title: Hyaluronic acid based hydroxamate and conjugates with biologically active amines: In vitro effect on matrix metalloproteinase-2.
abstract: In this study, water soluble hyaluronic acid (HA) based hydroxamate and conjugates with biologically active amines and hydrazides such as p- and o-aminophenols, anthranilic, 4- and 5-aminosalicylic acids, nicotinic, N-benzylnicotinic and isonicotinic hydrazides, p-aminobenzenesulfonamide (Streptocide), p-aminobenzoic acid diethylaminoethyl ester (Procaine), and 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one (4-aminoantipyrene) were examined as matrix metalloproteinase-2 inhibitors (MMPIs). In a dose of 0.27-270μM, the most efficient MMPIs were HA conjugates with o-aminophenol=4-aminoantipyrine>4-aminosalicylic acid>5-aminosalicylic acid. Conjugates with Streptocide, Procaine and HA hydroxamate showed 40-50% inhibitory effect at all used concentrations. Conjugates with anthranilic acid and isonicotinic hydrazide (Isoniazid) in a dose of 0.27μM inhibited enzyme activity by ∼70%, but with the concentration increase their inhibitory effect was decreased.
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075, Russian Federation. Electronic address: ponedelkina@rambler.ru.
authors.forename: Irina Yu
authors.initials: IY
authors.lastname: Ponedel'kina
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075, Russian Federation.
authors.forename: Aigul R
authors.initials: AR
authors.lastname: Gaskarova
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075, Russian Federation.
authors.forename: Elvira A
authors.initials: EA
authors.lastname: Khaybrakhmanova
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075, Russian Federation.
authors.forename: Elena S
authors.initials: ES
authors.lastname: Lukina
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa 450075, Russian Federation.
authors.forename: Victor N
authors.initials: VN
authors.lastname: Odinokov
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D000814:Aniline Compounds / Q000138:chemical synthesis / Q000737:chemistry; D006801:Humans; D006820:Hyaluronic Acid / Q000138:chemical synthesis / Q000737:chemistry*; D006877:Hydroxamic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D020778:Matrix Metalloproteinase 2 / Q000737:chemistry; D061965:Matrix Metalloproteinase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry*; D011343:Procaine / Q000138:chemical synthesis / Q000737:chemistry; D011994:Recombinant Proteins / Q000737:chemistry; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry
chemical_list: D000588:Amines; D000814:Aniline Compounds; D006877:Hydroxamic Acids; D061965:Matrix Metalloproteinase Inhibitors; D011994:Recombinant Proteins; D013449:Sulfonamides; D014230:Triazoles; D011343:Procaine; D006820:Hyaluronic Acid; C011852:1-hydroxybenzotriazole; C522361:MMP2 protein, human; D020778:Matrix Metalloproteinase 2
keywords: Conjugates; Hyaluronic acid; Hyaluronic acid (CID 3084049); Hydroxamate; Matrix metalloproteinase inhibitors