Halo-phenolic metabolites and their in vitro antioxidant and cytotoxic activities from the Red Sea alga Avrainvillea amadelpha

Z Naturforsch C J Biosci. 2021 Feb 1;76(5-6):213-218. doi: 10.1515/znc-2020-0221. Print 2021 May 26.

Abstract

From the green alga Avrainvillea amadelpha, two new naturally halo-benzaldehyde derivatives were isolated by various chromatographic methods along with 10 known metabolites of bromophenols, sulfonoglycolipid, and steroids. Based on the 1D and 2D NMR spectra as well as on MS data, the structures of the new compounds were identified as 5-bromo-2-(3-bromo-4-hydroxybenzyl)-3,4-dihydroxybenzaldehyde named avrainvilleal (1), and 3-iodo-4-hydroxy-benzaldehyde (2). Using SRB assay, both compounds showed mild and weak cytotoxic activity against HeLa and MCF-7 cancer cell lines, compared to the good activity of their extract (IC50 values 3.1 and 4.3 μg/mL, respectively). However, avrainvilleal (1) displayed an effective scavenged DPPH radical activity with IC50 value 3.5 μM, compared to the antioxidant quercetin with IC50 value 1.5 μM.

Keywords: Avrainvillea amadelpha; antioxidant activity; cytotoxicity; green algae; halophenolic compounds.

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Antioxidants / chemistry*
  • Cell Survival / drug effects
  • Chlorophyta / chemistry*
  • Chlorophyta / metabolism
  • HeLa Cells
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Phenols / chemistry*
  • Phenols / metabolism

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Phenols