Lignanamides from the Roots of <i>Metternichia macrocalyx</i> and Their Anti-inflammatory Activity
Five new lignanamides (<b>1</b>-<b>5</b>) and ten known amides (<b>6</b>-<b>15</b>) were isolated from the chloroform extract of <i>Metternichia macrocalyx</i> roots. The structures of the new compounds were elucidated via analysis of NMR spectroscopic and mass spectrometry data and known structures by comparison with data from the literature. Compound <b>1</b> had its absolute configuration established through ECD experiments, NMR calculations and quantum mechanical calculations. The anti-inflammatory activity of compounds (<b>1</b>-<b>5</b>) was assessed on RAW 264.7 macrophages. All the tested compounds reduced nitric oxide levels. In the cytokine quantification assays, only compound <b>2</b> did not significantly reduce IL-10 levels. Moreover, compounds <b>1</b>-<b>3</b> and <b>5</b> also reduced IL-1β levels. These results suggest the anti-inflammatory potential of these compounds.
Authors
- Francisco Allysson Assis Ferreira Gadelha (ORCID: https://orcid.org/0000-0002-7034-1519)
- Lucas Silva Abreu (ORCID: https://orcid.org/0000-0001-5620-8095)
- Domingos Cardoso (ORCID: https://orcid.org/0000-0001-7072-2656)
- Ana Carolina Ferreira de Albuquerque (ORCID: https://orcid.org/0000-0002-3183-0184)
- Marcelo Sobral da Silva (ORCID: https://orcid.org/0000-0003-3451-8468)
- Marianna Vieira Sobral (ORCID: https://orcid.org/0000-0002-7740-034X)
- Thiago Araújo de Medeiros Brito (ORCID: https://orcid.org/0000-0003-3180-0273)
- Josean Fechine Tavares (ORCID: https://orcid.org/0000-0003-0293-2605)
- Fernando Martins dos Santos (ORCID: https://orcid.org/0000-0003-3711-6659)
- Eudes da Silva Velozo (ORCID: https://orcid.org/0000-0001-7815-6353)
- Paulo Bruno Araújo Loureiro (ORCID: https://orcid.org/0009-0001-4349-0236)
Institutions
- Universidade Federal da Bahia (BR)
- Universidade Federal Fluminense (BR)
- Universidade Federal da Paraíba (BR)
Publication Details
- Journal
- ACS Omega
- Published
- 2024-11-13
- DOI
- https://doi.org/10.1021/acsomega.4c07336
- Citations
- 2
- Primary Topic
- Plant-derived Lignans Synthesis and Bioactivity
- Type
- article
- Field-Weighted Citation Impact
- 0.47
Funders
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro
- Universidade Federal do Rio de Janeiro