Synthesis of glutathione analogues, peptide nucleic acids and phosphonooligopeptides from heterocyclic imines

被引:13
作者
Groger, H [1 ]
Hatam, M [1 ]
Kintscher, J [1 ]
Martens, J [1 ]
机构
[1] UNIV OLDENBURG,FACHBEREICH CHEM,D-26111 OLDENBURG,GERMANY
关键词
D O I
10.1080/00397919608003741
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of the title compounds 4, 6 and 8 are described. The glutathione analogues 4 and peptide nucleic acids 6 were prepared from 3-thiazolines according to the Ugi 4CC-reaction. The phosphonooligopeptides 8 were prepared from N,S- and N,O-heterocyclic imines according to the Arbusov reaction.
引用
收藏
页码:3383 / 3394
页数:12
相关论文
共 39 条
[1]  
ACKERMANN WW, 1948, J BIOL CHEM, V175, P483
[2]  
Arbusow B.A., 1964, PURE APPL CHEM, V9, P307, DOI DOI 10.1351/PAC196409020307
[3]   SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF ANTIBACTERIAL PHOSPHONOPEPTIDES INCORPORATING (1-AMINOETHYL)PHOSPHONIC ACID AND (AMINOMETHYL)PHOSPHONIC ACID [J].
ATHERTON, FR ;
HASSALL, CH ;
LAMBERT, RW .
JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (01) :29-40
[4]   1-AMINOALKYLPHOSPHONOUS ACIDS .1. ISOSTERES OF THE PROTEIN AMINO-ACIDS [J].
BAYLIS, EK ;
CAMPBELL, CD ;
DINGWALL, JG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (12) :2845-2853
[5]   ORGANOPHOSPHORUS COMPOUNDS AS POTENTIAL FUNGICIDES .2. AMINOALKANE-, GUANIDINOALKANE-, AND THIOUREIDOALKANE-PHOSPHONIC ACIDS - PREPARATION, SPECTROSCOPY, AND FUNGICIDAL ACTIVITY [J].
CAMERON, DG ;
HUDSON, HR ;
PIANKA, M .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1993, 83 (1-4) :21-37
[6]   PHOSPHONYLMETHYL ETHERS OF ACYCLIC NUCLEOSIDE ANALOGS - INHIBITORS OF HSV-1 INDUCED RIBONUCLEOTIDE REDUCTASE [J].
CERNY, J ;
VOTRUBA, I ;
VONKA, V ;
ROSENBERG, I ;
OTMAR, M ;
HOLY, A .
ANTIVIRAL RESEARCH, 1990, 13 (05) :253-264
[7]  
CERNY J, 1990, ANTIVIR RES, V13, P287
[8]   THE SYNTHESIS OF NOVEL PHOSPHONODIPEPTIDES AND THEIR HERBICIDAL ACTIVITY [J].
CHEN, RY ;
ZHANG, YH ;
CHEN, MR .
HETEROATOM CHEMISTRY, 1993, 4 (01) :1-5
[9]   A NEW 5,6-DIHYDRO-2H-1,3-OXAZINE SYNTHESIS VIA ASINGER-TYPE CONDENSATION [J].
DOMLING, A ;
UGI, IK .
TETRAHEDRON, 1993, 49 (42) :9495-9500
[10]  
DRAUZ K, 1985, LIEBIGS ANN CHEM, P448