Chemical and Pharmacological Screening of Rhinella icterica (Spix 1824) Toad Parotoid Secretion in Avian Preparations
The biological activity of parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study. Mass spectrometry of these fractions indicated the presence of sarmentogenin, argentinogenin, (5 ,12 )-12,14-dihydroxy-11-oxobufa-3,20,22-tr...
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| Published in: | Toxins Vol. 12; no. 6; p. 396 |
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| Main Authors: | , , , , , , , , , , , , |
| Format: | Journal Article |
| Language: | English |
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| Abstract | The biological activity of
parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study. Mass spectrometry of these fractions indicated the presence of sarmentogenin, argentinogenin, (5
,12
)-12,14-dihydroxy-11-oxobufa-3,20,22-trienolide, marinobufagin, bufogenin B, 11α,19-dihydroxy-telocinobufagin, bufotalin, monohydroxylbufotalin, 19-oxo-cinobufagin, 3α,12
,25,26-tetrahydroxy-7-oxo-5
-cholestane-26-
-sulfate, and cinobufagin-3-hemisuberate that were identified as alkaloid and steroid compounds, in addition to marinoic acid and
-methyl-5-hydroxy-tryptamine. In chick brain slices, all fractions caused a slight decrease in cell viability, as also seen with the highest concentration of RIPS tested. In chick
neuromuscular preparations, RIPS and all four fractions significantly inhibited junctional acetylcholinesterase (AChE) activity. In this preparation, only fraction RI23 completely mimicked the pharmacological profile of RIPS, which included a transient facilitation in the amplitude of muscle twitches followed by progressive and complete neuromuscular blockade. Mass spectrometric analysis showed that RI23 consisted predominantly of bufogenins, a class of steroidal compounds known for their cardiotonic activity mediated by a digoxin- or ouabain-like action and the blockade of voltage-dependent L-type calcium channels. These findings indicate that the pharmacological activities of RI23 (and RIPS) are probably mediated by: (1) inhibition of AChE activity that increases the junctional content of Ach; (2) inhibition of neuronal Na
/K
-ATPase, leading to facilitation followed by neuromuscular blockade; and (3) blockade of voltage-dependent Ca
channels, leading to stabilization of the motor endplate membrane. |
|---|---|
| AbstractList | The biological activity of Rhinella icterica parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study. Mass spectrometry of these fractions indicated the presence of sarmentogenin, argentinogenin, (5β,12β)-12,14-dihydroxy-11-oxobufa-3,20,22-trienolide, marinobufagin, bufogenin B, 11α,19-dihydroxy-telocinobufagin, bufotalin, monohydroxylbufotalin, 19-oxo-cinobufagin, 3α,12β,25,26-tetrahydroxy-7-oxo-5β-cholestane-26-O-sulfate, and cinobufagin-3-hemisuberate that were identified as alkaloid and steroid compounds, in addition to marinoic acid and N-methyl-5-hydroxy-tryptamine. In chick brain slices, all fractions caused a slight decrease in cell viability, as also seen with the highest concentration of RIPS tested. In chick biventer cervicis neuromuscular preparations, RIPS and all four fractions significantly inhibited junctional acetylcholinesterase (AChE) activity. In this preparation, only fraction RI23 completely mimicked the pharmacological profile of RIPS, which included a transient facilitation in the amplitude of muscle twitches followed by progressive and complete neuromuscular blockade. Mass spectrometric analysis showed that RI23 consisted predominantly of bufogenins, a class of steroidal compounds known for their cardiotonic activity mediated by a digoxin- or ouabain-like action and the blockade of voltage-dependent L-type calcium channels. These findings indicate that the pharmacological activities of RI23 (and RIPS) are probably mediated by: (1) inhibition of AChE activity that increases the junctional content of Ach; (2) inhibition of neuronal Na+/K+-ATPase, leading to facilitation followed by neuromuscular blockade; and (3) blockade of voltage-dependent Ca2+ channels, leading to stabilization of the motor endplate membrane. The biological activity of parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study. Mass spectrometry of these fractions indicated the presence of sarmentogenin, argentinogenin, (5 ,12 )-12,14-dihydroxy-11-oxobufa-3,20,22-trienolide, marinobufagin, bufogenin B, 11α,19-dihydroxy-telocinobufagin, bufotalin, monohydroxylbufotalin, 19-oxo-cinobufagin, 3α,12 ,25,26-tetrahydroxy-7-oxo-5 -cholestane-26- -sulfate, and cinobufagin-3-hemisuberate that were identified as alkaloid and steroid compounds, in addition to marinoic acid and -methyl-5-hydroxy-tryptamine. In chick brain slices, all fractions caused a slight decrease in cell viability, as also seen with the highest concentration of RIPS tested. In chick neuromuscular preparations, RIPS and all four fractions significantly inhibited junctional acetylcholinesterase (AChE) activity. In this preparation, only fraction RI23 completely mimicked the pharmacological profile of RIPS, which included a transient facilitation in the amplitude of muscle twitches followed by progressive and complete neuromuscular blockade. Mass spectrometric analysis showed that RI23 consisted predominantly of bufogenins, a class of steroidal compounds known for their cardiotonic activity mediated by a digoxin- or ouabain-like action and the blockade of voltage-dependent L-type calcium channels. These findings indicate that the pharmacological activities of RI23 (and RIPS) are probably mediated by: (1) inhibition of AChE activity that increases the junctional content of Ach; (2) inhibition of neuronal Na /K -ATPase, leading to facilitation followed by neuromuscular blockade; and (3) blockade of voltage-dependent Ca channels, leading to stabilization of the motor endplate membrane. The biological activity of Rhinella icterica parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study. Mass spectrometry of these fractions indicated the presence of sarmentogenin, argentinogenin, (5β,12β)-12,14-dihydroxy-11-oxobufa-3,20,22-trienolide, marinobufagin, bufogenin B, 11α,19-dihydroxy-telocinobufagin, bufotalin, monohydroxylbufotalin, 19-oxo-cinobufagin, 3α,12β,25,26-tetrahydroxy-7-oxo-5β-cholestane-26-O-sulfate, and cinobufagin-3-hemisuberate that were identified as alkaloid and steroid compounds, in addition to marinoic acid and N-methyl-5-hydroxy-tryptamine. In chick brain slices, all fractions caused a slight decrease in cell viability, as also seen with the highest concentration of RIPS tested. In chick biventer cervicis neuromuscular preparations, RIPS and all four fractions significantly inhibited junctional acetylcholinesterase (AChE) activity. In this preparation, only fraction RI23 completely mimicked the pharmacological profile of RIPS, which included a transient facilitation in the amplitude of muscle twitches followed by progressive and complete neuromuscular blockade. Mass spectrometric analysis showed that RI23 consisted predominantly of bufogenins, a class of steroidal compounds known for their cardiotonic activity mediated by a digoxin- or ouabain-like action and the blockade of voltage-dependent L-type calcium channels. These findings indicate that the pharmacological activities of RI23 (and RIPS) are probably mediated by: (1) inhibition of AChE activity that increases the junctional content of Ach; (2) inhibition of neuronal Na+/K+-ATPase, leading to facilitation followed by neuromuscular blockade; and (3) blockade of voltage-dependent Ca2+ channels, leading to stabilization of the motor endplate membrane.The biological activity of Rhinella icterica parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study. Mass spectrometry of these fractions indicated the presence of sarmentogenin, argentinogenin, (5β,12β)-12,14-dihydroxy-11-oxobufa-3,20,22-trienolide, marinobufagin, bufogenin B, 11α,19-dihydroxy-telocinobufagin, bufotalin, monohydroxylbufotalin, 19-oxo-cinobufagin, 3α,12β,25,26-tetrahydroxy-7-oxo-5β-cholestane-26-O-sulfate, and cinobufagin-3-hemisuberate that were identified as