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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

1,2,†
,
2,†
,
1
,
1
,
1
,
1
,
2
 and
1,*
1 College of Science, Northwest A&F University, Yangling 712100, Shaanxi, China 2 College of Life Science, Northwest A&F University, Yangling 712100, Shaanxi, China These authors contributed equally to this work.
* Author to whom correspondence should be addressed.
Received: 8 October 2012 / Revised: 29 October 2012 / Accepted: 30 October 2012 / Published: 2 November 2012
(This article belongs to the Section Natural Products)
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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 (CC BY 3.0).
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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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