Antiproliferative Activity of (−)‐Isopulegol‐based 1,3‐Oxazine, 1,3‐Thiazine and 2,4‐Diaminopyrimidine Derivatives
Fatima Z. Bamou,
Dr. Tam M. Le,
Bizhar A. Tayeb,
Seyyed A. S. Tahaei,
Dr. Renáta Minorics,
Prof. Dr. István Zupkó,
Prof. Dr. Zsolt Szakonyi
Affiliations
Fatima Z. Bamou
Institute of Pharmaceutical Chemistry and MTA-SZTE Stereochemistry Research Group Hungarian Academy of Sciences University of Szeged Eötvös u. 6 6720 Szeged Hungary
Dr. Tam M. Le
Institute of Pharmaceutical Chemistry and MTA-SZTE Stereochemistry Research Group Hungarian Academy of Sciences University of Szeged Eötvös u. 6 6720 Szeged Hungary
Bizhar A. Tayeb
Department of Pharmacodynamics and Biopharmacy University of Szeged Eötvös u. 6 6720 Szeged Hungary
Seyyed A. S. Tahaei
Department of Pharmacodynamics and Biopharmacy University of Szeged Eötvös u. 6 6720 Szeged Hungary
Dr. Renáta Minorics
Department of Pharmacodynamics and Biopharmacy University of Szeged Eötvös u. 6 6720 Szeged Hungary
Prof. Dr. István Zupkó
Department of Pharmacodynamics and Biopharmacy University of Szeged Eötvös u. 6 6720 Szeged Hungary
Prof. Dr. Zsolt Szakonyi
Institute of Pharmaceutical Chemistry and MTA-SZTE Stereochemistry Research Group Hungarian Academy of Sciences University of Szeged Eötvös u. 6 6720 Szeged Hungary
Abstract A series of novel heterocyclic structures, namely 1,3‐oxazines, 1,3‐thiazines and 2,4‐diaminopyrimidines, were designed and synthesised. The bioassay tests demonstrated that, among these analogues, 2,4‐diaminopyridine derivatives showed significant antiproliferative activity against different human cancer cell lines (A2780, SiHa, HeLa, MCF‐7 and MDA‐MB‐231). Pyrimidines substituted with N2‐(p‐trifluoromethyl)aniline, in particular, displayed a potent inhibitory effect on the growth of cancer cells. Structure–activity relationships were also studied from the aspects of stereochemistry on the aminodiol moiety as well as exploring the effects of substituents on the pyrimidine scaffold.
