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金雀异黄素衍生物降低脂质体膜完整性——钙黄绿素释放及分子模拟研究

Genistein derivatives decrease liposome membrane integrity--calcein release and molecular modeling study.

作者信息

Sroda Kamila, Michalak Krystyna, Maniewska Jadwiga, Grynkiewicz Grzegorz, Szeja Wiesław, Zawisza Jadwiga, Hendrich Andrzej B

机构信息

Department of Biophysics, Wrocław Medical University, ul. Chałubińskiego 10, 50-368 Wrocław, Poland.

出版信息

Biophys Chem. 2008 Dec;138(3):78-82. doi: 10.1016/j.bpc.2008.09.010. Epub 2008 Sep 16.

DOI:10.1016/j.bpc.2008.09.010
PMID:18838201
Abstract

The ability of newly synthesized genistein benzyl and glycosylated derivatives to permeabilize the liposome membrane was studied by calcein-leakage method. All studied derivatives appeared to be more effective than their parent compound--genistein. Comparing the experimental results with theoretical calculations we found that in the case of benzyl derivatives the dipole moment of added benzene ring (with its substitutions) might be important for the strength of flavonoids-lipid interactions. This conclusion may have some implications for QSAR studies in which mostly the dipole moments of entire molecules are considered.

摘要

通过钙黄绿素泄漏法研究了新合成的染料木黄酮苄基和糖基化衍生物使脂质体膜通透的能力。所有研究的衍生物似乎都比其母体化合物——染料木黄酮更有效。将实验结果与理论计算进行比较,我们发现对于苄基衍生物,添加的苯环(及其取代基)的偶极矩可能对黄酮类化合物与脂质相互作用的强度很重要。这一结论可能对定量构效关系(QSAR)研究有一些启示,在这类研究中大多只考虑整个分子的偶极矩。

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