Synthesis and Activity of New Schiff Bases of Furocoumarin

Haji Akber Aisa,Huijun Xie,Nuramina Mamat,Chao Niu,Zeyang Chao

doi:10.1515/hc-2020-0115

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.

Highlights

Vitiligo clinical features are irregular white spots of skin and mucous membrane often accompanied by gray-white hair, with the typical acquired cutaneous abnormalities [1,2] (Figure 1)
Eleven derivatives of Schiff bases (6a-6k) were prepared, aiming to exploit new leadsas anti-vitiligo drugs, and potential anti-bacterial agents that had wide spectrum and high-performance. We evaluated these compounds for the enhancing effect on melanin synthesis at cell level, and bacteriostatic action on three different strains
Eleven novel 5-Schiff base substituted furocoumarin derivatives 6a-6k have been synthesized based on our previous research

Summary

Introduction

Vitiligo clinical features are irregular white spots of skin and mucous membrane often accompanied by gray-white hair, with the typical acquired cutaneous abnormalities [1,2] (Figure 1) It affects 50 million patients worldwide [3]. Eleven derivatives of Schiff bases (6a-6k) were prepared, aiming to exploit new leadsas anti-vitiligo drugs, and potential anti-bacterial agents that had wide spectrum and high-performance. We evaluated these compounds for the enhancing effect on melanin synthesis at cell level, and bacteriostatic action on three different strains. 178 Huijun Xie et al.: Synthesis and Activity of New Schiff Bases of Furocoumarin

Findings

Result and discussion

Conclusion