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Volumn 128, Issue 32, 2006, Pages 10491-10495

Total synthesis and structural confirmation of chlorodysinosin A

Author keywords

[No Author keywords available]

Indexed keywords

AGGLOMERATION; CRYSTAL ATOMIC STRUCTURE; ENZYME INHIBITION; METABOLITES; SYNTHESIS (CHEMICAL); X RAY ANALYSIS;

EID: 33747596469     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0625834     Document Type: Article
Times cited : (59)

References (107)
  • 7
    • 0002613087 scopus 로고    scopus 로고
    • Colman, R. W., Hirsh, J. L., Marder, J. V., Clowes, A. W., George, J. N., Eds.; Hemostasis and Thrombosis. Basic Principles and Clinical Practice; Lippincott Williams & Wilkins: Philadelphia
    • (a) Colman, R. W.; Clowes, A. W.; George, J. N.; Hirsch, J. L.; Marder, J. V. In Overview of Homeostasis, 4th ed.; Colman, R. W., Hirsh, J. L., Marder, J. V., Clowes, A. W., George, J. N., Eds.; Hemostasis and Thrombosis. Basic Principles and Clinical Practice; Lippincott Williams & Wilkins: Philadelphia, 2001; p 3.
    • (2001) Overview of Homeostasis, 4th Ed. , pp. 3
    • Colman, R.W.1    Clowes, A.W.2    George, J.N.3    Hirsch, J.L.4    Marder, J.V.5
  • 8
    • 0242585716 scopus 로고    scopus 로고
    • (b) Dahlbäck, B. Lancet 2000, 355, 1627.
    • (2000) Lancet , vol.355 , pp. 1627
    • Dahlbäck, B.1
  • 40
    • 0034727941 scopus 로고    scopus 로고
    • Total syntheses of aeruginosin 298A: (a) Methot, J.-L.; Wipf, P. Org. Lett. 2000, 2, 4213.
    • (2000) Org. Lett. , vol.2 , pp. 4213
    • Methot, J.-L.1    Wipf, P.2
  • 48
    • 85069421137 scopus 로고    scopus 로고
    • note
    • The originally proposed structures of aeruginosins 298A, 298B, EI461 and oscillarin have been revised through synthesis. The proposed structures of aeruginosins 205A and 205B have been called into question through synthesis and NMR analysis of the putative hydroindole core residue (see ref 14a).
  • 50
    • 33747611818 scopus 로고
    • (b) A nondiastereoselective synthesis of racemic 3-chloroleucine has been reported: Hayashi, K.; Skinner, C. G.; Shive, W. J. Org. Chem. 1961, 26, 1167.
    • (1961) J. Org. Chem. , vol.26 , pp. 1167
    • Hayashi, K.1    Skinner, C.G.2    Shive, W.3
  • 60
    • 33747603576 scopus 로고
    • For examples of other peptide natural products featuring β-chlorinated proline residues, see: (b) Marumo, S.; Sumiki, Y. Nippon Nogei Kagaku Kaishi 1955, 29, 395.
    • (1955) Nippon Nogei Kagaku Kaishi , vol.29 , pp. 395
    • Marumo, S.1    Sumiki, Y.2
  • 83
  • 89
    • 0007193238 scopus 로고    scopus 로고
    • For a review of peptide coupling methods as applied to the synthesis of complex natural products, see: Humphrey, J. M.; Chamberlin, A. R. Chem. Rev. 1997, 97, 2243.
    • (1997) Chem. Rev. , vol.97 , pp. 2243
    • Humphrey, J.M.1    Chamberlin, A.R.2
  • 103
    • 85069419924 scopus 로고    scopus 로고
    • note
    • Data for cocrystal structure of 2 bound to thrombin has been registered with the protein data bank under PDB ID: 2GDE.
  • 106
    • 85069425519 scopus 로고    scopus 로고
    • note
    • 1 angles and energy minimized conformations of 1 and 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.