chao WANG ; Hui XIA ; Di-Fa LIU ; Zhang-Wei WANG ; Jiao ZHENG ; Yun-Fang ZHAO ; Peng-Fei TU ; Jun LI
China Journal of Chinese Materia Medica 2020;45(3):579-583
This study is to investigate the chemical constituents from the whole plant Corydalis edulis. The chemical constituents were separated and purified by macroporous resin D101, silica gel, Sephadex LH-20, ODS, and semi-preparative HPLC. Their structures were determined by physicochemical properties and spectroscopic data. Four compounds were isolated from the dichloromethane and water extracts of the whole plant C. edulis, and identified as 6'-β-D-xylosylicariside B2(1),(3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one(2), loliolide(3), and 5,5'-dimethoxybiphenyl-2,2'-diol(4), respectively. Compound 1 is a new compound, of which the absolute configuration was established by electronic circular dichroism(ECD) calculations. Compound 4 is obtained from the plants of Papaveraceae family for the first time. Compounds 2 and 3 are firstly isolated from the Corydalis genus.
Chromatography, High Pressure Liquid
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Corydalis/chemistry*
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Glycosides/isolation & purification*
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Molecular Structure
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Phytochemicals/isolation & purification*
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Sesquiterpenes/isolation & purification*
2.Study on sesquiterpenes from agarwood originating from Gyrinops salicifolia.
Hui-Qin CHEN ; Feng-Juan GUO ; Cai-Hong CAI ; Wen-Hua DONG ; Hao WANG ; Wei LI ; Wen-Li MEI ; Hao-Fu DAI
China Journal of Chinese Materia Medica 2019;44(11):2274-2277
Two sesquiterpenes were isolated from the agarwood originating from Gyrinops salicifolia with various chromatographic techniques, and their structures were determined as 12-hydroxy-dihydrocyperolone(1) and(rel)-4β,5β,7β-eremophil-9-en-12,8α-olide(2), through a combined analysis of physicochemical properties and spectroscopic evidence. Compound 1 was a new compound. Compound 2 showed cytotoxicities against K562 and BEL-7401 cell lines, with IC_(50) values of(17.85±0.04) and(21.82±0.07) mg·L~(-1), respectively [taxol as positive control, with IC_(50) values of(1.97±0.11) and(6.31±0.08) mg·L~(-1)].
Antineoplastic Agents, Phytogenic
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isolation & purification
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pharmacology
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Cell Line, Tumor
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Humans
;
Molecular Structure
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Phytochemicals
;
isolation & purification
;
pharmacology
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Sesquiterpenes
;
isolation & purification
;
pharmacology
;
Thymelaeaceae
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chemistry
;
Wood
;
chemistry
3.A new eudesmane type sesquiterpene from cultivated Clerodendranthus spicatus in Hainan.
Hui-Qin CHEN ; Rong-Rong ZHANG ; Wen-Li MEI ; Cai-Hong CAI ; Cui-Juan GAI ; Xu-Dong YU ; Hao-Fu DAI
China Journal of Chinese Materia Medica 2019;44(1):95-99
Six compounds were isolated from the aerial part of cultivated Clerodendranthus spicatus in Hainan with various chromatographic techniques,and their structures were determined as:1-dehydroxy-1-oxo-rupestrinol(1),N-trans-feruloyltyramine(2),methyl 3,4-dihydroxyphenyllactate(3),caffein acid(4),methyl caffeate(5) and ethyl caffeate(6),via analysis of physicochemical properties and spectroscopic evidence.Compound 1 was a new compound,while compounds 2 and 3 were isolated from C.spicatus for the first time.Biological activity results showed that compounds 2-4 exhibited α-glucosidase inhibitory activity with different inhibition ratio.
China
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Glycoside Hydrolase Inhibitors
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isolation & purification
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pharmacology
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Lamiaceae
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chemistry
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Molecular Structure
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Phytochemicals
;
isolation & purification
;
pharmacology
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Sesquiterpenes, Eudesmane
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isolation & purification
;
pharmacology
4.A new dimeric xanthanolide from fruits of Xanthium chinense.
