Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn
Los ajíes (Capsicum sp.) constituyen frutos de interés comercial que se consumen en todo el mundo y que son fuente de compuestos fenólicos y capsaicinoides. Muchos estudios se han llevado a cabo para analizar los metabolitos presentes en los ajíes, sin embargo, no existe hasta la fecha una caracteri...
- Autores:
-
Pérez Beltrán, Mónica Tatiana
- Tipo de recurso:
- Trabajo de grado de pregrado
- Fecha de publicación:
- 2022
- Institución:
- Universidad de los Andes
- Repositorio:
- Séneca: repositorio Uniandes
- Idioma:
- spa
- OAI Identifier:
- oai:repositorio.uniandes.edu.co:1992/59014
- Acceso en línea:
- http://hdl.handle.net/1992/59014
- Palabra clave:
- Capsicum
Polifenoles
Capsaicinoides
Flavonoides
LC-MS/MS
HPLC-DAD-ESI-MS/MS
Química
- Rights
- openAccess
- License
- Attribution-NonCommercial-NoDerivatives 4.0 Internacional
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dc.title.none.fl_str_mv |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn |
dc.title.alternative.none.fl_str_mv |
Analysis of polyphenols and capsaicinoids in eight varieties of chili peppers (Capsicum sp.) cultivated in Colombia by HPLC-DAD-MS/MS |
title |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn |
spellingShingle |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn Capsicum Polifenoles Capsaicinoides Flavonoides LC-MS/MS HPLC-DAD-ESI-MS/MS Química |
title_short |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn |
title_full |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn |
title_fullStr |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn |
title_full_unstemmed |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn |
title_sort |
Análisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSn |
dc.creator.fl_str_mv |
Pérez Beltrán, Mónica Tatiana |
dc.contributor.advisor.none.fl_str_mv |
Carazzone, Chiara |
dc.contributor.author.none.fl_str_mv |
Pérez Beltrán, Mónica Tatiana |
dc.contributor.jury.none.fl_str_mv |
Miscione, Gian Pietro Hurtado Belalcazar, John Jady Zapata Rivera, Jhon Enrique |
dc.contributor.researchgroup.es_CO.fl_str_mv |
Laboratory of Advanced Analytical Techniques in Natural Products (LATNAP) |
dc.subject.keyword.none.fl_str_mv |
Capsicum Polifenoles Capsaicinoides Flavonoides LC-MS/MS HPLC-DAD-ESI-MS/MS |
topic |
Capsicum Polifenoles Capsaicinoides Flavonoides LC-MS/MS HPLC-DAD-ESI-MS/MS Química |
dc.subject.themes.es_CO.fl_str_mv |
Química |
description |
Los ajíes (Capsicum sp.) constituyen frutos de interés comercial que se consumen en todo el mundo y que son fuente de compuestos fenólicos y capsaicinoides. Muchos estudios se han llevado a cabo para analizar los metabolitos presentes en los ajíes, sin embargo, no existe hasta la fecha una caracterización sobre polifenoles y capsaicinoides en muestras de ajíes colombianas. Por lo tanto, el objetivo de este trabajo fue el analisis de los capsaicinoides y polifenoles presentes en ocho variedades de ajíes cultivados en el territorio nacional. El analisis LC-DAD-ESI-MSn de los extractos de las ocho variedades permitió la identificación de 34 compuestos, cuyos patrones de fragmentación y iones característicos fueron estudiados. En total, se identificaron 2 compuestos derivados de ácidos hidroxicinámicos, 6 flavonoles glicosilados, 15 flavonas glicosiladas y 6 capsaicinoides, así como otros analitos. Sumado a ello, los métodos de extracción y de separación cromatográfica fueron optimizados. Estos resultados contribuyen a una identificación más exhaustiva de los polifenoles y capsaicinoides en los frutos de Capsicum, especialmente en Colombia donde existe poca información de los ajíes cultivados en el país. |
publishDate |
2022 |
dc.date.accessioned.none.fl_str_mv |
2022-07-21T18:31:24Z |
dc.date.available.none.fl_str_mv |
2022-07-21T18:31:24Z |
dc.date.issued.none.fl_str_mv |
2022-06-08 |
dc.type.es_CO.fl_str_mv |
Trabajo de grado - Pregrado |
dc.type.driver.none.fl_str_mv |
info:eu-repo/semantics/bachelorThesis |
dc.type.version.none.fl_str_mv |
info:eu-repo/semantics/acceptedVersion |
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http://purl.org/coar/resource_type/c_7a1f |
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http://purl.org/redcol/resource_type/TP |
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http://hdl.handle.net/1992/59014 |
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instname:Universidad de los Andes |
