Identification of Phytochemicals in Bioactive Extracts of Acacia saligna Growing in Australia

Molecules. 2023 Jan 19;28(3):1028. doi: 10.3390/molecules28031028.

Abstract

Acacia saligna growing in Australia has not been fully investigated for its bioactive phytochemicals. Sequential polarity-based extraction was employed to provide four different extracts from individual parts of A. saligna. Bioactive extracts were determined using in vitro antioxidant and yeast α-glucosidase inhibitory assays. Methanolic extracts from barks, leaves, and flowers are the most active and have no toxicity against 3T3-L1 adipocytes. Compound isolation of bioactive extracts provided us with ten compounds. Among them are two novel natural products; naringenin-7-O-α-L-arabinopyranoside 2 and (3S*,5S*)-3-hydroxy-5-(2-aminoethyl) dihydrofuran-2(3H)-one 9. D-(+)-pinitol 5a (from barks and flowers), (-)-pinitol 5b (exclusively from leaf), and 2,4-di-t-butylphenol 7 are known natural products and new to A. saligna. (-)-Epicatechin 6, quercitrin 4, and myricitrin 8 showed potent antioxidant activities consistently in DPPH and ABTS assays. (-)-Epicatechin 6 (IC50 = 63.58 μM),D-(+)-pinitol 5a (IC50 = 74.69 μM), and naringenin 1 (IC50 = 89.71 μM) are the strong inhibitors against the α-glucosidase enzyme. The presence of these compounds supports the activities exerted in our methanolic extracts. The presence of 2,4-di-t-butylphenol 7 may support the reported allelopathic and antifungal activities. The outcome of this study indicates the potential of Australian A. saligna as a rich source of bioactive compounds for drug discovery targeting type 2 diabetes.

Keywords: (3S*,5S*)-3-hydroxy-5-(2-aminoethyl)-dihydrofuran-2(3H)-one; Acacia saligna; antioxidants; bioactivity-guided fractionation; naringenin-7-O-α-L-arabinopyranoside; polarity-based extraction; α-glucosidase inhibitors.

MeSH terms

  • Acacia*
  • Antioxidants / chemistry
  • Australia
  • Catechin*
  • Diabetes Mellitus, Type 2*
  • Humans
  • Phytochemicals / pharmacology
  • Plant Extracts / chemistry
  • alpha-Glucosidases

Substances

  • Plant Extracts
  • 2,4-di-tert-butylphenol
  • Antioxidants
  • Catechin
  • alpha-Glucosidases
  • pinitol
  • Phytochemicals