Discovery and heterologous production of sarubicins and quinazolinone C-glycosides with protecting activity for cardiomyocytes

doi:10.1039/d1qo00470k

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	Discovery and heterologous production of sarubicins and quinazolinone C-glycosides with protecting activity for cardiomyocytes
	Yu,Mingming ; Luo,Jianying; Luo,Dan ; He,Qiang ; Yan,Yijun ; Ji,Xu; Huang,Sheng-Xiong
	2021
发表期刊	ORGANIC CHEMISTRY FRONTIERS
ISSN	2052-4129
卷号	8 期号:14 页码:3829-3837
摘要	Glycosylated natural products and their derivatives are important pharmaceutical agents. Genome mining of a C-glycosylated metabolite biosynthetic gene cluster (BGC) from a soil-derived Streptomyces strain led to the isolation of sarubicins A (1) and B (2), of which 1 has a rare 2-oxabicyclo[2.2.2] substructure arising from C-glycosylation and C-C bond formation between the aglycone and the C-4 position of deoxysugar. Heterologous expression of the sar BGC led to the production of sarubicins and three new C-glycosylated quinazolinones 3-5 with a single C-C bond between the aglycone and deoxysugar, indicating the stepwise formation mechanism of the two unusual C-C bonds. A convenient chemical transformation from 1 to 2 and a proposed biosynthetic pathway for sarubicins are presented. Significantly, compounds 1 and 2 showed potent protective effects on neonatal rat cardiomyocytes.
关键词	STREPTOMYCES-VIOLACEORUBER TU22 BIOSYNTHESIS GRANATICIN ANTIBIOTICS METABOLISM MECHANISM PATHWAY ACID
DOI	10.1039/d1qo00470k
WOS记录号	WOS:000653846900001
引用统计	被引频次：4[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/151853/73627
专题	中国科学院昆明植物研究所
作者单位	1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Yunnan, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, Yunnan key Lab Nat Med Chem, Kunming 650204, Yunnan, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.Yunnan Univ Tradit Chinese Med, Coll Tradit Chinese Med, Kunming 650500, Yunnan, Peoples R China 5.Yunnan Univ, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Yunnan, Peoples R China
推荐引用方式 GB/T 7714	Yu,Mingming,Luo,Jianying,Luo,Dan,et al. Discovery and heterologous production of sarubicins and quinazolinone C-glycosides with protecting activity for cardiomyocytes[J]. ORGANIC CHEMISTRY FRONTIERS,2021,8(14):3829-3837.
APA	Yu,Mingming.,Luo,Jianying.,Luo,Dan.,He,Qiang.,Yan,Yijun.,...&Huang,Sheng-Xiong.(2021).Discovery and heterologous production of sarubicins and quinazolinone C-glycosides with protecting activity for cardiomyocytes.ORGANIC CHEMISTRY FRONTIERS,8(14),3829-3837.
MLA	Yu,Mingming,et al."Discovery and heterologous production of sarubicins and quinazolinone C-glycosides with protecting activity for cardiomyocytes".ORGANIC CHEMISTRY FRONTIERS 8.14(2021):3829-3837.

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