Crystal structure of human MMP-12 in complex with acetohydroxamic acid and a bicyclic inhibitor

File:2hu6.jpg


2hu6, resolution 1.32Å

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OverviewOverview

Starting from 3-aza-6,8-dioxa-bicyclo[3.2.1]octane scaffold (BTAa) a, virtual library of molecules was generated and screened in silico against, the crystal structure of the Human Macrophage Metalloelastase (MMP-12)., The molecules obtaining high score were synthesized and the affinity for, the catalytic domain of MMP-12 was experimentally proved by NMR, experiments. A BTAa scaffold 20 having a N-hydroxyurea group in position 3, and a p-phenylbenzylcarboxy amide in position 7 showed a fair inhibition, potency (IC50 = 149 microM) for MMP-12 and some selectivity towards five, different MMPs. These results, taken together with the X-ray structure of, the adduct between MMP-12, the inhibitor 20 and the acetohydroxamic acid, (AHA), suggest that bicyclic scaffold derivatives may be exploited for the, design of new selective matrix metalloproteinase inhibitors (MMPIs).

DiseaseDisease

Known diseases associated with this structure: Cardiomyopathy, dilated, 1G OMIM:[188840], Cardiomyopathy, familial hypertrophic OMIM:[188840], Muscular dystrophy, limb-girdle, type 2J OMIM:[188840], Myopathy, early-onset, with fatal cardiomyopathy OMIM:[188840], Myopathy, proximal, with early respiratory muscle involvement OMIM:[188840], Tibial muscular dystrophy, tardive OMIM:[188840]

About this StructureAbout this Structure

2HU6 is a Single protein structure of sequence from Homo sapiens with , , and as ligands. Active as Macrophage elastase, with EC number 3.4.24.65 Full crystallographic information is available from OCA.

ReferenceReference

Synthesis of bicyclic molecular scaffolds (BTAa): an investigation towards new selective MMP-12 inhibitors., Mannino C, Nievo M, Machetti F, Papakyriakou A, Calderone V, Fragai M, Guarna A, Bioorg Med Chem. 2006 Nov 15;14(22):7392-403. Epub 2006 Aug 8. PMID:16899369

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