Synthesis and Bioactivity Evaluation of New 6-Aryl-5-cyano Thiouracils as Potential Antimicrobial and Anticancer Agents
Open Access
- 17 August 2012
- Vol. 17 (8), 9868-9886
- https://doi.org/10.3390/molecules17089868
Abstract
Several novel 6-aryl-5-cyano thiouracil derivatives were synthesized and explored for their activities as antibacterial, antifungal and anticancer agents. The antimicrobial evaluation revealed that compounds 7b and 7c possessed superior antibacterial activity against the Gram positive bacteria S. aureus and B. subtilis compared to the reference drug amoxicillin. Moreover, compound 4i was found to be a broad spectrum antimicrobial agent and it also exhibited the highest antifungal activity against C. albicans, even higher than the reference drug amphotericin B (MIC = 2.34, 3.00 μg/mL respectively). Selected compounds were tested for in vitro cytotoxicity at a single 10−5 M concentration in accordance to the NCI (USA) protocol. The preliminary screening results showed that most of the compounds had limited cytotoxic activity against renal cancer UO-31 and/or A498 cell lines. Nevertheless, compounds 6d and 6i displayed potent growth inhibitory effect toward non-small cell lung cancer HOP-92 and leukemia MOLT-4 cell lines, respectively.This publication has 34 references indexed in Scilit:
- Synthesis and structure–activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agentsEuropean Journal of Medicinal Chemistry, 2011
- Part I: Synthesis, cancer chemopreventive activity and molecular docking study of novel quinoxaline derivativesEuropean Journal of Medicinal Chemistry, 2011
- Synthesis and biological evaluation of novel dihydro-aryl/alkylsulfanyl-cyclohexylmethyl-oxopyrimidines (S-DACOs) as high active anti-HIV agentsBioorganic & Medicinal Chemistry Letters, 2011
- Novel benzimidazole–pyrimidine conjugates as potent antitumor agentsEuropean Journal of Medicinal Chemistry, 2010
- HIV-1 RT Inhibitors with a Novel Mechanism of Action: NNRTIs that Compete with the Nucleotide SubstrateViruses, 2010
- A novel and efficient one step synthesis of 2-amino-5-cyano-6-hydroxy-4-aryl pyrimidines and their anti-bacterial activityEuropean Journal of Medicinal Chemistry, 2009
- Spectral properties of some metal complexes derived from uracil–thiouracil and citrazinic acid compoundsSpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2007
- Extent of metal ion–sulfur binding in complexes of thiouracil nucleosides and nucleotides in aqueous solutionJournal of Inorganic Biochemistry, 2007
- Synthesis of new 2-thiouracil-5-sulphonamide derivatives with antibacterial and antifungal activityArchives of Pharmacal Research, 2005
- 5-Alkyl-2-[(aryl and alkyloxylcarbonylmethyl)thio]-6-(1-naphthylmethyl) pyrimidin-4(3H)-ones as an unique HIV reverse transcriptase inhibitors of S-DABO seriesBioorganic & Medicinal Chemistry Letters, 2004