木葡萄球菌通过自发 Oxa-Michael 加成产生的吡嗪酮代谢物结构多样化

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2024-07-26 Epub Date: 2024-07-01 DOI:10.1021/acs.jnatprod.4c00252

Ju Ryeong Lee, Su Jung Hwang, Yukyung Choi, Jonghwan Kim, Gyu Sung Lee, Bum Soo Lee, Ki Hyun Kim, Kyo Bin Kang, Hyo-Jong Lee, Chung Sub Kim

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引用次数: 0

摘要

从木质葡萄球菌 ATCC 29971 中鉴定出了一系列吡嗪酮代谢物（1-11）。其中六种为羟基化或甲氧基化，据推测是通过与水分子或甲醇分子发生罕见的非催化氧杂迈克尔加成反应产生的。经证实，异丙醇也可以是该反应的迈克尔供体。1-7 和合成前体 2a 对乳腺癌细胞的迁移有明显的抑制作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Structural Diversification of Pyrazinone Metabolites via Spontaneous Oxa-Michael Addition in Staphylococcus xylosus.

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Structural Diversification of Pyrazinone Metabolites via Spontaneous Oxa-Michael Addition in Staphylococcus xylosus.

A family of pyrazinone metabolites (1-11) were characterized from Staphylococcus xylosus ATCC 29971. Six of them were hydroxylated or methoxylated, which were proposed to be produced by the rare noncatalytic oxa-Michael addition reaction with a water or methanol molecule. It was confirmed that isopropyl alcohol can also be the Michael donor of the reaction. 1-7 and the synthetic precursor 2a showed significant inhibition of breast cancer cell migration.

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.