title: Efficient synthesis and 5-LOX/COX-inhibitory activity of some 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives.
abstract: A series of 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives has been prepared and subsequently evaluated with regards to the inhibition of 5-LOX/COX. Structure optimization furnished derivatives with promising in vitro activity as dual 5-LOX/COX inhibitors with submicromolar IC(50) values for inhibition of 5-LOX and COX-1, respectively.
authors: Pharmaceutical Chemistry Division, Institute of Pharmacy, University of Hamburg, Hamburg, Germany. finn.hansen@hhu.de
authors: Finn K
authors: FK
authors: Hansen
authors: Mehdi
authors: M
authors: Khankischpur
authors: Ibrahim
authors: I
authors: Tolaymat
authors: Renata
authors: R
authors: Mesaros
authors: Gerd
authors: G
authors: Dannhardt
authors: Detlef
authors: D
authors: Geffken
mesh_terms: D001094:Arachidonate 5-Lipoxygenase / Q000737:chemistry* / Q000378:metabolism; D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D051545:Cyclooxygenase 1 / Q000737:chemistry* / Q000378:metabolism; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D016859:Lipoxygenase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011485:Protein Binding; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism
chemical_list: C576337:6-chloro-3-hydroxybenzo(b)thiophene-2-carboxylic acid; D002264:Carboxylic Acids; D016861:Cyclooxygenase Inhibitors; D016859:Lipoxygenase Inhibitors; D013876:Thiophenes; C088015:benzothiophene; C550746:2-thiophene carboxylic acid; D001094:Arachidonate 5-Lipoxygenase; D051545:Cyclooxygenase 1