Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa

Chromatographic fractionation of the CH(2)Cl(2)/MeOH extract of the Red Sea red alga Laurencia obtusa gave two new hexahydrofuro[3,2-b]furan-based C(15)-acetogenins, namely, isolaurenidificin (1) and bromlaurenidificin (2). The chemical structures were elucidated based on extensive analyses of their...

Descripción completa

Detalles Bibliográficos
Autores principales: Bawakid, Nahed O., Alarif, Walied M., Alburae, Najla A., Alorfi, Hajer S., Al-Footy, Khalid O., Al-Lihaibi, Sultan S., Ghandourah, Mohamed A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154321/
https://www.ncbi.nlm.nih.gov/pubmed/28505125
http://dx.doi.org/10.3390/molecules22050807
_version_ 1783357673647898624
author Bawakid, Nahed O.
Alarif, Walied M.
Alburae, Najla A.
Alorfi, Hajer S.
Al-Footy, Khalid O.
Al-Lihaibi, Sultan S.
Ghandourah, Mohamed A.
author_facet Bawakid, Nahed O.
Alarif, Walied M.
Alburae, Najla A.
Alorfi, Hajer S.
Al-Footy, Khalid O.
Al-Lihaibi, Sultan S.
Ghandourah, Mohamed A.
author_sort Bawakid, Nahed O.
collection PubMed
description Chromatographic fractionation of the CH(2)Cl(2)/MeOH extract of the Red Sea red alga Laurencia obtusa gave two new hexahydrofuro[3,2-b]furan-based C(15)-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 (LC(50) > 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.
format Online
Article
Text
id pubmed-6154321
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-61543212018-11-13 Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa Bawakid, Nahed O. Alarif, Walied M. Alburae, Najla A. Alorfi, Hajer S. Al-Footy, Khalid O. Al-Lihaibi, Sultan S. Ghandourah, Mohamed A. Molecules Article Chromatographic fractionation of the CH(2)Cl(2)/MeOH extract of the Red Sea red alga Laurencia obtusa gave two new hexahydrofuro[3,2-b]furan-based C(15)-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 (LC(50) > 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. MDPI 2017-05-15 /pmc/articles/PMC6154321/ /pubmed/28505125 http://dx.doi.org/10.3390/molecules22050807 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Bawakid, Nahed O.
Alarif, Walied M.
Alburae, Najla A.
Alorfi, Hajer S.
Al-Footy, Khalid O.
Al-Lihaibi, Sultan S.
Ghandourah, Mohamed A.
Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa
title Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa
title_full Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa
title_fullStr Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa
title_full_unstemmed Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa
title_short Isolaurenidificin and Bromlaurenidificin, Two New C(15)-Acetogenins from the Red Alga Laurencia obtusa
title_sort isolaurenidificin and bromlaurenidificin, two new c(15)-acetogenins from the red alga laurencia obtusa
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154321/
https://www.ncbi.nlm.nih.gov/pubmed/28505125
http://dx.doi.org/10.3390/molecules22050807
work_keys_str_mv AT bawakidnahedo isolaurenidificinandbromlaurenidificintwonewc15acetogeninsfromtheredalgalaurenciaobtusa
AT alarifwaliedm isolaurenidificinandbromlaurenidificintwonewc15acetogeninsfromtheredalgalaurenciaobtusa
AT alburaenajlaa isolaurenidificinandbromlaurenidificintwonewc15acetogeninsfromtheredalgalaurenciaobtusa
AT alorfihajers isolaurenidificinandbromlaurenidificintwonewc15acetogeninsfromtheredalgalaurenciaobtusa
AT alfootykhalido isolaurenidificinandbromlaurenidificintwonewc15acetogeninsfromtheredalgalaurenciaobtusa
AT allihaibisultans isolaurenidificinandbromlaurenidificintwonewc15acetogeninsfromtheredalgalaurenciaobtusa
AT ghandourahmohameda isolaurenidificinandbromlaurenidificintwonewc15acetogeninsfromtheredalgalaurenciaobtusa

Ejemplares similares