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Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking

Swietenia macrophylla King is a plant commonly known as Brazilian mahogany. The wood from its stem is highly prized for its exceptional quality, while its leaves are valued for their high content of phragmalin-type limonoids, a subclass of compounds known for their significant biological activities,...

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Autores principales: Reis, José Diogo E., Gomes, Paulo Wender P., Sá, Paulo R. da C., Pamplona, Sônia das G. S. R., Silva, Consuelo Yumiko Y. e, da Silva, Maria Fátima das G. F., Bishayee, Anupam, da Silva, Milton Nascimento
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10673509/
https://www.ncbi.nlm.nih.gov/pubmed/38005325
http://dx.doi.org/10.3390/molecules28227603
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author Reis, José Diogo E.
Gomes, Paulo Wender P.
Sá, Paulo R. da C.
Pamplona, Sônia das G. S. R.
Silva, Consuelo Yumiko Y. e
da Silva, Maria Fátima das G. F.
Bishayee, Anupam
da Silva, Milton Nascimento
author_facet Reis, José Diogo E.
Gomes, Paulo Wender P.
Sá, Paulo R. da C.
Pamplona, Sônia das G. S. R.
Silva, Consuelo Yumiko Y. e
da Silva, Maria Fátima das G. F.
Bishayee, Anupam
da Silva, Milton Nascimento
author_sort Reis, José Diogo E.
collection PubMed
description Swietenia macrophylla King is a plant commonly known as Brazilian mahogany. The wood from its stem is highly prized for its exceptional quality, while its leaves are valued for their high content of phragmalin-type limonoids, a subclass of compounds known for their significant biological activities, including antimalarial, antitumor, antiviral, and anti-inflammatory properties. In this context, twelve isolated limonoids from S. macrophylla leaves were employed as standards in mass spectrometry-based molecular networking to unveil new potential mass spectrometry signatures for phragmalin-type limonoids. Consequently, ultra-performance liquid chromatography coupled with high-resolution mass spectrometry was utilized for data acquisition. Subsequently, the obtained data were analyzed using the Global Natural Products Social Molecular Networking platform based on spectral similarity. In summary, this study identified 24 new putative phragmalin-type limonoids for the first time in S. macrophylla. These compounds may prove valuable in guiding future drug development efforts, leveraging the already established biological activities associated with limonoids.
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spelling pubmed-106735092023-11-15 Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking Reis, José Diogo E. Gomes, Paulo Wender P. Sá, Paulo R. da C. Pamplona, Sônia das G. S. R. Silva, Consuelo Yumiko Y. e da Silva, Maria Fátima das G. F. Bishayee, Anupam da Silva, Milton Nascimento Molecules Article Swietenia macrophylla King is a plant commonly known as Brazilian mahogany. The wood from its stem is highly prized for its exceptional quality, while its leaves are valued for their high content of phragmalin-type limonoids, a subclass of compounds known for their significant biological activities, including antimalarial, antitumor, antiviral, and anti-inflammatory properties. In this context, twelve isolated limonoids from S. macrophylla leaves were employed as standards in mass spectrometry-based molecular networking to unveil new potential mass spectrometry signatures for phragmalin-type limonoids. Consequently, ultra-performance liquid chromatography coupled with high-resolution mass spectrometry was utilized for data acquisition. Subsequently, the obtained data were analyzed using the Global Natural Products Social Molecular Networking platform based on spectral similarity. In summary, this study identified 24 new putative phragmalin-type limonoids for the first time in S. macrophylla. These compounds may prove valuable in guiding future drug development efforts, leveraging the already established biological activities associated with limonoids. MDPI 2023-11-15 /pmc/articles/PMC10673509/ /pubmed/38005325 http://dx.doi.org/10.3390/molecules28227603 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Reis, José Diogo E.
Gomes, Paulo Wender P.
Sá, Paulo R. da C.
Pamplona, Sônia das G. S. R.
Silva, Consuelo Yumiko Y. e
da Silva, Maria Fátima das G. F.
Bishayee, Anupam
da Silva, Milton Nascimento
Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking
title Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking
title_full Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking
title_fullStr Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking
title_full_unstemmed Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking
title_short Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking
title_sort putative identification of new phragmaline-type limonoids from the leaves of swietenia macrophylla king: a case study using mass spectrometry-based molecular networking
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10673509/
https://www.ncbi.nlm.nih.gov/pubmed/38005325
http://dx.doi.org/10.3390/molecules28227603
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