Development of a HPLC-DAD Method for the Simultaneous Quantification of 5-O-β-D-galactopyranosyl-7-methoxy-3’,4’-dihydroxy-4-phenylcoumarin and its Aglycone in Feces
DOI:
https://doi.org/10.29356/jmcs.v60i3.93Keywords:
4-phenylcoumarin, aglycone, Copalchi, HPLC-DAD, pharmacokinetic.Abstract
A sensitive and specific HPLC-DAD method was devel-oped and validated for the simultaneous quantification of 5-O-β-D-ga-lactopyranosyl-7-methoxy-3’,4’-dihydroxy-4-phenylcoumarin (4-PC) and its aglycone in rat feces. The 4-phenylcoumarins are important antidiabetic and gastroprotective bioactive metabolites of a highly commercialized medicinal plant complex in Mexico, the Copalchi complex. Both the sample preparation and the quantification method were developed; the methodology allows, for the first time ever, the simultaneous determination of the 4-PC (Rt= 2.4 min) and its metabo-lized aglycone (Rt= 7.5 min), aimed to their pharmacokinetic analysis, specially their elimination. Linearity was determined in the range, 0.09–4.5 µg/mL for both compounds (R2= 0.9999). Accuracy was <15.0% for 4-PC and aglycone with an interassay precision of maxi-mum %RSD of 6.1% for 4-PC and 2.7% for the aglycone. The intraassay precision was %RSD < 7.5 for 4-PC and < 3.5% for the aglycone. Analyte recovery from spiked samples was always > 98.02% for 4-PC and > 96.61% for its aglycone. The method was successfully applied to a single-dose preclinical pharmacokinetics preliminary study in rats.Downloads
References
Mociño, J.M. An. Hist. Nac. 1802, 3, 288-296.
Gentry, H.S. Río Mayo plants: a study of the flora and vegetation of the Valley of the Río Mayo, Sonora. Washington, Carnegie Insti-tution of Washington, 1942.
Díaz, J.L. Usos de las plantas medicinales de México: mono-grafías científicas I y II. México, Instituto Mexicano para el Estu-dio de las Plantas Medicinales, 1976.
Bye, R. Econ. Bot. 1986, 40, 103-124. DOI: https://doi.org/10.1007/BF02858951
Sahagún, B. Historia general de las cosas de Nueva España: pri-mera versión íntegra del texto castellano del manuscrito conocido como Códice Florentino (1540-1585). Madrid, Editorial Alianza, 1988.
Martínez, M. Las Plantas Medicinales de México. México, Edito-rial Botas, 1989.
Argueta, A.V.; Cano, L.M.; Rodarte, M.E. Atlas de las Plantas Medicinales de México. México, Instituto Nacional Indigenista, 1994.
Mata, R.; Cristians, S.; Escandón-Rivera, S.; Juárez-Reyes, K.; Rivero-Cruz, I. J. Nat. Prod. 2013; 76, 468-483. DOI: https://doi.org/10.1021/np300869g
Cristians, S.; Bye, R.; Navarrete, A; Mata, R. J. Ethnopharmacol. 2013, 145, 530-535. DOI: https://doi.org/10.1016/j.jep.2012.11.025
Reher, G.; Kraus, L. J. Nat. Prod. 1984, 47, 172-174. DOI: https://doi.org/10.1021/np50031a026
Reguero, M.T.; Mata, R.; Bye, R.; Linares, E.; Delgado, G. J. Nat. Prod. 1987, 50, 315-316. DOI: https://doi.org/10.1021/np50050a050
Mata, R.; Camacho, MR.; Cervera, E, Bye R, Linares E. Phyto-chemistry. 1990, 29, 2037-2040. DOI: https://doi.org/10.1016/0031-9422(90)85067-P
Mata, R.; Camacho, M. Del Rayo; Mendoza, S.; Cruz, M. Del Carmen. Phytochemistry. 1992, 31, 3199-31201. DOI: https://doi.org/10.1016/0031-9422(92)83474-D
Argotte-Ramos, R.; Ramírez-Ávila, G.; Rodríguez-Gutiérrez, M. C.; Ovilla-Muñoz, M.; Lanz-Mendoza, H.; Rodríguez, M.; González-Cortázar, M.; Alvarez, L. J. Nat. Prod. 2006, 69, 1442-1444 DOI: https://doi.org/10.1021/np060233p
Landa, E. An. Ins. Med. Nac. 1913, 12, 146-158.
