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Volumn 17, Issue 14, 2007, Pages 4070-4074

Synthesis and biological activity of enantiomeric pairs of 5-vinylthiolactomycin congeners

Author keywords

5 Vinylthiolactomycin; Antibiotic; Inhibitor of mammalian type I fatty acid synthase

Indexed keywords

3 NOR 5 (PENT 1 ENYL)THIOLACTOMYCIN DERIVATIVE; 3 NORTHIOLACTOMYCIN DERIVATIVE; 4 HYDROXY 5 METHYL 5 (PENT 1 ENYL) 5H THIOPHEN 2 ONE; 5 VINYLTHIOLACTOMYCIN DERIVATIVE; FATTY ACID SYNTHASE INHIBITOR; THIOLACTOMYCIN; UNCLASSIFIED DRUG;

EID: 34250358676     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.04.067     Document Type: Article
Times cited : (12)

References (32)
  • 19
    • 0024546721 scopus 로고
    • For the total synthesis of optically active thiolactomycin so far reported, See
    • For the total synthesis of optically active thiolactomycin so far reported, See. Chambers M.S., and Thomas E.J. J. Chem. Soc. Chem. Commun. (1989) 23
    • (1989) J. Chem. Soc. Chem. Commun. , pp. 23
    • Chambers, M.S.1    Thomas, E.J.2
  • 27
    • 34250381110 scopus 로고    scopus 로고
    • note
    • 10 asymmetric deconjugative α-sulfenylation of (S)-N-acyloxazolidin-2-one 6a-f prepared from (S)-4-benzyloxazolidin-2-one gave (R)-sulfenylated products 7a-f. The latter reaction carried out in the absence of HMPA was anticipated to proceed through the chelated (E)-dienolate (II) due to the absence of HMPA.{A figure is presented}
  • 28
    • 34250323657 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of 7a and 7c-f similar to that of 7b. Based on these preliminary results, (S)-4-benzyloxazolidin-2-one was employed as a chiral auxiliary for preparing 3 and 4 instead of its (R)-enantiomer.
  • 29
    • 34250375034 scopus 로고    scopus 로고
    • note
    • 15).
  • 30
    • 34250379762 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra, 7a >90%de; ent-7a >99%de; 7c >90%de; ent-7c >99%de; 7d >95%de; and ent-7d >95%de.
  • 31
    • 34250322883 scopus 로고    scopus 로고
    • note
    • Determination of MICs by agar dilution methods was performed according to the guideline M7-A6 of the Clinical and Laboratory Standards Institute (2003).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.