GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics
The species Zanthoxylum caribaeum belongs to the Rutaceae family, from which several chemical nuclei are known, including alkaloids and coumarins. In addition, its essential oil has been characterized, showing differences in composition and various antimicrobial activities. In the present study, the...
- Autores:
-
Fuentes-Estrada, Marcial
Duarte, Diannefair
Areche, Carlos
Stashenko, Elena
Pino Benítez, Nayive
Bárcenas-Pérez, Daniela
Cheel, José
García-Beltrán, Olimpo
Saavedra-Barrera Rogerio
Jiménez-González Andrea
- Tipo de recurso:
- Article of journal
- Fecha de publicación:
- 2023
- Institución:
- Universidad de Ibagué
- Repositorio:
- Repositorio Universidad de Ibagué
- Idioma:
- eng
- OAI Identifier:
- oai:repositorio.unibague.edu.co:20.500.12313/3848
- Acceso en línea:
- https://hdl.handle.net/20.500.12313/3848
- Palabra clave:
- Zanthoxylum caribaeum
GC-MS
Cocoa
Moniliophthora roreri
Antifungal
- Rights
- openAccess
- License
- http://purl.org/coar/access_right/c_abf2
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| dc.title.eng.fl_str_mv |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics |
| title |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics |
| spellingShingle |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics Zanthoxylum caribaeum GC-MS Cocoa Moniliophthora roreri Antifungal |
| title_short |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics |
| title_full |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics |
| title_fullStr |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics |
| title_full_unstemmed |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics |
| title_sort |
GC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropics |
| dc.creator.fl_str_mv |
Fuentes-Estrada, Marcial Duarte, Diannefair Areche, Carlos Stashenko, Elena Pino Benítez, Nayive Bárcenas-Pérez, Daniela Cheel, José García-Beltrán, Olimpo Saavedra-Barrera Rogerio Jiménez-González Andrea |
| dc.contributor.author.none.fl_str_mv |
Fuentes-Estrada, Marcial Duarte, Diannefair Areche, Carlos Stashenko, Elena Pino Benítez, Nayive Bárcenas-Pérez, Daniela Cheel, José García-Beltrán, Olimpo Saavedra-Barrera Rogerio Jiménez-González Andrea |
| dc.subject.proposal.eng.fl_str_mv |
Zanthoxylum caribaeum GC-MS Cocoa Moniliophthora roreri Antifungal |
| topic |
Zanthoxylum caribaeum GC-MS Cocoa Moniliophthora roreri Antifungal |
| description |
The species Zanthoxylum caribaeum belongs to the Rutaceae family, from which several chemical nuclei are known, including alkaloids and coumarins. In addition, its essential oil has been characterized, showing differences in composition and various antimicrobial activities. In the present study, the essential oil of Z. caribaeum collected in the department of Tolima, central Colombia, was characterized by gas chromatography with mass selective detector (GC-MS). The essential oil showed a composition of about 43 compounds (including major and minor), whose main components, according to their abundance, are the following: germacrene D (228.0 1.6 mg/g EO), (E)–farnesene (128.0 1.5 mg/g EO), -elemene (116.0 1.6 mg/g EO) and (E)-nerolidol (74.0 2.2 mg/g EO). This oil was tested against microorganisms that affect cocoa production in Colombia and in tropical countries where the production of this commodity is very important for the economy. The antifungal tests were performed on the fungal species Moniliophthora roreri and showed promising and significant activity, inhibiting growth by more than 95% at concentrations of 50 L/mL and 100 L/mL. This remarkable antifungal activity could be due to the presence of major and minor compounds that synergistically enhance the activity. |