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reponame:Repositorio Institucional Séneca |
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Ruíz Ruíz, M. Implementación de un proyecto productivo de ají dulce como modelo de desarrollo agrícola para pequeños productores en el municipio de Córdoba, Bolívar, Universidad de la Salle: El Yopal, 2016. Gatehouse, A. M. R.; D., B.; Hilder, V. . Biotechnology in Agriculture N° 7: Plant Genetic Manipulation for Crop Protection. 1992, 155-181. Carrizo, C.; Sterpetti, M.; Volpi, P.; Ummarino, M.; Saccardo, F. Wild Capsicums: identification and in situ analysis of Brazilian species; Lanteri, S., Rotino, G. L., Eds.; Torino, 2013. Carrizo García, C.; Barfuss, M. H. J.; Sehr, E. M.; Barboza, G. E.; Samuel, R.; Moscone, E. A.; Ehrendorfer, F. Phylogenetic relationships, diversification and expansion of chili peppers (Capsicum, Solanaceae). Ann. Bot., 2016, 118 (1), 35-51. Barboza, G. E.; García, C. C.; González, S. L.; Scaldaferro, M.; Reyes, X. Four new species of Capsicum (Solanaceae) from the tropical Andes and an update on the phylogeny of the genus. PLoS One, 2019, 14 (1). https://doi.org/10.1371/journal.pone.0209792. Barboza, G. E.; de Bem Bianchetti, L.; Stehmann, J. R. Capsicum carassense (Solanaceae), a new species from the Brazilian Atlantic Forest. PhytoKeys, 2020, 140, 125-138. https://doi.org/10.3897/phytokeys.140.47071. Red de información y comunicación del sector Agropecuario Colombiano (Agronet). Evaluaciones agropecuarias Municipales: Ají; 2017. Bosland, P. W.; Votava, E. J.; Votava, E. M. Peppers: Vegetable and Spice Capsicums; Crop production science in horticulture; CABI, 2012. Shi, Z.; El-Obeid, T.; Riley, M.; Li, M.; Page, A.; Liu, J. High Chili Intake and Cognitive Function among 4582 Adults: An Open Cohort Study over 15 Years. Nutr. 2019, Vol. 11, Page 1183, 2019, 11 (5), 1183. https://doi.org/10.3390/NU11051183. Nagarnaik, M.; Dhakulkar, A.; Pandya, G. Study of quality control and uncertainty in estimation of capsaicinoids content and pungency in real chili samples using RP-HPLC. Int. Food Res. J., 2014, 21 (3), 1137-1142. Kulkarni, Y. A.; Suryavanshi, S. V.; Auti, S. T.; Gaikwad, A. B. Capsicum: A Natural Pain Modulator. En Nutritional Modulators of Pain in the Aging Population; Academic Press, 2017; pp 107-119. https://doi.org/10.1016/B978-0-12-805186-3.00009-6. Berke, T. G.; Shieh, S. C. Capsicum cultivars. Handb. Herbs Spices Second Ed., 2012, 1, 116-130. https://doi.org/10.1533/9780857095671.116. Cvejic, J. H.; Krstonosic, M. A.; Bursác, M.; Miljic, U. Polyphenols. Nutraceutical Funct. Food Components Eff. Innov. Process. Tech., 2017, 203-258. https://doi.org/10.1016/B978-0-12-805257-0.00007-7. Jeong, W. Y.; Jin, J. S.; Cho, Y. A.; Lee, J. H.; Park, S.; Jeong, S. W.; Kim, Y. H.; Lim, C. S.; Abd El-Aty, A. M.; Kim, G. S.; et al. Determination of polyphenols in three Capsicum annuum L. (bell pepper) varieties using high-performance liquid chromatography-tandem mass spectrometry: Their contribution to overall antioxidant and anticancer activity. J. Sep. Sci., 2011, 34 (21), 2967-2974. https://doi.org/10.1002/JSSC.201100524. Meckelmann, S. W.; Riegel, D. W.; Van Zonneveld, M. J.; Ríos, L.; Peña, K.; Ugas, R.; Quinonez, L.; Mueller-Seitz, E.; Petz, M. Compositional characterization of native Peruvian chili peppers (Capsicum spp.). J. Agric. Food Chem., 2013, 61 (10), 2530-2537. https://doi.org/10.1021/JF304986Q/SUPPL_FILE/JF304986Q_SI_001.XLS. Morales-Soto, A.; Gómez-Caravaca, A. M.; García-Salas, P.; Segura-Carretero, A.; Fernández-Gutiérrez, A. High-performance liquid chromatography coupled to diode array and electrospray time-of-flight mass spectrometry detectors for a comprehensive characterization of phenolic and other polar compounds in three pepper (Capsicum annuum L.) samples. Food Res. Int., 2013, 51 (2), 977-984. https://doi.org/10.1016/J.FOODRES.2013.02.022. Barbosa, S.; Campmajó, G.; Saurina, J.; Puignou, L.; Núñez, O. Determination of Phenolic Compounds in Paprika by Ultrahigh Performance Liquid Chromatography-Tandem Mass Spectrometry: Application to Product Designation of Origin Authentication by Chemometrics. J. Agric. Food Chem., 2020, 68 (2), 591-602. https://doi.org/10.1021/ACS.JAFC.9B06054/SUPPL_FILE/JF9B06054_SI_002.XLSX. Nagy, Z.; Daood, H.; Ambrózy, Z.; Helyes, L. Determination of Polyphenols, Capsaicinoids, and Vitamin C in New Hybrids of Chili Peppers. J. Anal. Methods Chem., 2015, 