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单羟基三萜类化合物羽扇豆醇自组装形成纳米纤维、薄片和凝胶:环境及药物递送应用

Self-assembly of the monohydroxy triterpenoid lupeol yielding nano-fibers, sheets and gel: environmental and drug delivery applications.

作者信息

Panja Saikat Kumar, Patra Soumen, Bag Braja Gopal

机构信息

Department of Chemistry and Chemical Technology, Vidyasagar University Midnapore 721102 West Bengal India.

出版信息

RSC Adv. 2021 Oct 13;11(53):33500-33510. doi: 10.1039/d1ra06137b. eCollection 2021 Oct 8.

DOI:10.1039/d1ra06137b
PMID:35497535
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9042272/
Abstract

Lupeol is a medicinally important naturally abundant triterpenoid having a 6-6-6-6-5 fused pentacyclic backbone and one polar secondary "-OH" group at the C3 position of the "A" ring. It was extracted from the dried outer bark of and its self-assembly properties were investigated in different neat organic as well as aquous-organic binary liquid mixtures. The triterpenoid having only one polar "-OH" group and a rigid lipophilic backbone self-assembled in neat organic non-polar liquids like -hexane, -heptane, -octane and polar liquids like DMSO, DMF, DMSO-HO, DMF-HO, and EtOH-HO yielding supramolecular gels formation of nano to micrometre long self-assembled fibrillar networks (SAFINs). Morphological investigation of the self-assemblies was carried out by field emission scanning electron microscopy, high resolution transmission electron microscopy, atomic force microscopy, optical microscopy, concentration dependent FTIR and wide angle X-ray diffraction studies. The mechanical properties of the gels were studied by concentration dependent rheological studies in different solvents. The gels were capable of removing toxic micro-pollutants like rhodamine-B and 5,6-carboxyfluorescein as well as the toxic heavy metal Cr(vi) from contaminated water. Moreover release of the chemotherapeutic drug doxorubicin from a drug loaded gel in PBS buffer at pH 7.2 has also been demonstrated by spectrophotometry.

摘要

羽扇豆醇是一种具有重要药用价值的天然丰富三萜类化合物,具有6-6-6-6-5稠合五环骨架,在“A”环的C3位置有一个极性仲“-OH”基团。它是从[植物名称]的干燥外皮中提取的,并在不同的纯有机以及水-有机二元液体混合物中研究了其自组装性质。这种仅具有一个极性“-OH”基团和刚性亲脂性骨架的三萜类化合物在纯有机非极性液体如正己烷、正庚烷、正辛烷以及极性液体如二甲基亚砜(DMSO)、二甲基甲酰胺(DMF)、DMSO-H₂O、DMF-H₂O和乙醇-H₂O中自组装,形成纳米到微米长的自组装纤维状网络(SAFINs)的超分子凝胶。通过场发射扫描电子显微镜、高分辨率透射电子显微镜、原子力显微镜、光学显微镜、浓度依赖性傅里叶变换红外光谱和广角X射线衍射研究对自组装体进行了形态学研究。通过在不同溶剂中进行浓度依赖性流变学研究来研究凝胶的力学性能。这些凝胶能够从受污染的水中去除罗丹明-B和5,6-羧基荧光素等有毒微污染物以及有毒重金属Cr(Ⅵ)。此外,还通过分光光度法证明了载药凝胶在pH 7.2的磷酸盐缓冲盐溶液(PBS)中释放化疗药物阿霉素。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/500fa53ee018/d1ra06137b-f11.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/f1f0d1ffc4a8/d1ra06137b-f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/686f9d7a54dd/d1ra06137b-f10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/500fa53ee018/d1ra06137b-f11.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/3c58b910d556/d1ra06137b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/4fbd03c39c9a/d1ra06137b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/0becc3d3b29f/d1ra06137b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/1d6b2e1d22dc/d1ra06137b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/3dcf14860b1a/d1ra06137b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/7b371cba7317/d1ra06137b-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/db28684d446a/d1ra06137b-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/836dc9a66530/d1ra06137b-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/6168abff4dd7/d1ra06137b-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/f1f0d1ffc4a8/d1ra06137b-f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/686f9d7a54dd/d1ra06137b-f10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/9042272/500fa53ee018/d1ra06137b-f11.jpg

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