Compounds from the fruits of mangrove Sonneratia apetala: Isolation, molecular docking and antiaging effects using a Caenorhabditis elegans model

Bioorg Chem. 2020 Jun:99:103813. doi: 10.1016/j.bioorg.2020.103813. Epub 2020 Apr 2.

Abstract

The chemical investigation of the fruits of a mangrove Sonneratia apetala collected from the Beibu Gulf led to the isolation of four new compounds, sonneradons A-D (1-4), as well as 18 known compounds (5-22). The structures of the new compounds were elucidated based on extensive spectroscopic analysis, and the structures of the known compounds were established by comparison of their spectroscopic data with those of related metabolites. The antiaging activities of all isolates were evaluated using the nematode Caenorhabditis elegans as a model organism. The results showed that 10 compounds could protect C. elegans by extending its lifespan. Compound 1 possessed the most potent effect in the anti-heat stress assay and significantly attenuated aging-related decreases in the pumping and bending of the nematodes in the healthspan assay. Molecular docking studies suggested that compound 1 was bound to the DNA binding domain of HSF-1 and promoted the conformation of HSF-1, thus strengthening the interaction between the HSF-1 and related DNA. GLN49, ASN-74, and LYS-80 of the binding region might be the key amino residues during the interaction.

Keywords: Antiaging; Caenorhabditis elegans; Sonneradon; Sonneratia apetala.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aging / drug effects*
  • Animals
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology*
  • Caenorhabditis elegans / drug effects*
  • Caenorhabditis elegans / metabolism
  • Dose-Response Relationship, Drug
  • Fruit / chemistry*
  • Lythraceae / chemistry*
  • Molecular Docking Simulation
  • Molecular Structure
  • Protective Agents / chemistry
  • Protective Agents / isolation & purification
  • Protective Agents / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antioxidants
  • Protective Agents