title: Synthesis and antitumor activity of 3-(2-phenyl-1,3-thiazol-4-yl)-1H-indoles and 3-(2-phenyl-1,3-thiazol-4-yl)-1H-7-azaindoles.
abstract: Given the potent antimicrobial, antiviral, and antitumor activities of many natural products, there is an increasing interest in the synthesis of new molecules based on natural compound scaffolds. Based on a 2,4-bis(3'-indolyl)imidazole skeleton, two new series of phenylthiazolylindoles and phenylthiazolyl-7-azaindoles were obtained by Hantzsch reaction between substituted phenylthioamides and the α-bromoacetyl derivatives. Some azaindole derivatives, tested at the National Cancer Institute against a panel of ∼60 tumor cell lines derived from nine human cancer cell types, showed inhibitory effects against all cell lines investigated at micromolar to nanomolar concentrations. Two of them exhibited a high affinity for CDK1, with IC(50) values of 0.41 and 0.85 μM. These promising results will set the foundation for future investigations into the development of anticancer therapies.
authors.affiliation: Dipartimento di Scienze e Tecnologie Molecolari e Biomolecolari, Sezione Chimica Farmaceutica e Biologica, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy. diana@unipa.it
authors.forename: Patrizia
authors.initials: P
authors.lastname: Diana
authors.forename: Anna
authors.initials: A
authors.lastname: Carbone
authors.forename: Paola
authors.initials: P
authors.lastname: Barraja
authors.forename: Alessandra
authors.initials: A
authors.lastname: Montalbano
authors.forename: Barbara
authors.initials: B
authors.lastname: Parrino
authors.forename: Alessia
authors.initials: A
authors.lastname: Lopergolo
authors.forename: Marzia
authors.initials: M
authors.lastname: Pennati
authors.forename: Nadia
authors.initials: N
authors.lastname: Zaffaroni
authors.forename: Girolamo
authors.initials: G
authors.lastname: Cirrincione
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use; D016203:CDC2 Protein Kinase / Q000737:chemistry / Q000378:metabolism; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use; D009369:Neoplasms / Q000188:drug therapy; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use; D013844:Thiazoles / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D007211:Indoles; D047428:Protein Kinase Inhibitors; D013844:Thiazoles; D016203:CDC2 Protein Kinase