Novel bioactive compounds from a mushroom

October 19, 2018

A unique chemical structure to contribute to drug discovery research

RIKEN CSRS and the RIKEN Center for Emergent Matter Science (CEMS) have succeeded in discovering and synthesizing hitoyopodins, bioactive compounds produced by the model mushroom Coprinopsis cinerea (inky cap mushroom).

Microbes produce secondary metabolites that possess unique structures and biological activities, and these compounds play a vital role in the drug development. C. cinerea is commonly used in the molecular biology platform, but it still remains unexplored as a chemical environmental resource.

The group performed a screening to explore the target compound(s) with a characteristic skeleton in a culture medium of C. cinerea. As a result, a compound was isolated and its absolute configuration was determined by total synthesis and X-ray crystallography, giving a name hitoyopodin A. Hitoyopodin A exhibits an antiproliferative activity against HL-60 human leukemia cells and an antimalarial activity against Plasmodium falciparum.

The results of this research enable contribution to drug discovery research using mushroom-derived natural compounds.

 

Original article
Organic Letters doi:10.1021/acs.orglett.8b02788
J. Otaka, T. Shimizu, Y. Futamura, D. Hashizume, H. Osada,
"Structures and Synthesis of Hitoyopodins: Bioactive Aromatic Sesquiterpenoids Produced by the Mushroom Coprinopsis cinerea".

Contact
Junnosuke Otaka; Special Postdoctoral Researcher
Takeshi Shimizu; Senior Scientist
Hiroyuki Osada; Group Director
Chemical Biology Research Group