title: Synthesis and biological evaluation of N-(arylsulfanyl)carbonyl analogues of paclitaxel (taxol).
abstract: Four new N-(arylsufanyl)carbonyl paclitaxel analogues (2a-d) were prepared from 7-(triethylsilyl)-protected baccatin III (5). Their cytotoxicities against human ovarian (A2780) and prostate cancer (PC3) cell lines, as well as their tubulin-assembly activities, were determined. In these assays, the new compounds showed rather weak activities, one two orders of magnitude below those of paclitaxel (taxol; 1). The known 3'-N-[(thiophen-2-yl)carbonyl] paclitaxel analogue 3 was also prepared. As previously reported, 3 exhibited strongly improved cytotoxicities and tubulin-assembly activities as compared to paclitaxel (1).
authors.affiliation: Istanbul Technical University, Faculty of Science and Letters, Chemistry Department, Maslak, TR-34469, Istanbul, Turkey. bkarliga@itu.edu.tr
authors.forename: Bekir
authors.initials: B
authors.lastname: Karliga
authors.forename: Jennifer K
authors.initials: JK
authors.lastname: Schilling
authors.forename: David G I
authors.initials: DG
authors.lastname: Kingston
authors.forename: Susan
authors.initials: S
authors.lastname: Bane
authors.forename: Rudy
authors.initials: R
authors.lastname: Ravindra
authors.forename: Naciye
authors.initials: N
authors.lastname: Talinli
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000494:pharmacology; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor / Q000379:methods; D006801:Humans; D017239:Paclitaxel / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D014404:Tubulin / Q000187:drug effects / Q000502:physiology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D014404:Tubulin; D017239:Paclitaxel