One pot efficient diversity oriented synthesis of polyfunctional styryl thiazolopyrimidines and their bio-evaluation as antimalarial and anti-HIV agents

• Published in: European journal of medicinal chemistry 2012-09, Vol.55, p.195-204
• Main Authors: Fatima, Seerat, Sharma, Anindra, Saxena, Reshu, Tripathi, Rajkamal, Shukla, Sanjeev K., Pandey, Swaroop Kumar, Tripathi, Renu, Tripathi, Rama P.
• Format: Article
• Language: English
• Subjects: Animals; Anti-HIV agents; Anti-HIV Agents - chemical synthesis; Anti-HIV Agents - chemistry; Anti-HIV Agents - pharmacology; Anti-HIV Agents - toxicity; Antimalarial agents; Antimalarials - chemical synthesis; Antimalarials - chemistry; Antimalarials - pharmacology; Antimalarials - toxicity; Biological and medical sciences; Cercopithecus aethiops; Chemistry Techniques, Synthetic; HIV Reverse Transcriptase - antagonists & inhibitors; Inhibitory Concentration 50; Medical sciences; Miscellaneous; P. falciparum, Styryl thiazolopyrimidine; Pharmacology. Drug treatments; Plasmodium falciparum - drug effects; Pyrimidines - chemical synthesis; Pyrimidines - chemistry; Pyrimidines - pharmacology; Pyrimidines - toxicity; Thiazolopyrimidine; Vero Cells
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2012.07.018

An efficient one pot synthesis of a series of pluripotent (E)-1-(3-methyl-5-aryl-7-styryl-5H-thiazolo[3,2-a]pyrimidin-6-yl)-3-arylprop-2-en-1-ones is reported. It involves reaction of 5-acetyl-6-methyl-4-aryl-dihydropyrimidine-2-thiones, propargyl bromide and aromatic aldehydes in presence of ethanolic KOH. The newly synthesized compounds were evaluated for antimalarial activity against Plasmodium falciparum and as HIV-RT inhibitors. Most of the compound displayed potent antimalarial activity with IC50