AsperchalasineA, a Cytochalasan Dimer with an Unprecedented Decacyclic Ring System, from Aspergillus flavipes

CORC > 昆明植物研究所 > 中国科学院昆明植物研究所 > 植物化学与西部植物资源持续利用国家重点实验室

	AsperchalasineA, a Cytochalasan Dimer with an Unprecedented Decacyclic Ring System, from Aspergillus flavipes
	Zhu,Hucheng; Chen,Chunmei; Xue,Yongbo; Tong,Qingyi; Li,Xiao-Nian; Chen,Xintao; Wang,Jianping; Yao,Guangmin; Luo,Zengwei; Zhang,Yonghui
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2015-11-02
卷号	54 期号:45 页码:13374-13378
关键词	alkaloids Aspergillus flavipes cytochalasan dimers
英文摘要	AsperchalasineA (1), the first cytochalasan dimer featuring a unique decacyclic 5/6/11/5/5/6/5/11/6/5 ring system consisting of 20 chiral centers, was isolated from the culture broth of Aspergillus flavipes. Three biogenetically related intermediates, asperchalasinesB-D (2-4), were also isolated. Their structures, including their absolute configurations, were elucidated using a combination of HRESIMS, NMR, ECD, molecular modeling, and single-crystal X-ray diffraction techniques. Compound 1, which possesses an unprecedented 13-oxatetracyclo[7.2.1.1(2,5).0(1,6)]tridec-8,12-dione core structure, is the first example of a dimeric cytochalasan alkaloid. The biogenetic pathways of 1-4 were described starting from the co-isolated compounds 5 and 6. More importantly, 1 induced significant G1-phase cell cycle arrest by selectively inhibiting cyclin A, CDK2 and CDK6 in cancerous, but not normal, cells, highlighting it as a potentially selective cell cycle regulator against cancer cells.
类目[WOS]	Chemistry, Multidisciplinary
研究领域[WOS]	Chemistry
关键词[WOS]	CHAETOMIUM-GLOBOSUM ; CHAETOGLOBOSIN ; CELLS ; BIOSYNTHESIS ; CALCINEURIN ; METABOLITES ; APOPTOSIS ; PATHWAY
收录类别	SCI
语种	英语
WOS记录号	WOS:000363691500040
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/25230]
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
推荐引用方式 GB/T 7714	Zhu,Hucheng,Chen,Chunmei,Xue,Yongbo,et al. AsperchalasineA, a Cytochalasan Dimer with an Unprecedented Decacyclic Ring System, from Aspergillus flavipes[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2015,54(45):13374-13378.
APA	Zhu,Hucheng.,Chen,Chunmei.,Xue,Yongbo.,Tong,Qingyi.,Li,Xiao-Nian.,...&Zhang,Yonghui.(2015).AsperchalasineA, a Cytochalasan Dimer with an Unprecedented Decacyclic Ring System, from Aspergillus flavipes.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,54(45),13374-13378.
MLA	Zhu,Hucheng,et al."AsperchalasineA, a Cytochalasan Dimer with an Unprecedented Decacyclic Ring System, from Aspergillus flavipes".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 54.45(2015):13374-13378.