title: The impact of ionization States of matrix metalloproteinase inhibitors on docking-based inhibitor design.
abstract: The influence of ionization states of hydroxamates and retrohydroxamates and the presence of zinc ions in the active site were investigated using the wild-type and E402Q mutant of MMP-9. The deprotonated hydroxamates showed a significantly enhanced enrichment factor in the presence of zinc ions. A pharmacophore model was developed based on the deprotonated compounds and was used to identify four structurally diverse compounds with antiproliferative activities.
authors.affiliation: Department of Chemistry, University of Nebraska at Omaha , DSC362, 6001 Dodge Street, Omaha, Nebraska 68182, United States.
authors.forename: Haizhen
authors.initials: H
authors.lastname: Zhong
authors.affiliation: Department of Chemistry, University of Nebraska at Omaha , DSC362, 6001 Dodge Street, Omaha, Nebraska 68182, United States.
authors.forename: Melissa A
authors.initials: MA
authors.lastname: Wees
authors.affiliation: Department of Chemistry, University of Nebraska at Omaha , DSC362, 6001 Dodge Street, Omaha, Nebraska 68182, United States.
authors.forename: Theresa D
authors.initials: TD
authors.lastname: Faure
authors.affiliation: Department of Dermatology, School of Medicine, Emory University , Atlanta, Georgia 30322, United States.
authors.forename: Carol
authors.initials: C
authors.lastname: Carrillo
authors.affiliation: Department of Dermatology, School of Medicine, Emory University , Atlanta, Georgia 30322, United States.
authors.forename: Jack
authors.initials: J
authors.lastname: Arbiser
authors.affiliation: Center for Drug Discovery, Department of Chemistry and Biochemistry, University of North Carolina at Greensboro , Greensboro, North Carolina 27402, United States ; Department of Nanoscience, Joint School of Nanoscience and Nanoengineering , 2901 East Lee Street, Suite 2200, Greensboro, North Carolina 27401, United States.
authors.forename: J Phillip
authors.initials: JP
authors.lastname: Bowen
keywords: Protonation state; and zinc binding group; chalcone; curcumin