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Synthesis and Antitumor Activity of 3‐(2‐Phenyl‐1,3‐thiazol‐4‐yl)‐1 H ‐indoles and 3‐(2‐Phenyl‐1,3‐thiazol‐4‐yl)‐1 H ‐7‐azaindoles
Author(s) -
Diana Patrizia,
Carbone Anna,
Barraja Paola,
Montalbano Alessandra,
Parrino Barbara,
Lopergolo Alessia,
Pennati Marzia,
Zaffaroni Nadia,
Cirrincione Girolamo
Publication year - 2011
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.201100078
Subject(s) - chemistry , imidazole , stereochemistry , cancer cell lines , combinatorial chemistry , antimicrobial , cyclin dependent kinase 1 , cancer cell , cancer , cell , biochemistry , cell cycle , biology , organic chemistry , genetics
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 μ M . These promising results will set the foundation for future investigations into the development of anticancer therapies.