A Cytotoxic Porphyrin from North Pacific Brittle Star Ophiura sarsii

Marine Drugs

YuriS. Khotimchenko¹  Robin Huber²  Laurence Marcourt²  Emerson Ferreira Queiroz²  Jean-Luc Wolfender²  Antonina Klimenko³  Alexey Koval³  VladimirL. Katanaev³  Estelle Chardonnens³ 

[1] School of Biomedicine, Far Eastern Federal University, 690090 Vladivostok, Russia;School of Pharmaceutical Sciences, University of Geneva, CMU—Rue Michel-Servet 1, CH-1211 Geneva, Switzerland;Translational Research Center in Oncohaematology, Department of Cell Physiology and Metabolism, Faculty of Medicine, University of Geneva, CH-1211 Geneva, Switzerland;

关键词: breast cancer;    Ophiura sarsii;    targeted therapy;    cytotoxicity;    porphyrin;    photodynamic therapy;   

DOI  :  10.3390/md19010011

来源: DOAJ

【 摘 要 】

Triple-negative breast cancer (TNBC) represents the deadliest form of gynecological tumors currently lacking targeted therapies. The ethanol extract of the North Pacific brittle star Ophiura sarsii presented promising anti-TNBC activities. After elimination of the inert material, the active extract was submitted to a bioguided isolation approach using high-resolution semipreparative HPLC-UV, resulting in one-step isolation of an unusual porphyrin derivative possessing strong cytotoxic activity. HRMS and 2D NMR resulted in the structure elucidation of the compound as (3S,4S)-14-Ethyl-9-(hydroxymethyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid. Never identified before in Ophiuroidea, porphyrins have found broad applications as photosensitizers in the anticancer photodynamic therapy. The simple isolation of a cytotoxic porphyrin from an abundant brittle star species we describe here may pave the way for novel natural-based developments of targeted anti-cancer therapies.

【 授权许可】

Unknown