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

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Nahed O BawakidMohamed A Ghandourah

Abstract

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.

References

Jul 4, 1990·Journal of the National Cancer Institute·P SkehanM R Boyd
Nov 14, 1997·Journal of Natural Products·G M König, A D Wright
May 1, 1982·Planta medica·B N MeyerJ L McLaughlin
Oct 11, 2008·Cell Death and Differentiation·G KroemerUNKNOWN Nomenclature Committee on Cell Death 2009
Jan 30, 2010·Natural Product Reports·John W BluntMichèle R Prinsep
Dec 3, 2010·Natural Product Reports·Valerie J PaulKoty Sharp
Aug 2, 2011·Phytochemistry·Daniel Anthony Dias, Sylvia Urban
Oct 4, 2011·Chemical & Pharmaceutical Bulletin·Seif-Eldin Nasr AyyadFarid Abd Al-raheem Badria
Jul 24, 2012·European Journal of Medicinal Chemistry·Walied M AlarifFarid A Badria

❮ Previous
Next ❯

Citations

Jan 22, 2019·Natural Product Reports·Anthony R CarrollMichèle R Prinsep
May 10, 2019·Chemical Communications : Chem Comm·Tingxing ZhaoJingsong You
Feb 1, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Walied Mohamed AlarifHamdan Salem Al-Malky
Sep 24, 2020·Organic & Biomolecular Chemistry·Rodney A FernandesRamdas S Pathare
Nov 9, 2019·The Journal of Organic Chemistry·Shoji KobayashiAraki Masuyama

❮ Previous
Next ❯

Methods Mentioned

BETA
infrared spectroscopy
NMR
electrophoresis
column chromatography

Related Concepts

Related Feeds

Apoptosis

Apoptosis is a specific process that leads to programmed cell death through the activation of an evolutionary conserved intracellular pathway leading to pathognomic cellular changes distinct from cellular necrosis