Steroidal constituents from Solanum nigrum

Fitoterapia. 2023 Sep:169:105603. doi: 10.1016/j.fitote.2023.105603. Epub 2023 Jul 6.

Abstract

Three previously undescribed steroidal constituents including two sterols (1-2) and one pregnane-type steroidal glycoside (6), along with nineteen known ones (3-5, 7-22), were isolated from the 80% alcohol extraction of Solanum nigrum L. Their structures and the absolute configurations were established by analysis of the extensive spectroscopic data (1H/13 NMR, 1H1H COSY, HSQC, HMBC, and NOESY), and/or by comparisons of the experimental electronic circular dichroism (ECD) spectra with those calculated ones by TDDFT method. Further, a MTT assay was applied to demonstrate that compounds 1-4, 6-12, 18, and 22 exhibited significant cytotoxic activities against SW480 cells, and compounds 1-4, 6-14, and 16-22 showed significant cytotoxic activities against Hep3B cells.

Keywords: Cytotoxic activity; Pregnane-type steroidal glycoside; Solanaceae; Solanum nigrum L.; Sterol.

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phytosterols* / pharmacology
  • Solanum nigrum* / chemistry
  • Solanum* / chemistry
  • Steroids / chemistry
  • Steroids / pharmacology

Substances

  • Steroids
  • Phytosterols