合成類查爾酮分子及其二氟硼化合物的吸收光譜性質

查爾酮類( chalcone )化合物廣泛地存在自然界中，它們具有良好的抗氧化的生理活性，因此常作為生物體內的自由基清除劑、氧化酶抑制劑及抗癌藥物等等。數十年來，科學家們試圖由自然界中找尋植物中天然的查爾酮分子，驗證其與現有的抗氧化劑相比是否有較好的生物活性，但由植物提煉查爾酮效益不高，且其結構中很少會含有鹵素原子，為了增加查爾酮分子的取代多變性與簡易取得，因此本論文以酮與醛進行羥醛縮合反應 (aldol condensation) 得到查爾酮分子與類查爾酮 (chalcone-like) 分子。再以本論文合成的查爾酮以三氟化硼乙醚合成的結構類似於二氟硼二酮 (difluorboron diketonates) 染料目標之BF2-chalcone。由於BF2-chalcone 結構類似於二氟硼二酮染料，所以我們猜想其特性可能類似於二氟硼二酮染料，於是利用螢光光譜儀、循環伏安法及理論計算來探討兩者之間差異，再探討是否適合作為新型的螢光標籤。

關鍵字

查爾酮；有機硼；羥醛縮合反應；二氟硼二酮

並列摘要

Chalcones are naturally occurring molecules. They are recognized as good antioxidants. Many chalcones are used for reactive reactive oxygen species as in vivo free radical scavengers, oxidase inhibitors and anticancer drugs Most of chalcones are antioxidant, and they are rarely to be found in nature. Scientists are looking for new kinds of chalcones in plants to evatuate their bioactivities. However, purification of chalcones form nature products is not practical. Only a few kinds of natural chalcones reported the synthese of contain halogens. This thesis is introduced a variety of halo-substitutents chalcones. The key step is applied aldol condensation to obtain chalcones and chalcone-like compounds. The synthetic chalcones obtained from this thesis were treat with boron trifluoride diethyl etherate (BF3 etherate) to obtain target products-BF2-chalcones, which are similar to difluorboron diketonate dyes. The BF2-chalcones are similar to difluorboron diketonate dyes, so their propertities may be similar. Therefore, fluorescence spectrometry, cyclic voltammetry and theoretical calculation are to investigate the difference of their properties. The new BF2-chalcones are further evaluated at new types of fluoresce label dyes.

並列關鍵字

chalcone ； aldol condensation ； BODIPY dyes ； Boron diketonates

參考文獻

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合成類查爾酮分子及其二氟硼化合物的吸收光譜性質

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