메뉴 건너뛰기




Volumn 41, Issue 6, 2000, Pages 867-871

Stereoselective synthesis of 5-monoalkyl and 5,5-dialkylsubstituted noviose derivatives

Author keywords

Antibiotics; Grignard reaction; Grignard reagents; Stereoselection; Structure activity

Indexed keywords

ARABINOSE; CLOROBIOCIN; COUMARIN; GYRASE INHIBITOR; NOVOBIOCIN; UNCLASSIFIED DRUG;

EID: 18844481254     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)02177-2     Document Type: Article
Times cited : (27)

References (28)
  • 2
    • 0015599525 scopus 로고
    • (b) Dolak, L. J. Antibiotics 1973, 26, 121-125. For the review on coumarin antibiotics, see: Berger, J.; Batcho, A. D. In Antibiotics: Isolation, Separation and Purification, (J. Chromatography Library 15); Winstein, M. J.; Wagmen, G. H., Eds.; Elsevier: London, 1979; pp. 101-158.
    • (1973) J. Antibiotics , vol.26 , pp. 121-125
    • Dolak, L.1
  • 3
    • 0343020922 scopus 로고
    • J. Chromatography Library 15; Winstein, M. J.; Wagmen, G. H., Eds.; Elsevier: London
    • (b) Dolak, L. J. Antibiotics 1973, 26, 121-125. For the review on coumarin antibiotics, see: Berger, J.; Batcho, A. D. In Antibiotics: Isolation, Separation and Purification, (J. Chromatography Library 15); Winstein, M. J.; Wagmen, G. H., Eds.; Elsevier: London, 1979; pp. 101-158.
    • (1979) Antibiotics: Isolation, Separation and Purification , pp. 101-158
    • Berger, J.1    Batcho, A.D.2
  • 8
    • 0343892284 scopus 로고
    • Chapter 44; Peterson, P. K.; Verhoef, J., Eds.; Elsevier: London
    • (c) Rahal, J. J. In Antimicrobial Agents Annual 1, Chapter 44; Peterson, P. K.; Verhoef, J., Eds.; Elsevier: London, 1986; pp. 489-514.
    • (1986) Antimicrobial Agents Annual 1 , pp. 489-514
    • Rahal, J.J.1
  • 9
    • 0017043747 scopus 로고
    • Gellert, M.; O'Dea, M. H.; Itoh, T; Tomizawa, J. I. Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 4474-4478. For a review on structure and function of DNA gyrase, see: (a) Reece, R. J.; Maxwell, A. Crit. Rev. Biochem. Mol. Biol. 1991, 26, 335-375. (b) Levine, C.; Hiasa, H.; Marians, K. J. Biochim. Biophys. Acta 1998, 1400, 29-43. (c) Berger, J. M. Biochim. Biophys. Acta 1998, 1400, 3-18. (d) Maxwell, A. Biochem. Soc. Trans. 1999, 27, 48-53.
    • (1976) Proc. Natl. Acad. Sci. U.S.A. , vol.73 , pp. 4474-4478
    • Gellert, M.1    O'Dea, M.H.2    Itoh, T.3    Tomizawa, J.I.4
  • 10
    • 0026015132 scopus 로고
    • Gellert, M.; O'Dea, M. H.; Itoh, T; Tomizawa, J. I. Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 4474-4478. For a review on structure and function of DNA gyrase, see: (a) Reece, R. J.; Maxwell, A. Crit. Rev. Biochem. Mol. Biol. 1991, 26, 335-375. (b) Levine, C.; Hiasa, H.; Marians, K. J. Biochim. Biophys. Acta 1998, 1400, 29-43. (c) Berger, J. M. Biochim. Biophys. Acta 1998, 1400, 3-18. (d) Maxwell, A. Biochem. Soc. Trans. 1999, 27, 48-53.
    • (1991) Crit. Rev. Biochem. Mol. Biol. , vol.26 , pp. 335-375
    • Reece, R.J.1    Maxwell, A.2
  • 11
    • 0032189275 scopus 로고    scopus 로고
    • Gellert, M.; O'Dea, M. H.; Itoh, T; Tomizawa, J. I. Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 4474-4478. For a review on structure and function of DNA gyrase, see: (a) Reece, R. J.; Maxwell, A. Crit. Rev. Biochem. Mol. Biol. 1991, 26, 335-375. (b) Levine, C.; Hiasa, H.; Marians, K. J. Biochim. Biophys. Acta 1998, 1400, 29-43. (c) Berger, J. M. Biochim. Biophys. Acta 1998, 1400, 3-18. (d) Maxwell, A. Biochem. Soc. Trans. 1999, 27, 48-53.
    • (1998) Biochim. Biophys. Acta , vol.1400 , pp. 29-43
    • Levine, C.1    Hiasa, H.2    Marians, K.J.3
  • 12
    • 0032189653 scopus 로고    scopus 로고
    • Gellert, M.; O'Dea, M. H.; Itoh, T; Tomizawa, J. I. Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 4474-4478. For a review on structure and function of DNA gyrase, see: (a) Reece, R. J.; Maxwell, A. Crit. Rev. Biochem. Mol. Biol. 1991, 26, 335-375. (b) Levine, C.; Hiasa, H.; Marians, K. J. Biochim. Biophys. Acta 1998, 1400, 29-43. (c) Berger, J. M. Biochim. Biophys. Acta 1998, 1400, 3-18. (d) Maxwell, A. Biochem. Soc. Trans. 1999, 27, 48-53.
    • (1998) Biochim. Biophys. Acta , vol.1400 , pp. 3-18
    • Berger, J.M.1
  • 13
    • 0032973659 scopus 로고    scopus 로고
    • Gellert, M.; O'Dea, M. H.; Itoh, T; Tomizawa, J. I. Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 4474-4478. For a review on structure and function of DNA gyrase, see: (a) Reece, R. J.; Maxwell, A. Crit. Rev. Biochem. Mol. Biol. 1991, 26, 335-375. (b) Levine, C.; Hiasa, H.; Marians, K. J. Biochim. Biophys. Acta 1998, 1400, 29-43. (c) Berger, J. M. Biochim. Biophys. Acta 1998, 1400, 3-18. (d) Maxwell, A. Biochem. Soc. Trans. 1999, 27, 48-53.
    • (1999) Biochem. Soc. Trans. , vol.27 , pp. 48-53
    • Maxwell, A.1
  • 14
    • 0030014783 scopus 로고    scopus 로고
    • For the review on DNA topoisomerases, see: Wang, J. C. Ann. Rev. Biochem. 1996, 65, 635-692.
    • (1996) Ann. Rev. Biochem. , vol.65 , pp. 635-692
    • Wang, J.C.1
  • 16
    • 0343456548 scopus 로고    scopus 로고
    • note
    • 5: C, 57.38; H, 7.88. Found: C, 57.20; H, 7.90.
  • 20
    • 0343020918 scopus 로고    scopus 로고
    • note
    • The ratio of (4S,5R)/(4S,5S) varied from 10:1 for 11a to 15:1 for 11c.
  • 23
    • 0343020917 scopus 로고    scopus 로고
    • note
    • Diastereomeric ratios: (4R,5S)-14a/(45,5S)-14a=9:1 and 10:1 to 13:1 for (4S,5S)-14b-d/(4R,5S)-14b-d.
  • 24
    • 0343892278 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structure factors) for the structure 15b have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication No CCDC 137236. Copies of that data can be obtained free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.