A cytotoxic porphyrin from North Pacific brittle star Ophiura sarsii

Article Article scientifique Article A cytotoxic porphyrin from North Pacific brittle star Ophiura sarsii eng 2021 author Klimenko Antonina 934014 author Huber Robin 751322 author Marcourt Laurence 729234 author Chardonnens Estelle 881645 author Koval Alexey 0000-0002-8920-4426 910996 author Khotimchenko Yuri S. author Ferreira Queiroz Emerson 135675 author Wolfender Jean-Luc 135649 author Katanaev Vladimir 0000-0002-7909-5617 910192 E11 10.3390/md19010011 33383654 1660-3397 https://www.mdpi.com/1660-3397/19/1/11 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. Dewey 612 Dewey 615 Swiss National Science Foundation R'Equip grant 316030_164095 CH 31 Section des sciences pharmaceutiques 17 134 Département de physiologie cellulaire et métabolisme 21C false 882 Phytochimie et produits naturels bioactifs 1264 Voies de signalisation oncogéniques 998 Marine Drugs 19 1 7fe867c5-5a0d-4610-b4c4-acc4479ffa89 Article (Published version) Public marinedrugs-19-00011.pdf 2232927 application/pdf CC BY 9997a1e4-e3b3-4dac-a99e-0cbe27d8be75 Supplemental data Public marinedrugs-19-00011-s001.pdf 6061461 application/pdf CC BY openAccess Faculté des sciences / Section des sciences pharmaceutiques Faculté de médecine / Section de médecine fondamentale / Département de physiologie cellulaire et métabolisme

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A cytotoxic porphyrin from North Pacific brittle star Ophiura sarsii	Marine Drugs			2021	496	249

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Chardonnens, Estelle