TRICYCLIC BETA-LACTAMS - TOTAL SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 5-ALPHA-METHOXY-TRIBACTAMS AND 5-BETA-METHOXY-TRIBACTAMS

被引:18
作者
HANESSIAN, S
ROZEMA, MJ
REDDY, GB
BRAGANZA, JF
机构
[1] Department of Chemistry, Montréal, Que. H3C 3J7, Universite Montreal P.O. Box 6128, Succ. Centre-ville
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/0960-894X(95)00445-Y
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The total synthesis of the tricyclic beta-lactams, ''5 alpha- and 5 beta-methoxy tribactams'', positional isomers of the Glare 4a-methoxy-tribactam is described and preliminary biological evaluation is reported.
引用
收藏
页码:2535 / 2540
页数:6
相关论文
共 41 条
  • [1] NEW SYNTHESIS OF PENEMS, THE OXALIMIDE CYCLIZATION REACTION
    AFONSO, A
    HON, F
    WEINSTEIN, J
    GANGULY, AK
    MCPHAIL, AT
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (22) : 6138 - 6139
  • [2] STRUCTURE AND ABSOLUTE-CONFIGURATION OF THIENAMYCIN
    ALBERSSCHONBERG, G
    ARISON, BH
    HENSENS, OD
    HIRSHFIELD, J
    HOOGSTEEN, K
    KACZKA, EA
    RHODES, RE
    KAHAN, JS
    KAHAN, FM
    RATCLIFFE, RW
    WALTON, E
    RUSWINKLE, LJ
    MORIN, RB
    CHRISTENSEN, BG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (20) : 6491 - 6499
  • [3] DIASTEREOSELECTIVE ROUTES TO A 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATE - SCOPE OF ATE COMPLEX-FORMATION BETWEEN ESTER ENOLATES AND ORGANOBORANES AND ORGANOALANES
    BENDER, DR
    DEMARCO, AM
    MELILLO, DG
    RISEMAN, SM
    SHINKAI, I
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) : 2411 - 2418
  • [4] THE SYNTHESIS OF A KEY INTERMEDIATE OF TRICYCLIC BETA-LACTAM ANTIBIOTICS
    BISMARA, C
    DIFABIO, R
    DONATI, D
    ROSSI, T
    THOMAS, RJ
    [J]. TETRAHEDRON LETTERS, 1995, 36 (24) : 4283 - 4286
  • [5] BRAGANZA JF, 1994, THESIS U MONTREAL
  • [6] A STEREOSELECTIVE SYNTHESIS OF A KEY 1-BETA-METHYLCARBAPENEM INTERMEDIATE VIA A DIASTEREOSELECTIVE DECARBOXYLATION
    CHOI, WB
    CHURCHILL, HRO
    LYNCH, JE
    THOMPSON, AS
    HUMPHREY, GR
    VOLANTE, RP
    REIDER, PJ
    SHINKAI, I
    [J]. TETRAHEDRON LETTERS, 1994, 35 (15) : 2275 - 2278
  • [7] SYNTHESIS AND BIOLOGICAL EVALUATION OF 4-HETEROTRIBACTAMS
    DIFABIO, R
    FERIANI, A
    GAVIRAGHI, G
    ROSSI, T
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (12) : 1235 - 1240
  • [8] DONATI D, COMMUNICATION
  • [9] GEORG GI, 1993, ORGANIC CHEM BETA LA
  • [10] GEORGOPAPADAKOU NH, 1988, ANTIMICROBIAL AGENTS, V3, P409