The effect of the skeleton structure of flavanone and flavonoid on interaction with transferrin
文献类型：期刊论文
| 作者 | Zhang, Xiu-feng1; Han, Rui-min3; Sun, Xiao-ran1; Li, Guang-yue1; Yang, Qian-fan2; Li, Qian2; Gai, Wei2; Zhang, Miao2; Chen, Lei1; Yang, Guang1 |
| 刊名 | BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
 |
| 出版日期 | 2013-12-15 |
| 卷号 | 23期号:24页码:6677-6681 |
| 关键词 | Tansferrin Naringenin Apigenin Fluorescent Quenching Cd |
| ISSN号 | 0960-894X |
| DOI | 10.1016/j.bmcl.2013.10.042 |
| 英文摘要 | Transferrin has been exploited as a potential drug carrier for targeted drug delivery into cancer cells, which express high levels of transferrin receptors. In the present study, we identified specific structural features in flavonoids that were critical for binding to transferrin. Flavanone naringenin and flavonoid apigenin, two flavonoids with characteristic flavonoid core structures were selected for the study of the effects of C2-C3 single bond in the C-ring on transferrin binding. We determined the binding affinities by fluorescence quenching experiments and investigated the binding modes by CD spectra and molecular modeling. Our results demonstrated that naringenin bound transferrin with an affinity almost 100 times higher than that of apigenin attributed to its higher structural flexibility and lower acidity compared with apigenin. Our docking study showed that naringenin had stronger van der Waals interactions with transferrin, which was believed to contribute to its higher binding affinity. We also found that naringenin-binding induced greater increase in the a-helix content in transferrin than apigenin, suggesting that transferrin became more compact upon association with naringenin. Our study demonstrated that naringenin was a ligand for transferrin with good affinity. The results reported herein can facilitate the design and development of drugs that bind transferrin with high affinity. (C) 2013 Elsevier Ltd. All rights reserved. |
| 语种 | 英语 |
| WOS记录号 | WOS:000327787700029 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/54013]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Zhang, Xiu-feng |
| 作者单位 | 1.Hebei United Univ, Coll Chem Engn, Tangshan 063009, Hebei, Peoples R China 2.Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, State Key Lab Struct Chem Unstable & Stable Speci, Beijing 100190, Peoples R China 3.Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhang, Xiu-feng,Han, Rui-min,Sun, Xiao-ran,et al. The effect of the skeleton structure of flavanone and flavonoid on interaction with transferrin[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,2013,23(24):6677-6681. |
| APA | Zhang, Xiu-feng.,Han, Rui-min.,Sun, Xiao-ran.,Li, Guang-yue.,Yang, Qian-fan.,...&Tang, Ya-lin.(2013).The effect of the skeleton structure of flavanone and flavonoid on interaction with transferrin.BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,23(24),6677-6681. |
| MLA | Zhang, Xiu-feng,et al."The effect of the skeleton structure of flavanone and flavonoid on interaction with transferrin".BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 23.24(2013):6677-6681. |
入库方式： OAI收割
来源：化学研究所
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