Carbamoylphosphonate matrix metalloproteinase inhibitors 6: cis-2-aminocyclohexylcarbamoylphosphonic acid, a novel orally active antimetastatic matrix metalloproteinase-2 selective inhibitor--synthesis and pharmacodynamic and pharmacokinetic analysis.

@article{Hoffman2008CarbamoylphosphonateMM,
  title={Carbamoylphosphonate matrix metalloproteinase inhibitors 6: cis-2-aminocyclohexylcarbamoylphosphonic acid, a novel orally active antimetastatic matrix metalloproteinase-2 selective inhibitor--synthesis and pharmacodynamic and pharmacokinetic analysis.},
  author={Amnon Hoffman and Bashir Qadri and Julia Frant and Yiffat Katz and Sudhakar R. Bhusare and Eli Breuer and Rivka Hadar and Reuven Reich},
  journal={Journal of medicinal chemistry},
  year={2008},
  volume={51 5},
  pages={
          1406-14
        }
}
cis-2-Aminocyclohexylcarbamoylphosphonic acid ( cis-ACCP) was evaluated in vitro and in two in vivo cancer metastasis models. It reduced metastasis formation in mice by approximately 90% when administered by a repetitive once daily dosing regimen of 50 mg/kg via oral or intraperitoneal routes and was nontoxic up to 500 mg/kg, following intraperitoneal administration daily for two weeks. Pharmacokinetic investigation of cis-ACCP in rats revealed distribution restricted into the extracellular… 
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The optimization effort to identify novel N-isopropoxy-arylsulfonamide hydroxamates with improved inhibitory activity toward M MP-2, MMP-9, and MMP -14 with respect to the previously discovered compound 1 is reported.

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The stereoselective synthesis and the evaluation of the biological properties of a pair of enantiomeric aminoalkylcarbamoylphosphonates, which have been enantioselectively synthesized from l-serine, using functional group-transformations are described.

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It is clearly time to move on from the dogma of viewing MMP inhibition as intractable, and multiple studies indicate that modulating MMP activity can improve immunotherapy.

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The advances of experimental and computational investigations carried out to date on the structure and chemical reactivity of procyanidins (PCs) are presented, to support the basis of their potential use as MMP inhibitors.

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It is shown that the presence of one anionic charge in the polar head group does not alter the SK3 channel inhibition and provides insights into the future development of a class of migration-targeted anticancer agents.

Phosphorus based inhibitors of matrix metalloproteinases

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