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Phenolic Compounds Obtained from Stems of Couepia ulei with the Potential to Induce Quinone Reductase  

Jang, Dae-Sik (Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois)
Park, Eun-Jung (Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois)
Kang, Young-Hwa (Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois)
Vigo, Jose-Schunke (Instituto Nacional de Medicina Tradicional (INMETRA))
James-G.Graham (Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois)
Fernando-Cabieses (Instituto Nacional de Medicina Tradicional (INMETRA))
Harry-H.S.Fong (Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois)
John-M.Pezzuto (Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois, Heine Pharmacy building, Purdue University)
A.Douglas-Kinghorn (Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois)
Publication Information
Archives of Pharmacal Research / v.27, no.2, 2004 , pp. 169-172 More about this Journal
Abstract
Activity-guided fractionation of the EtOAc-soluble extract of the stems of Couepia ulei, using a bioassay based on the induction of quinone reductase (QR) in cultured Hepa 1c1c7 mouse hepatoma cells led to the isolation of two active compounds, a new natural product, erythro-2,3-bis(4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-o1 (1), and a known compound, evofolin-B (2), along with five inactive compounds all of known structure, viz., betulinic acid, oleanolic acid, pomolic acid, ($\pm$)-syringaresinol, and ursolic acid. These isolates were identified by analysis of physical and spectral data. Compounds 1 and 2 exhibited QR inducing activity, with observed CD (concentration required to double induction) values of 16.7 and 16.4 $\mu\textrm{M}$, respectively.
Keywords
Couepia ulei; Chrysobalanoideae; Rosaceae; Phenolic compounds; Quinone reductase induction; Cancer cemoprevention;
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