Synthesis of Lipoamino acids and their activity against cerebral ischemic injury.
A series of lipoamino acids were synthesized and their neuroprotective effect against brain ischemia induced by oxygen-glucose deprivation (OGD) on rat cerebral slices was evaluated. Among these compounds, N-stearoyl-L-tyrosine (4), N-stearoyl-L-serine (5) and N-stearoyl-L-threonine (6) exhibited good neuroprotective activity. We found that the neuroprotective activity of lipoamino acids depended on the acyl group, the presence of a free carboxylic function and a free hydroxyl group at the branched chain of the amino acids. The results also showed that 5 was the most active compound, protecting rat brain slices against OGD as well as hydrogen peroxide (H(2)O(2)) insult at the range of 1-10 M.
Yao
Li-Yun
LY
Institute of Pharmaceutical Research, Shanghai Jiao Tong University School of Medicine, Shanghai 200025, China.
Lin
Qi
Q
Niu
Yin-Yao
YY
Deng
Ke-Min
KM
Zhang
Jian-Hua
JH
Lu
Yang
Y
D000693:Anaerobiosis; D000818:Animals; D001921:Brain / Q000098:blood supply / Q000187:drug effects*; D002545:Brain Ischemia / Q000517:prevention & control*; D006861:Hydrogen Peroxide / Q000633:toxicity; D018696:Neuroprotective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D012694:Serine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013912:Threonine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
C546521:N-stearoyl-L-serine; C546520:N-stearoyl-L-threonine; D018696:Neuroprotective Agents; D013912:Threonine; D014443:Tyrosine; D012694:Serine; C087584:N-stearoyltyrosine; D006861:Hydrogen Peroxide