Molecules 2010, 15(6), 4439-4449; doi:10.3390/molecules15064439
Article

The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells

1 Key Laboratory of Structure-Based Drugs Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China 2 Department of Pharmacology, Shenyang Pharmaceutical University, Shenyang 110016, China 3 Mount Sinai School of Medicine, One Gustave L. Levy Place, New York, NY 10029, USA
* Author to whom correspondence should be addressed.
Received: 4 May 2010; in revised form: 11 June 2010 / Accepted: 17 June 2010 / Published: 21 June 2010
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Abstract: Fifteen novel glycyrrhetinic acid derivatives containing a nitrogen heterocycle at C-30 and with different A-ring substituents were designed and synthesized. All of these derivatives have improved antiproliferative effects against human HL-60 leukemia cells. Compounds with a cyano-enone functionality on the A-ring exhibit greater growth inhibitory effects, compared to those with a 2-hydroxymethylene-3-keto, an isoxazole, or a 2-cyano-3-keto group. N-(2-cyano-3,11-dioxoolean-1,12-dien-30-yl)-4-piperidyl piperidine (9b) was found to be two-fold more potent than methyl 2-cyano-3,11-dioxooleana-1,12- dien-30-oate(CDODO-Me-11).
Keywords: antiproliferative; glycyrrhetinic acid derivative; leukemia; nitrogen heterocycle

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MDPI and ACS Style

Gao, Y.; Guo, X.; Li, X.; Liu, D.; Song, D.; Xu, Y.; Sun, M.; Jing, Y.; Zhao, L. The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells. Molecules 2010, 15, 4439-4449.

AMA Style

Gao Y, Guo X, Li X, Liu D, Song D, Xu Y, Sun M, Jing Y, Zhao L. The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells. Molecules. 2010; 15(6):4439-4449.

Chicago/Turabian Style

Gao, Yuan; Guo, Xin; Li, Xiaojing; Liu, Dan; Song, Dandan; Xu, Ye; Sun, Ming; Jing, Yongkui; Zhao, Linxiang. 2010. "The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells." Molecules 15, no. 6: 4439-4449.

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