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      Caracterización química de los volátiles de Tagetes nelsonii Translated title: Chemical characterization of the volatiles of Tagetes nelsonii

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          Abstract

          Resumen: Especies del género Tagetes (Asteraceae) han mostrado tener propiedades medicinales y biológicas muy importantes. Muchas especies de Tagetes son nativas de México, sin embargo, existen pocos estudios sobre la caracterización de sus volátiles. El objetivo del presente trabajo es caracterizar químicamente los volátiles de Tagetes nelsonii comúnmente conocida como “Chik chawa”, la cual es una planta utilizada en algunas regiones del estado de Chiapas, México para fines medicinales. Los volátiles de T. nelsonii fueron extraídos e identificados utilizando las técnicas de Microextracción en Fase Sólida (SPME) y Cromatografía de gases acoplada a Espectrometría de masas (GC-MS) respectivamente. Los compuestos biosintetizados por T. nelsonii son una mezcla de compuestos terpénicos. Los compuestos mayoritarios son (E)-tagetona (43-9%) y dihidrotagetona (20.7%), seguidos por trans-β-ocimeno, eucaliptol, limoneno y β-cubebeno. T. nelsonii contiene compuestos fragantes como, α y β-pineno, trans-β-ocimeno, limoneno, linalool, (E) y (Z)-tagetona, dihidrotagetona y cis y trans-tagetenona con potencial para ser usados como cosméticos y farmacéuticos y para resolver problemas de plagas de insectos de las plantas como repelentes.

          Translated abstract

          Abstract: Species of the genus Tagetes (Astereceae) have shown important medicinal and biological properties. Many Tagetes species are native from Mexico, however, there are few studies on their volatiles. The objective of the present study is to characterize the volatiles of Tagetes nelsonni Greenm commonly known as “Chik chawa”, which is a plant used in some regions of Chiapas State, Mexico for medicinal purposes. Our work was focused to extract and to identify the T. nelsonii volatiles using Solid Phase Microextraction (SPME) and Gas Chromatography-Mass Espectrometry (GC-MS) respectively. The compounds biosynthesized by T. nelsonii are a mixture of terpenes. The major volatile components are (E)-β-tagetone (43-9%) and dihydrotagetone (20.7%), followed by trans-β-ocimene, eucaliptol, limonene and β-cubebene. T. nelsonni contains fragant compounds as α and β-pinene, trans-β-ocimene, limonene, linalool, (E) and (Z)-tagetones, dihydrotagetone and cis and trans-tagetenone with potential to be used for cosmetic, pharmaceutical purposes and to help to control insect pest of plant problems.

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          Most cited references 36

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          Chemical composition, antioxidant, antimicrobial and cytotoxic activities of Tagetes minuta and Ocimum basilicum essential oils

          Chemical composition, antioxidant, antimicrobial and cytotoxic activities of Tagetes minuta (TM) essential oil (TMO) and Ocimum basilicum (OB) essential oil (OBO) were examined. The main components for TMO were dihydrotagetone (33.9%), E-ocimene (19.9%), tagetone (16.1%), cis-β-ocimene (7.9%), Z-ocimene (5.3%), limonene (3.1%) and epoxyocimene (2.03%). The main components for OBO were methylchavicol (46.9%), geranial (19.1%), neral (15.15%), geraniol (3.0%), nerol (3.0%), caryophyllene (2.4%). Inhibitory concentrations (IC50) for reactive oxygen species (ROS) and reactive nitrogen species (RNS) scavenging were 12–17 and 200–250 μg/mL of TMO and OBO, respectively. Minimal inhibitory concentration (MIC) against Salmonella typhi,Escherichia coli,Staphylococcus aureus,Bacillus subtilis,Aspergillus niger, and Candida albicans were 150 ± 8, 165 ± 9, 67 ± 8, 75 ± 7, 135 ± 15, and 115 ± 8 μg/mL of TMO, respectively. MIC for S. typhi,E. coli,S. aureus,B. subtilis,A. niger, and C. albicans were 145 ± 8, 160 ± 7, 45 ± 4, 40 ± 3, 80 ± 9, and 95 ± 7 μg/mL of OBO, respectively. IC50 for nasopharyngeal cancer cell line (KB) and liver hepatocellular carcinoma cell line (HepG2) were 75 ± 5 and 70 ± 4 μg/mL of TMO, respectively. IC50 for KB and HepG2 were 45 ± 4 and 40 ± 3 μg/mL of OBO, respectively. Thus, they could be used as an effective source of natural antioxidant and antibacterial additive to protect foods from oxidative damages and foodborne pathogens. Furthermore, they could be promising candidate for antitumor drug design.
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            Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L.

            The essential oil extracted by steam distillation from the capitula of Indian Tagetes patula, Asteraceae, was evaluated for its antifungal properties and analyzed by gas chromatography and gas chromatography-mass spectrometry. Thirty compounds were identified, representing 89.1% of the total detected. The main components were piperitone (24.74%), piperitenone (22.93%), terpinolene (7.8%), dihydro tagetone (4.91%), cis-tagetone (4.62%), limonene (4.52%), and allo-ocimene (3.66%). The oil exerted a good antifungal activity against two phytopathogenic fungi, Botrytis cinerea and Penicillium digitatum, providing complete growth inhibition at 10 microl/ml and 1.25 microl/ml, respectively. The contribution of the two main compounds, piperitone and piperitenone, to the antifungal efficacy was also evaluated and ultrastructural modifications in mycelia were observed via electron microscopy, evidencing large alterations in hyphal morphology and a multisite mechanism of action.
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              The effect of fractionated Tagetes oil volatiles on aphid reproduction

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                Author and article information

                Journal
                polib
                Polibotánica
                Polibotánica
                Instituto Politécnico Nacional, Escuela Nacional de Ciencias Biológicas (México, DF, Mexico )
                1405-2768
                2021
                : 51
                : 203-211
                Affiliations
                Tapachula orgnameUniversidad Autónoma de Chiapas orgdiv1Facultad de Ciencias Químicas Mexico
                Tapachula Chiapas orgnameEl Colegio de la Frontera Sur México
                Article
                S1405-27682021000100203 S1405-2768(21)00005100203
                10.18387/polibotanica.51.13

                This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

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                Figures: 0, Tables: 0, Equations: 0, References: 36, Pages: 9
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                Artículo científico

                SPME, GC-MS, terpenos, Tagetes nelsonii, Tagetes, terpenes

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