(2S*,5S*,6Z)-2,5-Epoxydocosan-6-en-21-ynoic Acid, New Fatty Acid from the Marine Sponge Haliclona fascigera

Marine sponges are recognized as a rich source of new marine natural products. In this study, chemical investigation of the CH 2 Cl 2-MeOH (1:1) extract from the marine sponge Haliclona fascigera collected in Mayotte was carried out and highlighted a new unusual acetylenic and tetrahydrofuranic fatty acid, (2S*,5S*,6Z)-2,5-epoxydocosan-6-en-21-ynoic acid (1). Its planar structure was elucidated by HRESIMS data, IR, 1D and 2D NMR spectra. The relative configuration of compound 1 was deduced from density functional theory (DFT) computational calculations fitted using the recently published DP4+ probability.

Keywords

Haliclona fascigera Marine sponge Fatty acid Tetrahydrofuran Acl

Domains

Chemical Sciences Organic chemistry Biodiversity and Ecology

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2s5s6z25epoxydocosan6en21ynoic-acid-new-fatty-acid-from-the-marine-sponge-haliclona-fascigera-2329-6836-1000336.pdf (404.07 Ko)

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Réunion Univ : Connect in order to contact the contributor

https://hal.univ-reunion.fr/hal-01866080

Submitted on : Monday, September 3, 2018-7:52:37 AM

Last modification on : Wednesday, November 15, 2023-10:52:15 AM

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hal-01866080 , version 1 (03-09-2018)

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HAL Id : hal-01866080 , version 1
DOI : 10.4172/2329-6836.1000336

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Pierre-Éric Campos, Emmanuel Pichon, Bertrand Illien, Patricia Clerc, Céline Moriou, et al.. (2S*,5S*,6Z)-2,5-Epoxydocosan-6-en-21-ynoic Acid, New Fatty Acid from the Marine Sponge Haliclona fascigera. Natural Products Chemistry & Research, 2018, 6 (5), pp.1000336. ⟨10.4172/2329-6836.1000336⟩. ⟨hal-01866080⟩

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