2015. https://doi.org/10.1155/2015/102125. Kozukue, N.; Han, J. S.; Kozukue, E.; Lee, S. J.; Kim, J. A.; Lee, K. R.; Levin, C. E.; Friedman, M. Analysis of eight capsaicinoids in peppers and pepper-containing foods by high-performance liquid chromatography and liquid chromatography - Mass spectrometry. J. Agric. Food Chem., 2005, 53 (23), 9172-9181. https://doi.org/10.1021/jf050469j. Daood, H. G.; Halasz, G.; Palotás, G.; Palotás, G.; Bodai, Z.; Helyes, L. HPLC Determination of Capsaicinoids with Cross-Linked C18 Column and Buffer-Free Eluent. J. Chromatogr. Sci., 2015, 53 (1), 135-143. https://doi.org/10.1093/CHROMSCI/BMU030. Dias, G.; Gomes, V.; Moraes, T.; Zottich, U.; Rabelo, G.; Carvalho, A.; Moulin, M.; Gonçalves, L.; Rodrigues, R.; Da Cunha, M. Characterization of Capsicum species using anatomical and molecular data. Genet. Mol. Res., 2013, 12 (4), 6488-6501. https://doi.org/10.4238/2013.February.28.29. Rodríguez-Burruezo, A.; González-Mas, M. del C.; Nuez, F. Carotenoid Composition and Vitamin A Value in Ají (Capsicum baccatum L.) and Rocoto (C. pubescens R. & P.), 2 Pepper Species from the Andean Region. J. Food Sci., 2010, 75 (8), S446-S453. https://doi.org/10.1111/J.1750-3841.2010.01795.X. Giuffrida, D.; Dugo, P.; Torre, G.; Bignardi, C.; Cavazza, A.; Corradini, C.; Dugo, G. Characterization of 12 Capsicum varieties by evaluation of their carotenoid profile and pungency determination. Food Chem., 2013, 140 (4), 794-802. https://doi.org/10.1016/J.FOODCHEM.2012.09.060. Ha, S. H.; Kim, J. B.; Park, J. S.; Lee, S. W.; Cho, K. J. A comparison of the carotenoid accumulation in Capsicum varieties that show different ripening colours: Deletion of the capsanthin-capsorubin synthase gene is not a prerequisite for the formation of a yellow pepper. J. Exp. Bot., 2007, 58 (12), 3135-3144. https://doi.org/10.1093/JXB/ERM132. Medina, C. I.; Lobo, M.; Gómez, A. F. Variabilidad fenotípica en poblaciones de ají y pimentón de la colección colombiana del género Capsicum. Cienc. Tecnol. Agropecu., 2007, 7 (2), 25-39. https://doi.org/10.21930/rcta.vol7_num2_art:67. FAOSTAT. Crops and livestock products: Chillies and peppers https://www.fao.org/faostat/en/#data/QCL/visualize (accessed may 15, 2022). Jarret, R. L.; Barboza, G. E.; Batista, F. R. da C.; Berke, T.; Chou, Y. Y.; Hulse-Kemp, A.; Ochoa-Alejo, N.; Tripodi, P.; Veres, A.; Garcia, C. C.; et al. Capsicum - An abbreviated compendium. J. Am. Soc. Hortic. Sci., 2019, 144 (1), 3-22. https://doi.org/10.21273/JASHS04446-18. Carazzone, C.; Mascherpa, D.; Gazzani, G.; Papetti, A. Identification of phenolic constituents in red chicory salads (Cichorium intybus) by high-performance liquid chromatography with diode array detection and electrospray ionisation tandem mass spectrometry. Food Chem., 2013, 138 (2-3), 1062-1071. https://doi.org/10.1016/J.FOODCHEM.2012.11.060. Masud Parvez, G. M. Current advances in pharmacological activity and toxic effetcs of various Capsicum species. Int. J. Pharm. Sci. Res., 2017, 8 (5), 1900-1912. https://doi.org/10.13040/IJPSR.0975-8232.8(5).1900-12. Murillo-Amador, B.; Rueda-Puente, E. O.; Troyo-Diéguez, E.; Córdoba-Matson, M. V.; Hernández-Montiel, L. G.; Nieto-Garibay, A. Baseline study of morphometric traits of wild Capsicum annuum growing near two biosphere reserves in the Peninsula of Baja California for future conservation management. BMC Plant Biol., 2015, 15 (1). https://doi.org/10.1186/s12870-015-0505-6. Xavier, A. A. O.; Pérez-Gálvez, A. Peppers and Chilies. En Encyclopedia of Food and Health; pp 301-306. https://doi.org/10.1016/B978-0-12-384947-2.00533-X. Mendez, M.; Ligarreto, G.; Hernández, M.; Melgarejo, L. Evaluación del crecimiento y determinación de índices de cosecha en frutos de cuatro materiales de ají (Capsicum sp.) cultivados en la Amazonía colombiana Evaluating growth and determining harvesting index in four types of hot chilli pepper. Agron. Colomb., 2004, 22 (1), 7-17. Knapp, S. Tobacco to tomatoes: a phylogenetic perspective on fruit diversity in the Solanaceae. J. Exp. Bot., 2002, 53 (377), 2001-2022. https://doi.org/10.1093/JXB/ERF068. Pickersgill, B. Peppers and Chillies. En Encyclopedia of Food Sciences and Nutrition; Elsevier, 2003; pp 4460-4467. https://doi.org/10.1016/b0-12-227055-x/00904-4. Roth, K. The Biochemistry of Peppers. ChemViews, 2014. https://doi.org/10.1002/chemv.201400031. Narasimha Prasad, B. C.; Kumar, V.; Gururaj, H. B.; Parimalan, R.; Giridhar, P.; Ravishankar, G. A. Characterization of capsaicin