title: 6-Nitrobenzimidazole derivatives: potential phosphodiesterase inhibitors: synthesis and structure-activity relationship.
abstract: 6-Nitrobenzimidazole derivatives (1-30) synthesized and their phosphodiesterase inhibitory activities determined. Out of thirty tested compounds, ten showed a varying degrees of phosphodiesterase inhibition with IC(50) values between 1.5±0.043 and 294.0±16.7 μM. Compounds 30 (IC(50)=1.5±0.043 μM), 1 (IC(50)=2.4±0.049 μM), 11 (IC(50)=5.7±0.113 μM), 13 (IC(50)=6.4±0.148 μM), 14 (IC(50)=10.5±0.51 μM), 9 (IC(50)=11.49±0.08 μM), 3 (IC(50)=63.1±1.48 μM), 10 (IC(50)=120.0±4.47 μM), and 6 (IC(50)=153.2±5.6 μM) showed excellent phosphodiesterase inhibitory activity, much superior to the standard EDTA (IC(50)=274±0.007 μM), and thus are potential molecules for the development of a new class of phosphodiesterase inhibitors. A structure-activity relationship is evaluated. All compounds are characterized by spectroscopic parameters.
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: K M
authors.initials: KM
authors.lastname: Khan
authors.forename: Zarbad
authors.initials: Z
authors.lastname: Shah
authors.forename: V U
authors.initials: VU
authors.lastname: Ahmad
authors.forename: N
authors.initials: N
authors.lastname: Ambreen
authors.forename: M
authors.initials: M
authors.lastname: Khan
authors.forename: M
authors.initials: M
authors.lastname: Taha
authors.forename: F
authors.initials: F
authors.lastname: Rahim
authors.forename: S
authors.initials: S
authors.lastname: Noreen
authors.forename: S
authors.initials: S
authors.lastname: Perveen
authors.forename: M I
authors.initials: MI
authors.lastname: Choudhary
authors.forename: W
authors.initials: W
authors.lastname: Voelter
mesh_terms: D000818:Animals; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004789:Enzyme Activation / Q000187:drug effects; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010726:Phosphodiesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D001562:Benzimidazoles; D010726:Phosphodiesterase Inhibitors; C038747:2-nitrobenzimidazole