Hitoyopodin A, 15-Hydroxy hitoyopodin A, 13-Hydroxy hitoyopodin A
- Structure
-
Hitoyopodin A (1):
15-Hydroxy hitoyopodin A (2):
13-Hydroxy hitoyopodin A (3):
- Producing organism
- Coprinopsis cinerea (NBRC 100011)
- Biological activity
- Growth Inhibition
- Hitoyopodin A (1): HL-60 cells (IC50 = 3.7 μM), Plasmodium falciparum (IC50 = 6.7 μM)
- 15-Hitoyopodin A (2): HL-60 cells (IC50 = 16 μM),
- 13-Hitoyopodin A (3): HL-60 cells (IC50 = 14 μM), Plasmodium falciparum (IC50 = 25 μM)
- Abstract
- Three sesquiterpenoids, hitoyopodin A (1) and its hydroxy derivatives 2 and 3, were isolated from the culture broth of the mushroom Coprinopsis cinerea. Their absolute structures (1–3) with a benzoxabicyclo[3.2.1]octane core were determined by spectroscopy, X-ray crystallography, and total synthesis of 1. Compound 1 displays antiproliferative activity against HL-60 cancer cells and the malarial parasite Plasmodium falciparum.
- Reference
-
- Otaka J, Shimizu T, Futamura Y, Hashizume D, Osada H.: Structures and synthesis of hitoyopodins: bioactive aromatic sesquiterpenoids produced by the mushroom Coprinopsis cinerea.
Org Lett, [Epub ahead of print] (2018)
[ doi: 10.1021/acs.orglett.8b02788 ] - Otaka J, Shimizu T, Futamura Y, Hashizume D, Osada H.: Structures and synthesis of hitoyopodins: bioactive aromatic sesquiterpenoids produced by the mushroom Coprinopsis cinerea.