A cytotoxic porphyrin from North Pacific brittle star Ophiura sarsii

Klimenko, Antonina; Huber, Robin; Marcourt, Laurence; Chardonnens, Estelle; Koval, Alexey; Khotimchenko, Yuri S.; Ferreira Queiroz, Emerson; Wolfender, Jean-Luc; Katanaev, Vladimir

doi:10.3390/md19010011

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Title		A cytotoxic porphyrin from North Pacific brittle star Ophiura sarsii
Authors		Klimenko, Antonina Huber, Robin Marcourt, Laurence Chardonnens, Estelle Koval, Alexey Khotimchenko, Yuri S. Ferreira Queiroz, Emerson Wolfender, Jean-Luc Katanaev, Vladimir show all authors [1 - 9]
Published in		Marine drugs. 2021, vol. 19, no. 1, E11
Abstract		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.
Identifiers		DOI: 10.3390/md19010011 PMID: 33383654
Full text		Article (Published version) (2.1 MB) - Free access Supplemental data (5.8 MB) - Free access Other version: https://www.mdpi.com/1660-3397/19/1/11
Structures		Faculté des sciences / Section des sciences pharmaceutiques Faculté de médecine / Section de médecine fondamentale / Département de physiologie cellulaire et métabolisme
Research groups		Phytochimie et produits naturels bioactifs Voies de signalisation oncogéniques (998)
Project		Swiss National Science Foundation: R'Equip grant 316030_164095
Citation (ISO format)		KLIMENKO, Antonina et al. A cytotoxic porphyrin from North Pacific brittle star Ophiura sarsii. In: Marine Drugs, 2021, vol. 19, n° 1, p. E11. doi: 10.3390/md19010011 https://archive-ouverte.unige.ch/unige:147020