title: Synthesis of benzophenonehydrazone Schiff bases and their in vitro antiglycating activities.
abstract: Benzophenonehydrazone Schiff bases 1-25 were synthesized and their in vitro antiglycation potential has been studied. Out of twenty-five compounds, thirteen showed varying degrees of antiglycation activity with IC50 values ranging between 25.7 - 305 μM, if compared with the standard rutin (IC50 = 70.5 ± 0.50 μM). Compounds 21 (2,3- dihydroxybenzaldehyde N-(diphenylmethylene)hydrazine) IC50 = 25.7 ± 0.003 μM, 14 (diphenylmethanone N-[1-(2,4- dihydroxy-5-nitrophenyl)ethylidene]hydrazine) IC50 = 36.6 ± 0.004 μM, 6 (3,4-dihydroxybenzaldehyde N- (diphenylmethylene)hydrazine) IC50 = 49.5 ± 0.001 μM, 13 (diphenylmethanone N-[1-(2,5-dihydroxyphenyl)ethylidene] hydrazine) IC50 = 52.6 ± 0.023 μM, and 15 (diphenylmethanone N-[1-(3,4-dihydroxyphenyl)ethylidene]hydrazine) IC50 = 57 ± 0.002 μM, showed showed much better antiglycation potential superior to the standard rutin. The compounds 7 (2,5- dihydroxybenzaldehyde N-(diphenylmethylene)hydrazine) IC50 = 66 ± 0.002 μM, and 25 (diphenylmethanone N-[1-(2,5- dihydroxyphenyl)propylidene] hydrazine) IC50 = 67.9 ± 0.001 μM showed compareably good antiglycation activity to standard rutin. All compounds were characterized by spectroscopic techniques and gave satisfactory elemental analysis.
authors.affiliation: H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan. khalid.khan@iccs.edu
authors.forename: Khalid Mohammed
authors.initials: KM
authors.lastname: Khan
authors.forename: Fazal
authors.initials: F
authors.lastname: Rahim
authors.forename: Nida
authors.initials: N
authors.lastname: Ambreen
authors.forename: Muhammad
authors.initials: M
authors.lastname: Taha
authors.forename: Momin
authors.initials: M
authors.lastname: Khan
authors.forename: Humaira
authors.initials: H
authors.lastname: Jahan
authors.lastname: Najeebullah
authors.forename: Azizuddin
authors.initials: A
authors.lastname: Shaikh
authors.forename: Sarosh
authors.initials: S
authors.lastname: Iqbal
authors.forename: Shahnaz
authors.initials: S
authors.lastname: Perveen
authors.forename: Muhammad Iqbal
authors.initials: MI
authors.lastname: Choudhary
mesh_terms: D006031:Glycosylation; D006834:Hydrazines / Q000737:chemistry*; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D012545:Schiff Bases / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D006834:Hydrazines; D007004:Hypoglycemic Agents; D012545:Schiff Bases; C029424:hydrazine