title: β-glucuronidase inhibitory studies on coumarin derivatives.
abstract: Twenty-three (23) derivatives of coumarin (5-27) were synthesized and screened for their in vitro β- glucuronidase (E. coli) inhibitory activities. Only three compounds, 7,8-dihydroxy-4-methyl-2H-chromen-2-one (9) (IC50 = 52.39 ± 1.85 µM), 3-chloro-6-hexyl-7-hydroxy-4-methyl-2H-chromen-2-one (18) (IC50 = 60.50 ± 0.87 µM), and 3,6- dichloro-7-hydroxy-4-methyl-2H-chromen-2-one (15) (IC50 = 380.26 ± 0.92 µM) displayed activities against β- glucuronidase as compared to standard D-saccharic acid 1,4-lactone (IC50 = 45.75 ± 2.16 µM). The results indicated that the activity of the synthetic coumarins depends upon the substituents present on the coumarin skeleton.
authors.forename: Khalid Mohammed
authors.initials: KM
authors.lastname: Khan
authors.forename: Muhammad Imran
authors.initials: MI
authors.lastname: Fakhri
authors.forename: Nimra Naveed
authors.initials: NN
authors.lastname: Shaikh
authors.forename: Syed Muhammad
authors.initials: SM
authors.lastname: Saad
authors.forename: Shafqat
authors.initials: S
authors.lastname: Hussain
authors.forename: Shahnaz
authors.initials: S
authors.lastname: Perveen
authors.affiliation: H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan. hassaan2@super.net.pk.
authors.forename: Muhammad Iqbal
authors.initials: MI
authors.lastname: Choudhary
mesh_terms: D001426:Bacterial Proteins / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000302:isolation & purification; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D004305:Dose-Response Relationship, Drug; D057075:Enzyme Assays; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D004926:Escherichia coli / Q000737:chemistry / Q000201:enzymology; D005937:Glucaric Acid / Q000737:chemistry; D005966:Glucuronidase / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000302:isolation & purification; D007700:Kinetics; D007783:Lactones / Q000737:chemistry; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D001426:Bacterial Proteins; D003374:Coumarins; C571832:D-Glucaric acid, 1,4-lactone; D004791:Enzyme Inhibitors; D007783:Lactones; D005966:Glucuronidase; D005937:Glucaric Acid