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Volumn 17, Issue 9, 2007, Pages 2608-2613

Tetrazole and ester substituted tetrahydoquinoxalines as potent cholesteryl ester transfer protein inhibitors

Author keywords

CETP; Cholesterol; Cholesteryl ester transfer protein; HDL; Tetrahydoquinoxalines

Indexed keywords

CHOLESTEROL ESTER; CHOLESTEROL ESTER TRANSFER PROTEIN; ESTER DERIVATIVE; HIGH DENSITY LIPOPROTEIN CHOLESTEROL; LIPOPROTEIN; PLASMA PROTEIN; QUINOXALINE DERIVATIVE; TETRAZOLE DERIVATIVE;

EID: 33947718135     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.01.112     Document Type: Article
Times cited : (80)

References (18)
  • 8
    • 33947726608 scopus 로고    scopus 로고
    • Cao, G.; Escribano, A. M.; Fernandez, M. C.; Fields, T. Gernert, D. L.; Cioffi, C. L.; Herr, R. J.; Mantlo, N. B.; Martin De La Nava, E. M.; Mateo, Herranz, A. I.; Mayhugh, D. R.; Wang, X., WO05037796, 2005.
  • 11
    • 33947714147 scopus 로고    scopus 로고
    • note
    • Prepared from the esterification of commercially available 3,5-bis(trifluoromethyl) phenylacetic acid.
  • 12
    • 33947725948 scopus 로고    scopus 로고
    • note
    • Aliphatic regio-substitution at N-1 versus N-4 was determined via NMR 1-D (one dimensional) NOESY (nuclear Overhauser enhancement spectroscopy) via soft shaped pulse excitation or 2-D gHMBC (gradient Heteronuclear Multiple Bond Correlation).
  • 13
    • 33947724505 scopus 로고    scopus 로고
    • note
    • The structural assignment for 14 was based upon gHMBC NMR.
  • 14
    • 33947712135 scopus 로고    scopus 로고
    • note
    • 3H-CE-HDL remaining.
  • 16
    • 33947714826 scopus 로고    scopus 로고
    • note
    • Alkylation of the tetrazole moiety produced a general trend with the N2 isomer as major accompanied with minor amounts of the N1 isomer (5-15%). The regiochemistry of compound 27 was determined through gHMBC NMR.
  • 18
    • 33947716060 scopus 로고    scopus 로고
    • note
    • These analogs were prepared as described in Scheme 4 utilizing optically active tetrahydroquinoxaline 6. The R and S tetrahydroquinoxaline cores were prepared as described in Scheme 1 utilizing commercially available (R)-(-)-2-amino-1-butanol and (S)-(+)-2-amino-1-butanol.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.