| publishDate |
2023 |
| dc.date.accessioned.none.fl_str_mv |
2023-10-17T21:40:57Z |
| dc.date.available.none.fl_str_mv |
2023-10-17T21:40:57Z |
| dc.date.issued.none.fl_str_mv |
2023-08-10 |
| dc.type.none.fl_str_mv |
Artículo de revista |
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http://purl.org/coar/resource_type/c_2df8fbb1 |
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http://purl.org/coar/resource_type/c_6501 |
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Text |
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http://purl.org/redcol/resource_type/ART |
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Fuentes-Estrada, M.; Jiménez-González, A.; Duarte, D.; Saavedra-Barrera, R.; Areche, C.; Stashenko, E.; Pino Benítez, N.; Bárcenas-Pérez, D.; Cheel, J.; García-Beltrán, O. GC/MS Profile and Antifungal Activity of Zanthoxylum caribaeum Lam Essential Oil against Moniliophthora roreri Cif and Par, a Pathogen That Infects Theobroma cacao L Crops in the Tropics. Chemosensors 2023, 11, 447. https://doi.org/10.3390/ chemosensors11080447 |
| dc.identifier.issn.none.fl_str_mv |
2227-9040 |
| dc.identifier.uri.none.fl_str_mv |
https://hdl.handle.net/20.500.12313/3848 |
| identifier_str_mv |
Fuentes-Estrada, M.; Jiménez-González, A.; Duarte, D.; Saavedra-Barrera, R.; Areche, C.; Stashenko, E.; Pino Benítez, N.; Bárcenas-Pérez, D.; Cheel, J.; García-Beltrán, O. GC/MS Profile and Antifungal Activity of Zanthoxylum caribaeum Lam Essential Oil against Moniliophthora roreri Cif and Par, a Pathogen That Infects Theobroma cacao L Crops in the Tropics. Chemosensors 2023, 11, 447. https://doi.org/10.3390/ chemosensors11080447 2227-9040 |
| url |
https://hdl.handle.net/20.500.12313/3848 |
| dc.language.iso.none.fl_str_mv |
eng |
| language |
eng |
| dc.relation.citationendpage.none.fl_str_mv |
11 |
| dc.relation.citationissue.none.fl_str_mv |
447 |
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1 |
| dc.relation.citationvolume.none.fl_str_mv |
11 |
| dc.relation.ispartofjournal.none.fl_str_mv |
Chemosensors |
| dc.relation.references.none.fl_str_mv |
Appelhans, M.S.; Reichelt, N.; Groppo, M.; Paetzold, C.; Wen, J. Molecular Phylogenetics and Evolution Phylogeny and biogeography of the pantropical genus Zanthoxylum and its closest relatives in the proto-Rutaceae group (Rutaceae). Mol. Phylogenet. Evol. 2018, 126, 31–44. De, P.; Rutaceae, Z.L.; Rivas-arancibia, S.P. Distribution patterns of the genus Zanthoxylum L. (Rutaceae) in Mexico. Rev. Mex. Biodivers. 2013, 84, 1179–1188 Syowai, E.; Kimutai, F.; Mbandi, E.; Nyongesa, E.; Ochieng, W.; Nanjala, C.; Njambi, C.; Kirega, M.; Muguci, M.; Wahiti, R.; et al. Ethnobotanical uses, phytochemistry and pharmacology of pantropical genus Zanthoxylum L. (Rutaceae): An update nuclear Magnetic Resonance Spectroscopy. J. Ethnopharmacol. 