1993
DOI: 10.1016/s0040-4020(01)85811-7
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Antifungal Brominated C18 Acetylenic Acids from the Marine Sponge, Petrosia volcano Hoshino

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Cited by 70 publications
(63 citation statements)
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“…Although compounds 3 and 4 had been previously demonstrated to be active against C. albicans (25), the remaining three natural products were of great interest from the perspective of structure-activity relationships. Subsequent reversephase silica gel column chromatography of the extract using aqueous acetonitrile led to the isolation of five acetylenic acids (compounds 1 to 5), which correspond to the five peaks in the HPLC-ESI-MS (negative mode) analysis with retention times/ pseudo-molecular ions of 7.17 min/251, 9.97 min/265, 14 , respectively. The structural identification of the three acetylenic acid analogs (compounds 1, 2, and 5) were readily achieved by careful comparison of their NMR spectra with those of compounds 3 and 4, whose structures were established by detailed chemical and spectroscopic methods (25).…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…Although compounds 3 and 4 had been previously demonstrated to be active against C. albicans (25), the remaining three natural products were of great interest from the perspective of structure-activity relationships. Subsequent reversephase silica gel column chromatography of the extract using aqueous acetonitrile led to the isolation of five acetylenic acids (compounds 1 to 5), which correspond to the five peaks in the HPLC-ESI-MS (negative mode) analysis with retention times/ pseudo-molecular ions of 7.17 min/251, 9.97 min/265, 14 , respectively. The structural identification of the three acetylenic acid analogs (compounds 1, 2, and 5) were readily achieved by careful comparison of their NMR spectra with those of compounds 3 and 4, whose structures were established by detailed chemical and spectroscopic methods (25).…”
Section: Resultsmentioning
confidence: 99%
“…The antibacterial, anti-human immunodeficiency virus, and pesticidal activities of some acetylenic acids have also been reported (5,9,13,17,18,22). Several studies have also shown that natural and synthetic acetylenic acids have activity against human and agricultural fungal pathogens (5,9,14,16,17,24). As with the antibacterial activity, their antifungal activity is generally associated with their chain length and positional triple bond (6,16,22,28).…”
Section: Vol 52 2008 Antifungal Activities Of Acetylenic Acids 2445mentioning
confidence: 99%
“…Les éponges des familles Nepheliospongia et Haploscleria produisent aussi des métabolites et des AG acétyléniques (Cimino et al, 1985). De nouveaux AG acétyléniques bromés en C 18 tri-et diacétylèniques ont été identifiés dans les lipides d'une Petrosia en mer du Japon et étaient tous antifongiques contre des souches Mortierella pathogènes (Fusetani et al, 1993). De nombreux autres AG acétyléniques bromés ont été isolés d'éponges marines (Dembitsky et Srebnik, 2002).…”
Section: Ag Bromésunclassified
“…[9]. In addition to the unique structural features of the isolated polyacetylenes, a plethora of interesting biological activities has been reported for this class of secondary metabolites, including antimicrobial [10], antifungal [11,12], reverse transcriptase inhibitory [13] and antitumor activities [9,14,15]. In a search for bioactive metabolites from marine organisms, the sponge Petrosia sp.…”
Section: Introductionmentioning
confidence: 99%