Isolaurenidificin and Bromlaurenidificin, Two New C15-Acetogenins from the Red Alga Laurencia obtusa

Nahed O. Bawakid; Walied M. Alarif; Najla A. Alburae; Hajer S. Alorfi; Khalid O. Al-Footy; Sultan S. Al-Lihaibi; Mohamed A. Ghandourah

doi:10.3390/molecules22050807

Molecules (May 2017)

Isolaurenidificin and Bromlaurenidificin, Two New C15-Acetogenins from the Red Alga Laurencia obtusa

Nahed O. Bawakid,
Walied M. Alarif,
Najla A. Alburae,
Hajer S. Alorfi,
Khalid O. Al-Footy,
Sultan S. Al-Lihaibi,
Mohamed A. Ghandourah

Affiliations

Nahed O. Bawakid: Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Walied M. Alarif: Department of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, P.O. Box 80207, Jeddah 21589, Saudi Arabia
Najla A. Alburae: Department of Biology, Faculty of Sciences, King Abdulaziz University, P.O. Box 80207, Jeddah 21589, Saudi Arabia
Hajer S. Alorfi: Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Khalid O. Al-Footy: Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Sultan S. Al-Lihaibi: Department of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, P.O. Box 80207, Jeddah 21589, Saudi Arabia
Mohamed A. Ghandourah: Department of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, P.O. Box 80207, Jeddah 21589, Saudi Arabia

DOI: https://doi.org/10.3390/molecules22050807
Journal volume & issue: Vol. 22, no. 5
p. 807

Abstract

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Chromatographic fractionation of the CH2Cl2/MeOH extract of the Red Sea red alga Laurencia obtusa gave two new hexahydrofuro[3,2-b]furan-based C15-acetogenins, namely, isolaurenidificin (1) and bromlaurenidificin (2). The chemical structures were elucidated based on extensive analyses of their spectral data. Compounds 1 and 2 showed no toxicity (LC50 > 12 mM) using Artemia salina as test organism. Both compounds showed weak cytotoxicity against A549, HepG-2, HCT116, MCF-7, and PC-3 cells, however, they exhibited a relatively potent cytotoxic activity against peripheral blood neutrophils. This can be attributed partly to induction of apoptosis.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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