title: Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity.
abstract: Two classes of 1,4-disubstituted 1,2,3-triazoles were synthesized using one-pot reaction of α-tosyloxy ketones/α-halo ketones, sodium azide, and terminal alkynes in the presence of aq PEG (1:1, v/v) using the click chemistry approach and evaluated for Src kinase inhibitory activity. Structure-activity relationship analysis demonstrated that insertion of C(6)H(5)- and 4-CH(3)C(6)H(4)- at position 4 for both classes and less bulkier aromatic group at position 1 in class 1 contribute critically to the modest Src inhibition activity (IC(50) = 32-43 μM) of 1,4-disubstituted 1,2,3-triazoles.
authors.affiliation: Chemistry Group, Birla Institute of Technology and Science, Pilani 333031, Rajasthan, India. dalipk@bits-pilani.ac.in
authors.forename: Dalip
authors.initials: D
authors.lastname: Kumar
authors.forename: V Buchi
authors.initials: VB
authors.lastname: Reddy
authors.forename: Anil
authors.initials: A
authors.lastname: Kumar
authors.forename: Deendayal
authors.initials: D
authors.lastname: Mandal
authors.forename: Rakesh
authors.initials: R
authors.lastname: Tiwari
authors.forename: Keykavous
authors.initials: K
authors.lastname: Parang
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001224:Aspartic Acid / Q000031:analogs & derivatives / Q000737:chemistry; D001665:Binding Sites; D057930:Click Chemistry; D003198:Computer Simulation; D009025:Morpholines / Q000737:chemistry; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019810:Sodium Azide / Q000737:chemistry; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D019061:src-Family Kinases / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D000480:Alkynes; D009025:Morpholines; D047428:Protein Kinase Inhibitors; D014230:Triazoles; C499728:poly (3-morpholinopropyl) aspartamide; D001224:Aspartic Acid; D019810:Sodium Azide; D019061:src-Family Kinases