Putative Identification of New Phragmaline-Type Limonoids from the Leaves of <i>Swietenia macrophylla</i> King: A Case Study Using Mass Spectrometry-Based Molecular Networking
José Diogo E. Reis,
Paulo Wender P. Gomes,
Paulo R. da C. Sá,
Sônia das G. S. R. Pamplona,
Consuelo Yumiko Y. e Silva,
Maria Fátima das G. F. da Silva,
Anupam Bishayee,
Milton Nascimento da Silva
Affiliations
José Diogo E. Reis
Laboratory of Liquid Chromatography, Institute of Exact and Natural Sciences, Federal University of Pará, Belém 66075-110, Brazil
Paulo Wender P. Gomes
Collaborative Mass Spectrometry Innovation Center, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, CA 92093, USA
Paulo R. da C. Sá
Federal Institute of Pará, Campus Castanhal, Castanhal 68740-970, Brazil
Sônia das G. S. R. Pamplona
Laboratory of Liquid Chromatography, Institute of Exact and Natural Sciences, Federal University of Pará, Belém 66075-110, Brazil
Consuelo Yumiko Y. e Silva
Laboratory of Liquid Chromatography, Institute of Exact and Natural Sciences, Federal University of Pará, Belém 66075-110, Brazil
Maria Fátima das G. F. da Silva
Department of Chemistry, Federal University of São Carlos, São Carlos 13565-905, Brazil
Anupam Bishayee
College of Osteopathic Medicine, Lake Erie College of Osteopathic Medicine, Bradenton, FL 16509, USA
Milton Nascimento da Silva
Laboratory of Liquid Chromatography, Institute of Exact and Natural Sciences, Federal University of Pará, Belém 66075-110, Brazil
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.