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Synthesis and antimicrobial activity of the essential oil compounds (E)- and (Z)-3-hexenyl nonanoate and two analogues

dc.contributor.authorChakravorty, Santanuen_ZA
dc.contributor.authorRayner, Matthew K.en_ZA
dc.contributor.authorDe Koning, Charles B.en_ZA
dc.contributor.authorVan Vuuren, Sandy F.en_ZA
dc.contributor.authorVan Otterlo, Willem A. L.en_ZA
dc.date.accessioned2013-07-03T08:18:43Z
dc.date.available2013-07-03T08:18:43Z
dc.date.issued2012
dc.identifier.citationChakravorty, S. et al. 2012. Synthesis and antimicrobial activity of the essential oil compounds (E)- and (Z)-3-hexenyl nonanoate and two analogues. South African Journal of Chemistry, 65:202-205.
dc.identifier.issn1996-840X (online)
dc.identifier.issn0379-4350 (print)
dc.identifier.urihttp://hdl.handle.net/10019.1/81273
dc.descriptionCITATION: Chakravorty, S. et al. 2012. Synthesis and antimicrobial activity of the essential oil compounds (E)- and (Z)-3-hexenyl nonanoate and two analogues. South African Journal of Chemistry, 65:202-205.
dc.descriptionThe original publication is available at http://www.scielo.org.za
dc.description.abstractThe synthesis of (E)- and (Z)-3-hexenyl nonanoate, known constituents of essential oil containing plants, and two related compounds is reported. These compounds were assembled from nonanoyl chloride or nonanoic acid and the respective alcohols. In particular, it was found that the use of triethylamine as a co-solvent was necessary to avoid acid-mediated isomerization of the alkenes, which resulted in an inseparable mixture of products. The antimicrobial activity of the four hexenyl and hexyl nonanoate compounds was undertaken using microdilution minimum inhibitory concentration (MIC) analysis against eight test microorganisms. All four compounds demonstrated activity, with (E)-3-hexenyl nonanoate 1B: having the highest inhibition (MIC value of 0.45 mg mL-1) against Pseudomonas aeruginosa ATCC 27858. Furthermore, this compound demonstrated the highest broad-spectrum activity (mean MIC value of 1.24 ± 0.50 mg mL-1) with noteworthy activity against all pathogens tested.
dc.format.extent9 pages
dc.language.isoen
dc.publisherUniversity of KwaZulu-Natal
dc.subjectEssences and essential oils -- Compositionen_ZA
dc.subjectAnti-infective agentsen_ZA
dc.titleSynthesis and antimicrobial activity of the essential oil compounds (E)- and (Z)-3-hexenyl nonanoate and two analoguesen_ZA
dc.typeArticle
dc.description.versionPublisher's version
dc.rights.holderAuthors retain copyright


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