The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells
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 functionalit...
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MDPI AG
2010-06-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/15/6/4439/ |
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| author | Yuan Gao Xin Guo Xiaojing Li Dan Liu Dandan Song Ye Xu Ming Sun Yongkui Jing Linxiang Zhao |
| author_facet | Yuan Gao Xin Guo Xiaojing Li Dan Liu Dandan Song Ye Xu Ming Sun Yongkui Jing Linxiang Zhao |
| author_sort | Yuan Gao |
| collection | DOAJ |
| description | 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). |
| first_indexed | 2024-12-20T05:02:08Z |
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| id | doaj.art-5f71864e83904e9fac8a68a406dfe6da |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-20T05:02:08Z |
| publishDate | 2010-06-01 |
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| series | Molecules |
| spelling | doaj.art-5f71864e83904e9fac8a68a406dfe6da2022-12-21T19:52:31ZengMDPI AGMolecules1420-30492010-06-011564439444910.3390/molecules15064439The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia CellsYuan GaoXin GuoXiaojing LiDan LiuDandan SongYe XuMing SunYongkui JingLinxiang ZhaoFifteen 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).http://www.mdpi.com/1420-3049/15/6/4439/antiproliferativeglycyrrhetinic acid derivativeleukemianitrogen heterocycle |
| spellingShingle | Yuan Gao Xin Guo Xiaojing Li Dan Liu Dandan Song Ye Xu Ming Sun Yongkui Jing Linxiang Zhao The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells Molecules antiproliferative glycyrrhetinic acid derivative leukemia nitrogen heterocycle |
| title | The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells |
| title_full | The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells |
| title_fullStr | The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells |
| title_full_unstemmed | The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells |
| title_short | The Synthesis of Glycyrrhetinic Acid Derivatives Containing A Nitrogen Heterocycle and Their Antiproliferative Effects in Human Leukemia Cells |
| title_sort | synthesis of glycyrrhetinic acid derivatives containing a nitrogen heterocycle and their antiproliferative effects in human leukemia cells |
| topic | antiproliferative glycyrrhetinic acid derivative leukemia nitrogen heterocycle |
| url | http://www.mdpi.com/1420-3049/15/6/4439/ |
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