title: Isolation of aureol from Smenospongia sp. and cytotoxic activity of some aureol derivatives.
abstract: The sesquiterpene aureol (1) was isolated by chromatographic fractionation of a non-polar extract from Smenospongia sp. Methylation of aureol yielded 5'-O-methyl-aureol (2) while the prepared acylation products of aureol were 5'-O-acetyl-aureol (3), 5'-O-benzoyl-aureol (4), 5'-O-(4-fluoro-benzoyl)-aureol (5), 5'-O-(4-chlorobenzoyl)-aureol (6), 5'-O-(4-methylbenzoyl)-aureol (7), 5'-O-nicotinoyl-aureol (8), aureol-N,N-dimethylthiocarbamate (9), 5'-O-(2-furoylcarbonyl)-aureol (10), 5'-O-(2-thienoylcarbonyl-aureol (11). The structures of aureol as well as its ten derivatives were established through spectral analysis. The in vitro cytotoxic activities of the eleven compounds were evaluated against Hepa59T/VGH, KB and Hela tumor cell lines.
authors.affiliation: Institute of Marine Resources, National Sun Yat-Sen University, 70-Lien Hai Road, Kaohsiung, Taiwan, Republic of China. ycshen@mail.nsysu.edu.tw
authors.forename: Ya-Ching
authors.initials: YC
authors.lastname: Shen
authors.forename: Chia-Ching
authors.initials: CC
authors.lastname: Liaw
authors.forename: Jing-Ren
authors.initials: JR
authors.lastname: Ho
authors.forename: Ashraf Taha
authors.initials: AT
authors.lastname: Khalil
authors.forename: Yau-Haur
authors.initials: YH
authors.lastname: Kuo
mesh_terms: D000818:Animals; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D007624:KB Cells; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009904:Optical Rotation; D011161:Porifera / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared
chemical_list: D012717:Sesquiterpenes; C455540:aureol