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胆盐诱导的亚甲蓝增溶作用:亚甲蓝荧光性质及分子力学计算研究

Bile salt induced solubilization of methylene blue: Study on methylene blue fluorescence properties and molecular mechanics calculation.

作者信息

Selvam Susithra, Sarkar Ivy

机构信息

Department of Chemistry, Vel Tech University, Avadi, Chennai 600062, Tamilnadu, India.

Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, Tamilnadu, India.

出版信息

J Pharm Anal. 2017 Feb;7(1):71-75. doi: 10.1016/j.jpha.2016.07.006. Epub 2016 Jul 21.

DOI:10.1016/j.jpha.2016.07.006
PMID:29404020
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5686871/
Abstract

Methylene blue (MB) is a hydrophobic drug molecule, having importance both as a staining reagent and pharmaceutical agent. MB is strongly fluorescent, with an emission peak at 686 nm ( 665 nm). In the study, the possibility of MB as an extrinsic fluorophore to study the micellization behavior of bile salts (BSs) was carried out. Since BSs are drug delivery systems, the solubilization of hydrophobic MB drug molecule by BSs was achieved and the nature of association of MB with BS media, namely sodium cholate (NaC) and sodium deoxycholate (NaDC) was evaluated. Change in the photophysical properties of MB is monitored through fluorescence intensity and fluorescence anisotropy at emission peak, 686 nm of MB. Molecular mechanics calculations were carried out to evaluate the MB-BS association. The estimated heat of formation, ΔH values are -625.19 kcal/mol for MB-NaC and -757.48 kcal/mol for MB-NaDC. The photophysical study also revealed that MB reports the step-wise aggregation pattern of BSs media, as an extrinsic fluorescence probe.

摘要

亚甲蓝(MB)是一种疏水性药物分子,作为染色剂和药剂都具有重要意义。MB具有强烈的荧光,发射峰在686 nm(665 nm)处。在该研究中,对MB作为一种外在荧光团来研究胆盐(BSs)的胶束化行为的可能性进行了研究。由于BSs是药物递送系统,实现了BSs对疏水性MB药物分子的增溶作用,并评估了MB与BS介质(即胆酸钠(NaC)和脱氧胆酸钠(NaDC))的缔合性质。通过在MB发射峰686 nm处的荧光强度和荧光各向异性来监测MB光物理性质的变化。进行了分子力学计算以评估MB与BS的缔合。估计的生成热,MB-NaC的ΔH值为-625.19 kcal/mol,MB-NaDC的ΔH值为-757.48 kcal/mol。光物理研究还表明,作为一种外在荧光探针,MB反映了BSs介质的逐步聚集模式。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/ecd2a6d90646/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/4baf16ad21e0/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/7ec9fb22a7df/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/202d9141644e/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/733a13424529/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/ecd2a6d90646/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/4baf16ad21e0/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/7ec9fb22a7df/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/202d9141644e/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/733a13424529/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8cef/5686871/ecd2a6d90646/gr5.jpg

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