2023, 303, 115895. Tan, M.A.; Sharma, N. Phyto-Carbazole Alkaloids from the Rutaceae Family as Potential Protective Agents against Neurodegenerative Diseases. Antioxidants 2022, 11, 493. Xia, R.; Zhou, Q.; Zhou, Q.; Xie, Y.; Khan, A.; Zhou, Z.; Lv, X.; Liu, L. Fitoterapia (±)-Zanthonitidumines A and B: Two new benzophenanthridine alkaloids enantiomers from Zanthoxylum nitidum and their anti-inflammatory activity. Fitoterapia 2023, 164, 105362 Qin, F.; Wang, F.; Wang, C.; Chen, Y.; Li, M.; Zhu, Y.; Huang, X.; Fan, C.; Wang, H. Fitoterapia The neurotrophic and antineuroinflammatory effects of phenylpropanoids from Zanthoxylum nitidum var. tomentosum (Rutaceae). Fitoterapia 2021, 153, 104990 Kerubo, L.; Nchiozem-ngnitedem, V.; Guefack, M.F. South African Journal of Botany Antibacterial activities of thirteen naturally occuring compounds from two Kenyan medicinal plants: Zanthoxylum paracanthum (Mildbr). Kokwaro (Rutaceae) and Dracaena usambarensis Engl. (Asparagaceae) against MDR phenotypes. S. Afr. J. Bot. 2022, 151, 756–762 Wang, Z.; Zhou, Y.; Shi, X.; Xia, X.; He, Y.; Zhu, Y.; Xie, T.; Liu, T.; Xu, X.; Luo, X. Food Bioscience Comparison of chemical constituents in diverse zanthoxylum herbs, and evaluation of their relative antibacterial and nematicidal activity. Food Biosci. 2021, 42, 101206 Rusconi, M.; Conti, A. Theobroma cacao L., the Food of the Gods: A scientific approach beyond myths and claims. Pharmacol. Res. 2010, 61, 5–13 Dillinger, T.L.; Barriga, P.; Esca, S.; Jimenez, M.; Lowe, D.S.; Grivetti, L.E. Chocolate: Modern Science Investigates an Ancient Medicine Food of the Gods: Cure for Humanity? A Cultural History of the Medicinal and Ritual Use of Chocolate 1. J. Nutr. 2000, 130, 2057–2072 Pérez-Vicente, L. Moniliophthora roreri H.C. Evans et al. y Moniliophthora perniciosa (Stahel) Aime: Impacto, síntomas, diagnóstico, epidemiología y manejo. Rev. Protección Veg. 2018, 33, 1–13 de Brito, E.S.; García, N.H.P.; Gallão, M.I.; Cortelazzo, A.L.; Fevereiro, P.S.; Braga, M.R. Structural and chemical changes in cocoa (Theobroma cacao L.) during fermentation, drying and roasting. J. Sci. Food Agric. 2001, 288, 281–288 Bari, V.; Cihat, N.; Akyil, S.; Said, O. Trends in Food Science & Technology Cocoa based beverages–Composition, nutritional value, processing, quality problems and new perspectives. Trends Food Sci. Technol. 2023, 132, 65–75 Swaray, R. Commodity buffer stock redux: The role of International Cocoa Organization in prices and incomes. J. Policy Model. 2011, 33, 361–369 Hebbar, P.K. e-X tra * Cacao Diseases: Important Threats to Chocolate Production Worldwide Cacao Diseases: A Global Perspective from an Industry Point of View. 1997 Cubillos, G. Frosty Pod Rot, disease that affects the cocoa (Theobroma cacao) crops in Colombia. Crop. Prot. 2017, 96, 77–82 Hütz-Adams, F.; Campos, P.; Fountain, A.C. Barómetro del cacao Base de referencia para Latinoamérica; Consorcio del Barómetro del Cacao. 2022 Wuellins, D. Cadena del Valor del Cacao; FONTAGRO: Washington, DC, USA, 2019; ISBN 9789942364654 Correa Alvarez, J.; Castro Martínez, S.; Coy, J. Estado de la Moniliasis del cacao causada por Moniliophthora roreri en Colombia. Acta Agronómica 2014, 63, 388–399 Guillermo, J.; Gil, R. Pérdidas económicas asociadas a la pudrición de la mazorca del cacao causada por Phytophthora spp., y Moniliophthora roreri (Cif y Par) Evans et al., en la hacienda Theobroma, Colombia. Rev. De Protección Veg. 2016, 31, 42–49 Manrique-moreno, M.; Klaiss-luna, M.C.; Stashenko, E.; Zafra, G.; Ortiz, C. Effect of Essential Oils on Growth Inhibition, Biofilm Formation and Membrane Integrity of Escherichia coli and Staphylococcus aureus. Antibiotics 2021, 10, 1474 Palumbo, J.D.; Keeffe, T.L.O. Method for high-throughput antifungal activity screening of bacterial strain libraries. J. Microbiol. Methods 2021, 189, 106311 Garnier, L.; Salas, M.L.; Pinon, N.; Wiernasz, N.; Pawtowski, A.; Coton, E.; Mounier, J.; Valence, F. Technical note: High-throughput method for antifungal activity screening in a cheese-mimicking model. J. Dairy Sci. 2018, 101, 4971–4976 Hornby, B.D.; Bateman, G.L.; Payne, R.W.; Brown, M.E. Field tests of bacteria and soil-applied fungicides as control agents for take-all in winter wheat. Ann. Appl. Biol. 1993, 122, 253–270 Nguyen, T.T.H.; Dinh, M.H.; Chi, H.T.; Wang, S.L.; Nguyen, Q.V.; Tran, T.D.; Nguyen, A.D. Antioxidant and cytotoxic activity of lichens collected from Bidoup Nui Ba National Park, Vietnam. Res. Chem. Intermed. 