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查尔酮衍生物的合成与评价及其作为新型防晒剂。

Synthesis and Evaluation of Chalcone Derivatives as Novel Sunscreen Agent.

机构信息

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara, Bulaksumur, Yogyakarta 55281, Indonesia.

Chemistry Education Department, Kampus III Paingan, Universitas Sanata Dharma, Yogyakarta 55281, Indonesia.

出版信息

Molecules. 2021 May 4;26(9):2698. doi: 10.3390/molecules26092698.

DOI:10.3390/molecules26092698
PMID:34064528
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8124754/
Abstract

Ultraviolet (UV) irradiation is a serious problem for skin health thus the interest in the research to develop sunscreen agent has been increasing. Chalcone is a promising compound to be developed as its chromophore absorbs in the UV region. Therefore, in the present work, we synthesized eight chalcone derivatives through Claisen-Schmidt condensation at room temperature. The evaluation of the optical properties of each chalcone derivatives in the UV region was conducted through spectroscopic and computational studies. The synthesized chalcones were obtained in good yields and they were active in the UV region. The results revealed that more methoxy substituents to chalcone leads toward red shift. All chalcone derivatives have high molar absorptivity value (21,000-56,000) demonstrating that they have the potential to be used as the sunscreen agent. The cytotoxicity assay showed that chalcone derivatives were demonstrating low toxicity toward normal human fibroblast cell, which is remarkable. Therefore, we concluded that the synthesized chalcones in this work were potential to be developed as novel sunscreen agents in real application.

摘要

紫外线(UV)照射对皮肤健康是一个严重的问题,因此人们越来越关注研究开发防晒霜。查尔酮是一种很有前途的化合物,因为它的生色团在 UV 区域吸收。因此,在本工作中,我们通过室温下的 Claisen-Schmidt 缩合合成了八种查尔酮衍生物。通过光谱和计算研究对每个查尔酮衍生物在 UV 区域的光学性质进行了评估。合成的查尔酮以良好的产率获得,并且它们在 UV 区域具有活性。结果表明,查尔酮上更多的甲氧基取代基会导致红移。所有查尔酮衍生物都具有高摩尔吸光率值(21,000-56,000),表明它们具有用作防晒霜的潜力。细胞毒性试验表明,查尔酮衍生物对正常人类成纤维细胞表现出低毒性,这是值得注意的。因此,我们得出结论,本工作中合成的查尔酮有可能在实际应用中开发为新型防晒霜。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/218645366bab/molecules-26-02698-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/5a4da111a2f1/molecules-26-02698-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/d634c9b15d11/molecules-26-02698-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/5c0bd5286558/molecules-26-02698-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/e58efefa379c/molecules-26-02698-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/218645366bab/molecules-26-02698-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/5a4da111a2f1/molecules-26-02698-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/d634c9b15d11/molecules-26-02698-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/5c0bd5286558/molecules-26-02698-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/e58efefa379c/molecules-26-02698-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/81bf/8124754/218645366bab/molecules-26-02698-g004.jpg

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