CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS

ABSTRACT Background: The pharmacological effects produced by snakebite accidents involve the actions of several enzymes, of which those of the phospholipases A2 (PLA2) exhibit a wide variety of effects such as edema and myotoxicity. Some plant extracts have been antagonists of crude snake venoms a...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Lina PRECIADO, Jaime Andrés PEREAÑEZ, Vitelbina NUÑEZ, Tatiana LOBO-ECHEVERRI
Formato:	article
Lenguaje:	EN
Publicado:	Universidad de Antioquia
Materias:	Swietenia macrophylla catequina simulación de acoplamiento molecular mordedura de serpiente Viperidae Food processing and manufacture TP368-456 Pharmaceutical industry HD9665-9675
Acceso en línea:	https://doaj.org/article/822511d3b3dd4377857ceac0040ee859
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:822511d3b3dd4377857ceac0040ee859
record_format	dspace
spelling	oai:doaj.org-article:822511d3b3dd4377857ceac0040ee8592021-12-02T04:17:26ZCHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS0121-400410.17533/udea.vitae.v23n2a05https://doaj.org/article/822511d3b3dd4377857ceac0040ee859http://www.scielo.org.co/scielo.php?script=sci_arttext&pid=S0121-40042016000200124&lng=en&tlng=enhttps://doaj.org/toc/0121-4004ABSTRACT Background: The pharmacological effects produced by snakebite accidents involve the actions of several enzymes, of which those of the phospholipases A2 (PLA2) exhibit a wide variety of effects such as edema and myotoxicity. Some plant extracts have been antagonists of crude snake venoms and toxins. Based on promising bioactivity, Swietenia macrophylla King was selected for further studies. Objective: The purpose of this study was to identify the PLA2 inhibitors present in the crude extract of S. macrophylla that could be promising leads in neutralizing the local effects of ophidian accidents. Methods: Bioassay-guided fractionation of the ethanolic extract of the leaves of S. macrophylla lead to the detection of (+)-catechin, characterized through gas chromatography coupled with mass spectrometry (GC-MS), and confirmed by HPLC. The PLA2 inhibitory activity was measured with the Dole method and a spectrophotometric assay with 4-Nitro-3-octanoyloxy-benzoic acid (4N3OBA). Cytotoxicity was done on C2C12 murine myoblast. Results: Fraction F5 and (+)-Catechin inhibited the PLA2 activity of B. asper venom, in a dosedependent way. In addition, (+)-Catechin showed an inhibition level of 83.1 ± 3.1 % of the enzymatic activity of one PLA2 purified from the venom of Crotalus durissus cumanensis using 4N3OBA as substrate. Also the ethanolic extract and fraction F5 showed inhibition of the cytotoxicity induced by the Bothrops atrox venom and their Lys 49 PLA2 (80 and 100% respectively). Molecular docking results suggested that OH from 4´ and 5' carbons of (+)-catechin could form hydrogen bonds with carboxylate moiety of residue Asp49, while OH from 5 could form a hydrogen bond with Asn 6. Additional Van der Waals interactions were also proposed. Conclusion: Swietenia macrophylla exhibited strong inhibitory activity against PLA2s enzymes. Catechin, one of the components in the active fraction F5, is proposed as being partially responsible for the bioactivity.Lina PRECIADOJaime Andrés PEREAÑEZVitelbina NUÑEZTatiana LOBO-ECHEVERRIUniversidad de AntioquiaarticleSwietenia macrophyllacatequinasimulación de acoplamiento molecularmordedura de serpienteViperidaeFood processing and manufactureTP368-456Pharmaceutical industryHD9665-9675ENVitae, Vol 23, Iss 2, Pp 124-133
institution	DOAJ
collection	DOAJ
language	EN
topic	Swietenia macrophylla catequina simulación de acoplamiento molecular mordedura de serpiente Viperidae Food processing and manufacture TP368-456 Pharmaceutical industry HD9665-9675
