Biosynthesis of Terpenoid-Pyrrolobenzoxazine Hybrid Natural Product CJ-12662.
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ABSTRACT:
SUBMITTER: Cheng W
PROVIDER: S-EPMC8901528 | biostudies-literature | 2022 Mar
REPOSITORIES: biostudies-literature
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Biosynthesis of Terpenoid-Pyrrolobenzoxazine Hybrid Natural Product CJ-12662.
Cheng Wei W Chen Mengbin M Ohashi Masao M Tang Yi Y
Angewandte Chemie (International ed. in English) 20220203 12
The fungal natural product CJ-12662 is a structurally complex terpene-amino acid hybrid, and is a potent anthelmintic compound. The biosynthetic pathway of CJ-12662 is elucidated based on metabolite analysis from heterologous expression. We demonstrate the terpene portion is derived from successive P450-catalyzed oxidations of amorpha-4,11-diene, while three flavin-dependent enzymes are involved in morphing the esterified tryptophan into a chlorinated pyrrolobenzoxazine, utilizing a cascaded [1, ...[more]
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