PMID- 17587571 OWN - NLM STAT- MEDLINE DCOM- 20071120 LR - 20161124 IS - 0960-894X (Print) IS - 0960-894X (Linking) VI - 17 IP - 17 DP - 2007 Sep 1 TI - Synthesis and evaluation of a phosphonate analogue of the soluble guanylate cyclase activator YC-1. PG - 4938-41 AB - 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. FAU - Martin, Nathaniel I AU - Martin NI AD - Department of Chemistry, University of California, Berkeley, CA 94720, USA. FAU - Derbyshire, Emily R AU - Derbyshire ER FAU - Marletta, Michael A AU - Marletta MA LA - eng PT - Journal Article DEP - 20070614 PL - England TA - Bioorg Med Chem Lett JT - Bioorganic & medicinal chemistry letters JID - 9107377 RN - 0 (Alcohols) RN - 0 (Enzyme Activators) RN - 0 (Indazoles) RN - 0 (Organophosphonates) RN - 0 (Receptors, Cytoplasmic and Nuclear) RN - 154453-18-6 (3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole) RN - 31C4KY9ESH (Nitric Oxide) RN - 42VZT0U6YR (Heme) RN - 86-01-1 (Guanosine Triphosphate) RN - EC 4.6.1.2 (Guanylate Cyclase) RN - EC 4.6.1.2 (Soluble Guanylyl Cyclase) SB - IM MH - Alcohols/chemistry MH - Chemistry, Pharmaceutical/*methods MH - Drug Design MH - Electrons MH - Enzyme Activation MH - Enzyme Activators/*chemical synthesis/chemistry MH - Guanosine Triphosphate/chemistry MH - Guanylate Cyclase/metabolism MH - Heme/chemistry MH - Indazoles/chemical synthesis/*chemistry MH - Kinetics MH - Models, Chemical MH - Nitric Oxide/chemistry MH - Organophosphonates/*chemistry MH - Phosphorylation MH - Receptors, Cytoplasmic and Nuclear/metabolism MH - Soluble Guanylyl Cyclase MH - Temperature EDAT- 2007/06/26 09:00 MHDA- 2007/12/06 09:00 CRDT- 2007/06/26 09:00 PHST- 2007/04/26 00:00 [received] PHST- 2007/06/06 00:00 [revised] PHST- 2007/06/07 00:00 [accepted] PHST- 2007/06/26 09:00 [pubmed] PHST- 2007/12/06 09:00 [medline] PHST- 2007/06/26 09:00 [entrez] AID - S0960-894X(07)00715-9 [pii] AID - 10.1016/j.bmcl.2007.06.039 [doi] PST - ppublish SO - Bioorg Med Chem Lett. 2007 Sep 1;17(17):4938-41. doi: 10.1016/j.bmcl.2007.06.039. Epub 2007 Jun 14.