spellingShingle	Swietenia macrophylla catequina simulación de acoplamiento molecular mordedura de serpiente Viperidae Food processing and manufacture TP368-456 Pharmaceutical industry HD9665-9675 Lina PRECIADO Jaime Andrés PEREAÑEZ Vitelbina NUÑEZ Tatiana LOBO-ECHEVERRI CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS
description	ABSTRACT Background: The pharmacological effects produced by snakebite accidents involve the actions of several enzymes, of which those of the phospholipases A2 (PLA2) exhibit a wide variety of effects such as edema and myotoxicity. Some plant extracts have been antagonists of crude snake venoms and toxins. Based on promising bioactivity, Swietenia macrophylla King was selected for further studies. Objective: The purpose of this study was to identify the PLA2 inhibitors present in the crude extract of S. macrophylla that could be promising leads in neutralizing the local effects of ophidian accidents. Methods: Bioassay-guided fractionation of the ethanolic extract of the leaves of S. macrophylla lead to the detection of (+)-catechin, characterized through gas chromatography coupled with mass spectrometry (GC-MS), and confirmed by HPLC. The PLA2 inhibitory activity was measured with the Dole method and a spectrophotometric assay with 4-Nitro-3-octanoyloxy-benzoic acid (4N3OBA). Cytotoxicity was done on C2C12 murine myoblast. Results: Fraction F5 and (+)-Catechin inhibited the PLA2 activity of B. asper venom, in a dosedependent way. In addition, (+)-Catechin showed an inhibition level of 83.1 ± 3.1 % of the enzymatic activity of one PLA2 purified from the venom of Crotalus durissus cumanensis using 4N3OBA as substrate. Also the ethanolic extract and fraction F5 showed inhibition of the cytotoxicity induced by the Bothrops atrox venom and their Lys 49 PLA2 (80 and 100% respectively). Molecular docking results suggested that OH from 4´ and 5' carbons of (+)-catechin could form hydrogen bonds with carboxylate moiety of residue Asp49, while OH from 5 could form a hydrogen bond with Asn 6. Additional Van der Waals interactions were also proposed. Conclusion: Swietenia macrophylla exhibited strong inhibitory activity against PLA2s enzymes. Catechin, one of the components in the active fraction F5, is proposed as being partially responsible for the bioactivity.
format	article
author	Lina PRECIADO Jaime Andrés PEREAÑEZ Vitelbina NUÑEZ Tatiana LOBO-ECHEVERRI
author_facet	Lina PRECIADO Jaime Andrés PEREAÑEZ Vitelbina NUÑEZ Tatiana LOBO-ECHEVERRI
author_sort	Lina PRECIADO
title	CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS
title_short	CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS
title_full	CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS
title_fullStr	CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS
title_full_unstemmed	CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS
title_sort	characterization of the most promising fraction of swietenia macrophylla active against myotoxic phospholipases a2: identification of catechin as one of the active compounds
publisher	Universidad de Antioquia
url	https://doaj.org/article/822511d3b3dd4377857ceac0040ee859
work_keys_str_mv	AT linapreciado characterizationofthemostpromisingfractionofswieteniamacrophyllaactiveagainstmyotoxicphospholipasesa2identificationofcatechinasoneoftheactivecompounds AT jaimeandrespereanez characterizationofthemostpromisingfractionofswieteniamacrophyllaactiveagainstmyotoxicphospholipasesa2identificationofcatechinasoneoftheactivecompounds AT vitelbinanunez characterizationofthemostpromisingfractionofswieteniamacrophyllaactiveagainstmyotoxicphospholipasesa2identificationofcatechinasoneoftheactivecompounds AT tatianaloboecheverri characterizationofthemostpromisingfractionofswieteniamacrophyllaactiveagainstmyotoxicphospholipasesa2identificationofcatechinasoneoftheactivecompounds
_version_	1718401320245788672

CHARACTERIZATION OF THE MOST PROMISING FRACTION OF Swietenia macrophylla ACTIVE AGAINST MYOTOXIC PHOSPHOLIPASES A2: IDENTIFICATION OF CATECHIN AS ONE OF THE ACTIVE COMPOUNDS

Ejemplares similares