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Molecules 2012, 17(11), 13026-13035; doi:10.3390/molecules171113026
Article

In Vitro Antifungal Activity of Sanguinarine and Chelerythrine Derivatives against Phytopathogenic Fungi

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Received: 8 October 2012 / Revised: 29 October 2012 / Accepted: 30 October 2012 / Published: 2 November 2012
(This article belongs to the Section Metabolites)
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Abstract

In order to understand the antifungal activity of some derivatives of sanguinarine (S) and chelerythrine (C) and their structure-activity relationships, sixteen derivatives of S and C were prepared and evaluated for in vitro antifungal activity against seven phytopathogenic fungi by the mycelial growth rate method. The results showed that S, C and their 6-alkoxy dihydro derivatives S1S4, C1C4 and 6-cyanodihydro derivatives S5, C5 showed significant antifungal activity at 100 µg/mL against all the tested fungi. For most tested fungi, the median effective concentrations of S, S1, C and C1 were in a range of 14–50 µg/mL. The structure-activity relationship showed that the C=N+ moiety was the determinant for the antifungal activity of S and C. S1S5 and C1C5 could be considered as the precursors of S and C, respectively. Thus, the present results strongly suggested that S and C or their derivatives S1S5 and C1C5 should be considered as good lead compounds or model molecules to develop new anti-phytopathogenic fungal agents.
Keywords: sanguinarine; chelerythrine; quaternary benzo[c]phenanthridine alkaloids; antifungal activity; phytopathogenic fungi sanguinarine; chelerythrine; quaternary benzo[c]phenanthridine alkaloids; antifungal activity; phytopathogenic fungi
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Yang, X.-J.; Miao, F.; Yao, Y.; Cao, F.-J.; Yang, R.; Ma, Y.-N.; Qin, B.-F.; Zhou, L. In Vitro Antifungal Activity of Sanguinarine and Chelerythrine Derivatives against Phytopathogenic Fungi. Molecules 2012, 17, 13026-13035.

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