title: Synthesis and discovery of (I-3,II-3)-biacacetin as a novel non-zinc binding inhibitor of MMP-2 and MMP-9.
abstract: Eleven biflavones (7a-b and 9a-i) were synthesised by a simple and efficient protocol and screened for MMP-2 and MMP-9 inhibitory activities. Amongst them, a natural product-like analog, (I-3,II-3)-biacacetin (9h) was found to be the most potent inhibitor. Molecular docking studies suggest that unlike most of the known inhibitors, 9h inhibits MMP-2 and MMP-9 through non-zinc binding interactions.
authors.affiliation: Amrita School of Biotechnology, Amrita Vishwa Vidyapeetham, Amrita University, Kollam, Kerala 690525, India.
authors.forename: Pandurangan
authors.initials: P
authors.lastname: Nanjan
authors.affiliation: Amrita School of Biotechnology, Amrita Vishwa Vidyapeetham, Amrita University, Kollam, Kerala 690525, India.
authors.forename: Jyotsna
authors.initials: J
authors.lastname: Nambiar
authors.affiliation: Amrita School of Biotechnology, Amrita Vishwa Vidyapeetham, Amrita University, Kollam, Kerala 690525, India.
authors.forename: Bipin G
authors.initials: BG
authors.lastname: Nair
authors.affiliation: Amrita School of Biotechnology, Amrita Vishwa Vidyapeetham, Amrita University, Kollam, Kerala 690525, India. Electronic address: banerjiasoke@gmail.com.
authors.forename: Asoke
authors.initials: A
authors.lastname: Banerji
mesh_terms: D001665:Binding Sites; D002470:Cell Survival / Q000187:drug effects; D055808:Drug Discovery; D047309:Flavones / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D006860:Hydrogen Bonding; D020778:Matrix Metalloproteinase 2 / Q000737:chemistry* / Q000378:metabolism; D020780:Matrix Metalloproteinase 9 / Q000737:chemistry* / Q000378:metabolism; D061965:Matrix Metalloproteinase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D011485:Protein Binding; D011487:Protein Conformation
chemical_list: D047309:Flavones; D061965:Matrix Metalloproteinase Inhibitors; D020778:Matrix Metalloproteinase 2; D020780:Matrix Metalloproteinase 9; C023717:acacetin
keywords: (I-3,II-3)-Biflavones; Biacacetin; Cerium ammonium nitrate (CAN); MMP-2 and MMP-9; Non-zinc binding inhibitor