Two new naphthoquinone derivatives from Sinningia conspicua (Gesneriaceae)

Nat Prod Res. 2025 Jan;39(1):88-93. doi: 10.1080/14786419.2023.2253971. Epub 2023 Sep 4.

Abstract

Two new naphthoquinones, 7-hydroxy-2-O-methyldunniol (1) and 7-methoxy-2-O-methyldunniol (2) were isolated from the tubers of Sinningia conspicua (Seem.) G. Nicholson (Gesneriaceae). Nine known compounds were also obtained: 7-methoxydunniol (3), dunniol (4), 7-methoxy-α-dunnione (5), 7-hydroxydunnione (6), 2,4,4',6-tetramethoxychalcone (7), loureirin B (8), allo-calceolarioside A (9), β-sitosterol (10) and stigmasterol (11). This is the first report of compounds 3 and 5 in Sinningia. n-Hexane, ethyl acetate and ethanol extracts, and compounds 1-5 were tested for cytotoxic activity against PC-3 (prostate) and SKMEL 103 (melanoma) human tumour cell lines and also against the 3T3 (fibroblast) non-cancer cell line. All samples were inactive.

Keywords: Sinningia; cytotoxic activity; dihydrochalcones; gesneriaceae; naphthoquinones.

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Male
  • Mice
  • Molecular Structure
  • Naphthoquinones* / chemistry
  • Naphthoquinones* / isolation & purification
  • Naphthoquinones* / pharmacology
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology

Substances

  • Naphthoquinones
  • Antineoplastic Agents, Phytogenic
  • Plant Extracts