synthase and identification of its gene (cys1) for pungency factor capsaicin in pepper (Capsicum sp.). Proc. Natl. Acad. Sci. U. S. A., 2006, 103 (36), 13315-13320. https://doi.org/10.1073/pnas.0605805103. Retraction for Prasad et al., Characterization of capsaicin synthase and identification of its gene ( csy1 ) for pungency factor capsaicin in pepper (Capsicum sp.). Proc. Natl. Acad. Sci., 2008, 105 (51), 20558-20558. https://doi.org/10.1073/pnas.0811456105. Marín, A.; Ferreres, F.; Tomás-Barberán, F. A.; Gil, M. I. Characterization and quantitation of antioxidant constituents of sweet pepper (Capsicum annuum L.). J. Agric. Food Chem., 2004, 52 (12), 3861-3869. https://doi.org/10.1021/JF0497915. Biradar, K.; Singh, J.; Pillai, S. S.; Crosby, K. M.; Patil, B. S. Separation of nordihydrocapsiate from capsiate and major capsaicinoid analogues using ultra high performance liquid chromatography. Food Chem., 2022, 382, 132585. https://doi.org/10.1016/J.FOODCHEM.2022.132585. Caprioli, G.; Nzekoue, F. K.; Giusti, F.; Vittori, S.; Sagratini, G. Optimization of an extraction method for the simultaneous quantification of sixteen polyphenols in thirty-one pulse samples by using HPLC-MS/MS dynamic-MRM triple quadrupole. Food Chem., 2018, 266, 490-497. https://doi.org/10.1016/J.FOODCHEM.2018.06.049. Aydogan, C. Liquid chromatography-high resolution mass spectrometry for the analysis of bioactive natural products. En Studies in Natural Products Chemistry; Elsevier B.V., 2020; Vol. 66, pp 331-353. https://doi.org/10.1016/B978-0-12-817907-9.00012-X. Dong, M. W. HPLC and UHPLC for practicing scientists: Second edition. HPLC UHPLC Pract. Sci., 2019, 1-382. https://doi.org/10.1002/9781119313786. Barbero, G. F.; Liazid, A.; Palma, M.; Barroso, C. G. Ultrasound-assisted extraction of capsaicinoids from peppers. Talanta, 2008, 75 (5), 1332-1337. https://doi.org/10.1016/J.TALANTA.2008.01.046. Brglez Mojzer, E.; Knez Hrncic, M.; Skerget, M.; Knez, Z.; Bren, U. Polyphenols: Extraction Methods, Antioxidative Action, Bioavailability and Anticarcinogenic Effects. Molecules, 2016, 21 (7). https://doi.org/10.3390/MOLECULES21070901. Sridhar, A.; Ponnuchamy, M.; Kumar, P. S.; Kapoor, A.; Vo, D. V. N.; Prabhakar, S. Techniques and modeling of polyphenol extraction from food: a review. Environ. Chem. Lett., 2021, 19 (4), 3409. https://doi.org/10.1007/S10311-021-01217-8. Acquavia, M. A.; Pascale, R.; Pappalardo, I.; Santarsiero, A.; Martelli, G.; Bianco, G. Characterization of Quercetin Derivatives in Crossing Combination of Habanero White and Capsicum annuum Peppers and of Anti-Inflammatory and Cytotoxic Activity. Sep. 2021, Vol. 8, Page 90, 2021, 8 (7), 90. https://doi.org/10.3390/SEPARATIONS8070090. Razola-Díaz, M. D. C.; Gómez-Caravaca, A. M.; de Andrés, J. L.; Voltes-Martínez, A.; Zamora, A.; Pérez-Molina, G. M.; Castro, D. J.; Marchal, J. A.; Verardo, V. Evaluation of Phenolic Compounds and Pigments Content in Yellow Bell Pepper Wastes. Antioxidants 2022, Vol. 11, Page 557, 2022, 11 (3), 557. https://doi.org/10.3390/ANTIOX11030557. Pascale, R.; Acquavia, M. A.; Cataldi, T. R. I.; Onzo, A.; Coviello, D.; Bufo, S. A.; Scrano, L.; Ciriello, R.; Guerrieri, A.; Bianco, G. Profiling of quercetin glycosides and acyl glycosides in sun-dried peperoni di Senise peppers (Capsicum annuum L.) by a combination of LC-ESI(-)-MS/MS and polarity prediction in reversed-phase separations. https://doi.org/10.1007/s00216-020-02547-2. Elkhedir, A. E.; Iqbal, A.; Zogona, D.; Mohammed, H. H.; Murtaza, A.; Xu, X. Apigenin glycosides from green pepper enhance longevity and stress resistance in Caenorhabditis elegans. Nutr. Res., 2022, 102, 23-34. https://doi.org/10.1016/J.NUTRES.2022.02.003. Vukics, V.; Guttman, A. Structural characterization of flavonoid glycosides by multi-stage mass spectrometry. Mass Spectrom. Rev., 2010, 29 (1), 1-16. https://doi.org/10.1002/MAS.20212. Cuyckens, F.; Rozenberg, R.; De Hoffmann, E.; Claeys, M. Structure characterization of flavonoid O-diglycosides by positive and negative nano-electrospray ionization ion trap mass spectrometry. J. Mass Spectrom., 2001, 36 (11), 1203-1210. https://doi.org/10.1002/JMS.224. Materska, M.; Piacente, S.; Stochmal, A.; Pizza, C.; Oleszekc, W.; Perucka, I. Isolation and structure elucidation of flavonoid and phenolic acid glycosides from pericarp of hot pepper fruit Capsicum annuum L. Phytochemistry, 2003, 63 (8), 893-898. https://doi.org/10.1016/S0031-9422(03)00282-6. Tahir, N. I.; Shaari, K.; Abas, F.; Parveez, G. K. A.; Ishak, Z.; Ramli, U. S. Characterization of apigenin and luteolin derivatives from oil palm (Elaeis guineensis Jacq.) Leaf using LC-ESI-MS/MS. J. Agric. Food Chem., 2012, 60 (45), 11201-11210. https://doi.org/10.1021/JF303267E/ASSET/IMAGES/LARGE/JF-2012-03267E_0007.JPEG. Materska, M. Flavone C-glycosides from Capsicum annuum L.: relationships between antioxidant activity and lipophilicity. Eur. Food Res. Technol., 2014, 240, 549-557. https://doi.org/10.1007/s00217-014-2353-2. |
