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Jang, Dae-Sik,Park, Eun-Jung,Kang, Young-Hwa,Su, Bao-Ning,Hawthorne, Michael-E.,Vigo, Jose-Schunke,Graham, James-G.,Cabieses, Fernando,Fong, Harry H.S.,Mehta, Rajendra-G.,Pezzuto, John-M.,Kinghorn, A. The Pharmaceutical Society of Korea 2003 Archives of Pharmacal Research Vol.26 No.8
Activity-guided fractionation of the EtOAc-soluble extract of the whole plants of Sida acuta using a bioassay based on the induction of quinone reductase (OR) in cultured Hepa 1c1c7 mouse hepatoma cells, led to the isolation of ten active compounds of previously known structure, quindolinone (1), cryptolepinone (2), 11-methoxyquindoline (3), N-trans-feruloyltyramine (4), vomifoliol (5), loliolide (6), 4-ketopinoresinol (7), scopoletin (8), evofolin-A (9), and evofolin-B (10), along with five inactive compounds of known structure, ferulic acid, sinapic acid, syringic acid, ($\pm$)-syringaresinol, and vanillic acid. These isolates were identified by physical and spectral data measurement. A new derivative of quindolinone, 5,10-dimethylquindolin-11-one (1a) was synthesized and characterized spectroscopically. Of the active substances, compounds 1-3 and 1a exhibited the most potent QR activity, with observed CD (concentration required to double induction) values ranging from 0.01 to 0.12 $\mu$ g/mL. Six compounds were then evaluated in a mouse mammary organ culture assay, with cryptolepinone (2), N-trans-feruloyltyramine (4), and 5,10-dimethylquindolin-11-one (1a) found to exhibit 83.3, 75.0, and 66.7% inhibition of 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesions, respectively, at a dose of 10 $\mu\textrm{g}$/mL.
Macharistol, a New Cytotoxic Cinnamylphenol from the Stems of Machaerium aristulatum
Seo, Eun-Kyoung,Kim, Nam-Cheol,Mi, Qiuwen,Chai, Heebyung,Wall, Monroe E.,Wani, Mansukh C.,Navarro, Herna´n A.,Burgess, Jason P.,Graham, James G.,Cabieses, Fernando,Tan, Ghee T.,Farnsworth, Norman R.,P 梨花女子大學校 藥學硏究所 2001 藥學硏究論文集 Vol.- No.10
A new clnnamylphenol, machaistol(1), along with a known pterocarpan, (+)-medicarpin(2), were isolated as cytotoxic constituents from the stems of Machaerium aristulatum. In addition, a known pterocarpan, (+)-maackiain(3), and a known isoflavone, formononetin(4), were identified as inactive constituents. Compound 1 was eveluated in the in vivo hollow fiber assay with KB, Col-2, and hTERT-RPE1 cells and found to be inactive at the highest does(25 mg/kg body weight) tested.