Microbial Dimerization and Chlorination of Isoflavones by a Takla Makan Desert-Derived Streptomyces sp. HDN154127
Microbial Dimerization and Chlorination of Isoflavones by a Takla Makan Desert-Derived Streptomyces sp. HDN154127
复制标题
DOI：
10.1021/acs.jnatprod.2c00669
复制
发表时间：
2022-12-19
影响因子：
5.1
通讯作者：
Che, Qian
中科院分区：
文献类型：
--
作者：
Chang, Yimin;Zhou, Luning;Che, Qian
从塔克拉玛干沙漠来源的链霉菌HDN 154127菌株的培养物中发现了16个新的双黄酮化合物，即双黄曲霉素A-N（1-16）。通过NMR、MS和ECD分析阐明了化学结构，包括轴向手性。测试了二聚化合物对七种不同细菌的抗菌活性。二聚化合物显示出比相应单体（大豆苷元和染料木素，MIC > 50.0 μ M）更好的活性（MIC从0.8到50.0 μ M）。1-16中的稀有二聚体和氯代结构被证明是从构成培养基的大豆异黄酮和氯化钠获得的生物转化产物。这是第一个报告的放线菌，促进二聚和氯化利用天然的异黄酮作为骨架来源。
Sixteen new biisoflavones, bisoflavolins A-N (1-16), were discovered from cultures of the Takla Makan desert-derived strain Streptomyces sp. HDN154127. The chemical structures, including axial chirality, were elucidated by NMR, MS, and ECD analyses. Antibacterial activity of dimerized compounds was tested against seven different bacteria. The dimerized compounds showed better activity (MIC from 0.8 to 50.0 mu M) than the corresponding monomers (daidzein and genistein, MIC > 50.0 mu M). The rare dimeric and chlorinated structures in 1-16 were proved to be biotransformation products obtained from soy isoflavones and sodium chloride, which constituted the culture medium. This is the first report of an actinomycete that promotes both dimerization and chlorination utilizing natural isoflavones as skeletons sources.