2019, 45, 33–49 Maric, M.; de Haan, E.; Huizenga, H.M. ScienceDirect Evaluating Statistical and Clinical Significance of Intervention Effects in Single-Case Experimental Designs: An SPSS Method to Analyze Univariate Data. Behav. Ther. 2015, 46, 230–241 Liang, J.; Tang, M.; Chan, P.S. A generalized Shapiro–Wilk W statistic for testing high-dimensional. Comput. Stat. Data Anal. 2009, 53, 3883–3891 Sesaazi, C.D.; Peter, E.L.; Mtewa, A.G. The anti-nociceptive effects of ethanol extract of aerial parts of Schkuhria pinnata in mice. J. Ethnopharmacol. 2021, 271, 113913 Shirani, M.; Savabi, O.; Mosharraf, R. Comparison of translucency and opalescence among different dental monolithic ceramics. J. Prosthet. Dent. 2021, 126, 446.e1–446.e6 Nogueira, J.; Mourão, S.C.; Dolabela, I.B. Zanthoxylum caribaeum (Rutaceae) essential oil: Chemical investigation and biological effects on Rhodnius prolixus nymph. Parasitol. Res. 2014, 113, 4271–4279 Farouil, L.; Dias, R.P.; Popotte-julisson, G.; Bibian, G.; Adou, A.I.; de Mata, A.P.; Sylvestre, M.; Harynuk, J.J.; Cebri, G. The Metabolomic Profile of the Essential Oil from Zanthoxylum caribaeum (syn. chiloperone) Growing in Guadeloupe FWI using GC × GC-TOFMS. Metabolites 2022, 12, 1293 de Lara de Souza, J.G.; Toledo, A.G.; Walerius, A.H.; Jann Favreto, W.A.; da Costa, W.F.; da Silva Pinto, F.G. Chemical Composition, Antimicrobial, Repellent and Antioxidant Activity of Essential Oil of Zanthoxylum caribaeum Lam. J. Essent. Oil Bear. Plants 2019, 22, 380–390 Babushok, V.I.; Linstrom, P.J.; Zenkevich, I.G. Retention Indices for Frequently Reported Compounds of Plant Essential Oils. J. Phys. Chem. Ref. Data 2011, 40, 043101 Spectrometry, M.; Adams, R.P. Identification of Essential Oil Components by Gas Chromatography; Texensis Publishing: Gruver, TX, USA, 2017; ISBN 9781932633214 Le, N.V.; Sam, L.N.; Huong, L.T.; Ogunwande, I.A. Chemical Compositions of Essential Oils and Antimicrobial Activity of Piper albispicum C. DC. from Vietnam. J. Essent. Oil Bear. Plants 2022, 25, 82–92 NIST Standard Reference Database. NIST/EPA/NIH Spectral Library with Search Program, Version 2.3; National Institute of Standards and Technology: Gaithersburg, MD, USA, 2017 McLafferty, F.W.; Douglas, B.S. The Wiley/NBS Registry of Mass Spectral Data, 2nd ed.; Wiley: New York, NY, USA, 1989 Echeverri, L.I.; Arroyave, E.A.; Barajas, F.H. Comparación de pruebas de normalidad. XXI Simp. Int. Estad 2015, 8–11 Li, T.; Chen, M.; Ren, G.; Hua, G.; Mi, J.; Jiang, D. Antifungal Activity of Essential Oil From Zanthoxylum armatum DC. on Aspergillus flavus and Aflatoxins in Stored Platycladi Semen. Front. Microbiol. 2021, 12, 633714 Houicher, A.; Hechachna, H.; Özogul, F. In Vitro Determination of the Antifungal Activity of Artemisia campestris Essential Oil from Algeria In Vitro Determination of the Antifungal Activity of Artemisia campestris Essential Oil from Algeria. Int. J. Food Prop. 2016, 19, 1749–1756 Fraternale, D.; Ricci, D.; Biomolecolari, S.; Biologia, S.; Carlo, U. Essential oil composition and antifungal activity of aerial parts of Ballota nigra ssp foetida collected at flowering and fruiting times. Nat. Prod. Commun. 