Bisaspochalasins D and E: Two Heterocycle-Fused Cytochalasan Homodimers from an Endophytic Aspergillus flavipes

doi:10.1021/acs.joc.1c00425

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	Bisaspochalasins D and E: Two Heterocycle-Fused Cytochalasan Homodimers from an Endophytic Aspergillus flavipes
	Wang,Li; Yu,Zhiyin ; Guo,Xiaowei ; Huang,Jian-Ping ; Yan,Yijun ; Huang,Sheng-Xiong ; Yang,Jing
	2021
发表期刊	JOURNAL OF ORGANIC CHEMISTRY
ISSN	0022-3263
卷号	86 期号:16 页码:11198-11205
摘要	Two heterocycle-fused cytochalasan homodimers, bisaspochalasins D (1) and E (2), were isolated from an endophytic Aspergillus flavipes. Their chemical structures were elucidated using a combination of HRESIMS, NMR, theoretical calculations, and crystallographic techniques. Bisaspochalasin D (1) is dimerized by the first reported naturally occurring triple heterobridged 3,8-dioxa-6-azabicyclo[3.2.1]octane framework, while bisaspochalasin E (2) employs a pyrrole ring as the linking moiety. Possible dimerization mechanisms of bisaspochalasins D and E were proposed. The bioassay screening revealed that bisaspochalasin D showed cytotoxic activities against five cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW-480) with IC50 values ranging from 4.45 to 22.99 mu M. Additionally, bisaspochalasin D exhibited neurotrophic activities in a PC12 cell-based assay. At a concentration of 10 mu M, bisaspochalasin D can promote neurite growth by inducing a differentiation rate of 12.52% for PC12 cells.
关键词	A-D ALKALOIDS MEROCYTOCHALASANS BIOSYNTHESIS SKELETON DIMER
DOI	10.1021/acs.joc.1c00425
WOS记录号	WOS:000687851300026
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/73625
专题	中国科学院昆明植物研究所
作者单位	1.[Wang, Li 2.Guo, Xiaowei 3.Yan, Yijun 4.Huang, Sheng-Xiong 5.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 6.Chinese Acad Sci, Kunming Inst Bot, CAS Ctr Excellence Mol Plant Sci, Kunming 650201, Yunnan, Peoples R China 7.Yu, Zhiyin 8.Huang, Jian-Ping 9.Chengdu Univ Tradit Chinese Med, Innovat Inst Chinese Med & Pharm, State Key Lab Southwestern Chinese Med Resources, Chengdu 611137, Peoples R China
推荐引用方式 GB/T 7714	Wang,Li,Yu,Zhiyin,Guo,Xiaowei,et al. Bisaspochalasins D and E: Two Heterocycle-Fused Cytochalasan Homodimers from an Endophytic Aspergillus flavipes[J]. JOURNAL OF ORGANIC CHEMISTRY,2021,86(16):11198-11205.
APA	Wang,Li.,Yu,Zhiyin.,Guo,Xiaowei.,Huang,Jian-Ping.,Yan,Yijun.,...&Yang,Jing.(2021).Bisaspochalasins D and E: Two Heterocycle-Fused Cytochalasan Homodimers from an Endophytic Aspergillus flavipes.JOURNAL OF ORGANIC CHEMISTRY,86(16),11198-11205.
MLA	Wang,Li,et al."Bisaspochalasins D and E: Two Heterocycle-Fused Cytochalasan Homodimers from an Endophytic Aspergillus flavipes".JOURNAL OF ORGANIC CHEMISTRY 86.16(2021):11198-11205.

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