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Attribution-NonCommercial-NoDerivatives 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Carazzone, Chiarac094c26b-20ad-430d-b3b3-8e277b0195c9600Pérez Beltrán, Mónica Tatiana76b78ccb-119e-4537-ac3d-44eb682e492f600Miscione, Gian PietroHurtado Belalcazar, John JadyZapata Rivera, Jhon EnriqueLaboratory of Advanced Analytical Techniques in Natural Products (LATNAP)2022-07-21T18:31:24Z2022-07-21T18:31:24Z2022-06-08http://hdl.handle.net/1992/59014instname:Universidad de los Andesreponame:Repositorio Institucional Sénecarepourl:https://repositorio.uniandes.edu.co/Los ajíes (Capsicum sp.) constituyen frutos de interés comercial que se consumen en todo el mundo y que son fuente de compuestos fenólicos y capsaicinoides. Muchos estudios se han llevado a cabo para analizar los metabolitos presentes en los ajíes, sin embargo, no existe hasta la fecha una caracterización sobre polifenoles y capsaicinoides en muestras de ajíes colombianas. Por lo tanto, el objetivo de este trabajo fue el analisis de los capsaicinoides y polifenoles presentes en ocho variedades de ajíes cultivados en el territorio nacional. El analisis LC-DAD-ESI-MSn de los extractos de las ocho variedades permitió la identificación de 34 compuestos, cuyos patrones de fragmentación y iones característicos fueron estudiados. En total, se identificaron 2 compuestos derivados de ácidos hidroxicinámicos, 6 flavonoles glicosilados, 15 flavonas glicosiladas y 6 capsaicinoides, así como otros analitos. Sumado a ello, los métodos de extracción y de separación cromatográfica fueron optimizados. Estos resultados contribuyen a una identificación más exhaustiva de los polifenoles y capsaicinoides en los frutos de Capsicum, especialmente en Colombia donde existe poca información de los ajíes cultivados en el país.Chili peppers (Capsicum sp.) are fruits of commercial interest consumed worldwide and are a source of phenolic compounds and capsaicinoids. Several studies have been conducted to analyze the metabolites present in chili peppers; However, up to date, there is no characterization of polyphenols and capsaicinoids in samples of Colombian peppers. The main objective of this work was to analyze the capsaicinoids and polyphenols in eight varieties of chili pepper grown in the national territory. LC-DAD-ESI-MSn analysis of the extracts of the eight varieties allowed the identification of 34 compounds, and their proposed characteristic product ions and fragmentation pathways were investigated. We describe 2 compounds derived from hydroxycinnamic acids (whit two isomers of each one), 6 flavanols glycosides, 15 flavones glycosides, 6 capsaicinoids and other compounds were identified. Moreover, the methods for extraction and chromatographic separation were optimized. These results contribute to a more exhaustive identification of polyphenols and capsaicinoids in Capsicum fruits, especially in Colombia where there is little information on chili peppers grown in the country.QuímicoPregrado50 páginasapplication/pdfspaUniversidad de los AndesQuímicaFacultad de CienciasDepartamento de QuímicaAnálisis de polifenoles y capsaicinoides presentes en ocho variedades de ajíes (Capsicum sp.) cultivados en Colombia mediante HPLC-DAD-MSnAnalysis of polyphenols and capsaicinoids in eight varieties of chili peppers (Capsicum sp.) cultivated in Colombia by HPLC-DAD-MS/MSTrabajo de grado - Pregradoinfo:eu-repo/semantics/bachelorThesisinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_7a1fTexthttp://purl.org/redcol/resource_type/TPCapsicumPolifenolesCapsaicinoidesFlavonoidesLC-MS/MSHPLC-DAD-ESI-MS/MSQuímicaRuíz Ruíz, M. Implementación de un proyecto productivo de ají dulce como modelo de desarrollo agrícola para pequeños productores en el municipio de Córdoba, Bolívar, Universidad de la Salle: El Yopal, 2016.Gatehouse, A. M. R.; D., B.; Hilder, V. . Biotechnology in Agriculture N° 7: Plant Genetic Manipulation for Crop Protection. 