alkaloid and steroid compounds, in addition to marinoic acid and N-methyl-5-hydroxy-tryptamine. In chick brain slices, all fractions caused a slight decrease in cell viability, as also seen with the highest concentration of RIPS tested. In chick biventer cervicis neuromuscular preparations, RIPS and all four fractions significantly inhibited junctional acetylcholinesterase (AChE) activity. In this preparation, only fraction RI23 completely mimicked the pharmacological profile of RIPS, which included a transient facilitation in the amplitude of muscle twitches followed by progressive and complete neuromuscular blockade. Mass spectrometric analysis showed that RI23 consisted predominantly of bufogenins, a class of steroidal compounds known for their cardiotonic activity mediated by a digoxin- or ouabain-like action and the blockade of voltage-dependent L-type calcium channels. These findings indicate that the pharmacological activities of RI23 (and RIPS) are probably mediated by: (1) inhibition of AChE activity that increases the junctional content of Ach; (2) inhibition of neuronal Na+/K+-ATPase, leading to facilitation followed by neuromuscular blockade; and (3) blockade of voltage-dependent Ca2+ channels, leading to stabilization of the motor endplate membrane. The biological activity of Rhinella icterica parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study. Mass spectrometry of these fractions indicated the presence of sarmentogenin, argentinogenin, (5 β ,12 β )-12,14-dihydroxy-11-oxobufa-3,20,22-trienolide, marinobufagin, bufogenin B, 11α,19-dihydroxy-telocinobufagin, bufotalin, monohydroxylbufotalin, 19-oxo-cinobufagin, 3α,12 β ,25,26-tetrahydroxy-7-oxo-5 β -cholestane-26- O -sulfate, and cinobufagin-3-hemisuberate that were identified as alkaloid and steroid compounds, in addition to marinoic acid and N -methyl-5-hydroxy-tryptamine. In chick brain slices, all fractions caused a slight decrease in cell viability, as also seen with the highest concentration of RIPS tested. In chick biventer cervicis neuromuscular preparations, RIPS and all four fractions significantly inhibited junctional acetylcholinesterase (AChE) activity. In this preparation, only fraction RI23 completely mimicked the pharmacological profile of RIPS, which included a transient facilitation in the amplitude of muscle twitches followed by progressive and complete neuromuscular blockade. Mass spectrometric analysis showed that RI23 consisted predominantly of bufogenins, a class of steroidal compounds known for their cardiotonic activity mediated by a digoxin- or ouabain-like action and the blockade of voltage-dependent L-type calcium channels. These findings indicate that the pharmacological activities of RI23 (and RIPS) are probably mediated by: (1) inhibition of AChE activity that increases the junctional content of Ach; (2) inhibition of neuronal Na + /K + -ATPase, leading to facilitation followed by neuromuscular blockade; and (3) blockade of voltage-dependent Ca 2+ channels, leading to stabilization of the motor endplate membrane. |
| Author | Souza, Velci Queiróz de Hyslop, Stephen Leal, Allan Pinto Oliveira, Raquel Soares Lailowski, Manuela Merlin Corrado, Alexandre Pinto Moura, Sidnei Borges, Bruna Trindade Dal Belo, Cháriston A Santos, Tiago Gomes Dos Vinadé, Lúcia Arantes, Eliane Candiani Bordon, Karla de Castro Figueiredo |
| AuthorAffiliation | 6 Departamento de Farmacologia, Faculdade de Ciências Médicas, Universidade Estadual de Campinas (UNICAMP), Rua Tessália Vieira de Camargo, 126, Cidade Universitária Zeferino Vaz, Campinas SP 13083-887, Brazil; hyslop@unicamp.br 4 Departamento de Ciências BioMoleculares, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo (USP), Avenida do Café, s/n, Ribeirão Preto SP 14.040-903, Brazil; karla@fcfrp.usp.br (K.d.C.F.B.); ecabraga@fcfrp.usp.br (E.C.A.) 7 Departamento de Farmacologia, Faculdade de Medicina de Ribeirão Preto, Universidade de São Paulo (USP), Avenida Bandeirantes 3900, Ribeirão Preto SP 14040-030, Brazil; apcorrad@fmrp.usp.br 3 Laboratório de Biotecnologia de Produtos Naturais e Sintéticos, Instituto de Biotecnologia, Universidade de Caxias do Sul (UCS), Rua Francisco Getúlio Vargas 1130, Caxias do Sul RS 95070-560, Brazil; manusnowwhite@yahoo.com.br (M.M.L.); smsilva11@ucs.br (S.M.) 2 Programa de Pós-Graduação em Ciências Biológicas: Bioquímica Tox |
