Geissospermiculatine, a New Alkaloid from Geissospermum reticulatum Bark

Molecules. 2020 Dec 31;26(1):143. doi: 10.3390/molecules26010143.

Abstract

A new alkaloid, geissospermiculatine was characterized in Geissospermum reticulatum A. H. Gentry bark (Apocynaceae). Here, following a simplified isolation protocol, the structure of the alkaloid was elucidated through GC-MS, LC-MS/MS, 1D, and 2D NMR (COSY, ROESY, HSQC, HMBC, 1H-15N HMBC). Cytotoxic properties were evaluated in vitro on malignant THP-1 cells, and the results demonstrated that the cytotoxicity of the alkaloid (30 μg/mL) was comparable with staurosporine (10 μM). Additionally, the toxicity was tested on zebrafish (Danio rerio) embryos in vivo by monitoring their development (0-72 h); toxicity was not evident at 30 μg/mL.

Keywords: Apocynaceae; Danio rerio; Geissospermum reticulatum; NMR; alkaloids; cytotoxic effects.

MeSH terms

  • Animals
  • Apocynaceae / chemistry*
  • Cytotoxins / pharmacology*
  • Embryo, Nonmammalian / drug effects
  • Embryo, Nonmammalian / pathology*
  • Humans
  • Indole Alkaloids / pharmacology*
  • Plant Bark / chemistry*
  • Plant Extracts / pharmacology*
  • THP-1 Cells
  • Zebrafish / growth & development*

Substances

  • Cytotoxins
  • Indole Alkaloids
  • Plant Extracts