1992, 155-181.Carrizo, C.; Sterpetti, M.; Volpi, P.; Ummarino, M.; Saccardo, F. Wild Capsicums: identification and in situ analysis of Brazilian species; Lanteri, S., Rotino, G. L., Eds.; Torino, 2013.Carrizo García, C.; Barfuss, M. H. J.; Sehr, E. M.; Barboza, G. E.; Samuel, R.; Moscone, E. A.; Ehrendorfer, F. Phylogenetic relationships, diversification and expansion of chili peppers (Capsicum, Solanaceae). Ann. Bot., 2016, 118 (1), 35-51.Barboza, G. E.; García, C. C.; González, S. L.; Scaldaferro, M.; Reyes, X. Four new species of Capsicum (Solanaceae) from the tropical Andes and an update on the phylogeny of the genus. PLoS One, 2019, 14 (1). https://doi.org/10.1371/journal.pone.0209792.Barboza, G. E.; de Bem Bianchetti, L.; Stehmann, J. R. Capsicum carassense (Solanaceae), a new species from the Brazilian Atlantic Forest. PhytoKeys, 2020, 140, 125-138. https://doi.org/10.3897/phytokeys.140.47071.Red de información y comunicación del sector Agropecuario Colombiano (Agronet). Evaluaciones agropecuarias Municipales: Ají; 2017.Bosland, P. W.; Votava, E. J.; Votava, E. M. Peppers: Vegetable and Spice Capsicums; Crop production science in horticulture; CABI, 2012.Shi, Z.; El-Obeid, T.; Riley, M.; Li, M.; Page, A.; Liu, J. High Chili Intake and Cognitive Function among 4582 Adults: An Open Cohort Study over 15 Years. Nutr. 2019, Vol. 11, Page 1183, 2019, 11 (5), 1183. https://doi.org/10.3390/NU11051183.Nagarnaik, M.; Dhakulkar, A.; Pandya, G. Study of quality control and uncertainty in estimation of capsaicinoids content and pungency in real chili samples using RP-HPLC. Int. Food Res. J., 2014, 21 (3), 1137-1142.Kulkarni, Y. A.; Suryavanshi, S. V.; Auti, S. T.; Gaikwad, A. B. Capsicum: A Natural Pain Modulator. En Nutritional Modulators of Pain in the Aging Population; Academic Press, 2017; pp 107-119. https://doi.org/10.1016/B978-0-12-805186-3.00009-6.Berke, T. G.; Shieh, S. C. Capsicum cultivars. Handb. Herbs Spices Second Ed., 2012, 1, 116-130. https://doi.org/10.1533/9780857095671.116.Cvejic, J. H.; Krstonosic, M. A.; Bursác, M.; Miljic, U. Polyphenols. Nutraceutical Funct. Food Components Eff. Innov. Process. Tech., 2017, 203-258. https://doi.org/10.1016/B978-0-12-805257-0.00007-7.Jeong, W. Y.; Jin, J. S.; Cho, Y. A.; Lee, J. H.; Park, S.; Jeong, S. W.; Kim, Y. H.; Lim, C. S.; Abd El-Aty, A. M.; Kim, G. S.; et al. Determination of polyphenols in three Capsicum annuum L. (bell pepper) varieties using high-performance liquid chromatography-tandem mass spectrometry: Their contribution to overall antioxidant and anticancer activity. J. Sep. Sci., 2011, 34 (21), 2967-2974. https://doi.org/10.1002/JSSC.201100524.Meckelmann, S. W.; Riegel, D. W.; Van Zonneveld, M. J.; Ríos, L.; Peña, K.; Ugas, R.; Quinonez, L.; Mueller-Seitz, E.; Petz, M. Compositional characterization of native Peruvian chili peppers (Capsicum spp.). J. Agric. Food Chem., 2013, 61 (10), 2530-2537. https://doi.org/10.1021/JF304986Q/SUPPL_FILE/JF304986Q_SI_001.XLS.Morales-Soto, A.; Gómez-Caravaca, A. M.; García-Salas, P.; Segura-Carretero, A.; Fernández-Gutiérrez, A. High-performance liquid chromatography coupled to diode array and electrospray time-of-flight mass spectrometry detectors for a comprehensive characterization of phenolic and other polar compounds in three pepper (Capsicum annuum L.) samples. Food Res. Int., 2013, 51 (2), 977-984. https://doi.org/10.1016/J.FOODRES.2013.02.022.Barbosa, S.; Campmajó, G.; Saurina, J.; Puignou, L.; Núñez, O. Determination of Phenolic Compounds in Paprika by Ultrahigh Performance Liquid Chromatography-Tandem Mass Spectrometry: Application to Product Designation of Origin Authentication by Chemometrics. J. Agric. Food Chem., 2020, 68 (2), 591-602. https://doi.org/10.1021/ACS.JAFC.9B06054/SUPPL_FILE/JF9B06054_SI_002.XLSX.Nagy, Z.; Daood, H.; Ambrózy, Z.; Helyes, L. Determination of Polyphenols, Capsaicinoids, and Vitamin C in New Hybrids of Chili Peppers. J. Anal. Methods Chem., 2015, 2015. https://doi.org/10.1155/2015/102125.Kozukue, N.; Han, J. S.; Kozukue, E.; Lee, S. J.; Kim, J. A.; Lee, K. R.; Levin, C. E.; Friedman, M. Analysis of eight capsaicinoids in peppers and pepper-containing foods by high-performance liquid chromatography and liquid chromatography - Mass spectrometry. J. Agric. Food Chem., 2005, 53 (23), 9172-9181. https://doi.org/10.1021/jf050469j.Daood, H. G.; Halasz, G.; Palotás, G.; Palotás, G.; Bodai, Z.; Helyes, L. HPLC Determination of