AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12

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	AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12
	Zhu, Hucheng 1; Chen, Chunmei 1; Tong, Qingyi 1; Yang, Jing2 ; Wei, Guangzheng 1; Xue, Yongbo 1; Wang, Jianping 1; Luo, Zengwei 1; Zhang, Yonghui 1
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2017-05-02
卷号	56 期号:19 页码:5242-5246
关键词	biological activity heterotetramers heterotrimers natural products structure elucidation
英文摘要	AsperflavipinesA (1) and B (2), two structurally complex merocytochalasans, were isolated from Aspergillus flavipes. AsperflavipineA (1), which contains two cytochalasan moieties and two epicoccine moieties, is the first cytochalasan heterotetramer to be discovered. It is uniquely defined by 5/6/11/5/6/5/6/5/6/5/5/11/6/5 fused tetradecacyclic rings with three continuous bridged ring systems. AsperflavipineB (2) is a cytochalasan heterotrimer containing a cytochalasan and two epicoccine moieties with a 5/6/11/5/5/6/5/6/5 nonacyclic ring system. The hypothetical biosynthesis of 1 and 2 is proposed to involve Diels-Alder and [3+2] cycloaddition reactions as key steps and reveals unparalleled plasticity in the biosynthesis of merocytochalasans. The existence of 1 adds a new dimension to the diversity of the cytochalasan family. Compound 1 showed moderate cytotoxicity and induced apoptosis in Jurkat, NB4, and HL60 cells through the activation of caspase-3 and degradation of poly(ADP-ribose) polymerase (PARP).
类目[WOS]	Chemistry, Multidisciplinary
研究领域[WOS]	Chemistry
关键词[WOS]	FUNGUS PERICONIA SP ; CHAETOGLOBOSIN ; BIOSYNTHESIS ; ALKALOIDS ; APOPTOSIS ; SYNTHASE ; SKELETON ; CELLS ; DIMER
收录类别	SCI
语种	英语
WOS记录号	WOS:000399951200013
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/51187]
专题	昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室
作者单位	1.Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, 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, Peoples R China
推荐引用方式 GB/T 7714	Zhu, Hucheng,Chen, Chunmei,Tong, Qingyi,et al. AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2017,56(19):5242-5246.
APA	Zhu, Hucheng.,Chen, Chunmei.,Tong, Qingyi.,Yang, Jing.,Wei, Guangzheng.,...&Zhang, Yonghui.(2017).AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,56(19),5242-5246.
MLA	Zhu, Hucheng,et al."AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 56.19(2017):5242-5246.