| AuthorAffiliation_xml | – name: 2 Programa de Pós-Graduação em Ciências Biológicas: Bioquímica Toxicológica (PPGBTox), Universidade Federal de Santa Maria (UFSM), Avenida Roraima 1000, Santa Maria RS 97105-900, Brazil – name: 1 Laboratório de Neurobiologia e Toxinologia, Programa de Pós-Graduação em Ciências Biológicas (PPGCB), Universidade Federal do Pampa (UNIPAMPA), Avenida Antônio Trilha 1847, São Gabriel RS 97300-000, Brazil; raquelsoaresoliveira@yahoo.com.br (R.S.O.); brunaborges@alunos.unipampa.edu.br (B.T.B.); allan-leal@hotmail.com (A.P.L.); velcisouza@unipampa.edu.br (V.Q.d.S.) – name: 7 Departamento de Farmacologia, Faculdade de Medicina de Ribeirão Preto, Universidade de São Paulo (USP), Avenida Bandeirantes 3900, Ribeirão Preto SP 14040-030, Brazil; apcorrad@fmrp.usp.br – name: 3 Laboratório de Biotecnologia de Produtos Naturais e Sintéticos, Instituto de Biotecnologia, Universidade de Caxias do Sul (UCS), Rua Francisco Getúlio Vargas 1130, Caxias do Sul RS 95070-560, Brazil; manusnowwhite@yahoo.com.br (M.M.L.); smsilva11@ucs.br (S.M.) – name: 6 Departamento de Farmacologia, Faculdade de Ciências Médicas, Universidade Estadual de Campinas (UNICAMP), Rua Tessália Vieira de Camargo, 126, Cidade Universitária Zeferino Vaz, Campinas SP 13083-887, Brazil; hyslop@unicamp.br – name: 4 Departamento de Ciências BioMoleculares, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo (USP), Avenida do Café, s/n, Ribeirão Preto SP 14.040-903, Brazil; karla@fcfrp.usp.br (K.d.C.F.B.); ecabraga@fcfrp.usp.br (E.C.A.) – name: 5 Laboratório de Estudos em Biodiversidade Pampiana, Universidade Federal do Pampa (UNIPAMPA), Avenida Antônio Trilha 1847, São Gabriel RS 97300-000, Brazil; frogomes@gmail.com |
| Author_xml | – sequence: 1 givenname: Raquel Soares surname: Oliveira fullname: Oliveira, Raquel Soares organization: Laboratório de Neurobiologia e Toxinologia, Programa de Pós-Graduação em Ciências Biológicas (PPGCB), Universidade Federal do Pampa (UNIPAMPA), Avenida Antônio Trilha 1847, São Gabriel RS 97300-000, Brazil – sequence: 2 givenname: Bruna Trindade orcidid: 0000-0001-5269-3150 surname: Borges fullname: Borges, Bruna Trindade organization: Laboratório de Neurobiologia e Toxinologia, Programa de Pós-Graduação em Ciências Biológicas (PPGCB), Universidade Federal do Pampa (UNIPAMPA), Avenida Antônio Trilha 1847, São Gabriel RS 97300-000, Brazil – sequence: 3 givenname: Allan Pinto orcidid: 0000-0002-4689-4615 surname: Leal fullname: Leal, Allan Pinto organization: Programa de Pós-Graduação em Ciências Biológicas: Bioquímica Toxicológica (PPGBTox), Universidade Federal de Santa Maria (UFSM), Avenida Roraima 1000, Santa Maria RS 97105-900, Brazil – sequence: 4 givenname: Manuela Merlin surname: Lailowski fullname: Lailowski, Manuela Merlin organization: Laboratório de Biotecnologia de Produtos Naturais e Sintéticos, Instituto de Biotecnologia, Universidade de Caxias do Sul (UCS), Rua Francisco Getúlio Vargas 1130, Caxias do Sul RS 95070-560, Brazil – sequence: 5 givenname: Karla de Castro Figueiredo orcidid: 0000-0001-6540-2295 surname: Bordon fullname: Bordon, Karla de Castro Figueiredo organization: Departamento de Ciências BioMoleculares, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo (USP), Avenida do Café, s/n, Ribeirão Preto SP 14.040-903, Brazil – sequence: 6 givenname: Velci Queiróz de surname: Souza fullname: Souza, Velci Queiróz de organization: Laboratório de Neurobiologia e Toxinologia, Programa de Pós-Graduação em Ciências Biológicas (PPGCB), Universidade Federal do Pampa (UNIPAMPA), Avenida Antônio Trilha 1847, São Gabriel RS 97300-000, Brazil – sequence: 7 givenname: Lúcia orcidid: 0000-0001-5373-6351 surname: Vinadé fullname: Vinadé, Lúcia organization: Laboratório de Neurobiologia e Toxinologia, Programa de Pós-Graduação em Ciências