Synthesis, antimalarial properties and 2D-QSAR studies of novel triazole-quinine conjugates. Issue 16 (15th August 2016)

• Record Type: Journal Article
• Authors: Faidallah, Hassan M.; Panda, Siva S.; Serrano, Juan C.; Girgis, Adel S.; Khan, Khalid A.; Alamry, Khalid A.; Therathanakorn, Tanya; Meyers, Marvin J.; Sverdrup, Francis M.; Eickhoff, Christopher S.; Getchell, Stephen G.; Katritzky, Alan R.
• Is Part Of: Bioorganic & medicinal chemistry. Volume 24:Issue 16(2016)
• Page Start: 3527
• Page End: 3539
• Publication Date: 2016-08-15
• Subjects: Antimalarial -- Quinine -- Triazole -- Click chemistry -- QSAR; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2016.05.060
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Highlights: Designed and synthesized a set of triazole containing quinine conjugates. Synthesized conjugates shows promising antimalarial activity. 2D-QSAR studies supports the biological data. Developed QSAR model could be useful tool for new drug development. Abstract: Click chemistry technique led to novel 1, 2, 3-triazole-quinine conjugates8a –g, 10a –o, 11a –h and13 utilizing benzotriazole-mediated synthetic approach with excellent yields. Some of the synthesized analogs (11a, 11d –h ) exhibited antimalarial properties against Plasmodium falciparum strain 3D7 with potency higher than that of quinine (standard reference used) through in vitro standard procedure bio-assay. Statistically significant BMLR-QSAR model describes the bio-properties, validates the observed biological observations and identifies the most important parameters governing bio-activity.