3-Oxyanthranilic acid derivatives from Actinomadura sp. BCC27169

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• 作者：Chakapong Intaraudom ; Aibrohim Dramae ; Sumalee Supothina ; Somjit Komwijit ; Pattama Pittayakhajonwut ; ^{pattamap@biotec.or.th" class="auth_mail}
• 关键词：3-Oxyanthranilic acid derivatives ; Actinomycetes ; Actinomadura ; Antitubercular
• 刊名：Tetrahedron
• 出版年：29 April, 2014
• 年：2014
• 卷：70
• 期：17
• 页码：2711-2716
• 全文大小：309 K

文摘

Eight new compounds including 9鈥?[2-amino-3-(4鈥?O-methyl-伪-rhamnopyranosyloxy) phenyl]nonanoic acid (1), 9鈥?[2-amino-3-(4鈥?O-methyl-伪-ribopyranosyloxy)phenyl] nonanoic acid (2), 11鈥?[2-amino-3-(4鈥?O-methyl-伪-rhamnopyranosyloxy)phenyl]undecanoic acid (3), 11鈥?[2-amino-3-(4鈥?O-methyl-伪-ribopyranosyloxy)phenyl]undecanoic acid (4), 8-(4鈥?O-methyl-伪-rhamnopyranosyloxy)-3,4-dihydroquinolin-2(1H)-one (5), 8-(4鈥?O-methyl-伪-ribopyranosyloxy)-3,4-dihydroquinolin-2(1H)-one (6), 8-(4鈥?O-methyl-伪-rhamnopyranosyloxy)-2-methyquinoline (7), and 8-(4鈥?O-methyl-伪-ribopyranosyloxy)-2-methylquinoline (8) were isolated from Actinomadura sp. BCC27169. The chemical structures of these compounds were determined based on NMR and high-resolution mass spectroscopy. The absolute configurations of these monosaccharides were revealed by the hydrolysis of compounds 7 and 8. Compounds 3 and 8 exhibited antitubercular activity at MIC 50聽渭g/mL. Only compound 3 showed cytotoxicity against KB cell at IC₅₀ 18.63聽渭g/mL, while other isolated compounds were inactive at tested maximum concentration (50聽渭g/mL).