XH-14 analogues as adenosine antagonists.
Analogues of the potent adenosine antagonist 5-(3'-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'- hydroxyphenyl)benzo[b]furan-3-carbaldehyde (XH-14, 1) with alternate substituents in the 2-, 5- and 7-positions have been synthesised. The affinity of these compounds for the A1 adenosine receptor has been evaluated using a [3H]CPX competitive binding assay. This structure-activity study highlighted the importance of the 3-formyl and 5-(3-hydroxypropyl) moieties for high receptor affinity.
Scammells
P J
PJ
School of Biological and Chemical Sciences, Deakin University, Geelong, VIC, Australia. scam@deakin.edu.au
Baker
S P
SP
Beauglehole
A R
AR
D000241:Adenosine / Q000037:antagonists & inhibitors* / Q000378:metabolism; D001572:Benzofurans / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D006139:Guaiacol / Q000031:analogs & derivatives; D009682:Magnetic Resonance Spectroscopy; D058915:Purinergic P1 Receptor Antagonists; D018047:Receptors, Purinergic P1 / Q000378:metabolism; D013329:Structure-Activity Relationship
D001572:Benzofurans; D058915:Purinergic P1 Receptor Antagonists; D018047:Receptors, Purinergic P1; C116381:XH-14; D006139:Guaiacol; D000241:Adenosine