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肉桂酸的葫芦[7]脲包合作用增强光致异构化。

Encapsulation of Cinnamic Acid by Cucurbit[7]uril for Enhancing Photoisomerization.

机构信息

Department of Chemistry, College of Science, United Arab Emirates University, P.O. Box 15551 Al Ain, UAE.

出版信息

Molecules. 2020 Aug 14;25(16):3702. doi: 10.3390/molecules25163702.

DOI:10.3390/molecules25163702
PMID:32823809
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7464550/
Abstract
  • or -configuration is required for the plant growth-promoting activity of cinnamic acid (CA), whereas the -form is inactive. Herein, we describe the encapsulation of -CA by cucurbit[7]uril (CB7) and show that photoisomerization reactions can be more efficiently controlled in aqueous solutions by utilizing this supramolecular approach. Measurements of UV-visible absorption and proton NMR spectra at different pH values confirm that -CA and its methyl ester, methyl--cinnamate (MC), form stronger 1:1 host-guest complexes with CB7 compared to cucurbit[8]uril (CB8) or three cyclodextrins (α-, β-, and γ-CD). Irradiation of (300 nm) UV light to an aqueous solution of the CB7-bound isomers induces to photoisomerization and the dissociation of the complex. When the same solution is irradiated by (254 nm) UV light, to conformational changes of the unbound isomers are observed and are accompanied by restoring the host-guest complex formation.
摘要

肉桂酸（CA）的植物生长促进活性需要顺式构型，而反式构型则没有活性。在此，我们描述了 CB7 对肉桂酸顺式异构体的包合作用，并表明通过这种超分子方法可以更有效地控制水溶液中的光异构化反应。在不同 pH 值下测量 UV-可见吸收和质子 NMR 谱证实，与 CB8 或三种环糊精（α-、β-和γ-CD）相比，肉桂酸和顺式肉桂酸甲酯（MC）与 CB7 形成更强的 1:1 主客体络合物。用（300nm）紫外光辐照 CB7 结合的顺式异构体的水溶液会诱导顺式到反式光异构化和复合物的解离。当用（254nm）紫外光辐照相同的溶液时，观察到未结合的顺式异构体的构象变化，并伴随着主客体络合物形成的恢复。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/470bb055ee93/molecules-25-03702-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/a983d5a78347/molecules-25-03702-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/1118f70e5731/molecules-25-03702-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/0872e8a48823/molecules-25-03702-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/a5b3a2f5df6c/molecules-25-03702-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/dbb453b5d120/molecules-25-03702-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/470bb055ee93/molecules-25-03702-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/a983d5a78347/molecules-25-03702-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/1118f70e5731/molecules-25-03702-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/0872e8a48823/molecules-25-03702-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/a5b3a2f5df6c/molecules-25-03702-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/dbb453b5d120/molecules-25-03702-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/410a/7464550/470bb055ee93/molecules-25-03702-g005.jpg

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