Shin Bora, Park So Hyun, Kim Byung-Yong, Jo Shin-Il, Lee Sang Kook, Shin Jongheon, Oh Dong-Chan
Natural Products Research Institute, College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea.
ChunLab, Inc. , 2477 Nambusunhwan-ro, Seocho-gu, Seoul 06725, Republic of Korea.
J Nat Prod. 2017 Nov 22;80(11):2910-2916. doi: 10.1021/acs.jnatprod.7b00426. Epub 2017 Nov 1.
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 C or C 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.
从日本木工蚁（Camponotus japonicus）肠道中分离出的一株嗜热栖热菌（Deinococcus sp.）中发现了四种新的氨基糖脂，即嗜热栖热菌素A-D（1-4）。嗜热栖热菌素A-D的结构主要基于一维和二维核磁共振及质谱数据，被阐明为N-乙酰葡糖胺、2,3-二羟基丙酸和具有C或C烃链的烷基胺的组合。基于烯烃复分解后获得的液相色谱-质谱数据，确定了嗜热栖热菌素C和D（3和4）中烯键式双键的确切位置。通过对真实样品和苯甘氨酸甲酯衍生化产物的气相色谱-质谱分析，分别确定了N-乙酰葡糖胺和2,3-二羟基部分的绝对构型。嗜热栖热菌素A和C在小鼠Hepa-1c1c7细胞中显示出对醌还原酶的显著诱导作用。
