title: Thiocamptothecin.
abstract: The synthesis and the X-ray structure of 16a-thiocamptothecin (TCPT), the thiopyridone analog of camptothecin (CPT), are accomplished. The crystal contains two structurally identical, yet independent molecules. Both of them are connected to other molecules via two intermolecular hydrogen bonds. S-methylation of TCPT leads to the cleavage of the C-ring. The cytotoxic activity of TCPT was evaluated against different human tumor cell lines using CPT as reference compound.
authors.affiliation: Laboratory of Chemistry Istituto I.S.O.F.-Consiglio Nazionale delle Ricerche (CNR) Via P. Gobetti, 101, 40129-Bologna, Italy.
authors.forename: Cristian
authors.initials: C
authors.lastname: Samorì
authors.forename: Andrea
authors.initials: A
authors.lastname: Guerrini
authors.forename: Greta
authors.initials: G
authors.lastname: Varchi
authors.forename: Franco
authors.initials: F
authors.lastname: Zunino
authors.forename: Giovanni Luca
authors.initials: GL
authors.lastname: Beretta
authors.forename: Cristina
authors.initials: C
authors.lastname: Femoni
authors.forename: Ezio
authors.initials: E
authors.lastname: Bombardelli
authors.forename: Gabriele
authors.initials: G
authors.lastname: Fontana
authors.forename: Arturo
authors.initials: A
authors.lastname: Battaglia
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002166:Camptothecin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D004249:DNA Damage; D004264:DNA Topoisomerases, Type I / Q000737:chemistry; D006801:Humans; D008958:Models, Molecular; D013871:Thiones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: C529807:16a-thiocamptothecin; D000970:Antineoplastic Agents; D013871:Thiones; D004264:DNA Topoisomerases, Type I; D002166:Camptothecin