Structure Characterization and Biological Activity of 2-Arylbenzofurans from an Indonesian Plant, Sesbania grandiflora (L.) Pers.
Noviany NovianyArash SamadiNita YuliyanSutopo HadiMuhammad AzizNeny PurwitasariSuriyati MohamadNur Najihah IsmailKevin P GableTakeshi TsunodaPublished in: Phytochemistry letters (2019)
A new 2-arylbenzofuran, sesbagrandiflorain C (1), together with four known compounds, 2-(3,4-dihydroxy-2-methoxyphenyl)-4-hydroxy-6-methoxybenzofuran-3-carbaldehyde (2), 2-(4-hydroxy-2-methoxyphenyl)-5,6-dimethoxybenzofuran-3-carboxaldehyde (3), sesbagrandiflorain A (4) and sesbagrandiflorain B (5), have been isolated from the stem bark of an Indonesian plant, Sesbania grandiflora (L.) Pers. The chemical structure of compound 1 was elucidated by UV, IR, MS, and NMR spectroscopic techniques. The proton and carbon NMR resonances of 1 were also compared with the predicted chemical shifts obtained from DFT quantum mechanical calculations with Gaussian. None of the compounds showed antibacterial activity against Bacillus subtilis, Escherichia coli, Mycobacterium smegmatis, Pseudomonas aeruginosa, and Staphylococcus aureus in an agar diffusion assay. However, sesbagrandiflorains A (4) and B (5) exhibited moderate activity against Mycobacterium tuberculosis H37Rv. In addition, compounds 1 - 5 have moderate cytotoxicity against HeLa, HepG2, and MCF-7 cancer cell lines.
Keyphrases
- mycobacterium tuberculosis
- bacillus subtilis
- pseudomonas aeruginosa
- staphylococcus aureus
- escherichia coli
- magnetic resonance
- biofilm formation
- density functional theory
- molecular dynamics
- molecular docking
- high resolution
- high intensity
- pulmonary tuberculosis
- solid state
- cystic fibrosis
- mass spectrometry
- papillary thyroid
- multiple sclerosis
- high throughput
- molecular dynamics simulations
- ms ms
- cell wall
- breast cancer cells
- signaling pathway
- klebsiella pneumoniae
- young adults
- methicillin resistant staphylococcus aureus
- acinetobacter baumannii
- multidrug resistant
- candida albicans