Biológicas (PPGCB), Universidade Federal do Pampa (UNIPAMPA), Avenida Antônio Trilha 1847, São Gabriel RS 97300-000, Brazil – sequence: 8 givenname: Tiago Gomes Dos orcidid: 0000-0003-4298-5656 surname: Santos fullname: Santos, Tiago Gomes Dos organization: Laboratório de Estudos em Biodiversidade Pampiana, Universidade Federal do Pampa (UNIPAMPA), Avenida Antônio Trilha 1847, São Gabriel RS 97300-000, Brazil – sequence: 9 givenname: Stephen surname: Hyslop fullname: Hyslop, Stephen organization: Departamento de Farmacologia, Faculdade de Ciências Médicas, Universidade Estadual de Campinas (UNICAMP), Rua Tessália Vieira de Camargo, 126, Cidade Universitária Zeferino Vaz, Campinas SP 13083-887, Brazil – sequence: 10 givenname: Sidnei surname: Moura fullname: Moura, Sidnei organization: Laboratório de Biotecnologia de Produtos Naturais e Sintéticos, Instituto de Biotecnologia, Universidade de Caxias do Sul (UCS), Rua Francisco Getúlio Vargas 1130, Caxias do Sul RS 95070-560, Brazil – sequence: 11 givenname: Eliane Candiani orcidid: 0000-0002-6712-6033 surname: Arantes fullname: Arantes, Eliane Candiani organization: Departamento de Ciências BioMoleculares, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo (USP), Avenida do Café, s/n, Ribeirão Preto SP 14.040-903, Brazil – sequence: 12 givenname: Alexandre Pinto surname: Corrado fullname: Corrado, Alexandre Pinto organization: Departamento de Farmacologia, Faculdade de Medicina de Ribeirão Preto, Universidade de São Paulo (USP), Avenida Bandeirantes 3900, Ribeirão Preto SP 14040-030, Brazil – sequence: 13 givenname: Cháriston A orcidid: 0000-0001-7010-6503 surname: Dal Belo fullname: Dal Belo, Cháriston A organization: Programa de Pós-Graduação em Ciências Biológicas: Bioquímica Toxicológica (PPGBTox), Universidade Federal de Santa Maria (UFSM), Avenida Roraima 1000, Santa Maria RS 97105-900, Brazil |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/32549266$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_3389_fphar_2023_1040778 crossref_primary_10_3390_toxins12100630 crossref_primary_10_3390_toxins13060415 crossref_primary_10_1016_j_toxicon_2022_02_017 |
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| Snippet | The biological activity of
parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in the current study.... The biological activity of Rhinella icterica parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in... The biological activity of Rhinella icterica parotoid secretion (RIPS) and some of its chromatographic fractions (RI18, RI19, RI23, and RI24) was evaluated in... |
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| SubjectTerms | Acetylcholinesterase Animals Anti-AChE activity avian Biological activity Brain - drug effects Brain - metabolism Brain - pathology Brain slice preparation Bufanolides - isolation & purification Bufanolides - toxicity Bufonidae Calcium Channel Blockers - isolation & purification Calcium Channel Blockers - toxicity Calcium channels Calcium channels (L-type) Calcium channels (voltage-gated) Calcium ions Cell Survival - drug effects Cell viability Channels chick neurobiological preparations Chickens Cholinesterase Inhibitors - isolation & purification Cholinesterase Inhibitors - toxicity cytotoxicity Digoxin Dose-Response Relationship, Drug Electric potential Mass spectrometry Mass spectroscopy Muscles Na+/K+-exchanging ATPase neuromuscular blockade Neuromuscular Junction - drug effects Neuromuscular Junction - metabolism Neuromuscular junctions Neurotoxins - isolation & purification Neurotoxins - toxicity Ouabain Parotid Gland - chemistry Pharmacology Proteins Rhinella icterica Secretion Secretory Pathway Sodium-Potassium-Exchanging ATPase - antagonists & inhibitors Sodium-Potassium-Exchanging ATPase - metabolism Steroids Sulfates toad poison Toads Tryptamine Tryptamines Voltage |
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| Title | Chemical and Pharmacological Screening of Rhinella icterica (Spix 1824) Toad Parotoid Secretion in Avian Preparations |
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