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Volumn 50, Issue 7, 1997, Pages 621-627

Structure-activity relationships of 1β-methyl-carbapenems to antimicrobial activity: Effect of C-6 substituent

Author keywords

[No Author keywords available]

Indexed keywords

CARBAPENEM DERIVATIVE; PENICILLIN BINDING PROTEIN;

EID: 0030859512     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.50.621     Document Type: Article
Times cited : (4)

References (26)
  • 1
    • 0025279314 scopus 로고
    • A novel carbapenem antibiotic, SM-7338 structure-activity relationships
    • SUNAGAWA, M.; H. MATSUMURA, T. INOUE, M. FUKASAWA & M. KATO: A novel carbapenem antibiotic, SM-7338 structure-activity relationships. J. Antibiotics 43: 519-532, 1990
    • (1990) J. Antibiotics , vol.43 , pp. 519-532
    • Sunagawa, M.1    Matsumura, H.2    Inoue, T.3    Fukasawa, M.4    Kato, M.5
  • 2
    • 0025728050 scopus 로고
    • A new series of carbapenem antibiotics with 5′-substituted pyrrolidinylthio group at C-2 position
    • SUNAGAWA, M.; H. MATSUMURA, T. INOUE, M. FUKASAWA & M. KATO: A new series of carbapenem antibiotics with 5′-substituted pyrrolidinylthio group at C-2 position. J. Antibiotics 44: 459-462, 1991
    • (1991) J. Antibiotics , vol.44 , pp. 459-462
    • Sunagawa, M.1    Matsumura, H.2    Inoue, T.3    Fukasawa, M.4    Kato, M.5
  • 3
    • 0026704595 scopus 로고
    • Synthesis and biological properties of 1β-methyl-carbapenems with N-methylpyrrolidinylthio group at C-2 position
    • SUNAGAWA, M.; H. MATSUMURA, T. INOUE, H. YAMAGA & M. FUKASAWA: Synthesis and biological properties of 1β-methyl-carbapenems with N-methylpyrrolidinylthio group at C-2 position. J. Antibiotics 45: 971-976, 1992
    • (1992) J. Antibiotics , vol.45 , pp. 971-976
    • Sunagawa, M.1    Matsumura, H.2    Inoue, T.3    Yamaga, H.4    Fukasawa, M.5
  • 4
    • 0028029744 scopus 로고
    • Novel quaternary ammonium carbapenems: 1β-methyl-2-(5′-substituted pyrrolidinylthio)carbapenems
    • SUNAGAWA, M.; A. SASAKI, H. YAMAGA, H. SHINAGAWA, Y. SUMITA & H. NOUDA: Novel quaternary ammonium carbapenems: 1β-methyl-2-(5′-substituted pyrrolidinylthio)carbapenems. J. Antibiotics 47: 1337-1340, 1994
    • (1994) J. Antibiotics , vol.47 , pp. 1337-1340
    • Sunagawa, M.1    Sasaki, A.2    Yamaga, H.3    Shinagawa, H.4    Sumita, Y.5    Nouda, H.6
  • 5
    • 0029965654 scopus 로고    scopus 로고
    • Structure-activity relationship of 1β-methyl-carbapenem to its antibacterial activity: Effect of the C-2 side chain and the 1β-methyl group
    • SUNAGAWA, M.; H. MATSUMURA, A. SASAKI, H. YAMAGA, Y. SUMITA & H. NOUDA: Structure-activity relationship of 1β-methyl-carbapenem to its antibacterial activity: Effect of the C-2 side chain and the 1β-methyl group. J. Antibiotics 49: 1175-1178, 1996
    • (1996) J. Antibiotics , vol.49 , pp. 1175-1178
    • Sunagawa, M.1    Matsumura, H.2    Sasaki, A.3    Yamaga, H.4    Sumita, Y.5    Nouda, H.6
  • 6
    • 0027490864 scopus 로고
    • The effect of 1β-methyl and imidoyl substituents on the antipseudomonal activity of carbapenems
    • SUMITA, Y.; Y. EGUCHI, M. FUKASAWA, T. OKUDA, H. YAMAGA, H. MATSUMURA & M. SUNAGAWA: The effect of 1β-methyl and imidoyl substituents on the antipseudomonal activity of carbapenems. J. Antibiotics 46: 1629-1632, 1993
