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Deinococcucins A–D, Aminoglycolipids from Deinococcus sp., a Gut Bacterium of the Carpenter Ant Camponotus japonicus
Journal of Natural Products ( IF 5.1 ) Pub Date : 2017-11-01 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00426
Bora Shin 1 , So Hyun Park 1 , Byung-Yong Kim 2 , Shin-Il Jo 3 , Sang Kook Lee 1 , Jongheon Shin 1 , Dong-Chan Oh 1
Affiliation  

Four new aminoglycolipids, deinococcucins A–D (14), were discovered from a Deinococcus sp. strain isolated from the gut of queen carpenter ants, Camponotus japonicus. The structures of deinococcucins A–D were elucidated as a combination of N-acetyl glucosamine, 2,3-dihydroxypropanoic acid, and an alkyl amine with a C16 or C17 hydrocarbon chain primarily based on 1D and 2D NMR and mass spectroscopic data. The exact location of the olefinic double bond in deinococcucins C and D (3 and 4) was assigned based on the liquid chromatography–mass spectroscopy data obtained after olefin metathesis. The absolute configurations of the N-acetyl glucosamine and 2,3-dihydroxy moieties were determined through gas chromatography–mass spectroscopy analysis of authentic samples and phenylglycine methyl ester-derivatized products, respectively. Deinococcucins A and C displayed significant induction of quinone reductase in murine Hepa-1c1c7 cells.

中文翻译:

Deinococcucins A–D,来自Deinococcus sp。的氨基糖脂,木匠蚂蚁Camponotus japonicus的肠道细菌

四个新aminoglycolipids,deinococcucins A-d(1 - 4),从已发现的异常球菌属。从女王木匠蚂蚁Camponotus japonicus的肠中分离出的菌株。主要基于1D和2D NMR和质谱数据,阐明了脱inocoucucins A–D的结构为N-乙酰基葡糖胺,2,3-二羟基丙酸和具有C 16或C 17烃链的烷基胺的组合。脱链球菌C和D中烯烃双键的确切位置(34)是根据烯烃复分解后获得的液相色谱-质谱数据分配的。N-乙酰氨基葡萄糖和2,3-二羟基部分的绝对构型分别通过真实样品和苯甘氨酸甲酯衍生产品的气相色谱-质谱分析确定。Deinococcucins A和C在小鼠Hepa-1c1c7细胞中显示出显着的醌还原酶诱导作用。
更新日期:2017-11-01
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