2014, 9, 1934578X1400900733 Hsouna, A.B.; Halima, N.B.; Abdelkafi, S.; Hamdi, N. Essential Oil from Artemisia phaeolepis: Chemical Composition and Antimicrobial Activities. J. Oleo Sci. 2013, 980, 973–980 Alvarenga, E.S.; Moreira, C.; Barreto, R.W. Chemical Characterization of Volatile Compounds of Lantana camara L. and L. radula Sw. and Their Antifungal Activity. Molecules 2012, 17, 11447–11455 Venturi, C.R.; Danielli, L.J.; Klein, F.; Apel, M.A.; Montanha, J.A.; Bordignon, S.A.L.; Roehe, P.M.; Alexandre, M.; Henriques, A.T.; Venturi, C.R.; et al. Chemical analysis and in vitro antiviral and antifungal activities of essential oils from Glechon spathulata and Glechon marifolia Chemical analysis and in vitro antiviral and antifungal activities of essential oils from Glechon spathulata and Glechon marifolia. Pharm. Biol. 2015, 53, 682–688 Juárez, Z.N.; Bach, H.; Sánchez-Arreola, E.; Hernández, L.R. Protective antifungal activity of essential oils extracted from Buddleja perfoliata and Pelargonium graveolens against fungi isolated from stored grains. J. Appl. Microbiol. 2016, 120, 1264–1270 |
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Fuentes-Estrada, Marcial79b3bee0-0937-4583-aeb0-efecbff3c185-1Duarte, Diannefair24fdc173-8da9-4173-bd41-700d38057b63-1Areche, Carlosb6d8fc85-e264-4a47-b13b-f39b0ae610ab-1Stashenko, Elena94c2a37e-7a64-4166-86cb-5bdd226462f9-1Pino Benítez, Nayivee3c1c4be-c230-4fc9-8cb0-b32fc7c42d82-1Bárcenas-Pérez, Daniela4c3ef4ae-404c-4ceb-bc69-3985802fc2c1-1Cheel, José34a17a29-183e-4b25-9d58-b1823af0374d-1García-Beltrán, Olimpodfe2bbe7-81d5-415c-9be6-6469a5a40c75-1Saavedra-Barrera Rogerio60a95688-b969-4b51-bb9f-8c941eaa3837-1Jiménez-González Andrea1201a4be-1b4b-4968-abdc-4e5b5e7bfed9-12023-10-17T21:40:57Z2023-10-17T21:40:57Z2023-08-10The species Zanthoxylum caribaeum belongs to the Rutaceae family, from which several chemical nuclei are known, including alkaloids and coumarins. In addition, its essential oil has been characterized, showing differences in composition and various antimicrobial activities. In the present study, the essential oil of Z. caribaeum collected in the department of Tolima, central Colombia, was characterized by gas chromatography with mass selective detector (GC-MS). The essential oil showed a composition of about 43 compounds (including major and minor), whose main components, according to their abundance, are the following: germacrene D (228.0 1.6 mg/g EO), (E)–farnesene (128.0 1.5 mg/g EO), -elemene (116.0 1.6 mg/g EO) and (E)-nerolidol (74.0 2.2 mg/g EO). This oil was tested against microorganisms that affect cocoa production in Colombia and in tropical countries where the production of this commodity is very important for the economy. The antifungal tests were performed on the fungal species Moniliophthora roreri and showed promising and significant activity, inhibiting growth by more than 95% at concentrations of 50 L/mL and 100 L/mL. This remarkable antifungal activity could be due to the presence of major and minor compounds that synergistically enhance the activity.application/pdfFuentes-Estrada, M.; Jiménez-González, A.; Duarte, D.; Saavedra-Barrera, R.; Areche, C.; Stashenko, E.; Pino Benítez, N.; Bárcenas-Pérez, D.; Cheel, J.; García-Beltrán, O. GC/MS Profile and Antifungal Activity of Zanthoxylum caribaeum Lam Essential Oil against Moniliophthora roreri Cif and Par, a Pathogen That Infects Theobroma cacao L Crops in the Tropics. Chemosensors 2023, 11, 447. https://doi.org/10.3390/ chemosensors110804472227-9040https://hdl.handle.net/20.500.12313/3848engSuiza11447111ChemosensorsAppelhans, M.S.; Reichelt, N.; Groppo, M.; Paetzold, C.; Wen, J. Molecular Phylogenetics and Evolution Phylogeny and biogeography of the pantropical genus Zanthoxylum and its closest relatives in the proto-Rutaceae group (Rutaceae). Mol. Phylogenet. Evol. 2018, 126, 31–44.De, P.; Rutaceae, Z.L.; Rivas-arancibia, S.P. Distribution patterns of the genus Zanthoxylum L. (Rutaceae) in Mexico. Rev. Mex. Biodivers. 