    • (1993) J. Antibiotics , vol.46 , pp. 1629-1632
    • Sumita, Y.1    Eguchi, Y.2    Fukasawa, M.3    Okuda, T.4    Yamaga, H.5    Matsumura, H.6    Sunagawa, M.7
  • 11
    • 0026566526 scopus 로고
    • Synthesis and antibacterial activity of some novel 6-methyl- and 6-propenyl-substituted carbapenems
    • MASTALERZ, H.; M. MENARD, E. RUEDIGER & J. FUNG-TOMC: Synthesis and antibacterial activity of some novel 6-methyl-and 6-propenyl-substituted carbapenems. J. Med Chem. 35: 953-958, 1992
    • (1992) J. Med Chem. , vol.35 , pp. 953-958
    • Mastalerz, H.1    Menard, M.2    Ruediger, E.3    Fung-Tomc, J.4
  • 12
    • 0029968911 scopus 로고    scopus 로고
    • Drug chirality: A consideration of the significance of the stereochemistry of antimicrobial agents
    • HUTT, A. J. & J. O'GRADY: Drug chirality: a consideration of the significance of the stereochemistry of antimicrobial agents. J. Antimicrob. Chemother. 37: 7-32, 1996
    • (1996) J. Antimicrob. Chemother. , vol.37 , pp. 7-32
    • Hutt, A.J.1    O'Grady, J.2
  • 13
    • 0018944402 scopus 로고
    • Penetration of β-lactam antibiotics into their target enzymes in Pseudomonas aeruginosa: Comparison of a highly sensitive mutant with its parent strain. Antimicrob
    • ZIMMERMANN, W.: Penetration of β-lactam antibiotics into their target enzymes in Pseudomonas aeruginosa: Comparison of a highly sensitive mutant with its parent strain. Antimicrob. Agent Chemother. 18: 94-100, 1980
    • (1980) Agent Chemother. , vol.18 , pp. 94-100
    • Zimmermann, W.1
  • 14
    • 0028021903 scopus 로고
    • Synthetic studies of carbapenem and penem antibiotics. V. Efficient synthesis of the 1β-methylcarbapenem skeleton
    • SUNAGAWA, M.; A. SASAKI, H. MATSUMURA, K. GODA & K. TAMOTO: Synthetic studies of carbapenem and penem antibiotics. V. Efficient synthesis of the 1β-methylcarbapenem skeleton. Chem. Pharm. Bull. 42: 1381-1387, 1994
    • (1994) Chem. Pharm. Bull. , vol.42 , pp. 1381-1387
    • Sunagawa, M.1    Sasaki, A.2    Matsumura, H.3    Goda, K.4    Tamoto, K.5
  • 15
    • 0017391169 scopus 로고
    • A synthesis of (±)-methyl n-tetradeca-trans-2,4,5-trienoate, an allenic ester produced by the male dried bean beetle Acanthoscelides obtectus (Say)
    • KOCIENSKI, P. J.; G. CERNIGLIARO & G. FELDSTEIN: A synthesis of (±)-methyl n-tetradeca-trans-2,4,5-trienoate, an allenic ester produced by the male dried bean beetle Acanthoscelides obtectus (Say). J. Org. Chem. 42: 353-355, 1977
    • (1977) J. Org. Chem. , vol.42 , pp. 353-355
    • Kocienski, P.J.1    Cernigliaro, G.2    Feldstein, G.3
  • 18
    • 0001412981 scopus 로고
    • Review on organocopper 1,2-addition reactions
    • Ed., B. M. TROST & I. FLEMING, Pergamon Press, Oxford
    • LIPSHUTZ, B. H.: Review on organocopper 1,2-addition reactions. In Comprehensive Organic Synthesis. Vol. 1; Ed., B. M. TROST & I. FLEMING, pp. 108-116, Pergamon Press, Oxford, 1991
    • (1991) Comprehensive Organic Synthesis. , vol.1 , pp. 108-116
    • Lipshutz, B.H.1
  • 19
    • 84981425984 scopus 로고
    • β-Lactams bearing substituents bonded via hetero atoms
    • CLAUB, K.; D. GRIMM & G. PROSSEL: β-Lactams bearing substituents bonded via hetero atoms. Liebigs Ann. Chem. 1974: 539-560, 1974
    • (1974) Liebigs Ann. Chem. , vol.1974 , pp. 539-560
