Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines

doi:10.1016/j.phytochem.2021.112816

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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
ISSN	0031-9422
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
DOI	10.1016/j.phytochem.2021.112816
WOS记录号	WOS:000679123100004
引用统计	被引频次：8[WOS] [WOS记录] [WOS相关记录]
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.