Peng-Fei WANG ; Shi-Dong DENG ; Jing QU ; Shi-Shan YU
China Journal of Chinese Materia Medica 2018;43(3):532-536
Through the methods of polyamide resin, Sephadex LH-20, ODS column chromatography and preparative HPLC etc., 7 compounds were isolated from the 70% ethanol extract of the fruits of Xanthium chinense. Based on ESI-MS and NMR data, the structures of these compounds were identified as pungiolide O(1), grasshopper ketone(2), icariside F₂(3), 7-[(β-D-apiofuranosyl-(1→6)-β-D-glucopyranosyl)oxymethy]-8,8-dimethyl-4,8-dihydrobenzo[1,4]thiazine-3,5-dione(4),(6R,9S)-3-oxo-α-ionol β-D-glucopyranoside(5), cryptochlorogenic acid methyl ester(6), and chlorogenic acid methyl ester(7). Among them, compound 1 is a new compound.
Chromatography, High Pressure Liquid
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Fruit
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chemistry
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Phytochemicals
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isolation & purification
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Sesquiterpenes
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isolation & purification
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Xanthium
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chemistry
5.Novel sesquiterpenoids isolated from Chimonanthus praecox and their antibacterial activities.
Hua-Yong LOU ; Yu ZHANG ; Xiao-Pan MA ; Sai JIANG ; Xiang-Pei WANG ; Ping YI ; Guang-Yi LIANG ; Hong-Mei WU ; Jing FENG ; Feng-Yun JIN ; Wei-Dong PAN
Chinese Journal of Natural Medicines (English Ed.) 2018;16(8):621-627
In the present study, four new sesquiterpenoids, chimonols A-D (compounds 1-4), together with four known compounds (5-8) were isolated from the EtOAc extract of Chimonanthus praecox Link. The structures of these new compounds were elucidated on the basis of spectroscopic techniques (UV, IR, MS, and 1D and 2D NMR), and their absolute configurations were established by comparing experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1-8 were evaluated for antimicrobial activities and the minimum inhibitory concentrations (MICs) were determined by the broth microdilution method in 96-well culture plates. Compounds 1, 2, and 7 exhibited weak antibacterial effects for S. aureus (ATCC 6538), E. coli (ATCC 11775), and P. aeruginosa (ATCC 10145) with MIC values being 158-249 µg·mL. Compounds 3-7 showed activities against C. glabrata (ATCC 2001) and S. aureus (ATCC 43300) with MIC values being 128-197 µg·mL. Compounds 1-4 showed activity against S. aureus (ATCC 25923) with MIC values being 162-254 µg·mL. The present study provided a basis for future evaluation of these compounds as antibacterial agents.
Anti-Bacterial Agents
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chemistry
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isolation & purification
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pharmacology
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Calycanthaceae
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chemistry
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Escherichia coli
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drug effects
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Microbial Sensitivity Tests
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Molecular Structure
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Plant Extracts
;
chemistry
;
isolation & purification
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pharmacology
;
Sesquiterpenes
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chemistry
;
isolation & purification
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pharmacology
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Staphylococcus aureus
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drug effects
6.Sedative and antinociceptive activities of two new sesquiterpenes isolated from Ricinus communis.
Umar FAROOQ ; Ajmal KHAN ; Sadia NAZ ; Abdur RAUF ; Haroon KHAN ; Afsar KHAN ; Irfan ULLAH ; Syed Majid BUKHARI
Chinese Journal of Natural Medicines (English Ed.) 2018;16(3):225-230
Two new sesquiterpenes, trivially named ricinusoids A (1) and ricinusoids B (2), were isolated from ethyl acetate fraction of Ricinus communis. The structures of new compounds were elucidated by detailed spectroscopic techniques, including 1D- and 2D-NMR, UV, IR spectroscopy, and mass spectrometry. The compounds (1-2) were also assessed for in-vivo sedative and analgesic like effects in open field and acetic acid induced writhing tests respectively at 5, 10, and 20 mg·kg i.p. Pretreatment of both test compounds caused significant (P ≤ 0.05) reduction in locomotive activity like sedative agents and abdominal constrictions like analgesics. Both compounds (1-2) possessed marked sedative and antinociceptive effects in animal models.
Analgesics
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administration & dosage
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chemistry
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isolation & purification
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Animals
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Humans
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Hypnotics and Sedatives
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administration & dosage
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chemistry
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isolation & purification
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Locomotion
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drug effects
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Male
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Mice
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Mice, Inbred BALB C
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Molecular Structure
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Pain
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drug therapy
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physiopathology
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Plant Extracts
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administration & dosage
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chemistry
;
isolation & purification
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Plant Leaves
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chemistry
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Ricinus
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chemistry
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Sesquiterpenes
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administration & dosage
;
chemistry
;
isolation & purification
7.Clavuridins A and B, two new trinor-guaiane sesquiterpenes isolated from the Xisha soft coral Clavularia viridis.
