AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegypti

Piper tuberculatum Jacq. is known to be a promising source of amides, which have shown remarkable biological activities. In this study, a phytochemical investigation of the leaves of P. tuberculatum was conducted, leading to the isolation of the amides cis-piplartine (1), piplartine (2), and 4,5-dih...

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Main Authors: Brenda R. C. Leocadio, Taynara S. Vale, Felipe M. A. da Silva, João V. C. O. Santos, Sergio M. Nunomura, André C. de Oliveira, Ingrity S. C. Sá, Rosemary A. Roque, Ana Paula A. Castro, Magno P. Muniz, Rita C. S. Nunomura
Format: Article
Language:English
Published: Sociedade Brasileira de Química 2025-07-01
Series:Química Nova
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Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422025000600315&lng=en&tlng=en
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author Brenda R. C. Leocadio
Taynara S. Vale
Felipe M. A. da Silva
João V. C. O. Santos
Sergio M. Nunomura
André C. de Oliveira
Ingrity S. C. Sá
Rosemary A. Roque
Ana Paula A. Castro
Magno P. Muniz
Rita C. S. Nunomura
author_facet Brenda R. C. Leocadio
Taynara S. Vale
Felipe M. A. da Silva
João V. C. O. Santos
Sergio M. Nunomura
André C. de Oliveira
Ingrity S. C. Sá
Rosemary A. Roque
Ana Paula A. Castro
Magno P. Muniz
Rita C. S. Nunomura
author_sort Brenda R. C. Leocadio
collection DOAJ
description Piper tuberculatum Jacq. is known to be a promising source of amides, which have shown remarkable biological activities. In this study, a phytochemical investigation of the leaves of P. tuberculatum was conducted, leading to the isolation of the amides cis-piplartine (1), piplartine (2), and 4,5-dihydropiperlonguminine (3). The structures of the compounds were determined through the analysis of 1D and 2D nuclear magnetic resonance (NMR), mass spectrometry (MS), and high-resolution mass spectrometry (HRMS), as well as data comparison with the literature. The isolated amides were tested for acetylcholinesterase (AChE) inhibition assay and larvicidal activity against Aedes aegypti. The significant larvicidal activity of the isolated amides, along with the AChE inhibition results, indicate that the larvicidal activity is related to the inhibition of this enzyme. These results suggest that these amides are promising larvicidal compounds.
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spelling doaj-art-d2fb65e714dc4ab7bf82d670d557d3d62025-07-22T07:40:12ZengSociedade Brasileira de QuímicaQuímica Nova1678-70642025-07-0148610.21577/0100-4042.20250162AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegyptiBrenda R. C. Leocadiohttps://orcid.org/0009-0009-0485-3063Taynara S. ValeFelipe M. A. da Silvahttps://orcid.org/0000-0002-1809-1372João V. C. O. SantosSergio M. Nunomurahttps://orcid.org/0000-0002-8919-9225André C. de OliveiraIngrity S. C. SáRosemary A. RoqueAna Paula A. CastroMagno P. Munizhttps://orcid.org/0000-0002-3885-455XRita C. S. Nunomurahttps://orcid.org/0000-0002-1119-7238Piper tuberculatum Jacq. is known to be a promising source of amides, which have shown remarkable biological activities. In this study, a phytochemical investigation of the leaves of P. tuberculatum was conducted, leading to the isolation of the amides cis-piplartine (1), piplartine (2), and 4,5-dihydropiperlonguminine (3). The structures of the compounds were determined through the analysis of 1D and 2D nuclear magnetic resonance (NMR), mass spectrometry (MS), and high-resolution mass spectrometry (HRMS), as well as data comparison with the literature. The isolated amides were tested for acetylcholinesterase (AChE) inhibition assay and larvicidal activity against Aedes aegypti. The significant larvicidal activity of the isolated amides, along with the AChE inhibition results, indicate that the larvicidal activity is related to the inhibition of this enzyme. These results suggest that these amides are promising larvicidal compounds.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422025000600315&lng=en&tlng=encis-piplartinepiplartine4,5-dihydropiperlongumininelarvicidal
spellingShingle Brenda R. C. Leocadio
Taynara S. Vale
Felipe M. A. da Silva
João V. C. O. Santos
Sergio M. Nunomura
André C. de Oliveira
Ingrity S. C. Sá
Rosemary A. Roque
Ana Paula A. Castro
Magno P. Muniz
Rita C. S. Nunomura
AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegypti
Química Nova
cis-piplartine
piplartine
4,5-dihydropiperlonguminine
larvicidal
title AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegypti
title_full AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegypti
title_fullStr AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegypti
title_full_unstemmed AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegypti
title_short AMIDES ISOLATED FROM THE LEAVES OF Piper tuberculatum Jacq. (Piperaceae) WITH ACETYLCHOLINESTERASE INHIBITION AND LARVICIDAL ACTIVITY AGAINST Aedes aegypti
title_sort amides isolated from the leaves of piper tuberculatum jacq piperaceae with acetylcholinesterase inhibition and larvicidal activity against aedes aegypti
topic cis-piplartine
piplartine
4,5-dihydropiperlonguminine
larvicidal
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422025000600315&lng=en&tlng=en
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