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Volumn 11, Issue 14, 2003, Pages 3171-3177

Synthesis and cytotoxic activity of novel C7-functionalized spongiane diterpenes

Author keywords

[No Author keywords available]

Indexed keywords

BUTYRIC ACID; DITERPENE; HYDROXYL GROUP;

EID: 0038123167     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(03)00230-X     Document Type: Article
Times cited : (30)

References (21)
  • 11
    • 0001587313 scopus 로고
    • 2O/pyridine) of pentacyclic spongianes usually leads to mixtures of products containing the corresponding pentacyclic acetate as well as products arising from opening of the hemiacetal system and acylation, see: Karuso P., Taylor W.C. Aust. J. Chem. 39:1986;1629
    • (1986) Aust. J. Chem. , vol.39 , pp. 1629
    • Karuso, P.1    Taylor, W.C.2
  • 14
    • 0003273340 scopus 로고    scopus 로고
    • 2O/pyridine) of pentacyclic spongianes usually leads to mixtures of products containing the corresponding pentacyclic acetate as well as products arising from opening of the hemiacetal system and acylation, see: Recently, DMAP-catalyzed benzoylation of aplyroseol-1 10 showed an improved yield of the corresponding opened hemiacetal benzoate, see: For our acetylation reactions, however, we used 4-pyrrolidinopyridine (4-PP) as catalyst
    • (d) Recently, DMAP-catalyzed benzoylation of aplyroseol-1 10 showed an improved yield of the corresponding opened hemiacetal benzoate, see: Hambley T.W., Taylor W.C., Toth S. Aust. J. Chem. 50:1997;391. For our acetylation reactions, however, we used 4-pyrrolidinopyridine (4-PP) as catalyst.
    • (1997) Aust. J. Chem. , vol.50 , pp. 391
    • Hambley, T.W.1    Taylor, W.C.2    Toth, S.3
  • 18
    • 85031151280 scopus 로고    scopus 로고
    • We believe that pure compound 6 is in fact even more active assuming that the 25% impurity present in 6 is an acetylated pentacyclic compound which would not be active, since we have demonstrated that acetylation of the hydroxyl group of the hemiacetal system in pentacyclic spongianes leads to a remarkable loss of cytotoxicity. Unfortunately, a pure sample of 6 was not available to confirm this statement.
  • 21
    • 85031155641 scopus 로고    scopus 로고
    • Compounds 1, 2, 5, 6, 7 and 10 were tested in in vitro translation systems derived from both mammalian cells (Krebs cells) and bacterial cells (Escherichia coli) for inhibition of eukaryotic protein synthesis (at 50 μM final concentration). None of the compounds tested showed a significant effect of protein synthesis (greater than 2-fold) in either system, indicating that they are not active on this process.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.