Synthesis and biological activity of 3-(2, 8, 9-trioxa-aza-1-germatricyclo [3. 3. 3. 0] undecane-1-yl)-caffeic acid.
The new germanium compound of caffeic acid, (1), has been obtained to compare anti-tumor activities with 3-(2, 8, 9-trioxa-aza-1-germatricyclo[3. 3. 3. 0]undecane-1-yl)-hydroxycinnamic acids which have been researched previously. Compound was prepared which mainly used caffeic acid, germanium dioxide, sodium hypophosphite, triethanolamine as materials by reducing reaction, Micheal addition reaction and transesterification. The structure is comfirmed by (1)H-NMR and MS. Biological investigation has demonstrated that the compound is stronger anti-tumor activity than 3-(2, 8, 9-trioxa-aza-1-germatricyclo[3. 3. 3. 0]undecane-1-yl)-hydroxylcinnamic acids with lower toxicity.
Ye
Lianbao
L
Medicinal Chemistry Department, Guangdong Pharmaceutical University, Guangzhou, Guangdong 510006, China. ywpl110@163.com
Luo
Yan
Y
Peng
Xuedong
X
Zhou
Yuping
Y
Ou
Xiaomin
X
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001554:Benzene / Q000737:chemistry; D002109:Caffeic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D005260:Female; D006878:Hydroxides / Q000737:chemistry; D051379:Mice; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012015:Reference Standards; D047368:Tumor Burden / Q000187:drug effects
C545657:3-(2,8,9-trioxa-aza-1-germatricyclo(3.3.3.0)undecane-1-yl)caffeic acid; D000970:Antineoplastic Agents; D002109:Caffeic Acids; D006878:Hydroxides; D009942:Organometallic Compounds; C031356:hydroxide ion; D001554:Benzene; C040048:caffeic acid