An efficient synthesis of methyl tetra-O-hexyl gentiooctaoside, an octaosyl analogue of ANP receptor antagonist HS-142-1.
Methyl 0-(3-0-hexyl-beta-D-glucopyranosyl)-(1->6)-[0-(beta-D-glucopyranosyl)-(1 ->6)-0-(3-0-hexyl-beta-D-glucopyranosyl)-(1->6)3-beta-D- glucopyranoside, a 3-0 hexyl analogue of the octaosyl component of fungal lipooligosaccharide HS-142-1, was stereo- and regioselectively synthesized as a potent antagonist for the tetrameric atrial natriuretic peptide (ANP) receptors.
Qiu
Y
Y
Institute of Physical and Chemical Research (RIKEN), Saitama, Japan.
Nakahara
Y
Y
Ogawa
T
T
D000818:Animals; D009320:Atrial Natriuretic Factor / Q000037:antagonists & inhibitors / Q000494:pharmacology; D001667:Binding, Competitive; D002240:Carbohydrate Sequence; D002462:Cell Membrane / Q000187:drug effects / Q000378:metabolism; D006031:Glycosylation; D007668:Kidney / Q000187:drug effects / Q000378:metabolism; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011134:Polysaccharides / Q000737:chemistry* / Q000494:pharmacology; D051381:Rats
C072551:HS 142-1; D009844:Oligosaccharides; D011134:Polysaccharides; C105395:methyl tetra-O-hexyl gentiooctaoside; D009320:Atrial Natriuretic Factor