Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents.
Mono- and diacylated derivatives of galactopyranosyl amines were obtained from d-galactose, via aminated intermediates prepared by reaction of 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-alpha-d-galactopyranose with 1,3-propanediamine, 1,2-ethanediamine or ethanolamine. Monoacylated derivatives displayed antitubercular activity.
de Almeida
Mauro Vieira
MV
Departamento de Química, Universidade Federal de Juiz de Fora, Juiz de Fora-MG 36036-330, Brazil. mauro.almeida@ufif.edu.br
Le Hyaric
Mireille
M
Amarante
Giovanni Wilson
GW
Silva Lourenço
Maria Cristina
MC
Lima Brandão
Marcelo Luiz
ML
D000215:Acylation; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D003959:Diamines / Q000138:chemical synthesis / Q000494:pharmacology; D005688:Galactosamine / Q000138:chemical synthesis* / Q000494:pharmacology; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000605:Amino Alcohols; D000995:Antitubercular Agents; D003959:Diamines; D005688:Galactosamine