Synthesis and Activity of New Schiff Bases of Furocoumarin

IF 1.3 3区化学 Q3 CHEMISTRY, ORGANIC

Heterocyclic Communications Pub Date : 2020-01-01 DOI:10.1515/hc-2020-0115

Huijun Xie, C. Niu, Zeyang Chao, Nuramina Mamat, H. Akber Aisa

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引用次数: 5

Abstract

Abstract Furocoumarins, such as 8-MOP, are the most common medications used to relieve the symptoms of vitiligo clinically. Some furocoumarins also showed excellent performance in an anti-bacterial assay. This paper describes the synthesis of a series of novel Schiff bases (6a-6k), and their promotion in melanogenesis and anti-bacterial properties were studied in vitro. The pigment production of B16 cells and bacterial inhibition ring assay were applied for the bioactivity of 6a-6k. According to the results, a stronger promotion on pigment content was observed, when six compounds co-cultured with cells, compared with positive control (8-MOP). Significantly, compound 6k (237%) as the most active was found to increase the amount of melanin more than 1.7 times compared with 8-MOP activation rate (136%). All the compounds could moderately retard C. albicans growth. Interestingly, aldehyde 5, which possessed a broader antibacterial spectrum, showed the highest inhibition against C. albicans as well and much better than the positive control (Amphotericin B). Studies of 6k in animal models of vitiligo and related molecular mechanism are presently under way, with the aim of discovering an anti-vitiligo leading compound.

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呋喃香豆素新型席夫碱的合成及其活性

摘要呋喃香豆素类药物，如8-MOP，是临床上用于缓解白癜风症状的最常见药物。一些呋喃香豆素在抗菌测定中也显示出优异的性能。本文介绍了一系列新型希夫碱（6a-6k）的合成，并对其促进黑色素生成和抗菌性能进行了体外研究。应用B16细胞色素生成和抑菌环测定法测定6a-6k的生物活性。根据结果，与阳性对照（8-MOP）相比，当六种化合物与细胞共培养时，观察到对色素含量的更强促进作用。值得注意的是，发现化合物6k（237%）作为最具活性的，与8-MOP活化率（136%）相比，黑色素的量增加了1.7倍以上。所有化合物均能适度延缓白色念珠菌的生长。有趣的是，醛5具有更宽的抗菌谱，对白色念珠菌也表现出最高的抑制作用，并且比阳性对照（两性霉素B）好得多。目前正在对6k在白癜风动物模型中的作用及其相关分子机制进行研究，目的是发现一种抗白癜风的先导化合物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Heterocyclic Communications 化学-有机化学

CiteScore

3.80

自引率

4.30%

发文量

审稿时长

1.4 months

期刊介绍： Heterocyclic Communications (HC) is a bimonthly, peer-reviewed journal publishing preliminary communications, research articles, and reviews on significant developments in all phases of heterocyclic chemistry, including general synthesis, natural products, computational analysis, considerable biological activity and inorganic ring systems. Clear presentation of experimental and computational data is strongly emphasized. Heterocyclic chemistry is a rapidly growing field. By some estimates original research papers in heterocyclic chemistry have increased to more than 60% of the current organic chemistry literature published. This explosive growth is even greater when considering heterocyclic research published in materials science, physical, biophysical, analytical, bioorganic, pharmaceutical, medicinal and natural products journals. There is a need, therefore, for a journal dedicated explicitly to heterocyclic chemistry and the properties of heterocyclic compounds.