원문정보
초록
영어
The mycolyl arabinogalactan-peptidoglycan (mAGP) complex plays a crucial role for the survival and pathogenicity of M. tuberculosis. It is important to synthesis the motifs of the mAGP complex are attractive synthetic targets, because of not only their potential as anti-TB drug but also their biological significance as substrates for enzymes involved in the biosynthesis of mycobacterial cell wall. The present study describes synthesis of compound 1, a suitably protected form of heptafuranoside, {β-D-Galf-(1->5)-β -D-Galf-(1->6)-[α-D-Araf-(1->5)]-β-D-Galf-(1->5)-β-D-Galf-(1->6)-β -D-Galf-(1->5)-β-D-Galf},from the arabinogalactan-peptidoglycan complex in the mycobacterial cell wall. Key steps include the coupling of seven monosaccharide building blocks with complete stereoselectivity by glycosylations using 2-carboxybenzyl glycosides and glycosyl fluoride as glycosyl donors.