THE 1ST SYNTHESIS OF A MOENOMYCIN-TYPE TRANSGLYCOSYLASE INHIBITOR

被引:16
作者
LUNING, J
MOLLER, U
MULLER, D
WELZEL, P
MARKUS, A
VANHEIJENOORT, Y
VANHEIJENOORT, J
机构
[1] RUHR UNIV BOCHUM,FAK CHEM,D-44780 BOCHUM,GERMANY
[2] HOECHST AG,D-65926 FRANKFURT,GERMANY
[3] UNIV PARIS 11,F-91405 ORSAY,FRANCE
关键词
D O I
10.1016/S0040-4020(01)81550-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting from chitobiose octaacetate, D-galacturonic acid derivative 3, and D-glyceric acid derived building block 7, the moenomycin trisaccharide analogue 8c has been synthesized. 8c is an as active transglycosylase inhibitor as moenomycin A.
引用
收藏
页码:10587 / 10596
页数:10
相关论文
共 21 条
[1]  
BAUDRY D, 1978, NOUV J CHIM, V2, P355
[2]   ISOMERIZATION OF ALLYL ETHERS CATALYZED BY CATIONIC IRIDIUM COMPLEX [IR(CYCLO-OCTA-1,5-DIENE)(PMEPH2)2]PF6 - HIGHLY STEREOSELECTIVE ROUTE TO TRANS-PROPENYL ETHERS [J].
BAUDRY, D ;
EPHRITIKHINE, M ;
FELKIN, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (16) :694-695
[3]  
DITTMER JC, 1964, J LIPID RES, V5, P126
[4]   MOENOMYCIN-A - A STRUCTURAL REVISION AND NEW STRUCTURE-ACTIVITY RELATIONS [J].
FEHLHABER, HW ;
GIRG, M ;
SEIBERT, G ;
HOBERT, K ;
WELZEL, P ;
VANHEIJENOORT, Y ;
VANHEIJENOORT, J .
TETRAHEDRON, 1990, 46 (05) :1557-1568
[5]   NONAQUEOUS OXIDATION OF NUCLEOSIDE PHOSPHITES TO THE PHOSPHATES [J].
HAYAKAWA, Y ;
UCHIYAMA, M ;
NOYORI, R .
TETRAHEDRON LETTERS, 1986, 27 (35) :4191-4194
[6]  
HESSLERKLINTZ M, IN PRESS TETRAHEDRON
[7]   SYNTHESIS OF 2 STRUCTURAL ANALOGS OF THE SMALLEST ANTIBIOTICALLY ACTIVE DEGRADATION PRODUCT OF MOENOMYCIN-A [J].
HOHGARDT, H ;
DIETRICH, W ;
KUHNE, H ;
MULLER, D ;
GRZELAK, D ;
WELZEL, P .
TETRAHEDRON, 1988, 44 (18) :5771-5790
[8]   BIS(2,2,2-TRICHLOROETHYL) PHOSPHOROCHLORIDITE AS A REAGENT FOR THE PHOSPHORYLATION OF OLIGONUCLEOTIDES - PREPARATION OF 5'-PHOSPHORYLATED 2',5'-OLIGOADENYLATES [J].
IMAI, J ;
TORRENCE, PF .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (20) :4015-4021
[9]  
IZAKI K, 1968, J BIOL CHEM, V243, P3180
[10]   DETECTION OF STEROIDS IN PAPER CHROMATOGRAPHY [J].
KRITCHEVSKY, D ;
KIRK, MR .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1952, 35 (02) :346-351