Asymmetric Synthesis of the C15-C32 Fragment of Alotamide and Determination of the Relative Stereochemistry

doi:10.3390/md16110414

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	Asymmetric Synthesis of the C15-C32 Fragment of Alotamide and Determination of the Relative Stereochemistry
	Shi, Hao-yun 1,2; Xie, Yang 1; Hu, Pei 1; Guo, Zi-qiong 1,2; Lu, Yi-hong 1,2; Gao, Yu 1; Huang, Cheng-gang1,2
刊名	MARINE DRUGS
	2018-11
卷号	16 期号:11
关键词	alotamide asymmetric synthesis relative structural determination
ISSN号	1660-3397
DOI	10.3390/md16110414
文献子类	Article
英文摘要	Alotamide is a cyclic depsipetide isolated from a marine cyanobacterium and possesses a unique activation of calcium influx in murine cerebrocortical neurons (EC50 4.18 mu M). Due to its limited source, the three stereocenters (C19, C28, and C30) in its polyketide fragment remain undetermined. In this study, the first asymmetric synthesis of its polyketide fragment was achieved. Four relative possible diastereomers were constructed with a boron-mediated enantioselective aldol reaction and Julia-Kocienski olefination as the key steps. Comparison of C-13 NMR spectra revealed the relative structure of fragment C15-C32 of alotamide.
资助项目	National Natural Science Foundation of China for Young Scientists[81602998] ; National Science and Technology Major Project of the Ministry of Science and Technology of China[2018ZX09731016-003] ; National Science and Technology Major Project of the Ministry of Science and Technology of China[2018ZX09201001-001-008]
WOS关键词	CYCLIC DEPSIPEPTIDE ; POTENT
WOS研究方向	Pharmacology & Pharmacy
语种	英语
出版者	MDPI
WOS记录号	WOS:000451159500017
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/279507]
专题	上海中药现代化研究中心
通讯作者	Gao, Yu; Huang, Cheng-gang
作者单位	1.Chinese Acad Sci, Shanghai Inst Mat Med, 501 Haike Rd, Shanghai 201203, Peoples R China; 2.Univ Chinese Acad Sci, Sch Pharm, 19A Yuquan Rd, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Shi, Hao-yun,Xie, Yang,Hu, Pei,et al. Asymmetric Synthesis of the C15-C32 Fragment of Alotamide and Determination of the Relative Stereochemistry[J]. MARINE DRUGS,2018,16(11).
APA	Shi, Hao-yun.,Xie, Yang.,Hu, Pei.,Guo, Zi-qiong.,Lu, Yi-hong.,...&Huang, Cheng-gang.(2018).Asymmetric Synthesis of the C15-C32 Fragment of Alotamide and Determination of the Relative Stereochemistry.MARINE DRUGS,16(11).
MLA	Shi, Hao-yun,et al."Asymmetric Synthesis of the C15-C32 Fragment of Alotamide and Determination of the Relative Stereochemistry".MARINE DRUGS 16.11(2018).