title: Synthesis and cytotoxicity of 2-acetyl-4,8-dihydrobenzodithiophene-4, 8-dione derivatives.
abstract: 2-Acetyl-4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione (9) and 2-acetyl-4,8-dihydrobenzo[1,2-b:5,4-b']dithiophene-4,8-dione (19), together with 10 related mono- and disubstituted derivatives, were synthesized and evaluated in vitro by NCI against eight cancer types. All compounds showed significant activity against melanoma, HL-60 leukemia, NCI-H23 non-small-cell lung cancer, OVCAR-3 ovarian cancer, and MDA-MB-435 and MDA-N breast cancer cell lines. Compound 11, 2-(1'-acetoxyethyl)-4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4, 8-dione, showed the highest overall potency (mean GI50 = 40 nM).
authors.affiliation: Natural Products Laboratory, Division of Medicinal Chemistry and Natural Products, School of Pharmacy CB#7360, University of North Carolina, Chapel Hill, North Carolina 27599-7360, USA.
authors.forename: Y H
authors.initials: YH
authors.lastname: Chao
authors.forename: S C
authors.initials: SC
authors.lastname: Kuo
authors.forename: C H
authors.initials: CH
authors.lastname: Wu
authors.forename: C Y
authors.initials: CY
authors.lastname: Lee
authors.forename: A
authors.initials: A
authors.lastname: Mauger
authors.forename: I C
authors.initials: IC
authors.lastname: Sun
authors.forename: S L
authors.initials: SL
authors.lastname: Morris-Natschke
authors.forename: K H
authors.initials: KH
authors.lastname: Lee
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D020128:Inhibitory Concentration 50; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014407:Tumor Cells, Cultured
chemical_list: C115594:2-(1'-acetoxyethyl)-4,8-dihydrobenzo(1,2--4,5-b')dithiophene-4,8-dione; D000970:Antineoplastic Agents; D013876:Thiophenes