Capsaicinoids with Cross-Linked C18 Column and Buffer-Free Eluent. J. Chromatogr. Sci., 2015, 53 (1), 135-143. https://doi.org/10.1093/CHROMSCI/BMU030.Dias, G.; Gomes, V.; Moraes, T.; Zottich, U.; Rabelo, G.; Carvalho, A.; Moulin, M.; Gonçalves, L.; Rodrigues, R.; Da Cunha, M. Characterization of Capsicum species using anatomical and molecular data. Genet. Mol. Res., 2013, 12 (4), 6488-6501. https://doi.org/10.4238/2013.February.28.29.Rodríguez-Burruezo, A.; González-Mas, M. del C.; Nuez, F. Carotenoid Composition and Vitamin A Value in Ají (Capsicum baccatum L.) and Rocoto (C. pubescens R. & P.), 2 Pepper Species from the Andean Region. J. Food Sci., 2010, 75 (8), S446-S453. https://doi.org/10.1111/J.1750-3841.2010.01795.X.Giuffrida, D.; Dugo, P.; Torre, G.; Bignardi, C.; Cavazza, A.; Corradini, C.; Dugo, G. Characterization of 12 Capsicum varieties by evaluation of their carotenoid profile and pungency determination. Food Chem., 2013, 140 (4), 794-802. https://doi.org/10.1016/J.FOODCHEM.2012.09.060.Ha, S. H.; Kim, J. B.; Park, J. S.; Lee, S. W.; Cho, K. J. A comparison of the carotenoid accumulation in Capsicum varieties that show different ripening colours: Deletion of the capsanthin-capsorubin synthase gene is not a prerequisite for the formation of a yellow pepper. J. Exp. Bot., 2007, 58 (12), 3135-3144. https://doi.org/10.1093/JXB/ERM132.Medina, C. I.; Lobo, M.; Gómez, A. F. Variabilidad fenotípica en poblaciones de ají y pimentón de la colección colombiana del género Capsicum. Cienc. Tecnol. Agropecu., 2007, 7 (2), 25-39. https://doi.org/10.21930/rcta.vol7_num2_art:67.FAOSTAT. Crops and livestock products: Chillies and peppers https://www.fao.org/faostat/en/#data/QCL/visualize (accessed may 15, 2022).Jarret, R. L.; Barboza, G. E.; Batista, F. R. da C.; Berke, T.; Chou, Y. Y.; Hulse-Kemp, A.; Ochoa-Alejo, N.; Tripodi, P.; Veres, A.; Garcia, C. C.; et al. Capsicum - An abbreviated compendium. J. Am. Soc. Hortic. Sci., 2019, 144 (1), 3-22. https://doi.org/10.21273/JASHS04446-18.Carazzone, C.; Mascherpa, D.; Gazzani, G.; Papetti, A. Identification of phenolic constituents in red chicory salads (Cichorium intybus) by high-performance liquid chromatography with diode array detection and electrospray ionisation tandem mass spectrometry. Food Chem., 2013, 138 (2-3), 1062-1071. https://doi.org/10.1016/J.FOODCHEM.2012.11.060.Masud Parvez, G. M. Current advances in pharmacological activity and toxic effetcs of various Capsicum species. Int. J. Pharm. Sci. Res., 2017, 8 (5), 1900-1912. https://doi.org/10.13040/IJPSR.0975-8232.8(5).1900-12.Murillo-Amador, B.; Rueda-Puente, E. O.; Troyo-Diéguez, E.; Córdoba-Matson, M. V.; Hernández-Montiel, L. G.; Nieto-Garibay, A. Baseline study of morphometric traits of wild Capsicum annuum growing near two biosphere reserves in the Peninsula of Baja California for future conservation management. BMC Plant Biol., 2015, 15 (1). https://doi.org/10.1186/s12870-015-0505-6.Xavier, A. A. O.; Pérez-Gálvez, A. Peppers and Chilies. En Encyclopedia of Food and Health; pp 301-306. https://doi.org/10.1016/B978-0-12-384947-2.00533-X.Mendez, M.; Ligarreto, G.; Hernández, M.; Melgarejo, L. Evaluación del crecimiento y determinación de índices de cosecha en frutos de cuatro materiales de ají (Capsicum sp.) cultivados en la Amazonía colombiana Evaluating growth and determining harvesting index in four types of hot chilli pepper. Agron. Colomb., 2004, 22 (1), 7-17.Knapp, S. Tobacco to tomatoes: a phylogenetic perspective on fruit diversity in the Solanaceae. J. Exp. Bot., 2002, 53 (377), 2001-2022. https://doi.org/10.1093/JXB/ERF068.Pickersgill, B. Peppers and Chillies. En Encyclopedia of Food Sciences and Nutrition; Elsevier, 2003; pp 4460-4467. https://doi.org/10.1016/b0-12-227055-x/00904-4.Roth, K. The Biochemistry of Peppers. ChemViews, 2014. https://doi.org/10.1002/chemv.201400031.Narasimha Prasad, B. C.; Kumar, V.; Gururaj, H. B.; Parimalan, R.; Giridhar, P.; Ravishankar, G. A. Characterization of capsaicin synthase and identification of its gene (cys1) for pungency factor capsaicin in pepper (Capsicum sp.). Proc. Natl. Acad. Sci. U. S. A., 2006, 103 (36), 13315-13320. https://doi.org/10.1073/pnas.0605805103.Retraction for Prasad et al., Characterization of capsaicin synthase and identification of its gene ( csy1 ) for pungency factor capsaicin in pepper (Capsicum sp.). Proc. Natl. Acad. Sci., 2008, 105 (51), 20558-20558. https://doi.org/10.1073/pnas.0811456105.Marín, A.; Ferreres, F.; Tomás-Barberán, F. A.; Gil, M. I. Characterization