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A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
Hitoyol A and B, Two Norsesquiterpenoids from the Basidiomycete Coprinopsis cinerea
Junnosuke Otaka, Daisuke Hashizume1, Yui Masumoto2,3
1Materials Characterization Support Unit, RIKEN Center for Emergent Matter Science , 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan.
Abstract:
Hitoyol A (1), an unprecedented norsesquiterpenoid with an exo-tricyclo[5.2.1.02,6]decane skeleton, was isolated from the culture broth of Basidiomycete Coprinopsis cinerea along with a novel skeletal hitoyol B (2) containing 4-cyclopentene-1,3-dione. Their structures and absolute configurations were analyzed by single-crystal X-ray diffraction and electronic circular dichroism spectroscopic methods. Compound 1 is possibly biosynthesized through decarboxylation-induced cyclization of lagopodin B, a known cuparene-type sesquiterpenoid. Compound 2 showed weak antimalarial activity with an IC50 of 59 μM.
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