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Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines
Zhang,Mi; Deng,Yanfang; Liu,Fei; Zheng,Meijia; Liang,Yu; Sun,Weiguang; Li,Qin; Li,Xiao-Nian; Qi,Changxing; Liu,Junjun; Chen,Chunmei; Zhu,Hucheng; Zhang,Yonghui
2021
发表期刊PHYTOCHEMISTRY
ISSN0031-9422
卷号189页码:112816
摘要Five undescribed sterol derivatives, (22E,24R)-7 alpha-methoxy-5 alpha,6 alpha-epoxyergosta-8(14),22-diene-3 beta,15 beta-diol, (22E,24R)-5 alpha,6 alpha-epoxyergosta-8(14),22-diene-3 beta,7 beta,15 alpha-triol, (22E,24R)-3 beta,5 alpha-dihydroxy-14 beta,15 beta-epoxyergosta-7,22-diene-6-one, (22E,24R)-6 alpha-methoxy-7 alpha,15 beta-dihydroxyergosta-4,8(14),22-triene-3-one, and (25S)ergosta-7,24(28)-diene-3 beta,4 alpha,6 alpha,26-tetraol were isolated from the extract of Talaromyces stipitatus, along with eight known congeners. This is the first example of a class of ergosterols isolated from T. stipitatus. Their structures with absolute configurations were elucidated based on NMR spectroscopic data, ECD calculations, and X-ray crystallographic analyses. All these compounds were tested for their effects on three hepatoma cell lines including Hep3B, HepG2, and Huh-7. Moreover, (22E,24R)-5 alpha,6 alpha-epoxyergosta-8(14),22-diene-3 beta,7 beta,15 alpha-triol and (22E,24R)-9 alpha,15 alpha-dihydroxyergosta-4,6,8(14),22-tetraen-3-one were further evaluated for their impacts on cell cycle progression and apoptosis due to their pronounced cytotoxicity, to uncover their underlying mechanisms. Our results suggested that their antiproliferative activities were mainly mediated by inducing cell apoptosis.
关键词Talaromyces stipitatus Trichocomaceae Steroids Cytotoxicity ERGOSTEROL BIOSYNTHESIS METABOLITES YEAST
DOI10.1016/j.phytochem.2021.112816
WOS记录号WOS:000679123100004
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/73766
专题中国科学院昆明植物研究所
作者单位1.Huazhong Univ Sci & Technol, Tongji Med Coll, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Yunnan, Peoples R China
推荐引用方式
GB/T 7714
Zhang,Mi,Deng,Yanfang,Liu,Fei,et al. Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines[J]. PHYTOCHEMISTRY,2021,189:112816.
APA Zhang,Mi.,Deng,Yanfang.,Liu,Fei.,Zheng,Meijia.,Liang,Yu.,...&Zhang,Yonghui.(2021).Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines.PHYTOCHEMISTRY,189,112816.
MLA Zhang,Mi,et al."Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines".PHYTOCHEMISTRY 189(2021):112816.
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