Fungicidal sesquiterpene dialdehyde cinnamates from Pseudowintera axillaris |
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Authors: | Brennan Nerida J Larsen Lesley Lorimer Stephen D Perry Nigel B Chapin Eleanor L Werk Todd L Henry Matthew J Hahn Donald R |
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Institution: | New Zealand Institute for Crop and Food Research Ltd., Department of Chemistry, University of Otago, P.O. Box 56, Dunedin, New Zealand. |
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Abstract: | Bioactivity-directed separation of a foliage extract from the New Zealand shrub Pseudowintera axillaris led to a compound with fungicidal activity against the plant pathogen Phytophthora infestans. This was identified as a new sesquiterpene dialdehyde cinnamate named paxidal. Two 6-hydroxy derivatives were present at lower levels in the extract. A further nine derivatives were synthesized from these natural products for a structure-activity study against a range of important food crop pathogens. The cinnamate group was important for fungicidal effects, and protection of the dialdehyde as a dimethyl acetal gave more potent, broader spectrum activity. |
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