and quantitation of antioxidant constituents of sweet pepper (Capsicum annuum L.). J. Agric. Food Chem., 2004, 52 (12), 3861-3869. https://doi.org/10.1021/JF0497915.Biradar, K.; Singh, J.; Pillai, S. S.; Crosby, K. M.; Patil, B. S. Separation of nordihydrocapsiate from capsiate and major capsaicinoid analogues using ultra high performance liquid chromatography. Food Chem., 2022, 382, 132585. https://doi.org/10.1016/J.FOODCHEM.2022.132585.Caprioli, G.; Nzekoue, F. K.; Giusti, F.; Vittori, S.; Sagratini, G. Optimization of an extraction method for the simultaneous quantification of sixteen polyphenols in thirty-one pulse samples by using HPLC-MS/MS dynamic-MRM triple quadrupole. Food Chem., 2018, 266, 490-497. https://doi.org/10.1016/J.FOODCHEM.2018.06.049.Aydogan, C. Liquid chromatography-high resolution mass spectrometry for the analysis of bioactive natural products. En Studies in Natural Products Chemistry; Elsevier B.V., 2020; Vol. 66, pp 331-353. https://doi.org/10.1016/B978-0-12-817907-9.00012-X.Dong, M. W. HPLC and UHPLC for practicing scientists: Second edition. HPLC UHPLC Pract. Sci., 2019, 1-382. https://doi.org/10.1002/9781119313786.Barbero, G. F.; Liazid, A.; Palma, M.; Barroso, C. G. Ultrasound-assisted extraction of capsaicinoids from peppers. Talanta, 2008, 75 (5), 1332-1337. https://doi.org/10.1016/J.TALANTA.2008.01.046.Brglez Mojzer, E.; Knez Hrncic, M.; Skerget, M.; Knez, Z.; Bren, U. Polyphenols: Extraction Methods, Antioxidative Action, Bioavailability and Anticarcinogenic Effects. Molecules, 2016, 21 (7). https://doi.org/10.3390/MOLECULES21070901.Sridhar, A.; Ponnuchamy, M.; Kumar, P. S.; Kapoor, A.; Vo, D. V. N.; Prabhakar, S. Techniques and modeling of polyphenol extraction from food: a review. Environ. Chem. Lett., 2021, 19 (4), 3409. https://doi.org/10.1007/S10311-021-01217-8.Acquavia, M. A.; Pascale, R.; Pappalardo, I.; Santarsiero, A.; Martelli, G.; Bianco, G. Characterization of Quercetin Derivatives in Crossing Combination of Habanero White and Capsicum annuum Peppers and of Anti-Inflammatory and Cytotoxic Activity. Sep. 2021, Vol. 8, Page 90, 2021, 8 (7), 90. https://doi.org/10.3390/SEPARATIONS8070090.Razola-Díaz, M. D. C.; Gómez-Caravaca, A. M.; de Andrés, J. L.; Voltes-Martínez, A.; Zamora, A.; Pérez-Molina, G. M.; Castro, D. J.; Marchal, J. A.; Verardo, V. Evaluation of Phenolic Compounds and Pigments Content in Yellow Bell Pepper Wastes. Antioxidants 2022, Vol. 11, Page 557, 2022, 11 (3), 557. https://doi.org/10.3390/ANTIOX11030557.Pascale, R.; Acquavia, M. A.; Cataldi, T. R. I.; Onzo, A.; Coviello, D.; Bufo, S. A.; Scrano, L.; Ciriello, R.; Guerrieri, A.; Bianco, G. Profiling of quercetin glycosides and acyl glycosides in sun-dried peperoni di Senise peppers (Capsicum annuum L.) by a combination of LC-ESI(-)-MS/MS and polarity prediction in reversed-phase separations. https://doi.org/10.1007/s00216-020-02547-2.Elkhedir, A. E.; Iqbal, A.; Zogona, D.; Mohammed, H. H.; Murtaza, A.; Xu, X. Apigenin glycosides from green pepper enhance longevity and stress resistance in Caenorhabditis elegans. Nutr. Res., 2022, 102, 23-34. https://doi.org/10.1016/J.NUTRES.2022.02.003.Vukics, V.; Guttman, A. Structural characterization of flavonoid glycosides by multi-stage mass spectrometry. Mass Spectrom. Rev., 2010, 29 (1), 1-16. https://doi.org/10.1002/MAS.20212.Cuyckens, F.; Rozenberg, R.; De Hoffmann, E.; Claeys, M. Structure characterization of flavonoid O-diglycosides by positive and negative nano-electrospray ionization ion trap mass spectrometry. J. Mass Spectrom., 2001, 36 (11), 1203-1210. https://doi.org/10.1002/JMS.224.Materska, M.; Piacente, S.; Stochmal, A.; Pizza, C.; Oleszekc, W.; Perucka, I. Isolation and structure elucidation of flavonoid and phenolic acid glycosides from pericarp of hot pepper fruit Capsicum annuum L. Phytochemistry, 2003, 63 (8), 893-898. https://doi.org/10.1016/S0031-9422(03)00282-6.Tahir, N. I.; Shaari, K.; Abas, F.; Parveez, G. K. A.; Ishak, Z.; Ramli, U. S. Characterization of apigenin and luteolin derivatives from oil palm (Elaeis guineensis Jacq.) Leaf using LC-ESI-MS/MS. J. Agric. Food Chem., 2012, 60 (45), 11201-11210. https://doi.org/10.1021/JF303267E/ASSET/IMAGES/LARGE/JF-2012-03267E_0007.JPEG.Materska, M. Flavone C-glycosides from Capsicum annuum L.: relationships between antioxidant activity and lipophilicity. Eur. Food Res. 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