Izenamides A and B, Statine-Containing Depsipeptides, and an Analogue from a Marine Cyanobacterium

Yuki Kanamori; Arihiro Iwasaki; Shimpei Sumimoto; Teruhiko Matsubara; Toshinori Sato; Kiyotake Suenaga

doi:10.1021/acs.jnatprod.8b00417

Izenamides A and B, Statine-Containing Depsipeptides, and an Analogue from a Marine Cyanobacterium

J Nat Prod. 2018 Jul 27;81(7):1673-1681. doi: 10.1021/acs.jnatprod.8b00417. Epub 2018 Jun 26.

Authors

Yuki Kanamori¹, Arihiro Iwasaki¹, Shimpei Sumimoto¹, Teruhiko Matsubara², Toshinori Sato², Kiyotake Suenaga¹

Affiliations

¹ Department of Chemistry, Faculty of Science and Technology , Keio University , 3-14-1 Hiyoshi , Ko-hoku-ku, Yokohama , Kanagawa 223-8522 , Japan.
² Department of Biosciences and Informatics, Faculty of Science and Technology , Keio University , 3-14-1 Hiyoshi , Kohoku-ku, Yokohama , Kanagawa 223-8522 , Japan.

PMID: 29944370
DOI: 10.1021/acs.jnatprod.8b00417

Abstract

Izenamides A, B, and C (1-3), new linear depsipeptides, were isolated from a taxonomically distinct marine cyanobacterium. Izenamides A and B contain a statine moiety [(3 S,4 S)-4-amino-3-hydroxy-6-methylheptanoic acid] and inhibited the activity of cathepsin D, an aspartic peptidase. Meanwhile, izenamides did not show growth-inhibitory activity against HeLa, HL60, or MCF-7 cells at up to 10 μM.

Publication types

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

MeSH terms

Cathepsin D / antagonists & inhibitors
Cyanobacteria / chemistry*
Cyanobacteria / classification
Cyanobacteria / isolation & purification
Depsipeptides / chemistry
Depsipeptides / isolation & purification*
Depsipeptides / pharmacology
Growth Inhibitors / chemistry
Growth Inhibitors / isolation & purification
Growth Inhibitors / pharmacology
HL-60 Cells
HeLa Cells
Humans
MCF-7 Cells
Molecular Structure

Substances

Depsipeptides
Growth Inhibitors
Izenamide A
Izenamide C
Cathepsin D