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Volumn 6, Issue 5, 2004, Pages 807-810

Total synthesis of the novel NF-κB inhibitor (-)-cycloepoxydon

Author keywords

[No Author keywords available]

Indexed keywords

1,4 BENZOQUINONE; CYCLOEPOXYDON; CYCLOPENTADIENE DERIVATIVE; I KAPPA B; NATURAL PRODUCT; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 1642271315     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036521j     Document Type: Article
Times cited : (37)

References (25)
  • 4
    • 0031782069 scopus 로고    scopus 로고
    • (c) Cycloepoxydon: Gehrt, A.; Erkel, G.; Anke, H.; Anke, T.; Sterner, O. Nat. Prod. Lett. 1997, 9, 259. Gehrt, A.; Erkel, G.; Anke, T.; Sterner, O. J. Antibiot. 1998, 51, 455.
    • (1998) J. Antibiot. , vol.51 , pp. 455
    • Gehrt, A.1    Erkel, G.2    Anke, T.3    Sterner, O.4
  • 11
    • 1642388378 scopus 로고    scopus 로고
    • To be submitted for publication
    • Mehta, G.; Islam, K. To be submitted for publication.
    • Mehta, G.1    Islam, K.2
  • 14
    • 1642281015 scopus 로고    scopus 로고
    • note
    • Porco et al. 2 have reported the formation of 1 and regioisomeric exocyclized product isocycloepoxydon i in a ratio of 3:2 during the hydroxyl-mediated opening of the epoxide closely related to (-)-15. However, in our case, employing (-)-15 and slightly different reaction conditions, 1 was obtained as the major product with isocycloepoxydon i constituting about 10% of the reaction mixture. (Equation Presented) O - S AH 't)H
  • 24
    • 1642393139 scopus 로고    scopus 로고
    • note
    • Transition state calculations 12,14 for the Diels-Alder dimerization of several model epoxyquinones related to 21 and 22, as well as mechanistic studies, support the assignment of endo-anti dimeric structure (+)-24.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.