Bioactive constituents from seeds of Annona Senegalensis Persoon (Annonaceae)

Abstract

Column chromatography led to the isolation and full characterization of N-cerotoyltryptamine (1) previously described in a mixture of 5 compounds, asimicin (2) and ent-19-Carbomethoxykauran-17-oic acid (3) isolated from this species for first time alongside stigmasterol glycoside (4) and lacceroic acid (5). The structures of the compounds were established by extensive EIMS, HRESIMS, 1 D and 2 D NMR studies. Compound 1 and the extract AS were more potent inhibitors of ROS with IC₅₀ values of 2.7 ± 0.1 µg/mL and 8.7 ± 10.2 µg/mL respectively than Ibuprofen (11.2 ± 1.9 µg/mL) as a standard anti-inflammatory drug. Compound 2 showed high inhibition on nitric oxide (IC₅₀ = 3.9 ± 0.2 µg/mL), almost 6 times more active than the standard compound L-NMMA (IC₅₀ = 24.2 ± 0.8 µg/mL) used. Compounds showed relatively low toxicity on NIH-3T3 fibroblast cells compared to standard. The results indicate that compounds 1 and 2 are potent anti-inflammatory drug candidates.

GRAPHICAL ABSTRACT

Keywords:

• Annona senegalensis
• N-cerotoyltryptamine
• asimicin
• HRESIMS
• ROS and NO inhibition
• cytotoxicity

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by TWAS PG Fellowship (FR number: 3240293193) and the HEC Project (Number: 5738).