Target Isolation of Prenylated Isoflavonoids and Pterocarpans from <i>Acosmium diffusissimum</i> Using LC–MS/MS-Based Molecular Networking
This is the report of the HPLC-MSn-guided isolation of new anti-inflammatory prenylated isoflavonoids and pterocarpans from the stems of <i>Acosmium diffusissimum</i> using GNPS molecular networking as the main tool. Cluster analysis guided the isolation of five new prenylated isoflavonoids, diffusiflavone A-E (<b>1-4</b> and <b>9</b>), two prenylated pterocarpans, diffusicarpan A and B (<b>5</b> and <b>6</b>), and two known compounds 6-prenylorobol (<b>7</b>) and 3-<i>O</i>-methylquercetin (<b>8</b>). The in vitro anti-inflammatory potential of compounds <b>1-6</b> and <b>9</b> was assessed in macrophages induced with lipopolysaccharide (LPS). Compounds <b>2</b>, <b>3</b>, <b>5</b>, and <b>9</b> were observed to have a reduction in NO levels in at least one of the concentrations tested (1.25, 2.5, 5, 10, and 20 μg/mL) and also reduced IL-1β and IL-6 cytokines, especially diffusicarpan A which reduced cytokine levels in all the concentrations tested.
Authors
- Francisco Allysson Assis Ferreira Gadelha (ORCID: https://orcid.org/0000-0002-7034-1519)
- José Maria Barbosa‐Filho (ORCID: https://orcid.org/0000-0002-9567-4096)
- Carlos Vinicius Azevedo da Silva (ORCID: https://orcid.org/0000-0003-4187-6685)
- Márcia Regina Piuvezam (ORCID: https://orcid.org/0000-0003-2134-1667)
- Domingos Cardoso (ORCID: https://orcid.org/0000-0001-7072-2656)
- Gabriela Ribeiro de Sousa (ORCID: https://orcid.org/0009-0003-2888-7416)
- Marcelo Sobral da Silva (ORCID: https://orcid.org/0000-0003-3451-8468)
- Josean Fechine Tavares (ORCID: https://orcid.org/0000-0003-0293-2605)
- Mariana Costa Aragão
- Natanael Ramos de Lima Teles
Institutions
- Universidade Federal da Bahia (BR)
- Universidade Federal da Paraíba (BR)
- Hospital Ana Nery (BR)
- Universidade do Estado do Amazonas (BR)
- Centro de Estudos em Psicologia da Saúde (BR)
- Centro de Espectrometria de Massas Aplicada (Brazil) (BR)
Publication Details
- Journal
- ACS Omega
- Published
- 2025-03-27
- DOI
- https://doi.org/10.1021/acsomega.5c00866
- Citations
- 1
- Primary Topic
- Bioactive natural compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.81
Funders
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Financiadora de Estudos e Projetos
- Universidade Federal da Paraíba