Isolation and Structure Determination of Akunolides, Macrolide Glycosides from a Marine Okeania sp. Cyanobacterium

Kairi Umeda; Arihiro Iwasaki; Raimu Taguchi; Naoaki Kurisawa; Ghulam Jeelani; Tomoyoshi Nozaki; Kiyotake Suenaga

doi:10.1021/acs.jnatprod.3c00742

Isolation and Structure Determination of Akunolides, Macrolide Glycosides from a Marine Okeania sp. Cyanobacterium

J Nat Prod. 2023 Nov 24;86(11):2529-2538. doi: 10.1021/acs.jnatprod.3c00742. Epub 2023 Nov 9.

Authors

Kairi Umeda¹, Arihiro Iwasaki², Raimu Taguchi¹, Naoaki Kurisawa¹, Ghulam Jeelani³, Tomoyoshi Nozaki³, Kiyotake Suenaga¹

Affiliations

¹ Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.
² Department of Applied Chemistry, Faculty of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo 112-8551, Japan.
³ Department of Biomedical Chemistry, Graduate School of Medicine, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

PMID: 37945375
DOI: 10.1021/acs.jnatprod.3c00742

Abstract

Akunolides A (1), B (2), C (3), and D (4), new macrolide glycosides, were isolated from a marine Okeania sp. cyanobacterium. Their structures were elucidated by spectroscopic analyses and derivatization reactions. Akunolides A-D (1-4) are classified as 16-membered macrolide glycosides, which are relatively rare structures for marine cyanobacterium-derived natural products. Akunolides A-D (1-4) showed moderate antitrypanosomal activities against Trypanosoma brucei rhodesiense, with IC₅₀ values ranging from 11 to 14 μM. Furthermore, akunolides A (1) and C (3) exhibited no cytotoxicity against normal human WI-38 cells even at a concentration of 150 μM.

Publication types

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

MeSH terms

Cell Line
Cyanobacteria* / chemistry
Glycosides / chemistry
Humans
Macrolides* / chemistry
Molecular Structure

Substances

Macrolides
Glycosides