Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and Larvae

<i>Haemonchus contortus</i> affect small ruminants all over the world. Anthelmintics cause resistance, contamination, and a risk of public health. <i>Prosopis laevigata</i> is a plant used as a home remedy against many diseases in Mexico. This study arose from a preliminary s...

Full description

Bibliographic Details
Main Authors: Edgar Jesús Delgado-Núñez, Alejandro Zamilpa, Manasés González-Cortazar, Agustín Olmedo-Juárez, Alexandre Cardoso-Taketa, Ernesto Sánchez-Mendoza, Daniel Tapia-Maruri, David Osvaldo Salinas-Sánchez, Pedro Mendoza-de Gives
Format: Article
Language:English
Published: MDPI AG 2020-05-01
Series:Biomolecules
Subjects:
Online Access:https://www.mdpi.com/2218-273X/10/5/773
_version_ 1827716790265839616
author Edgar Jesús Delgado-Núñez
Alejandro Zamilpa
Manasés González-Cortazar
Agustín Olmedo-Juárez
Alexandre Cardoso-Taketa
Ernesto Sánchez-Mendoza
Daniel Tapia-Maruri
David Osvaldo Salinas-Sánchez
Pedro Mendoza-de Gives
author_facet Edgar Jesús Delgado-Núñez
Alejandro Zamilpa
Manasés González-Cortazar
Agustín Olmedo-Juárez
Alexandre Cardoso-Taketa
Ernesto Sánchez-Mendoza
Daniel Tapia-Maruri
David Osvaldo Salinas-Sánchez
Pedro Mendoza-de Gives
author_sort Edgar Jesús Delgado-Núñez
collection DOAJ
description <i>Haemonchus contortus</i> affect small ruminants all over the world. Anthelmintics cause resistance, contamination, and a risk of public health. <i>Prosopis laevigata</i> is a plant used as a home remedy against many diseases in Mexico. This study arose from a preliminary study where a <i>P. laevigata</i> hydroalcoholic extract (<i>Pl-hae)</i> showed anthelmintic activity (<i>aa</i>) against <i>H. contortus</i>. Searching for bioactive compounds (<i>bac</i>) with high <i>aa</i>, the <i>Pl-hae</i> was fractioned obtaining an aqueous (<i>Aq-F</i>) and an ethyl acetate fraction (<i>EtAc-F</i>), and a flavonoid with <i>aa</i> identified as isorhamnetin was obtained from <i>EtAc-F</i>. Both fractions were in vitro assessed by the egg hatch test (<i>eht</i>) and larval mortality (<i>lm</i>) assays. The <i>bac</i> obtained from <i>EtAc-F</i> were characterised by NMR analysis. The highest <i>aa</i> were recorded with <i>EtAc-F</i>, resulting in 100% <i>eht</i> and 80.45% <i>lm</i> at 0.75 and 30 mg/mL, respectively. Alterations in eggs and larvae attributed to isorhamnetin were recorded by environmental scanning electron microscopy, confocal laser scanning and by high-resolution digital-coupled camera. This flavonoid caused 100% <i>eht</i> at 0.07 mg/mL after 48 h and 100% <i>lm</i> at 7.5 mg/mL after 72 h exposure. Isorhamnetin has promising potential as an anthelmintic against sheep haemonchosis.
first_indexed 2024-03-10T19:47:50Z
format Article
id doaj.art-ad12cbcf002b480f8ab021127c373651
institution Directory Open Access Journal
issn 2218-273X
language English
last_indexed 2024-03-10T19:47:50Z
publishDate 2020-05-01
publisher MDPI AG
record_format Article
series Biomolecules
spelling doaj.art-ad12cbcf002b480f8ab021127c3736512023-11-20T00:39:00ZengMDPI AGBiomolecules2218-273X2020-05-0110577310.3390/biom10050773Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and LarvaeEdgar Jesús Delgado-Núñez0Alejandro Zamilpa1Manasés González-Cortazar2Agustín Olmedo-Juárez3Alexandre Cardoso-Taketa4Ernesto Sánchez-Mendoza5Daniel Tapia-Maruri6David Osvaldo Salinas-Sánchez7Pedro Mendoza-de Gives8Centro de Investigación en Biotecnología, Universidad Autónoma de Morelos, Doctorado en Ciencias Naturales (CEIB-UAEM) Av. Universidad 1001 Col. Chamilpa, Cuernavaca, Morelos CP 62209, MéxicoCentro de Investigación Biomédica del Sur, CIBIS-IMSS, Argentina 1, Col Centro, Xochitepec, Morelos CP 62790, MéxicoCentro de Investigación Biomédica del Sur, CIBIS-IMSS, Argentina 1, Col Centro, Xochitepec, Morelos CP 62790, MéxicoCentro Nacional de Investigación Disciplinaria en Salud Animal e Inocuidad (CENID-SAI-INIFAP), Carretera Federal Cuernavaca-Cuautla No. 8534, Col. Progreso C.P. 62550 Jiutepec, Morelos A.P. 206-CIVAC, MéxicoCentro de Investigación en Biotecnología, Universidad Autónoma de Morelos, Doctorado en Ciencias Naturales (CEIB-UAEM) Av. Universidad 1001 Col. Chamilpa, Cuernavaca, Morelos CP 62209, MéxicoDepartamento de Sistemas Biológicos, Universidad Autónoma Metropolitana, CDMX CP 04960, MéxicoDepartamento de Biotecnología, Centro de Desarrollo de Productos Bióticos, Instituto Politécnico Nacional, Carretera Yautepec-Jojutla Km 6, Calle CEPROBI No. 8, Col. San Isidro, Yautepec, Morelos CP 62731, MéxicoCentro de Investigación en Biodiversidad y Conservación (CIByC-UAEM), Universidad Autónoma del Estado de Morelos, Av. Universidad 1001 Col. Chamilpa, Cuernavaca, Morelos CP 62209, MéxicoCentro Nacional de Investigación Disciplinaria en Salud Animal e Inocuidad (CENID-SAI-INIFAP), Carretera Federal Cuernavaca-Cuautla No. 8534, Col. Progreso C.P. 62550 Jiutepec, Morelos A.P. 206-CIVAC, México<i>Haemonchus contortus</i> affect small ruminants all over the world. Anthelmintics cause resistance, contamination, and a risk of public health. <i>Prosopis laevigata</i> is a plant used as a home remedy against many diseases in Mexico. This study arose from a preliminary study where a <i>P. laevigata</i> hydroalcoholic extract (<i>Pl-hae)</i> showed anthelmintic activity (<i>aa</i>) against <i>H. contortus</i>. Searching for bioactive compounds (<i>bac</i>) with high <i>aa</i>, the <i>Pl-hae</i> was fractioned obtaining an aqueous (<i>Aq-F</i>) and an ethyl acetate fraction (<i>EtAc-F</i>), and a flavonoid with <i>aa</i> identified as isorhamnetin was obtained from <i>EtAc-F</i>. Both fractions were in vitro assessed by the egg hatch test (<i>eht</i>) and larval mortality (<i>lm</i>) assays. The <i>bac</i> obtained from <i>EtAc-F</i> were characterised by NMR analysis. The highest <i>aa</i> were recorded with <i>EtAc-F</i>, resulting in 100% <i>eht</i> and 80.45% <i>lm</i> at 0.75 and 30 mg/mL, respectively. Alterations in eggs and larvae attributed to isorhamnetin were recorded by environmental scanning electron microscopy, confocal laser scanning and by high-resolution digital-coupled camera. This flavonoid caused 100% <i>eht</i> at 0.07 mg/mL after 48 h and 100% <i>lm</i> at 7.5 mg/mL after 72 h exposure. Isorhamnetin has promising potential as an anthelmintic against sheep haemonchosis.https://www.mdpi.com/2218-273X/10/5/773<i>Prosopis</i>flavonoidisorhamnetinnematocidal activity<i>Haemonchus</i>
spellingShingle Edgar Jesús Delgado-Núñez
Alejandro Zamilpa
Manasés González-Cortazar
Agustín Olmedo-Juárez
Alexandre Cardoso-Taketa
Ernesto Sánchez-Mendoza
Daniel Tapia-Maruri
David Osvaldo Salinas-Sánchez
Pedro Mendoza-de Gives
Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and Larvae
Biomolecules
<i>Prosopis</i>
flavonoid
isorhamnetin
nematocidal activity
<i>Haemonchus</i>
title Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and Larvae
title_full Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and Larvae
title_fullStr Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and Larvae
title_full_unstemmed Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and Larvae
title_short Isorhamnetin: A Nematocidal Flavonoid from <i>Prosopis laevigata</i> Leaves Against <i>Haemonchus contortus</i> Eggs and Larvae
title_sort isorhamnetin a nematocidal flavonoid from i prosopis laevigata i leaves against i haemonchus contortus i eggs and larvae
topic <i>Prosopis</i>
flavonoid
isorhamnetin
nematocidal activity
<i>Haemonchus</i>
url https://www.mdpi.com/2218-273X/10/5/773
work_keys_str_mv AT edgarjesusdelgadonunez isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT alejandrozamilpa isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT manasesgonzalezcortazar isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT agustinolmedojuarez isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT alexandrecardosotaketa isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT ernestosanchezmendoza isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT danieltapiamaruri isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT davidosvaldosalinassanchez isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae
AT pedromendozadegives isorhamnetinanematocidalflavonoidfromiprosopislaevigataileavesagainstihaemonchuscontortusieggsandlarvae