Anti-biofilm and anti-inflammatory active diterpene isolated from the fruit of Xylopia benthamii R.E.Fr.
Emilly J S P de LimaWeider H P PazNállarett M Dávila CardozoAna Paula A BoletiPatrícia Souza E SilvaLincoln T H MukoyamaFelipe Moura Araújo da SilvaEmmanoel Vilaça CostaJosean Fechine TavaresLudovico MiglioloHector Henrique Ferreira KoolenPublished in: Natural product research (2023)
Xylopia benthamii (Annonaceae) is a plant with limited phytochemical and pharmacological evidence. Thus, using LC-MS/MS, we performed exploratory analyses of the fruit extract of X. benthamii , resulting in the tentative identification of alkaloids ( 1-7 ) and diterpenes ( 8-13 ). Through the application of chromatography techniques with the extract of X. benthamii, two kaurane diterpenes were isolated, xylopinic acid ( 9 ) and ent -15-oxo-kaur-16-en-19-oic acid ( 11 ). Their structures were established using spectroscopy (NMR 1D/2D) and mass spectrometry. The isolated compounds were submitted to anti-biofilm analysis against Acinetobacter baumannii , anti-neuroinflammatory and cytotoxic activity in BV-2 cells. Compound 11 (201.75 µM) inhibited 35% of bacterial biofilm formation and high anti-inflammatory activity in BV-2 (IC 50 = 0.78 µM). In conclusion, the results demonstrated that compound 11 was characterized for the first time with pharmacological potential in the development of new alternatives for studies with neuroinflammatory diseases.
Keyphrases
- pseudomonas aeruginosa
- biofilm formation
- acinetobacter baumannii
- mass spectrometry
- staphylococcus aureus
- anti inflammatory
- candida albicans
- high resolution
- cystic fibrosis
- multidrug resistant
- escherichia coli
- induced apoptosis
- drug resistant
- liquid chromatography
- lps induced
- lipopolysaccharide induced
- oxidative stress
- high performance liquid chromatography
- cell cycle arrest
- tandem mass spectrometry
- solid state
- pi k akt
- cell death
- single molecule
- ms ms