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The Effect of N-Alkyloxycarbonyl Group on the Anticonvulsant Activities of N-Alkyloxycarbonyl-${alpha}$-aminoglutarimides
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  • The Effect of N-Alkyloxycarbonyl Group on the Anticonvulsant Activities of N-Alkyloxycarbonyl-${alpha}$-aminoglutarimides
  • The Effect of N-Alkyloxycarbonyl Group on the Anticonvulsant Activities of N-Alkyloxycarbonyl-${alpha}$-aminoglutarimides
저자명
Son. Ki-Chun,Jung. Kyung-Im,Kim. Min-Jeong,Lee. Jae-Won,Choi. Jong-Won,Lee. Eung-Seok,Park. Min-Soo
간행물명
Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea
권/호정보
1998년|21권 6호|pp.764-768 (5 pages)
발행정보
대한약학회
파일정보
정기간행물|ENG|
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이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
서지반출

기타언어초록

In connection with the development of new anticonvulsant agents with a broad spectrum, we reported that N-Cbz-alpha-aminoglutarimides, combining common structures of othe r anticonvulsants such as N-CO-C-N and cyclic imides in a single molecule, showed significant anticonvulsant activities in the MES (maximal electroshock seizure) and PTZ (pentylenetetrazole induced seizure) tests. In these studies, a series of (R) and (S) N-alkyloxycarbonyl-alpha-aminoglutarimides 7a-7e and 8a-8e, which were substituted with various alkyloxycarbonyl group instead of Cbz group, were prepared from the corresponding (R) and (S) N-Cbz-glutamic acid 3 and 4, and were evaluated with their anticonvulsant activities against the MES and PTZ tests, including neurotoxicity, in order to define the effect of N-alkyloxycarbonyl group on the anticonvulsant activities of N-alkyloxycarbonyl-${alpha}$-aminoglutarimides. Among them, (S)N-4-nitrobenzyloxycarbonyl-${alpha}$-amino-N-methylglutarimide 8e was the most active in MES ($ED_{50}$=35.6mg/kg, PI=2.7) and PTZ tests ($ED_{50}$=15.6, PI=6.1). Interestingly, (R) and (S) N-4-nitrobenzyloxycarbonyl-${alpha}$-amino-N-methylglutarimide 7e and 8e and (R) N-phenoxycarbonyl-${alpha}$-amino-N-methylglutrimide 7d showed significant anti-convulsant activities in both the MES and PTZ tests and other compounds showed anticonvulsant activities in only the PTZ test. In addition, it was found that their anticonvulsant activities were dependent on their stereochemistries and N-substituted alkyloxycarbonyl groups.