Design, synthesis, and biological evaluations of aplyronine A-mycalolide B hybrid compound

Kenichi Kobayashi; Yusuke Fujii; Yuichiro Hirayama; Shinichi Kobayashi; Ichiro Hayakawa; Hideo Kigoshi

doi:10.1021/ol300182r

Design, synthesis, and biological evaluations of aplyronine A-mycalolide B hybrid compound

Org Lett. 2012 Mar 2;14(5):1290-3. doi: 10.1021/ol300182r. Epub 2012 Feb 22.

Authors

Kenichi Kobayashi¹, Yusuke Fujii, Yuichiro Hirayama, Shinichi Kobayashi, Ichiro Hayakawa, Hideo Kigoshi

Affiliation

¹ Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tennodai, Tsukuba 305-8571, Japan.

PMID: 22356580
DOI: 10.1021/ol300182r

Abstract

A hybrid compound consisting of aplyronine A and mycalolide B was synthesized, and its biological activities were evaluated. The hybrid compound was found to have somewhat more potent actin-depolymerizing activity than aplyronine A. In contrast, the hybrid compound possessed about 1000-fold less cytotoxicity than aplyronine A. These results indicated that there is no direct correlation between actin-depolymerizing activity and cytotoxicity.

Publication types

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

MeSH terms

Cell Survival / drug effects
Drug Design
HeLa Cells
Humans
Macrolides / chemical synthesis*
Macrolides / pharmacology
Marine Toxins
Models, Molecular
Molecular Structure
Oxazoles / chemical synthesis*
Oxazoles / pharmacology

Substances

Macrolides
Marine Toxins
Oxazoles
mycalolide B
aplyronine A