Isolation and Bioassay of Linear Veraguamides from a Marine Cyanobacterium (Okeania sp.)

DOI

10.3390/molecules30030680

Document Type

Journal Article

Publication Date

2-4-2025

Publication Title

Molecules (Basel, Switzerland)

Volume

30

Issue

3

Keywords

TMEM-97, cyanobacteria, sigma 2, veraguamide

Abstract

Marine cyanobacteria have gained momentum in recent years as a source of novel bioactive small molecules. This paper describes the structure elucidation and pharmacological evaluation of two new (veraguamide O () and veraguamide P ()) and one known (veraguamide C ()) analogs isolated from a cyanobacterial collection made in the Las Perlas Archipelago of Panama. We hypothesized that these compounds would be cytotoxic in cancer cell lines. The compounds were screened against HEK-293, estrogen receptor positive (MCF-7), and triple-negative breast cancer (MDA-MB-231) cells as well as against a broad panel of membrane-bound receptors. The planar structures were determined based on NMR and MS data along with a comparison to previously isolated veraguamide analogs. Phylogenetic analysis of the collection suggests it to be an Okeania sp., a similar species to the cyanobacterium reported to produce other veraguamides. Veraguamide O shows no cytotoxicity (greater than 100 μM) against ER-positive cells (MCF-7) with 13 μM IC against MDA-MB-231 TNBC cells. Interestingly, these compounds show affinity for the sigma2/TMEM-97 receptor, making them potential leads for the development of non-toxic sigma 2 targeting ligands.

Open Access

39942783 (pubmed); PMC11819893 (pmc); 10.3390/molecules30030680 (doi); molecules30030680 (pii)

Share

COinS