title: New cytotoxic isoprenoid derivatives from the Red Sea soft coral Sarcophyton glaucum.
abstract: Chemical investigation of the soft coral Sarcophyton glaucum collected from the Red Sea led to isolation of 11 isoprenoidal metabolites (1-11). A new sesquiterpenoid, 6-oxo-germacra-4(15),8,11-triene (1), a new natural cembranoid, sarcophinediol, along with two known sesquiterpenoids (2 and 3) and seven known cembranoids (5-11) was obtained. The structures of the compounds were established based on their NMR, MS, IR and UV spectral data. All compounds were evaluated for their cytotoxicity employing three cancer cell lines (HepG2, MCF-7 and HCT116). Compounds 4 and 6 showed significant cytotoxicity towards HepG2 with IC50 values of 18.8 ± 0.07 and 19.9 ± 0.02 μM; respectively. Compounds 5-7 exhibited potent cytotoxicity against MCF-7 cells with IC50 values of 9.9 ± 0.03, 2.4 ± 0.04 and 3.2 ± 0.02 μM, respectively. Compounds 1, 4 and 5 showed significant activities towards HCT116 cells with IC50 values of 29.4 ± 0.03, 19.4 ± 0.02 and 25.8 ± 0.03 μM, respectively.
authors.affiliation: a Department of Natural Products and Alternative Medicine , Faculty of Pharmacy, King Abdulaziz University , P.O. Box 80260, Jeddah 21589 , Saudi Arabia.
authors.forename: Ahmed
authors.initials: A
authors.lastname: Abdel-Lateff
authors.forename: Walied M
authors.initials: WM
authors.lastname: Alarif
authors.forename: Seif-Eldin N
authors.initials: SE
authors.lastname: Ayyad
authors.forename: Sultan S
authors.initials: SS
authors.lastname: Al-Lihaibi
authors.forename: Salim A
authors.initials: SA
authors.lastname: Basaif
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004317:Doxorubicin / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005260:Female; D045325:HCT116 Cells; D056945:Hep G2 Cells; D006801:Humans; D019156:Indian Ocean; D061986:MCF-7 Cells; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: C000595996:6-oxo-germacra-4(15),8,11-triene; D000970:Antineoplastic Agents; D004224:Diterpenes; D045788:Sesquiterpenes, Germacrane; C573078:sarcophine-diol; D004317:Doxorubicin
keywords: HepG2; MCF-7; Sarcophyton glaucum; cembranes; cytotoxic