Dong Doudou, Zhang Wei, Ding Wei
State Key Laboratory of Microbial Metabolism, School of Life Sciences & Biotechnology, Shanghai Jiao Tong University, Shanghai 200240, China.
Key Laboratory of Extreme Environmental Microbial Resources and Engineering of Gansu Province, Northwest Institute of Eco-Environment and Resources, Chinese Academy of Sciences, Lanzhou 730000, China.
J Nat Prod. 2025 Apr 25;88(4):896-906. doi: 10.1021/acs.jnatprod.4c01248. Epub 2025 Mar 24.
Six novel dichloromethyl-containing polyketides (-), including four pyranone analogs (-) and two furanone isomers (, ), were isolated from 5-2-6, which was obtained from the Qinghai-Tibet Plateau, China. Additionally, two new linear dichloromethyl compounds (, ) were obtained via heterologous expression of in M1152. The structures and absolute configurations of these compounds were primarily elucidated via high-resolution ESIMS, NMR, Mo(OAc)-induced electronic circular dichroism, and application of the modified Mosher's method. Notably, - feature a dichloromethyl moiety, which is reported for the first time in pyranone- and furanone-type natural products. Furthermore, the results of in vivo gene deletion, isotope labeling, and in vitro enzyme reaction experiments revealed a rare single-component flavin-dependent halogenase, AggA, which catalyzes the dichlorination of activated sp-methylene groups.
从采自中国青藏高原的5-2-6中分离出六种新型含二氯甲基的聚酮化合物（-），包括四种吡喃酮类似物（-）和两种呋喃酮异构体（, ）。此外，通过在M1152中对进行异源表达获得了两种新型线性二氯甲基化合物（, ）。这些化合物的结构和绝对构型主要通过高分辨率电喷雾电离质谱（ESIMS）、核磁共振（NMR）、钼（乙酸盐）诱导的电子圆二色性以及改良的莫舍尔方法来阐明。值得注意的是，-具有二氯甲基部分，这在吡喃酮和呋喃酮型天然产物中首次报道。此外，体内基因缺失、同位素标记和体外酶反应实验结果揭示了一种罕见的单组分黄素依赖性卤化酶AggA，它催化活化的sp-亚甲基的二氯化反应。
