2-ALPHA-ALKOXYMETHYL CEPHALOSPORINS - REACTIONS OF EXO-2-METHYLENE CEPHALOSPORIN SULFONES WITH ALCOHOLS

被引：0
作者：
CUMMINGS, MD [1 ]
CZAJKOWSKI, DP [1 ]
BRUNSTEIN, J [1 ]
REDDY, NAV [1 ]
PHILLIPS, OA [1 ]
FIAKPUI, C [1 ]
SPEVAK, P [1 ]
MICETICH, RG [1 ]
MAITI, SN [1 ]
机构：
[1] SYNPHAR LABS INC,TAIHO ALBERTA CTR 2,4290-91A ST,EDMONTON T6E 5V2,AB,CANADA
来源：
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 1994年 / 59卷 / 10期
关键词：
D O I：
10.1135/cccc19942282
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of 2alpha-alkoxymethyl cephem sulfones were prepared by nucleophilic addition of a variety of alcohols to exo-2-methylene cephem sulfones. The 2alpha-alkoxymethyl group was introduced with the aim of improving the inhibitory activity against human leukocyte elastase (HLE) over the unsubstituted compounds. However, against HLE the in vitro activity was still inferior to that shown by the C-2 unsubstituted cephem sulfones.
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页码：2282 / 2292
页数：11
相关论文
共 10 条
  • [1] CEPHEM SULFONES AS INACTIVATORS OF HUMAN-LEUKOCYTE ELASTASE .2. KETO-ENOL-TAUTOMERISM IN CEPHEM-4-KETONES
    ALPEGIANI, M
    BISSOLINO, P
    BORGHI, D
    CORIGLI, R
    DELNERO, S
    PERRONE, E
    RAZZANO, G
    RIZZO, V
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (09) : 1127 - 1132
  • [2] SYNTHESIS AND EVALUATION OF NEW ELASTASE INHIBITORS .1. 1,1-DIOXOCEPHEM-4-THIOLESTERS
    ALPEGIANI, M
    BAICI, A
    BISSOLINO, P
    CARMINATI, P
    CASSINELLI, G
    DELNERO, S
    FRANCESCHI, G
    OREZZI, P
    PERRONE, E
    RIZZO, V
    SACCHI, N
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1992, 27 (09) : 875 - 890
  • [3] SYNTHESIS OF NOVEL CEPHEM-4-KETONES - A NEW SERIES OF HUMAN-LEUKOCYTE ELASTASE INHIBITORS
    ALPEGIANI, M
    BISSOLINO, P
    PERRONE, E
    CASSINELLI, G
    FRANCESCHI, G
    [J]. TETRAHEDRON LETTERS, 1991, 32 (43) : 6207 - 6210
  • [4] PHARMACOLOGICAL PROFILE OF THE SUBSTITUTED BETA-LACTAM L-659,286 - A MEMBER OF A NEW CLASS OF HUMAN-PMN ELASTASE INHIBITORS
    BONNEY, RJ
    ASHE, B
    MAYCOCK, A
    DELLEA, P
    HAND, K
    OSINGA, D
    FLETCHER, D
    MUMFORD, R
    DAVIES, P
    FRANKENFIELD, D
    NOLAN, T
    SCHAEFFER, L
    HAGMANN, W
    FINKE, P
    SHAH, S
    DORN, C
    DOHERTY, J
    [J]. JOURNAL OF CELLULAR BIOCHEMISTRY, 1989, 39 (01) : 47 - 53
  • [5] INHIBITION OF HUMAN-LEUKOCYTE ELASTASE .4. SELECTION OF A SUBSTITUTED CEPHALOSPORIN (L-658,758) AS A TOPICAL AEROSOL
    FINKE, PE
    SHAH, SK
    ASHE, BM
    BALL, RG
    BLACKLOCK, TJ
    BONNEY, RJ
    BRAUSE, KA
    CHANDLER, GO
    COTTON, M
    DAVIES, P
    DELLEA, PS
    DORN, CP
    FLETCHER, DS
    OGRADY, LA
    HAGMANN, WK
    HAND, KM
    KNIGHT, WB
    MAYCOCK, AL
    MUMFORD, RA
    OSINGA, DG
    SOHAR, P
    THOMPSON, KR
    WESTON, H
    DOHERTY, JB
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (21) : 3731 - 3744
  • [6] INHIBITION OF HUMAN-LEUKOCYTE ELASTASE BY C-2 SUBSTITUTED CEPHALOSPORIN SULFONES
    HAGMANN, WK
    OGRADY, LA
    ASHE, BM
    DAHLGREN, ME
    WESTON, H
    MAYCOCK, AL
    KNIGHT, WB
    DOHERTY, JB
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1989, 24 (06) : 599 - 604
  • [7] CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .24. 2-THIOMETHYLCEPHALOSPORINS AND 2-THIOMETHYLENECEPHALOSPORINS
    KAISER, GV
    ASHBROOK, CW
    GOODSON, T
    WRIGHT, IG
    VANHEYNI.EM
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1971, 14 (05) : 426 - &
  • [8] MAITI SN, 1993, Patent No. 5264429
  • [9] MAITI SN, 1993, Patent No. 5264430
  • [10] MAITI SN, 1993, Patent No. 5258377
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