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（）-脱氢姜酮、其（）-（）-C₂对称二聚体及其甲基化衍生物的光异构化研究

A Study on the Photoisomerization of ()-Dehydrozingerone, Its ()-()-C₂ Symmetric Dimer, and Their -Methylated Derivatives.

作者信息

Dettori Maria Antonietta, Ugone Valeria, Fabbri Davide, Carta Paola

机构信息

Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Traversa La Crucca 3, I-07100 Sassari, Italy.

出版信息

Molecules. 2024 Dec 13;29(24):5901. doi: 10.3390/molecules29245901.

DOI:10.3390/molecules29245901
PMID:39769991
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11678602/
Abstract

In this study, UV-induced ()-to-() geometrical isomerizations of the curcumin degradation product ()-dehydrozingerone, along with curcumin-inspired ()--methylated dehydrozingerone and their corresponding C-symmetric dimers, were investigated. All compounds produced corresponding () isomers in varying yields upon UV irradiation in deuterated solvents. The efficiency of these photoisomerizations depended on the solvent and wavelength used. While () dehydrozingerone and its corresponding ()-() dimer proved to be highly unstable during purification, the -methylated derivatives were successfully isolated, fully characterized by NMR spectroscopy, and further analyzed by UV-Vis spectroscopy and computational methods.

摘要

在本研究中，研究了紫外线诱导的姜黄素降解产物（）-脱氢姜黄酮的（）-到-（）几何异构化，以及受姜黄素启发的（）--甲基化脱氢姜黄酮及其相应的C对称二聚体。在氘代溶剂中进行紫外线照射时，所有化合物均以不同产率生成相应的（）异构体。这些光异构化的效率取决于所用的溶剂和波长。虽然（）脱氢姜黄酮及其相应的（）-（）二聚体在纯化过程中被证明高度不稳定，但甲基化衍生物已成功分离，通过核磁共振光谱进行了全面表征，并通过紫外-可见光谱和计算方法进行了进一步分析。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/24189b75eec5/molecules-29-05901-g017.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/25bb597e4db7/molecules-29-05901-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/e1e5c784bd10/molecules-29-05901-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/478b70e99f21/molecules-29-05901-g003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/04b0223ec9b4/molecules-29-05901-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/9f4b67b4254b/molecules-29-05901-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/1c05f5b87991/molecules-29-05901-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/11836ce94ee1/molecules-29-05901-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/0653ad01db6b/molecules-29-05901-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/eba63341d338/molecules-29-05901-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/7cb3663d21c2/molecules-29-05901-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/d600fc7d0453/molecules-29-05901-g012.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a5/11678602/24189b75eec5/molecules-29-05901-g017.jpg

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