Lactuca racemosa Willd., Source of Antioxidants with Diverse Chemical Structures

Molecules. 2024 Dec 18;29(24):5975. doi: 10.3390/molecules29245975.

Abstract

Ethanolic extracts from the roots and aerial parts of the hitherto chemically uninvestigated lettuce species Lactuca racemosa Willd. (Cichorieae, Asteraceae) were chromatographically separated to obtain eight sesquiterpenoids, two apocarotenoids (loliolide and (6S,9S) roseoside), and three phenolic glucosides (apigenin 7-O-glucoside, eugenyl-4-O-β-glucopyranoside, and 5-methoxyeugenyl-4-O-β-glucopyranoside). Four of the isolated sesquiterpene lactones (8-α-angeloyloxyleucodin, matricarin, 15-deoxylactucin, and deacetylmatricarin 8-β-glucopyranoside) have not previously been found either in Lactuca spp. or in Cicerbita spp. In addition, HPLC-PAD chromatographic methods were used to estimate the deacetylmatricarin derivatives, luteolin 7-O-glucoside, and caffeic acid derivatives contents in the analyzed plant material. The aerial parts contained c. 3.0% dry weight of chicoric acid and equal amounts (0.4%) of caftaric acid and luteolin 7-O-glucoside. The roots contained fewer phenolic metabolites but were rich in deacetylmatricarin glucoside (c. 1.3%). The aglycone of the most abundant sesquiterpene lactone was evaluated with respect to its neuroprotective effect in H2O2- and 6-OHDA-treated human neuroblastoma SH-SY5Y cells. This compound, at concentrations of 10 and 50 μM, provided partial protection of undifferentiated cells, and at a concentration of 50 μM, it provided partial protection of retinoic acid-differentiated cells from H2O2-induced damage. In a model of 6-OHDA-evoked cytotoxicity, the sesquiterpenoid was less effective. Our findings may support the inclusion of this plant into the human diet.

Keywords: 6-OHDA; Cicerbita; Cichorieae; SH-SY5Y cells; austricin; caffeoylquinic acids; caffeoyltartaric acids; deacetylmatricarin; hydrogen peroxide; neuroprotection.

MeSH terms

  • Antioxidants* / chemistry
  • Antioxidants* / pharmacology
  • Asteraceae / chemistry
  • Cell Line, Tumor
  • Chromatography, High Pressure Liquid
  • Humans
  • Lactuca* / chemistry
  • Lactuca* / drug effects
  • Molecular Structure
  • Plant Components, Aerial / chemistry
  • Plant Extracts* / chemistry
  • Plant Extracts* / pharmacology
  • Plant Roots / chemistry
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / pharmacology

Substances

  • Antioxidants
  • Plant Extracts
  • Sesquiterpenes

Grants and funding

The study was financed by the statutory funds of Maj Institute of Pharmacology and W. Szafer Institute of Botany of the Polish Academy of Sciences.