Synthesis of putative chain terminators of mycobacterial arabinan biosynthesis.
The synthesis of a variety of arabinose derivatives that have been modified at C-5 was achieved from d-arabinose. The 5-fluoro and 5-methoxy compounds were converted into the corresponding farnesyl phosphodiesters as putative chain terminators of mycobacterial arabinan biosynthesis. Biological testing of these materials revealed no effective anti-mycobacterial activity.
Smellie
Iain A
IA
Chemistry Research Laboratory, Oxford University, Mansfield Road, Oxford, UK OX1 3TA.
Bhakta
Sanjib
S
Sim
Edith
E
Fairbanks
Antony J
AJ
D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry; D001089:Arabinose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D009161:Mycobacterium / Q000201:enzymology; D010430:Pentosyltransferases / Q000037:antagonists & inhibitors; D011134:Polysaccharides / Q000096:biosynthesis*
D000995:Antitubercular Agents; D011134:Polysaccharides; C431714:arabinofuranose; C030080:araban; D001089:Arabinose; D010430:Pentosyltransferases; C101967:arabinosyltransferase