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Volumn 24, Issue 7, 2013, Pages 362-373

Enantioselective synthesis of orthogonally protected (2R,3R)-(-)- epicatechin derivatives, key intermediates in the de novo chemical synthesis of (-)-epicatechin glucuronides and sulfates

Author keywords

[No Author keywords available]

Indexed keywords

EPICATECHIN; EPICATECHIN GLUCURONIDE; EPICATECHIN SULFATE; GLUCURONIC ACID; UNCLASSIFIED DRUG;

EID: 84876038177     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2013.02.012     Document Type: Article
Times cited : (31)

References (43)
  • 17
    • 0037403751 scopus 로고    scopus 로고
    • H. Lu, X. Meng, and C.S. Yang Drug Metab. Dispos. 31 2003 572 The O-methylation of epicatechin and catechin primarily occurs at the 3′- and 4′-OH via the action of catechol-O-methyltransferase (COMT) and only one OH group is methylated, thus limiting the total number of the epicatechin glucuronides/sulfates that could be formed to ten each (4 non-methylated and 6 methylated forms). For references on the enzymology of methylation of epicatechin and catechin.
    • (2003) Drug Metab. Dispos. , vol.31 , pp. 572
    • Lu, H.1    Meng, X.2    Yang, C.S.3
  • 20
    • 0141712450 scopus 로고
    • The absolute stereochemistry of the dihydroxylation products was assigned based on the Sharpless model and confirmed by the final product epicatechins, which show the expected negative specific rotation sign.
    • K.B. Sharpless, W. Amberg, Y.L. Bennani, G.A. Crispino, J. Hartung, K. Jeong, H. Kwong, K. Morikawa, and Z. Wang J. Org. Chem. 57 1992 2768 2771 The absolute stereochemistry of the dihydroxylation products was assigned based on the Sharpless model and confirmed by the final product epicatechins, which show the expected negative specific rotation sign.
    • (1992) J. Org. Chem. , vol.57 , pp. 2768-2771
    • Sharpless, K.B.1    Amberg, W.2    Bennani, Y.L.3    Crispino, G.A.4    Hartung, J.5    Jeong, K.6    Kwong, H.7    Morikawa, K.8    Wang, Z.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.