Terres, J. An. Ins. Med. Nac. 1913, 12, 104-129. DOI: https://doi.org/10.1215/00382876-12-2-129
Guerrero-Analco, A.; Medina-Campos, O.; Brindis, F.; Bye, R.; Pedraza-Chaverri, J.; Navarrete, A.; Mata, R. Phytochemistry. 2007, 68, 2087-2095. DOI: https://doi.org/10.1016/j.phytochem.2007.05.006
Paris, R.R.; Bastien, M. Ann. Pharm. Franc. 1960, 18, 205-219. DOI: https://doi.org/10.1007/BF00316873
Pinto, A.; Capasso, A.; Sorrentino, L. Drug. Res. 1997, 47, 829-833.
Korec, R.; Heinz-Sensch, K.; Zoukas, T. Drug. Res. 2000, 50, DOI: https://doi.org/10.1016/S0168-8227(00)81600-9
-128.
Korecova, M.; Hladicova, M.; Korec, R. Z. Phytother. 2006, 27, DOI: https://doi.org/10.1055/s-2007-967719
-278.
Noster, S.; Kraus, L. Planta. Med. 1990, 56, 63-65. DOI: https://doi.org/10.1055/s-2006-960885
Rojas, A.; Hernández, L.; Pereda-Miranda, R.; Mata, R. J. Ethno-pharmacol. 1992, 35, 275-283. DOI: https://doi.org/10.1016/0378-8741(92)90025-M
Guerrero-Analco, J.A.; Hersch-Martínez, P.; Pedraza-Chaverri, A.; Navarrete, A.; Mata, R. Planta Med. 2005, 71, 1099-1105. DOI: https://doi.org/10.1055/s-2005-873137
Déciga-Campos, M.; Rivero-Cruz, I.; Arriaga-Alba, M.; Castañe-da-Corral, G.; Ángeles-López, G.E.; Navarrete, A.; Mata, R. J. Ethnopharmacol. 2007, 110, 334-342. DOI: https://doi.org/10.1016/j.jep.2006.10.001
Hernández-Ávila, M.; Gutierrez, J.P.; Encuesta Nacional de Salud y Nutrición. Evidencia para la política pública en salud. Diabetes Mellitus: La urgencia de reforzar la respuesta en políticas públi-cas para su prevención y control. México. Instituto Nacional de Salud Pública; 2012.
Mata, R.; Acevedo, L.; Méndez-Bautista, D.I.; Guerrero-Anal-co, J.A.; Rivero, B.E.; Rodríguez, J.M. Pharm. Biol. 2008, 46,105-116. DOI: https://doi.org/10.1080/13880200701734877
Cristians, S.; Guerrero-Analco, J.A.; Pérez-Vásquez, A.; Pala-cios-Espinosa, F.; Ciangherotti, C.; Bye, R.; Mata, R. J. Nat. Prod. 2009, 72, 408-413. DOI: https://doi.org/10.1021/np800642d
Pérez-Vásquez, A.; Castillejos-Ramírez, E.; Cristians, S.; Mata, R. J. Nat. Prod. 2014, 77, 516-520. DOI: https://doi.org/10.1021/np400785z
US Food Administration. Guidance for Industry: Bionalytical Method Validation. US Department of Health and Human Ser-vices, Food and Drug Administration, Center for Drug Evaluation and Research: Rockville, MD, 2001. Available from: http://www. fda/gov/dowlands/Drug/GuidanceComplianceRegulatoryInformation/Guidances/UCM070107.pdf
Secretaría de Salud. Norma Oficial Mexicana: NOM-177-SSA1-2013. Diario Oficial de la Federación, September 20th, 2013.
Viswanathan, C.T.; Bansal, S.; Booth, B.; De Stefano, A.J.; Rose, M.J.; Sailstad, J.; Shah, V.P.; Skelly, J.P.; Seann, P.G.; Weiner, R. Pharm. Res. 2007, 24, 1962-1973. DOI: https://doi.org/10.1007/s11095-007-9291-7
ICH. 2005. Harmonized tripartite guideline. Validation of ana-lytical procedures: text and methodology Q2 (R1). Available at: <http://www.ich.org/fileadmin/Public_Web_Site/ICH_Products/Guidelines/Quality/Q2_R1/Step4/Q2_R1_Guide_line.pdf >
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