Deinococcucins A-D, Aminoglycolipids from Deinococcus sp., a Gut Bacterium of the Carpenter Ant Camponotus japonicus

Journal of Natural Products
Bora ShinDong-Chan Oh

Abstract

Four new aminoglycolipids, deinococcucins A-D (1-4), 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.

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Citations

Jun 15, 2020·Current Microbiology·Shengchen WangLi Yi
May 26, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yun KwonDong-Chan Oh
Feb 26, 2021·Microbiology and Immunology·Qunzhi WangHua Zhou
May 29, 2018·Journal of Natural Products·David A GallegosKerry L McPhail

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