The role of new eudesmane-type sesquiterpenoid and known eudesmane derivatives from the red alga Laurencia obtusa as potential antifungal-antitumour agents

A new eudesmane sesquiterpenoid, eudesma-4(15),7-diene-5,11-diol (1) along with the known trinor-sesquiterene, teuhetenone (2), and a seco-eudesmane sesquiterpene, chabrolidione B (3), have been isolated from the Red Sea red alga Laurencia obtusa. The chemical structures were elucidated on the basis...

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Published in:Natural product research 2016-05, Vol.30 (10), p.1150-1155
Main Authors: Alarif, Walied M., Al-Footy, Khalid O., Zubair, Muhammad Sulaiman, Halid PH, Mohamed, Ghandourah, Mohamed A., Basaif, Salim A., Al-Lihaibi, Sultan S., Ayyad, Seif-Eldin N., Badria, Farid A.
Format: Article
Language:English
Subjects:
antifungal activity
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
cytotoxicity
eudesmanes
Fungi - drug effects
Humans
Laurencia - chemistry
Laurencia obtusa
MCF-7 Cells
Microbial Sensitivity Tests
Molecular Structure
red algae
Sesquiterpenes - isolation & purification
Sesquiterpenes - pharmacology
Sesquiterpenes, Eudesmane - isolation & purification
Sesquiterpenes, Eudesmane - pharmacology
terpenoids
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Summary:A new eudesmane sesquiterpenoid, eudesma-4(15),7-diene-5,11-diol (1) along with the known trinor-sesquiterene, teuhetenone (2), and a seco-eudesmane sesquiterpene, chabrolidione B (3), have been isolated from the Red Sea red alga Laurencia obtusa. The chemical structures were elucidated on the basis of extensive spectroscopic analysis. The antifungal and cytotoxic activities of the isolated metabolites were tested against several fungi, yeast and human mammary carcinoma cell line (MCF-7). Compounds 1 and 3 showed a much better activity [minimum inhibitory concentration (MIC): 2.9 μM] than that of amphotericin B (MIC: 4.6 μM). Interestingly, compound 2, the least active antifungal compound, retained the high anticancer activity against MCF-7 (22 μM) in comparison with cisplatin (59 μM), which was determined by employing lactate dehydrogenase assay. Compounds 1-3 are recorded here for the first time from algal flora. The chemotaxonomic importance of the isolated metabolites was discussed.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2015.1046378