title: Angiotensin-I-converting enzyme inhibitory peptides: Chemical feature based pharmacophore generation.
abstract: A validated 3D pharmacophore model was generated for a series of ACE inhibitory peptides, which consisted of five features (two hydrophobic functions, two hydrogen bond acceptors, and a negative ionizable function). The built model was able to correctly predict the activity of known ACE inhibitors. The model was then used as query to search 3D databases of peptides. Three novel peptides (I, II and III) were synthesized and biologically evaluated in vitro. It appears that the in vitro activity of peptides I, II and III was consistent with their molecular modeling results. Our results provided confidence for the utility of the pharmacophore model to retrieve novel ACE inhibitory peptides with desired biological activity by virtual screening.
authors.affiliation: Department of Food Science and Nutrition, Zhejiang University, Hangzhou 310029, China.
authors.forename: Zhanli
authors.initials: Z
authors.lastname: Wang
authors.forename: Saisai
authors.initials: S
authors.lastname: Zhang
authors.forename: Hongwei
authors.initials: H
authors.lastname: Jin
authors.forename: Wei
authors.initials: W
authors.lastname: Wang
authors.forename: Jianxin
authors.initials: J
authors.lastname: Huo
authors.forename: Lishe
authors.initials: L
authors.lastname: Zhou
authors.forename: Yongfu
authors.initials: Y
authors.lastname: Wang
authors.forename: Fengqin
authors.initials: F
authors.lastname: Feng
authors.forename: Liangren
authors.initials: L
authors.lastname: Zhang
mesh_terms: D000465:Algorithms; D000806:Angiotensin-Converting Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D001794:Blood Pressure / Q000187:drug effects; D016208:Databases, Factual; D006801:Humans; D006860:Hydrogen Bonding; D006973:Hypertension / Q000188:drug therapy / Q000503:physiopathology; D008297:Male; D008956:Models, Chemical; D008958:Models, Molecular; D010455:Peptides / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D007703:Peptidyl-Dipeptidase A / Q000378:metabolism*; D021281:Quantitative Structure-Activity Relationship; D012984:Software; D012996:Solutions / Q000737:chemistry / Q000378:metabolism*; D013737:Testis / Q000201:enzymology*
chemical_list: D000806:Angiotensin-Converting Enzyme Inhibitors; D010455:Peptides; D012996:Solutions; D007703:Peptidyl-Dipeptidase A