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In vitro antibacterial activity of Sphaeropsidins and chemical derivatives toward Xanthomonas oryzae pv. oryzae, the causal agent of rice bacterial blight

Evidente, Antonio and Venturi, Vittorio and Masi, Marco and Degrassi, Giuliano and Cimmino, Alessio and Maddau, Lucia and Andolfi, Anna (2011) In vitroantibacterial activity of Sphaeropsidins and chemical derivatives toward Xanthomonas oryzae pv. oryzae, the causal agent of rice bacterial blight. Journal of Natural Products, Vol. 74 (12), p. 2520-2525. eISSN 1520-6025. Article.

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DOI: 10.1021/np200625m

Abstract

Sphaeropsidin A, the main phytotoxin produced by Diplodia cupressi, as well as the two natural analogues sphaeropsidins B and C and 14 derivatives obtained by chemical modifications were assayed for antibacterial activity against Xanthomonas oryzae pv. oryzae, Pseudomonas fuscovaginae, and Burkholderia glumae, the causal agents of severe bacterial rice diseases. The results showed a strong and specific activity of sphaeropsidin A against X. oryzae pv. oryzae, while no activity was observed against the other two pathogens. The results of structure−activity relationship studies showed that structural features important to impart this antibacterial activity are the presence of the C-7 carbonyl group and the hemiketalic lactone functionality. The C-13 vinyl group, the double bond of ring C, and/or the tertiary C-9 hydroxy group, as well as the pimarane arrangement of the tricylic carbon skeleton, were also important for the antibacterial activity. These findings may be useful in designing novel compounds for practical applications in agriculture.

Item Type:Article
ID Code:7034
Status:Published
Refereed:Yes
Uncontrolled Keywords:Sphaeropsidin A, Xanthomonas oryzae pv. oryzae, Pseudomonas fuscovaginae, Burkholderia glumae
Subjects:Area 07 - Scienze agrarie e veterinarie > AGR/12 Patologia vegetale
Divisions:001 Università di Sassari > 01 Dipartimenti > Protezione delle piante
Publisher:American Chemical Society
eISSN:1520-6025
Copyright Holders:© 2011 American Chemical Society and American Society of Pharmacognosy
Deposited On:27 Jan 2012 11:57

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