Synthesis and in vitro study of antiproliferative benzyloxy dihydropyrimidinones.

Autor: Vala RM; Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar, Gujarat, India., Sharma MG; Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar, Gujarat, India., Patel DM; Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar, Gujarat, India., Puerta A; BioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, La Laguna, Spain., Padrón JM; BioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, La Laguna, Spain., Ramkumar V; Department of Chemistry, Indian Institute of Technology-Madras, Chennai, Tamil Nadu, India., Gardas RL; Department of Chemistry, Indian Institute of Technology-Madras, Chennai, Tamil Nadu, India., Patel HM; Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar, Gujarat, India.
Jazyk: angličtina
Zdroj: Archiv der Pharmazie [Arch Pharm (Weinheim)] 2021 Jun; Vol. 354 (6), pp. e2000466. Date of Electronic Publication: 2021 Feb 15.
DOI: 10.1002/ardp.202000466
Abstrakt: In this study, we report on antiproliferative benzyloxy dihydropyrimidinones (DHPMs) produced by the Biginelli reaction of benzyloxy benzaldehyde, urea, and diverse 1,3-diones. The reaction was catalyzed by lanthanum triflate and completed within 1-1.5 h, with 74-97% yield. The antiproliferative assay was carried out for all synthesized dihydropyrimidinones against six human solid tumor cell lines. Six compounds showed good antiproliferative activity with GI 50 values below 5 μM. Among all the synthesized compounds, the most potent derivative showed good antiproliferative activity against all cell lines with GI 50 values in the range of 1.1-3.1 μM. These DHPMs comply with druglikeness. Furthermore, ADMET prediction and the effect of P-glycoprotein on the antiproliferative activity were also studied. Overall, our method allows eco-friendly access to benzyloxy DHPMs as potential anticancer drugs.
(© 2021 Deutsche Pharmazeutische Gesellschaft.)
Databáze: MEDLINE