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Chem Biodivers

Title:		"Volatile Composition and Biological Activities of the Leaf Essential Oil from Zanthoxylum limoncello Grown in Oaxaca, Mexico"
Author(s):		Villa-Ruano N; Pacheco-Hernandez Y; Zarate-Reyes JA; Cruz-Duran R; Lozoya-Gloria E;
Address:		"Universidad de la Sierra Sur, Guillermo Rojas Mijangos S/N, Ciudad Universitaria, CP 70800, Miahuatlan de Porfirio Diaz Oaxaca, Mexico. Current address: Centro Universitario de Vinculacion y Transferencia de Tecnologia, Benemerita Universidad Autonoma de Puebla, CP 72570, Puebla, Mexico. Centro de Investigacion en Biotecnologia Aplicada, ex-hacienda San Juan Molino carretera estatal, Tecuexcomac-Tepetitla Km 1.5, CP 90700, Tlaxcala, Mexico. Centro Universitario de Vinculacion y Transferencia de Tecnologia, Benemerita Universidad Autonoma de Puebla, CP 72570, Puebla, Mexico. Facultad de Ciencias UNAM, Ciudad Universitaria, Mexico DF, Ciudad Universitaria, CP 04510, Del. Coyoacan, Mexico. Centro de Investigacion y de Estudios Avanzados del IPN, Unidad Irapuato, Km 9.6 Carretera Irapuato-Leon, CP 36824, Irapuato, Guanajuato, Mexico"
Journal Title:		Chem Biodivers
Year:		2019
Volume:		20190131
Issue:		2
Page Number:		e1800498 -
DOI:		10.1002/cbdv.201800498
ISSN/ISBN:		1612-1880 (Electronic) 1612-1872 (Linking)
Abstract:		"Zanthoxylum limoncello is a native plant from southern Mexico which is used as a timber source, condiment and as a traditional medicine. Herein, we report on the volatile content of the leaf essential oil and its biological activities. The annual essential oils (2015-2018) contained volatile organic compounds which exhibited a moderate growth inhibitory activity against H. pylori ATCC 53504 (MIC 121.4-139.7 mug mL(-1) ), 26695 (MIC 85.5-94.9 mug mL(-1) ) and J99 (MIC 94.7-110.4 mug mL(-1) ). These hydrodistillates contained 2-undecanone (31.6-36.8 %; MIC 185.3-199.2 mug mL(-1) ) and 2-undecenal (25.1-35.7 %; MIC 144.8-111.3 mug mL(-1) ) as the most abundant compounds which were partially involved in the anti-H. pylori activity. The human ornithine decarboxylase enzyme (ODC1), which shows increased activity in several cancer types, was non-competitively inhibited (V(max) 2.7>0.8 K(cat) s(-1) ) by the essential oil of Z. limoncello as well as by 2-undecanone and 2-undecenal in accordance to in vitro kinetic studies. In silico calculations strongly suggest that the carbonyl group of these oxygenated hydrocarbons interacts with both Asn319 and Ala39 at the subunit A of ODC1. Considering that Ala39 is located close to Asn44, a crucial amino acid of the ODC's allosteric site, the non-competitive inhibition of the enzyme by 2-undecanone and 2-undecenal is endorsed. Finally, the essential oil of Z. limoncello and its main volatiles showed a significant (p<0.01) and prolonged repellent effect against Aedes aegypti"
Keywords:		"Aedes/drug effects Animals Binding Sites Fatty Alcohols/metabolism/pharmacology Helicobacter pylori/drug effects Humans Insect Repellents/isolation & purification/pharmacology Ketones/metabolism/pharmacology Mexico Microbial Sensitivity Tests Oils, Volati;"
Notes:		"MedlineVilla-Ruano, Nemesio Pacheco-Hernandez, Yesenia Zarate-Reyes, Jose Alejo Cruz-Duran, Ramiro Lozoya-Gloria, Edmundo eng 457483/CONACyT-Mexico/ Switzerland 2018/12/05 Chem Biodivers. 2019 Feb; 16(2):e1800498. doi: 10.1002/cbdv.201800498. Epub 2019 Jan 31"