title: The role of new eudesmane-type sesquiterpenoid and known eudesmane derivatives from the red alga Laurencia obtusa as potential antifungal-antitumour agents.
abstract: 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.
authors.affiliation: a Department of Marine Chemistry , Faculty of Marine Sciences, King Abdulaziz University , P.O. Box 80207, Jeddah 21589 , Saudi Arabia.
authors.forename: Walied M
authors.initials: WM
authors.lastname: Alarif
authors.affiliation: b Department of Chemistry , Faculty of Science, King Abdulaziz University , P.O. Box 80203, Jeddah 21589 , Saudi Arabia.
authors.forename: Khalid O
authors.initials: KO
authors.lastname: Al-Footy
authors.affiliation: b Department of Chemistry , Faculty of Science, King Abdulaziz University , P.O. Box 80203, Jeddah 21589 , Saudi Arabia.|c Department of Pharmacy , Faculty of Science, Tadulako University , Kampus Bumi Tadulako Tondo, Palu 94118 , Indonesia.
authors.forename: Muhammad Sulaiman
authors.initials: MS
authors.lastname: Zubair
authors.affiliation: b Department of Chemistry , Faculty of Science, King Abdulaziz University , P.O. Box 80203, Jeddah 21589 , Saudi Arabia.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Halid Ph
authors.affiliation: a Department of Marine Chemistry , Faculty of Marine Sciences, King Abdulaziz University , P.O. Box 80207, Jeddah 21589 , Saudi Arabia.
authors.forename: Mohamed A
authors.initials: MA
authors.lastname: Ghandourah
authors.affiliation: b Department of Chemistry , Faculty of Science, King Abdulaziz University , P.O. Box 80203, Jeddah 21589 , Saudi Arabia.
authors.forename: Salim A
authors.initials: SA
authors.lastname: Basaif
authors.affiliation: a Department of Marine Chemistry , Faculty of Marine Sciences, King Abdulaziz University , P.O. Box 80207, Jeddah 21589 , Saudi Arabia.
authors.forename: Sultan S
authors.initials: SS
authors.lastname: Al-Lihaibi
authors.affiliation: b Department of Chemistry , Faculty of Science, King Abdulaziz University , P.O. Box 80203, Jeddah 21589 , Saudi Arabia.|d Department of Chemistry , Faculty of Science, Damietta University , Damietta , Egypt.
authors.forename: Seif-Eldin N
authors.initials: SE
authors.lastname: Ayyad
authors.affiliation: e Department of Pharmacognosy , Faculty of Pharmacy, Mansoura University , Mansoura 35516 , Egypt.
authors.forename: Farid A
authors.initials: FA
authors.lastname: Badria
mesh_terms: D000935:Antifungal Agents / Q000302:isolation & purification / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000302:isolation & purification / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects; D006801:Humans; D044722:Laurencia / Q000737:chemistry*; D061986:MCF-7 Cells; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000302:isolation & purification / Q000494:pharmacology*; D045787:Sesquiterpenes, Eudesmane / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D000970:Antineoplastic Agents; D012717:Sesquiterpenes; D045787:Sesquiterpenes, Eudesmane; C015872:eudesmane
keywords: antifungal activity; cytotoxicity; eudesmanes; red algae; terpenoids