Redox potentials, laccase oxidation, and antilarval activities of substituted phenols

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dc.contributor.author Prasain, Keshar
dc.contributor.author Nguyen, Thi D.T.
dc.contributor.author Gorman, Maureen J.
dc.contributor.author Barrigan, Lydia M.
dc.contributor.author Peng, Zeyu
dc.contributor.author Kanost, Michael R.
dc.contributor.author Syed, Lateef U.
dc.contributor.author Li, Jun
dc.contributor.author Zhu, Kun Yan
dc.contributor.author Hua, Duy H.
dc.date.accessioned 2012-04-18T16:41:48Z
dc.date.available 2012-04-18T16:41:48Z
dc.date.issued 2012-03-01
dc.identifier.uri http://hdl.handle.net/2097/13612
dc.description.abstract Laccases are copper-containing oxidases that are involved in sclerotization of the cuticle of mosquitoes and other insects. Oxidation of exogenous compounds by insect laccases may have the potential to produce reactive species toxic to insects. We investigated two classes of substituted phenolic compounds, halogenated di- and trihydroxybenzenes and substituted di-tert-butylphenols, on redox potential, oxidation by laccase and effects on mosquito larval growth. An inverse correlation between the oxidation potentials and laccase activity of halogenated hydroxybenzenes was found. Substituted di-tert-butylphenols however were found to impact mosquito larval growth and survival. In particular, 2,4-di-tert-butyl- 6-(3-methyl-2-butenyl)phenol (15) caused greater than 98% mortality of Anopheles gambiae larvae in a concentration of 180 nM, whereas 2-(3,5-di-tert-butyl-4-ydroxyphenyl)-2-methylpropanal oxime (13) and 6,8-di-tert-butyl-2,2-dimethyl-3,4-dihydro-2H-chromene (33) caused 93% and 92% mortalities in concentrations of 3.4 and 3.7 lM, respectively. Larvae treated with di-tert-butylphenolic compounds died just before pupation. en_US
dc.relation.uri http://doi.org/10.1016/j.bmc.2012.01.021 en_US
dc.rights This Item is protected by copyright and/or related rights. You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s).
dc.rights.uri https://rightsstatements.org/page/InC/1.0/?language=en
dc.subject Anopheles gambiae en_US
dc.subject Anti-larval activity en_US
dc.subject Halogenated di- and trihydroxybenzenes en_US
dc.subject Laccases en_US
dc.subject Mosquito larvicides en_US
dc.subject Redox potential en_US
dc.subject Substituted di-tert-butylphenols en_US
dc.title Redox potentials, laccase oxidation, and antilarval activities of substituted phenols en_US
dc.type Article (author version) en_US
dc.date.published 2012 en_US
dc.citation.doi 10.1016/j.bmc.2012.01.021 en_US
dc.citation.epage 1689 en_US
dc.citation.issue 5 en_US
dc.citation.jtitle Bioorganic and Medicinal Chemistry en_US
dc.citation.spage 1679 en_US
dc.citation.volume 20 en_US
dc.contributor.authoreid keshar en_US
dc.contributor.authoreid ttnguyen en_US
dc.contributor.authoreid mgorman en_US
dc.contributor.authoreid zeyupeng en_US
dc.contributor.authoreid kanost en_US
dc.contributor.authoreid lateefs en_US
dc.contributor.authoreid junli en_US
dc.contributor.authoreid kzhu en_US
dc.contributor.authoreid duy en_US


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