Synthesis of 6H-thiochromeno [3, 4-b] Quinoxaline Derivatives and their Antifungal Activities

Peng Wei,Jingjing Liu,Gengliang Yang,Junjie Ma

doi:10.5539/mas.v4n12p136

Abstract

Objective: To design to synthesize 6H-thiochromeno [3, 4-b] quinoxaline derivatives and evaluate their antifungal activities. Methods: The target compounds were prepared from substituted thiophenol by several steps, and separated by column chromatography. Results: Four new unreported compounds were obtained. All compounds were confirmed by 1 H NMR and MS spectral analysis. Preliminary pharmacological test showed that two compounds both possessed potential antifungal activities. Conclusion: The synthesized 6H-thiochromeno [3, 4-b] quinoxaline derivatives had certain antifungal activities in some tested fungal strains in vitro.

Highlights

We attempted to induce the molecular structure of quinoxaline into the third position of Thiochromanone, and aimed at finding new antifungal drugs with the molecular structure of 6H-thiochromeno [3, 4-b] quinoxaline
According to the method initiated by Xiao et al (2006, PP. 979-982), the substituted thiophenol used as initial material and β-arylthioethers were condensed into compound 1 under microwave irradiation
Compound 3 was oxidized by DMSO (Dimethyl supphoxide) and reacted with o-phenylenediamine into target compound 4 through dehydration

Summary

Conclusion

The synthesized 6H-thiochromeno [3, 4-b] quinoxaline derivatives had certain antifungal activities in some tested fungal strains in vitro. Thiochromanones were a class of heterocyclic compounds with sulfur atom, and possessed a wind range of physiological activities These compounds after inducing substituent in the third position could lead to the increment of antifungal activities significantly We attempted to induce the molecular structure of quinoxaline into the third position of Thiochromanone, and aimed at finding new antifungal drugs with the molecular structure of 6H-thiochromeno [3, 4-b] quinoxaline. 979-982), the substituted thiophenol used as initial material and β-arylthioethers were condensed into compound 1 under microwave irradiation. Compound 1 was undertaken catalytic annulation using concentrated sulfuric acid and substituted thiochromanone 2 was obtained.

Instruments and reagents

Antifungal activity tests in vitro

Results and discussions