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Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1.

Publication ,  Journal Article
Martin, NI; Derbyshire, ER; Marletta, MA
Published in: Bioorganic & medicinal chemistry letters
September 2007

Soluble guanylate cyclase (sGC) is activated by the known benzylindazole derivative YC-1 [1-benzyl-3-(5'-hydroxymethyl-2'-furyl)-indazole]. YC-1 also acts synergistically with CO, activating sGC to a level comparable to that achieved upon binding of nitric oxide, the endogenous activator of sGC. We here describe the synthesis of a YC-1 phosphonate analogue with improved aqueous solubility as well as its effects on sGC.

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Published In

Bioorganic & medicinal chemistry letters

DOI

EISSN

1464-3405

ISSN

0960-894X

Publication Date

September 2007

Volume

17

Issue

17

Start / End Page

4938 / 4941

Related Subject Headings

  • Temperature
  • Soluble Guanylyl Cyclase
  • Receptors, Cytoplasmic and Nuclear
  • Phosphorylation
  • Organophosphonates
  • Nitric Oxide
  • Models, Chemical
  • Medicinal & Biomolecular Chemistry
  • Kinetics
  • Indazoles
 

Citation

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Martin, N. I., Derbyshire, E. R., & Marletta, M. A. (2007). Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1. Bioorganic & Medicinal Chemistry Letters, 17(17), 4938–4941. https://doi.org/10.1016/j.bmcl.2007.06.039
Martin, Nathaniel I., Emily R. Derbyshire, and Michael A. Marletta. “Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1.Bioorganic & Medicinal Chemistry Letters 17, no. 17 (September 2007): 4938–41. https://doi.org/10.1016/j.bmcl.2007.06.039.
Martin NI, Derbyshire ER, Marletta MA. Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1. Bioorganic & medicinal chemistry letters. 2007 Sep;17(17):4938–41.
Martin, Nathaniel I., et al. “Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1.Bioorganic & Medicinal Chemistry Letters, vol. 17, no. 17, Sept. 2007, pp. 4938–41. Epmc, doi:10.1016/j.bmcl.2007.06.039.
Martin NI, Derbyshire ER, Marletta MA. Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1. Bioorganic & medicinal chemistry letters. 2007 Sep;17(17):4938–4941.
Journal cover image

Published In

Bioorganic & medicinal chemistry letters

DOI

EISSN

1464-3405

ISSN

0960-894X

Publication Date

September 2007

Volume

17

Issue

17

Start / End Page

4938 / 4941

Related Subject Headings

  • Temperature
  • Soluble Guanylyl Cyclase
  • Receptors, Cytoplasmic and Nuclear
  • Phosphorylation
  • Organophosphonates
  • Nitric Oxide
  • Models, Chemical
  • Medicinal & Biomolecular Chemistry
  • Kinetics
  • Indazoles