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Volumn , Issue 18, 2000, Pages 3247-3252

Novel syntheses of (E)- and (Z)-volkendousin, cytotoxic steroids from the plant Melia volkensii

Author keywords

Melia volkensii; Natural products; Steroids; Toxicology; Volkendousin

Indexed keywords

(E) 3B,4B METHYLETHYLIDENEBIS(OXY)PREGNA 5,17(20) DIEN 16 ONE; (E) VOLKENDOUSIN; (Z) 3B,4B METHYLETHYLIDENEBIS(OXY)PREGNA 5,17(20) DIEN 16 ONE; (Z) VOLKENDOUSIN; CYTOTOXIC AGENT; STEROID; UNCLASSIFIED DRUG;

EID: 0033799323     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200009)2000:18<3247::AID-EJOC3247>3.0.CO;2-U     Document Type: Article
Times cited : (9)

References (25)
  • 12
    • 0342927505 scopus 로고    scopus 로고
    • note
    • The base sensitivity of substrate 7 could be ascribed to acetyl "neighboring group participation", which should facilitate the C-3 and/or C-4 deacetylation.
  • 19
    • 0018857525 scopus 로고
    • Assignments were performed on the basis of ref.[7b] An incorrect (opposite) assignment is reported in: F. J. Brown, C. Djer-assi, J. Org. Chem. 1980, 45, 807-817.
    • (1980) J. Org. Chem. , vol.45 , pp. 807-817
    • Brown, F.J.1    Djer-Assi, C.2
  • 23
    • 0033534604 scopus 로고    scopus 로고
    • 2O (S. Deng, B. Yu, Y. Hui, J. Org. Chem. 1999, 64, 202-208) resulted either in the absence of reactivity or in the formation of unidentified side products.
    • (1999) J. Org. Chem. , vol.64 , pp. 202-208
    • Deng, S.1    Yu, B.2    Hui, Y.3
  • 24
    • 0342493338 scopus 로고    scopus 로고
    • note
    • It is important to note that 16-dehydropregnenolone can easily be obtained from diosgenin (Marker's degradation); thus, the only real difference between the two synthetic approaches is the 4β-acetoxylation step: The first approach starts with the 4β-acetoxylation of the diosgenin, while the second postpones it until after the side chain degradation.
  • 25
    • 0343798561 scopus 로고    scopus 로고
    • note
    • [1.3]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.