    • Claub, K.1    Grimm, D.2    Prossel, G.3
  • 20
    • 37049100884 scopus 로고
    • Inversion of configuration at C-8 in the olivanic acids: Conversion into the thienamycins and other novel derivatives
    • CORBETT, D. F.; S. COULTON & R. SOUTHGATE: Inversion of configuration at C-8 in the olivanic acids: Conversion into the thienamycins and other novel derivatives. J. Chem. Soc. Perkin Trans. I: 3011-3016, 1982
    • (1982) J. Chem. Soc. Perkin Trans. I , pp. 3011-3016
    • Corbett, D.F.1    Coulton, S.2    Southgate, R.3
  • 21
    • 0018257865 scopus 로고
    • Total synthesis of thienamycin analogues. 1. Synthesis of the thienamycin nucleus and dl-descysteaminylthienamycin
    • CAMA, L. D. & B. G. CHRISTENSEN: Total synthesis of thienamycin analogues. 1. Synthesis of the thienamycin nucleus and dl-descysteaminylthienamycin. J. Am. Chem. Soc. 100: 8006-8007,1978
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 8006-8007
    • Cama, L.D.1    Christensen, B.G.2
  • 22
    • 0025231683 scopus 로고
    • Comparison of two carbapenems, SM-7338 and imipenem: Affinities for penicillin-binding proteins and morphological changes
    • SUMITA, Y.; M. FUKASAWA & T. OKUDA: Comparison of two carbapenems, SM-7338 and imipenem: affinities for penicillin-binding proteins and morphological changes. J. Antibiotics 43: 314-320, 1990
    • (1990) J. Antibiotics , vol.43 , pp. 314-320
    • Sumita, Y.1    Fukasawa, M.2    Okuda, T.3
  • 23
    • 0018686848 scopus 로고
    • Comparative studies of penicillin-binding proteins in Pseudomonas aeruginosa and Escherichia coli
    • NOGUCHI, H.; M. MATSUHASHI & S. MITSUHASHI: Comparative studies of penicillin-binding proteins in Pseudomonas aeruginosa and Escherichia coli. Eur. J. Biochem. 100: 41-49, 1979
    • (1979) Eur. J. Biochem. , vol.100 , pp. 41-49
    • Noguchi, H.1    Matsuhashi, M.2    Mitsuhashi, S.3
  • 24
    • 0021085495 scopus 로고
    • Northienamycin and 8-epi-thienamycin, new carbapenems from Streptomyces cattleya
    • WILSON, K. E.; A. J. KEMPF, J. M. LIESCH & B. H. ARISON: Northienamycin and 8-epi-thienamycin, new carbapenems from Streptomyces cattleya. J. Antibiotics 36: 1109-1117, 1983
    • (1983) J. Antibiotics , vol.36 , pp. 1109-1117
    • Wilson, K.E.1    Kempf, A.J.2    Liesch, J.M.3    Arison, B.H.4
  • 25
    • 0019962519 scopus 로고
    • Metabolism of thienamycin and related carbapenem antibiotics by the renal dipeptidase: Dehydropeptidase-I
    • KROPP, H.; J. D. SUNDELOF, R. HAJDU & F. M. KAHAN: Metabolism of thienamycin and related carbapenem antibiotics by the renal dipeptidase: Dehydropeptidase-I. Antimicrob. Agents Chemother. 22: 62-70, 1982
    • (1982) Antimicrob. Agents Chemother. , vol.22 , pp. 62-70
    • Kropp, H.1    Sundelof, J.D.2    Hajdu, R.3    Kahan, F.M.4
  • 26
    • 0028900369 scopus 로고
    • Structure-activity relationships for interactions between carbapenems and β-lactamases
    • SUMITA, Y.; H. NOUDA, H. SHINAGAWA, H. YAMAGA & M. SUNAGAWA: Structure-activity relationships for interactions between carbapenems and β-lactamases. J. Antibiotics 48: 188-190, 1995
    • (1995) J. Antibiotics , vol.48 , pp. 188-190
    • Sumita, Y.1    Nouda, H.2    Shinagawa, H.3    Yamaga, H.4    Sunagawa, M.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.