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Volumn 47, Issue 44, 2008, Pages 8450-8454

A synthesis-driven structure revision of berkelic acid methyl ester

Author keywords

Anticancer agents; Enzyme inhibitors; Natural products; Spiroacetals; Structure elucidation

Indexed keywords

CHEMICAL REACTIONS; ESTERS; ORGANIC COMPOUNDS;

EID: 54249137630     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200803339     Document Type: Article
Times cited : (65)

References (46)
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    • 50 = 0.098 mM), a cysteine protease playing a key mediator role in inflammation; for a review see: T. Ghayur, S. Banerjee, M. Hugunin, D. Butler, L. Herzog, A. Carter, L. Quintal, L. Sekut, R. Talanian, M. Paskind, W. Wong, R. Kamen, D. Tracey, H. Allen, Nature 1997, 386, 619-623.
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    • The relative configuration was unambiguously assigned after conversion of the esters into the corresponding lactones and was later confirmed by the X-ray structure of compounds 19 and 27. Details will be reported in a forthcoming full paper.
    • The relative configuration was unambiguously assigned after conversion of the esters into the corresponding lactones and was later confirmed by the X-ray structure of compounds 19 and 27. Details will be reported in a forthcoming full paper.
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    • Anisotropic displacement parameters are drawn at the 50% probability level and hydrogen atoms are omitted for clarity. CCDC 694490 (19) and 693829 (27) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif. Short summaries of the crystallographic data can also be found in the Supporting Information.
    • Anisotropic displacement parameters are drawn at the 50% probability level and hydrogen atoms are omitted for clarity. CCDC 694490 (19) and 693829 (27) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif. Short summaries of the crystallographic data can also be found in the Supporting Information.
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    • It is important to note that the model compounds reported by Zhou and Snider lacked this decisive methyl branch, which may explain the misleading outcome of the study; see Ref. [5].
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    • 3 has been recorded; we were informed that there is very little of the authentic sample left; supplying material is therefore currently not possible.
    • 3 has been recorded; we were informed that there is very little of the authentic sample left; supplying material is therefore currently not possible.
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    • Saponification of 23b is unselective, with both methyl esters cleaved at similar rates.
    • Saponification of 23b is unselective, with both methyl esters cleaved at similar rates.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.