Yuan GAO ; Wei XIAO ; Hong-Chun LIU ; Jian-Rong WANG ; Li-Gong YAO ; Ping-Kai OUYANG ; De-Cai WANG ; Yue-Wei GUO
Chinese Journal of Natural Medicines (English Ed.) 2017;15(11):855-859
In the present study, two new trinor-guaiane sesquiterpenes, named clavuridins B (1), and A (2), along with three known sesquiterpenes (3-5), were isolated from the Xisha soft coral Clavularia viridis. Their structures and absolute configurations were determined on the basis of spectroscopic analysis, X-ray diffraction analysis with Cu Kα radiation and by comparison with related model compounds. Compounds 1 and 3-5 were evaluated for their cytotoxic activity.
Animals
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Anthozoa
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chemistry
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Biological Products
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chemistry
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pharmacology
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Sesquiterpenes, Guaiane
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chemistry
;
isolation & purification
;
pharmacology
8.A new bisabolane-type sesquiterpenoid from Coreopsis tinctoria.
Jin-jun LIU ; Yin-jun YANG ; Yin-di ZHU ; Guang-zhi LI ; Wen-hua HUANG ; Bao-lin GUO
China Journal of Chinese Materia Medica 2015;40(11):2132-2137
To study the chemical constituents of the inflorescences of Coreopsis tinctoria from Xinjiang, isolation and purification of constituents were carried out by column chromatography on macroporous resin (D101) , MCI gel, MDS gel, silica gel, Sephadex LH-20 and semi-preparative HPLC. The structures of the compounds were identified by physicchemical properties and spectral data analysis. Fourteen compounds were isolated and identified as coretinterpenoid A (1), coretinphenol (2), quercetin (3), quercetin-3-O-β-glucopyranoside (4), luteolin (5), taxifolin (6), 7, 3', 5'-trihydroxyflavanone (7), isookanin (8), isookanin-7-O-β-D-glucopyranoside (9), 5, 7, 3', 5'-tetrahydroxyflavanone-7-O-β-D-glucopyranoside (10), butein (11), okanin (12), sulfuretin (13), and linocinnamarin (14). Compound 1 was a new isabolane-type sesquiterpenoid and compounds 4, 10 and 13 were isolated from this plant for the first time.
Coreopsis
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chemistry
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Sesquiterpenes
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chemistry
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isolation & purification
9.Advances in chemical constituents and bioactivity of Salvia genus.
China Journal of Chinese Materia Medica 2015;40(11):2096-2105
The genus Salvia in the family Lamiaceae with nearly 1 000 species, is widespread in temperate and tropical regions around the world. Many species of genus Salvia are important medicinal plants with a long history of which Danshen (the dried roots and rhizomes of S. miltiorrhiza) is one of the most popular herbal traditional medicines in Asian countries. The chemical constituents from Salvia plants mainly contain sesquiterpenoids, diterpenoids, triterpenoids, steroids and polyphenols etc, which exhibit antibacterial, antidermatophytic, antioxidant, anti-inflammatory, antineoplastic, antiplatelet aggregation activities and so on. In this article, the development of new constituents and their biological activities of Salvia genus in the past five years were reviewed and summarized for its further development and utilization.
Diterpenes
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isolation & purification
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Plant Extracts
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pharmacology
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Salvia
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chemistry
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Sesquiterpenes
;
isolation & purification
;
Triterpenes
;
isolation & purification
10.Chemical constituents from stems and leaves of Micromelum integerrimum.
Yan LIU ; Zhi-yao WANG ; Wen-jun HE ; Ning-hua TAN ; Zhi-qi YIN
Acta Pharmaceutica Sinica 2015;50(4):475-479
A new benzene derivative microintegerrin C (1) and a new norsesquiterpenoid microintegerrin D (2), along with six known compounds (3-8), were isolated and identified from stems and leaves of Micromelum integerrimum by various chromatographies such as silica gel, Sephadex LH-20, RP-18 column chromatography and HPLC. Their structures were mainly identified based on the spectral data analysis such as 1D-, 2D-NMR and HR-EI-MS. All known compounds were isolated from this plant for the first time.
Chromatography, High Pressure Liquid
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Plant Leaves
;
chemistry
;
Plant Stems
;
chemistry
;
Rutaceae
;
chemistry
;
Sesquiterpenes
;
isolation & purification

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