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Volumn 73, Issue 4, 2010, Pages 679-682

Structure elucidation at the nanomole scale. 3. phorbasides G-I from phorbas sp.

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOSIDE; MACROLIDE; PHORBASIDE A; PHORBASIDE B; PHORBASIDE G; PHORBASIDE H; PHORBASIDE I; SUGAR; UNCLASSIFIED DRUG;

EID: 77951559021     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np1000297     Document Type: Article
Times cited : (31)

References (20)
  • 14
    • 0024969405 scopus 로고
    • A survey of the structures of natural products with O -evalosyl sugar residues (ref 8 and references cited within) reveals a preference for the α- l linkage, which happens to be the more thermodynamically stable isomer (anomeric effect; for an X-ray structure of methyl O -methyl evalose, see Giuliano, R. M., Kasperowicz, S., Boyko, W. J., and Rheingold, A. L. Carbohydr. Res. 1989, 185, 61-67). Contrary to this, the structures of callipeltosides B and C were assigned (ref 9) or depicted (ref 13) with the inverted β- l anomeric configuration
    • (1989) Carbohydr. Res. , vol.185 , pp. 61-67
    • Giuliano, R.M.1    Kasperowicz, S.2    Boyko, W.J.3    Rheingold, A.L.4
  • 17
    • 77951578100 scopus 로고    scopus 로고
    • A total synthesis of callipeltoside C (12) was reported recently
    • A total synthesis of callipeltoside C (12) was reported recently
  • 18
    • 44049104472 scopus 로고    scopus 로고
    • Carpenter, J., Northrup, A. B., Chung, D., Wiener, J. J. M., Kim, S.-G., and MacMillan, D. W. C. Angew. Chem., Int. Ed. 2008, 47, 3568-3572), with a tentative assignment of the anomeric carbon as β- l, with the caveat, "At the present time we cannot state definitively the stereochemistry of the C-1' anomeric position of callipeltoside C''. Although the title of this paper refers to a "revision" of configuration of callipeltoside C, the configurations of sugars in callipeltosides B (11) and C (12) in the original isolation paper were, in fact, arbitrarily assigned to the d -series (ref 9).
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 3568-3572
    • Carpenter, J.1    Northrup, A.B.2    Chung, D.3    Wiener, J.J.M.4    Kim, S.-G.5    MacMillan, D.W.C.6
  • 20
    • 77951571832 scopus 로고    scopus 로고
    • See Supporting Information for ref 3a
    • See Supporting Information for ref 3a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.