SYNTHESIS OF PEPTIDYL ACETALS AS INHIBITORS OF PROLYL ENDOPEPTIDASE

被引:12
作者
AUGUSTYNS, K
BORLOO, M
BELYAEV, A
RAJAN, P
GOOSSENS, F
HENDRIKS, D
SCHARPE, S
HAEMERS, A
机构
[1] UNIV INSTELLING ANTWERP, DEPT PHARMACEUT CHEM, B-2610 WILRIJK, BELGIUM
[2] UNIV INSTELLING ANTWERP, DEPT MED BIOCHEM, B-2610 WILRIJK, BELGIUM
关键词
D O I
10.1016/0960-894X(95)00206-9
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Several acyclic and cyclic dipeptidyl acetals were synthesized. Among these, N-[N-benzyloxycarbonyl-(S)-prolyl]-(S)-prolinal dimethyl acetal 8 was shown to be a potent inhibitor of prolyl endopeptidase.
引用
收藏
页码:1265 / 1270
页数:6
相关论文
共 23 条
[1]   CLEAVAGE OF SUBSTANCE-P TO AN N-TERMINAL TETRAPEPTIDE AND A C-TERMINAL HEPTAPEPTIDE BY A POST-PROLINE CLEAVING ENZYME FROM BOVINE BRAIN [J].
BLUMBERG, S ;
TEICHBERG, VI ;
CHARLI, JL ;
HERSH, LB ;
MCKELVY, JF .
BRAIN RESEARCH, 1980, 192 (02) :477-486
[2]   A MAJOR METABOLITE OF ARGININE VASOPRESSIN IN THE BRAIN IS A HIGHLY POTENT NEUROPEPTIDE [J].
BURBACH, JPH ;
KOVACS, GL ;
DEWIED, D ;
VANNISPEN, JW ;
GREVEN, HM .
SCIENCE, 1983, 221 (4617) :1310-1312
[3]   PHARMACOPHORE IDENTIFICATION IN AMNESIA-REVERSAL COMPOUNDS USING CONFORMATIONAL-ANALYSIS AND CHEMOMETRIC METHODS [J].
COSENTINO, U ;
MORO, G ;
PITEA, D ;
TODESCHINI, R ;
BROSSA, S ;
GUALANDI, F ;
SCOLASTICO, C ;
GIANNESSI, F .
QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIPS, 1990, 9 (03) :195-201
[4]   CENTRAL TARGET FOR THE BEHAVIORAL-EFFECTS OF VASOPRESSIN NEUROPEPTIDES [J].
DEWIED, D ;
GAFFORI, O ;
VANREE, JM ;
DEJONG, W .
NATURE, 1984, 308 (5956) :276-278
[5]  
FEHRENTZ JA, 1983, SYNTHESIS-STUTTGART, P676
[6]  
GOOSSENS F, 1995, UNPUB BIOCH J
[7]   STUDIES ON ORALLY AVAILABLE INHIBITORS OF HIV PROTEASE - PEPTIDYL ALDEHYDES AND TRIFLUOROMETHYL KETONES [J].
HODGE, CN ;
ALDRICH, PE ;
FERNANDEZ, CH ;
OTTO, MJ ;
RAYNER, MM ;
WONG, YN ;
ERICKSONVIITANEN, S .
ANTIVIRAL CHEMISTRY & CHEMOTHERAPY, 1994, 5 (04) :257-262
[8]   IDENTIFICATION OF A PUTATIVE AMYLOID A4-GENERATING ENZYME AS A PROLYL ENDOPEPTIDASE [J].
ISHIURA, S ;
TSUKAHARA, T ;
TABIRA, T ;
SHIMIZU, T ;
ARAHATA, K ;
SUGITA, H .
FEBS LETTERS, 1990, 260 (01) :131-134
[9]   SPECIFIC-INHIBITION OF POST PROLINE CLEAVING ENZYME BY BENZYLOXYCARBONYL-GLY-PRO-DIAZOMETHYL KETONE [J].
KNISATSCHEK, H ;
BAUER, K .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1986, 134 (02) :888-894
[10]  
KOIDA M, 1976, J BIOL CHEM, V251, P7593