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

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 17, 2007, Pages 4938-4941

  Martin, Nathaniel I ^a   Derbyshire, Emily R ^a   Marletta, Michael A ^a,b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b LAWRENCE BERKELEY NATIONAL LABORATORY   (United States)

Author keywords

NO signaling; Soluble guanylate cyclase; YC 1

Indexed keywords

1 BENZYL 3 (5 HYDROXYMETHYL 2 FURYL)INDAZOLE; GUANYLATE CYCLASE; PHOSPHONIC ACID DERIVATIVE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROGENATION; NUCLEAR MAGNETIC RESONANCE;

ALCOHOLS; CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; ELECTRONS; ENZYME ACTIVATION; ENZYME ACTIVATORS; GUANOSINE TRIPHOSPHATE; GUANYLATE CYCLASE; HEME; INDAZOLES; KINETICS; MODELS, CHEMICAL; NITRIC OXIDE; PHOSPHONIC ACIDS; PHOSPHORYLATION; RECEPTORS, CYTOPLASMIC AND NUCLEAR; TEMPERATURE;

EID: 34547530048     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.06.039     Document Type: Article

References (21)

1. Denninger J.W., and Marletta M.A. Biochim. Biophys. Acta 1411 (1999) 334
2. Warner T.D., Mitchell J.A., Sheng H., and Murad F. Adv. Pharmacol. 26 (1994) 171
3. Buechler W.A., Ivanova K., Wolfram G., Drummer C., Heim J.M., and Gerzer R. Ann. N. Y. Acad. Sci. 714 (1994) 151
4. Munzel T., Feil R., Mulsch A., Lohmann S.M., Hofmann F., and Walter U. Circulation 108 (2003) 2172
5. Ko F.N., Wu C.C., Kuo S.C., Lee F.Y., and Teng C.M. Blood 84 (1994) 4226
6. Friebe A., Schultz G., and Koesling D. EMBO J. 15 (1996) 6863
7. Stone J.R., and Marletta M.A. Chem. Biol. 5 (1998) 255
8. Friebe A., Russwurm M., Mergia E., and Koesling D. Biochemistry 38 (1999) 15253
9. Denninger J.W., Schelvis J.P., Brandish P.E., Zhao Y., Babcock G.T., and Marletta M.A. Biochemistry 39 (2000) 4191
10. Li Z.Q., Pal B., Takenaka S., Tsuyama S., and Kitagawa T. Biochemistry 44 (2005) 939
11. Makino R., Obayashi E., Homma N., Shiro Y., and Hori H. J. Biol. Chem. 278 (2003) 11130
12. Stasch J.P., Becker E.M., Alonso-Alija C., Apeler H., Dembowsky K., Feurer A., Gerzer R., Minuth T., Perzborn E., Pleiss U., Schroder H., Schroeder W., Stahl E., Steinke W., Straub A., and Schramm M. Nature 410 (2001) 212
13. Koglin M., and Behrends S. J. Biol. Chem. 278 (2003) 12590
14. Hering K.W., Artz J.D., Pearson W.H., and Marletta M.A. Bioorg. Med. Chem. Lett. 16 (2006) 618
15. Lamothe M., Chang F.J., Balashova N., Shirokov R., and Beuve A. Biochemistry 43 (2004) 3039
16. Yazawa S., Tsuchiya H., Hori H., and Makino R. J. Biol. Chem. 281 (2006) 21763
17. Balashova N., Chang F.J., Lamothe M., Sun Q., and Beuve A. J. Biol. Chem. 280 (2005) 2186
18. Zheng S.J., Barlow S., Parker T.C., and Marder S.R. Tetrahedron Lett. 44 (2003) 7989
19. Gauvry N., and Mortier J. Synthesis (2001) 553
20. Cox R.J., de Andres-Gomez A., and Godfrey C.R.A. Org. Biomol. Chem. 1 (2003) 3173
21. Winger J.A., Derbyshire E.R., and Marletta M.A. J. Biol. Chem. 282 (2007) 897