title: The synthesis and BK channel-opening activity of N-acylaminoalkyloxime derivatives of dehydroabietic acid.
abstract: A series of N-acylaminoalkyloxime derivatives of dehydroabietic acid were synthesized and evaluated for BK channel-opening activities in an assay system of CHO-K1 cells expressing hBKα channels. The structure-activity relationship study revealed that a non-covalent interaction between the S atom of the 2-thiophene and the carbonyl O atom may contribute to conformation restriction for interaction with the ion channel. This research could guide the design and synthesis of novel abietane-based BK channel opener.
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China. Electronic address: ymcui@shu.edu.cn.
authors.forename: Yong-Mei
authors.initials: YM
authors.lastname: Cui
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China.
authors.forename: Xin-Lan
authors.initials: XL
authors.lastname: Liu
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China.
authors.forename: Wen-Ming
authors.initials: WM
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China.
authors.forename: Hai-Xia
authors.initials: HX
authors.lastname: Lin
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan. Electronic address: ohwada@mol.f.u-tokyo.ac.jp.
authors.forename: Tomohiko
authors.initials: T
authors.lastname: Ohwada
authors.affiliation: Tsukuba Research Laboratories, Eisai Co. Ltd, Ibaraki 300-2635, Japan.
authors.forename: Katsutoshi
authors.initials: K
authors.lastname: Ido
authors.affiliation: Tsukuba Research Laboratories, Eisai Co. Ltd, Ibaraki 300-2635, Japan.
authors.forename: Kohei
authors.initials: K
authors.lastname: Sawada
mesh_terms: D045784:Abietanes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D001562:Benzimidazoles / Q000494:pharmacology; D016466:CHO Cells; D003412:Cricetulus; D006801:Humans; D051037:Large-Conductance Calcium-Activated Potassium Channel alpha Subunits / Q000819:agonists*; D049990:Membrane Transport Modulators / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008968:Molecular Conformation; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D045784:Abietanes; D001562:Benzimidazoles; C571736:Cym04; D051037:Large-Conductance Calcium-Activated Potassium Channel alpha Subunits; D049990:Membrane Transport Modulators; D010091:Oximes; C013913:dehydroabietic acid; C086491:NS 1619
keywords: BK channels; Dehydroabietic acid; Openers; Oxime