Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity

Haematoxylum campechianum is a medicinal plant employed as an astringent to purify the blood and to treat stomach problems such as diarrhea and dysentery. A bio-guided chemical fractionation of the methanolic extract obtained from this plant allowed for the isolation of five compounds: two chalcones...

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Main Authors: Armando Escobar-Ramos, Carlos Ernesto Lobato-García, Alejandro Zamilpa, Abraham Gómez-Rivera, Jaime Tortoriello, Manasés González-Cortazar
Format: Article
Language:English
Published: MDPI AG 2017-08-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/22/9/1405
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spelling doaj-d83c12f3cb6248bc83a974b56f23b0f72020-11-25T00:53:14ZengMDPI AGMolecules1420-30492017-08-01229140510.3390/molecules22091405molecules22091405Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic ActivityArmando Escobar-Ramos0Carlos Ernesto Lobato-García1Alejandro Zamilpa2Abraham Gómez-Rivera3Jaime Tortoriello4Manasés González-Cortazar5Academics Division of Basic Sciences, University Juárez Autonomous of Tabasco, Highway Cunduacán-Jalpa Km. 0.5, Cunduacán Tabasco 86690, MexicoAcademics Division of Basic Sciences, University Juárez Autonomous of Tabasco, Highway Cunduacán-Jalpa Km. 0.5, Cunduacán Tabasco 86690, MexicoSouthern Biomedical Research, Mexican Institute of Social Security, Argentina No. 1, Col. Centro, 62790 Xochitepec, MexicoAcademics Division of Basic Sciences, University Juárez Autonomous of Tabasco, Highway Cunduacán-Jalpa Km. 0.5, Cunduacán Tabasco 86690, MexicoSouthern Biomedical Research, Mexican Institute of Social Security, Argentina No. 1, Col. Centro, 62790 Xochitepec, MexicoSouthern Biomedical Research, Mexican Institute of Social Security, Argentina No. 1, Col. Centro, 62790 Xochitepec, MexicoHaematoxylum campechianum is a medicinal plant employed as an astringent to purify the blood and to treat stomach problems such as diarrhea and dysentery. A bio-guided chemical fractionation of the methanolic extract obtained from this plant allowed for the isolation of five compounds: two chalcones known as sappanchalcone (1); 3-deoxysappanchalcone (2); three homoisoflavonoids known as hematoxylol A (3); 4-O-methylhematoxylol (4); and, hematoxin (5). The spasmolytic activity was determined in an in vitro model (electrically induced contractions of guinea pig ileum), and allowed to demonstrate that the methanolic extract (EC50 = 62.11 ± 3.23) fractions HcF7 (EC50 = 61.75 ± 3.55) and HcF9 (EC50 = 125.5 ± 10.65) and compounds 1 (EC50 = 16.06 ± 2.15) and 2 (EC50 = 25.37 ± 3.47) of Haematoxylum campechianum present significant relaxing activity as compared to papaverine (EC50 = 20.08 ± 2.0) as a positive control.https://www.mdpi.com/1420-3049/22/9/1405homoisoflavonoidsHaematoxylum campechianumchalconespasmolytic
collection DOAJ
language English
format Article
sources DOAJ
author Armando Escobar-Ramos
Carlos Ernesto Lobato-García
Alejandro Zamilpa
Abraham Gómez-Rivera
Jaime Tortoriello
Manasés González-Cortazar
spellingShingle Armando Escobar-Ramos
Carlos Ernesto Lobato-García
Alejandro Zamilpa
Abraham Gómez-Rivera
Jaime Tortoriello
Manasés González-Cortazar
Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity
Molecules
homoisoflavonoids
Haematoxylum campechianum
chalcone
spasmolytic
author_facet Armando Escobar-Ramos
Carlos Ernesto Lobato-García
Alejandro Zamilpa
Abraham Gómez-Rivera
Jaime Tortoriello
Manasés González-Cortazar
author_sort Armando Escobar-Ramos
title Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity
title_short Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity
title_full Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity
title_fullStr Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity
title_full_unstemmed Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity
title_sort homoisoflavonoids and chalcones isolated from haematoxylum campechianum l., with spasmolytic activity
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2017-08-01
description Haematoxylum campechianum is a medicinal plant employed as an astringent to purify the blood and to treat stomach problems such as diarrhea and dysentery. A bio-guided chemical fractionation of the methanolic extract obtained from this plant allowed for the isolation of five compounds: two chalcones known as sappanchalcone (1); 3-deoxysappanchalcone (2); three homoisoflavonoids known as hematoxylol A (3); 4-O-methylhematoxylol (4); and, hematoxin (5). The spasmolytic activity was determined in an in vitro model (electrically induced contractions of guinea pig ileum), and allowed to demonstrate that the methanolic extract (EC50 = 62.11 ± 3.23) fractions HcF7 (EC50 = 61.75 ± 3.55) and HcF9 (EC50 = 125.5 ± 10.65) and compounds 1 (EC50 = 16.06 ± 2.15) and 2 (EC50 = 25.37 ± 3.47) of Haematoxylum campechianum present significant relaxing activity as compared to papaverine (EC50 = 20.08 ± 2.0) as a positive control.
topic homoisoflavonoids
Haematoxylum campechianum
chalcone
spasmolytic
url https://www.mdpi.com/1420-3049/22/9/1405
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