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Volumn 126, Issue 1, 2004, Pages 187-193

Schulzeines A-C, New α-Glucosidase Inhibitors from the Marine Sponge Penares schulzei

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; DEGRADATION; FATTY ACIDS; MOLECULAR STRUCTURE; SPECTRUM ANALYSIS; STEREOCHEMISTRY;

EID: 0345868513     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja037368r     Document Type: Article
Times cited : (105)

References (25)
  • 6
    • 85088755365 scopus 로고    scopus 로고
    • note
    • 5 (see Supporting Information).
  • 8
    • 0347495062 scopus 로고    scopus 로고
    • note
    • While the structure of 1 or 2 was confirmed by extensive analysis of 2D NMR data except for the location of substructure b in the side chain, the structural assignment of 4 was carried out by FAB-MS data, which was in full agreement with FAB-MS/MS data.
  • 11
    • 0346234076 scopus 로고    scopus 로고
    • note
    • This assignment was consistent with the CD spectrum of 1, which gave a positive Cotton effect at 270 nm. The CD spectra of this class of compounds are dependent on the conformation of the central six-membered ring; our analysis of the conformation of 1 and its CD spectrum was in agreement with a closely related compound 11 in ref 12.
  • 15
    • 0346864491 scopus 로고    scopus 로고
    • note
    • 13C NMR data for model compounds corresponding to C-2 to C-5 and C-1″ were as follows.15 Inconsistency of chemical shifts for C-17′ and C-18′ between 7 and the 14′R*, 17′S*, 18′S* isomer may be due to γ (Δδ -2.5) and δ (+0.3) effects by a methyl substitute at C-20′, 14′R*, 17′S*, 18′S* isomer [δ 79.3 (C-14′), 32.4 (C-15′), 28.4 (C-16′), 81.9 (C-17′), 74.2 (C-18′)], 14′S*, 17′S*, 18′S* isomer [δ 79.9 (C-14′), 31.4 (C-15′), 27.8 (C-16′), 82.2 (C-17′), 74.5 (C-18′)], 14′R*, 17′S*, 18′R* isomer [δ 80.2 (C-14′), 32.3 (C-15′), 25.0 (C-16′), 81.5 (C-17′), 72.0 (C-18′)], 14′R*, 17′R*, 18′R* isomer [δ 79.6 (C-14′), 31.4 (C-15′), 23.9 (C-16′), 82.1 (C-17′), 71.6 (C-18′)].
  • 19
    • 0347495061 scopus 로고    scopus 로고
    • note
    • The 11bS-configuration was consistent with the CD spectrum of 2.11.12
  • 20
    • 0348125065 scopus 로고    scopus 로고
    • note
    • Because of a limited amount of 3, its degradation studies were not performed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.