Department of Chemistry , Texas A&M University , College Station , Texas 77843 , United States.
J Org Chem. 2019 Mar 1;84(5):2991-2996. doi: 10.1021/acs.joc.8b03007. Epub 2019 Feb 11.
The azinomycins are a family of aziridine-containing antitumor antibiotics and represent a treasure trove of biosynthetic reactions. The formation of the azabicyclo[3.1.0]hexane ring and functionalization of this ring system remain the least understood aspects of the pathway. This study reports the incorporation of O-labeled molecular oxygen in azinomycin biosynthesis including both oxygens of the diol that ultimately adorn the aziridino[1,2- a]pyrrolidine moiety. Likewise, two other sites of heavy atom incorporation are observed.
氮霉素是一类含氮杂环丁烷的抗肿瘤抗生素，代表了生物合成反应的宝库。氮杂双环[3.1.0]己烷环的形成和这个环系统的功能化仍然是该途径中理解最少的方面。本研究报告了在氮霉素生物合成中掺入 O 标记的分子氧，包括最终装饰氮杂环丁烷[1,2-a]吡咯烷部分的二醇的两个氧。同样，观察到两个其他重原子掺入的部位。
