SYNTHESIS OF NEW ACROMELIC ACID CONGENERS - NOVEL NEUROEXCITATORY AMINO-ACIDS ACTING ON GLUTAMATE RECEPTOR

被引:61
作者
HASHIMOTO, K [1 ]
SHIRAHAMA, H [1 ]
机构
[1] HOKKAIDO UNIV, FAC SCI, DEPT CHEM, SAPPORO, HOKKAIDO 060, JAPAN
关键词
D O I
10.1016/S0040-4039(00)78802-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general synthetic method of acromelic acid congeners was developed. Various C4-substituents of this family was introduced by the substitution reaction of the corresponding tosylate with diaryl copper lithium. Phenyl derivative 11 showed comparable excitatory activity with kainic acid, and o-anisyl derivative 12 had most potent activity in this family.
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页码:2625 / 2628
页数:4
相关论文
共 23 条
[1]  
COLLINGRIDGE GL, 1989, PHARMACOL REV, V41, P143
[2]   EXCITATORY AMINO-ACID RECEPTORS AND SYNAPTIC PLASTICITY [J].
COLLINGRIDGE, GL ;
SINGER, W .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1990, 11 (07) :290-296
[3]   EXCITATORY AMINO-ACID RECEPTORS IN EPILEPSY [J].
DINGLEDINE, R ;
MCBAIN, CJ ;
MCNAMARA, JO .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1990, 11 (08) :334-338
[4]   SIMPLE ANALOGS OF ACROMELIC ACID, WHICH ARE HIGHLY-ACTIVE AGONISTS OF KAINATE TYPE NEUROEXCITANT [J].
HASHIMOTO, K ;
HORIKAWA, M ;
SHIRAHAMA, H .
TETRAHEDRON LETTERS, 1990, 31 (48) :7047-7050
[5]  
HASHIMOTO K, 1990, AMINO ACIDS CHEM BIO, P566
[6]  
HASLER J, 1979, LIEBIGS ANN CHEM, P1881
[7]   ACROMELIC ACID IS A MUCH MORE POTENT EXCITANT THAN KAINIC ACID OR DOMOIC ACID IN THE ISOLATED RAT SPINAL-CORD [J].
ISHIDA, M ;
SHINOZAKI, H .
BRAIN RESEARCH, 1988, 474 (02) :386-389
[8]   EXCITATORY AMINO-ACID NEUROTRANSMISSION [J].
JOHNSON, RL ;
KOERNER, JF .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (11) :2057-2066
[9]   BLOCKADE OF NMDA RECEPTORS DISRUPTS EXPERIENCE-DEPENDENT PLASTICITY OF KITTEN STRIATE CORTEX [J].
KLEINSCHMIDT, A ;
BEAR, MF ;
SINGER, W .
SCIENCE, 1987, 238 (4825) :355-358
[10]   ACROMELIC ACID-A AND ACID-B - POTENT NEUROEXCITATORY AMINO-ACIDS ISOLATED FROM CLITOCYBE-ACROMELALGA [J].
KONNO, K ;
HASHIMOTO, K ;
OHFUNE, Y ;
SHIRAHAMA, H ;
MATSUMOTO, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4807-4815