Kurasoins A and B, new protein farnesyltransferase inhibitors produced by Paecilomyces sp. FO-3684. II. Structure elucidation and total synthesis

R Uchida; K Shiomi; T Sunazuka; J Inokoshi; A Nishizawa; T Hirose; H Tanaka; Y Iwai; S Omura

doi:10.7164/antibiotics.49.886

Kurasoins A and B, new protein farnesyltransferase inhibitors produced by Paecilomyces sp. FO-3684. II. Structure elucidation and total synthesis

J Antibiot (Tokyo). 1996 Sep;49(9):886-9. doi: 10.7164/antibiotics.49.886.

Authors

R Uchida¹, K Shiomi, T Sunazuka, J Inokoshi, A Nishizawa, T Hirose, H Tanaka, Y Iwai, S Omura

Affiliation

¹ Research Center for Biological Function, Kitasato Institute, Tokyo, Japan.

PMID: 8931722
DOI: 10.7164/antibiotics.49.886

Abstract

The structures of new protein farnesyltransferase inhibitors, kurasoins A and B, were elucidated by NMR study. Kurasoins A and B are acyloin compounds having in common a 3-hydroxy-1-phenyl-2-butanone moiety, to which p-hydroxyphenyl and 3-indolyl moieties respectively, are connected at C-4. The structures were confirmed by total synthesis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkyl and Aryl Transferases*
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / chemistry*
Farnesyltranstransferase
Indoles / chemical synthesis
Indoles / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Paecilomyces / chemistry
Paecilomyces / metabolism*
Phenols / chemical synthesis
Phenols / chemistry*
Transferases / antagonists & inhibitors*

Substances

Enzyme Inhibitors
Indoles
Phenols
kurasoin A
kurasoin B
Transferases
Alkyl and Aryl Transferases
Farnesyltranstransferase