Recent advances in carbapenem chemistry

被引:9
作者
Sunagawa, M
Sasaki, A
机构
[1] Sumitomo Pharmaceut. Res. Center, Konohana-ku, Osaka 554, 1-98
关键词
beta-lactam antibiotics; carbapenem; 1; beta-methylcarbapenem; structure-activity relationship;
D O I
10.5059/yukigoseikyokaishi.54.761
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The discovery of thienamycin in 1976 caused much synthetic research effort to be concentrated, on carbapenem antibiotics, by many research groups. To date, three carbapenem antibiotics: imipenem, panipenem and meropenem have been developed for clinical use resulting from progress in synthetic methodology. Today, much attention has been directed towards development of next generation carbapenem antibiotics. Recent syntheses of the carbapenem skeleton and a variety of substituted carbapenem derivatives are reviewed in this paper. Some structure-activity relationships on carbapenem antibiotics are also briefly described.
引用
收藏
页码:761 / 771
页数:11
相关论文
共 100 条
  • [61] STUDIES TOWARD THE STEREOCONTROLLED SYNTHESIS OF A KEY AZETIDINONE-ACID INTERMEDIATE IN THE PREPARATION OF A NEW CARBAPENEM
    REMUZON, P
    BOUZARD, D
    DICESARE, P
    ESSIZ, M
    JACQUET, JP
    NICOLAU, A
    MARTEL, A
    MENARD, M
    BACHAND, C
    [J]. TETRAHEDRON, 1995, 51 (35) : 9657 - 9670
  • [62] PI-ALLYL PALLADIUM RING-CLOSURE STRATEGY FOR THE SYNTHESIS OF A 1-BETA-METHYLCARBAPENEM INTERMEDIATE
    ROLAND, S
    DURAND, JO
    SAVIGNAC, M
    GENET, JP
    JUNG, F
    [J]. TETRAHEDRON LETTERS, 1995, 36 (17) : 3007 - 3010
  • [63] CEPHALOSPORINS TO CARBAPENEMS - 1-OXYGENATED CARBAPENEMS AND CARBAPENAMS
    ROSATI, RL
    KAPILI, LV
    MORRISSEY, P
    RETSEMA, JA
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) : 291 - 297
  • [64] NOVEL CONVERSION OF A 3-(1-HYDROXYETHYL)AZETIDINONE TO A 3-(HYDROXYMETHYL)AZETIDINONE - A SYNTHESIS OF 6-(HYDROXYMETHYL)-1-BETA-METHYLCARBAPENEM
    RUEDIGER, EH
    SOLOMON, C
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (09) : 3183 - 3187
  • [65] A NEW SYNTHESIS OF 1-BETA-METHYLCARBAPENEMS USING NBS-PROMOTED CYCLIZATION AS A KEY STEP
    SAKURAI, O
    TAKAHASHI, M
    OGIKU, T
    HAYASHI, M
    HORIKAWA, H
    IWASAKI, T
    [J]. TETRAHEDRON LETTERS, 1994, 35 (34) : 6317 - 6320
  • [66] Novel synthetic approach to carbapenems utilizing aza-Cope Mannich cyclization
    Sakurai, O
    Horikawa, H
    Iwasaki, T
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (24) : 2527 - 2528
  • [67] A NEW SYNTHETIC METHOD OF 1-BETA-METHYLCARBAPENEMS UTILIZING THE ESCHENMOSER SULFIDE CONTRACTION
    SAKURAI, O
    OGIKU, T
    TAKAHASHI, M
    HORIKAWA, H
    IWASAKI, T
    [J]. TETRAHEDRON LETTERS, 1994, 35 (14) : 2187 - 2190
  • [68] SALZMANN TN, 1989, RECENT ADV BETA LACT, P171
  • [69] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF TETRACYCLIC CARBAPENEMS
    SCHMIDT, G
    SCHROCK, W
    ENDERMANN, R
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (11) : 2193 - 2198
  • [70] THE SYNTHESIS OF 2-(FUNCTIONALIZED METHYL)-1-BETA-METHYLCARBAPENEMS
    SCHMITT, SM
    SALZMANN, TN
    SHIH, DH
    CHRISTENSEN, BG
    [J]. JOURNAL OF ANTIBIOTICS, 1988, 41 (06) : 780 - 787