研究动态
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木糖葡萄球菌中通过自发 Oxa-Michael 加成实现吡嗪酮代谢物的结构多样化。

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

发表日期:2024 Jul 01
作者: 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
来源: JOURNAL OF NATURAL PRODUCTS

摘要:

从木糖葡萄球菌 ATCC 29971 中鉴定出一系列吡嗪酮代谢物 (1-11)。其中六种被羟基化或甲氧基化,这些代谢物被认为是通过与水或甲醇分子进行罕见的非催化 oxa-Michael 加成反应产生的。证实异丙醇也可以作为反应的迈克尔供体。 1-7和合成前体2a显示出对乳腺癌细胞迁移的显着抑制。
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.