Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544.

Two novel diarylcyclopentenones daturamycin A and B ( 1 and 2 ), and one new p -terphenyl daturamycin C ( 3 ), along with three known congeners ( 4 - 6 ), were isolated from a rhizosphere soil-derived Streptomyces sp. KIB-H1544. The structures of new compounds were elucidated via a joint use of spectroscopic analyses and single-crystal X-ray diffractions. Compounds 1 and 2 belong to a rare class of tricyclic 6/5/6 diarylcyclopentenones, and compounds 3 - 6 possess a C-18 tricyclic aromatic skeleton. The biosynthetic gene cluster of daturamycins was identified through gene knockout and biochemical characterization experiments and the biosynthetic pathway of daturamycins was proposed.