2013, 84, 1179–1188Syowai, E.; Kimutai, F.; Mbandi, E.; Nyongesa, E.; Ochieng, W.; Nanjala, C.; Njambi, C.; Kirega, M.; Muguci, M.; Wahiti, R.; et al. Ethnobotanical uses, phytochemistry and pharmacology of pantropical genus Zanthoxylum L. (Rutaceae): An update nuclear Magnetic Resonance Spectroscopy. J. Ethnopharmacol. 2023, 303, 115895.Tan, M.A.; Sharma, N. Phyto-Carbazole Alkaloids from the Rutaceae Family as Potential Protective Agents against Neurodegenerative Diseases. Antioxidants 2022, 11, 493.Xia, R.; Zhou, Q.; Zhou, Q.; Xie, Y.; Khan, A.; Zhou, Z.; Lv, X.; Liu, L. Fitoterapia (±)-Zanthonitidumines A and B: Two new benzophenanthridine alkaloids enantiomers from Zanthoxylum nitidum and their anti-inflammatory activity. Fitoterapia 2023, 164, 105362Qin, F.; Wang, F.; Wang, C.; Chen, Y.; Li, M.; Zhu, Y.; Huang, X.; Fan, C.; Wang, H. 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Microbiol. 2016, 120, 1264–1270This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https:// creativecommons.org/licenses/by/ 4.0/)info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Atribución 4.0 Internacional (CC BY 4.0)https://creativecommons.org/licenses/by-nc-nd/4.0/https://www.mdpi.com/2227-9040/11/8/447Zanthoxylum caribaeumGC-MSCocoaMoniliophthora roreriAntifungalGC/MS profile and antifungal activity of Zanthoxylum caribaeum lam essential oil against Moniliophthora roreri cif and par, a pathogen that infects Theobroma cacao l crops in the tropicsArtículo de revistahttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85Textinfo:eu-repo/semantics/articlehttp://purl.org/redcol/resource_type/ARTinfo:eu-repo/semantics/publishedVersionPublicationTEXTchemosensors-11-00447-v3.pdf.txtchemosensors-11-00447-v3.pdf.txtExtracted texttext/plain4490https://repositorio.unibague.edu.co/bitstreams/ea7b696f-1ffd-4d34-ba3b-7c3cda4cbfed/downloadad1dd1f4c9c92b69724050fccaccf101MD53THUMBNAILchemosensors-11-00447-v3.pdf.jpgchemosensors-11-00447-v3.pdf.jpgGenerated Thumbnailimage/jpeg15235https://repositorio.unibague.edu.co/bitstreams/20f6d97e-1c5a-43ca-9e2f-6069ccea525b/downloadf54f234fc36e5d29175ffec1b1868efdMD54ORIGINALchemosensors-11-00447-v3.pdfchemosensors-11-00447-v3.pdfapplication/pdf76646https://repositorio.unibague.edu.co/bitstreams/841e8331-9b94-482e-a8c4-892539588237/download69043780b756b28a4f480f4cc5bf1da8MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-8134https://repositorio.unibague.edu.co/bitstreams/139b7309-ce20-4b12-b8f0-a24dc2117227/download2fa3e590786b9c0f3ceba1b9656b7ac3MD5220.500.12313/3848oai:repositorio.unibague.edu.co:20.500.12313/38482023-10-18 03:00:40.161https://creativecommons.org/licenses/by-nc-nd/4.0/This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https:// creativecommons.org/licenses/by/ 4.0/)https://repositorio.unibague.edu.coRepositorio Institucional Universidad de Ibaguébdigital@metabiblioteca.comQ3JlYXRpdmUgQ29tbW9ucyBBdHRyaWJ1dGlvbi1Ob25Db21tZXJjaWFsLU5vRGVyaXZhdGl2ZXMgNC4wIEludGVybmF0aW9uYWwgTGljZW5zZQ0KaHR0cHM6Ly9jcmVhdGl2ZWNvbW1vbnMub3JnL2xpY2Vuc2VzL2J5LW5jLW5kLzQuMC8= |