Oxoisoaporphines and Aporphines: Versatile Molecules with Anticancer Effects

Molecules. 2019 Dec 27;25(1):108. doi: 10.3390/molecules25010108.

Abstract

Cancer is a disease that involves impaired genome stability with a high mortality index globally. Since its discovery, many have searched for effective treatment, assessing different molecules for their anticancer activity. One of the most studied sources for anticancer therapy is natural compounds and their derivates, like alkaloids, which are organic molecules containing nitrogen atoms in their structure. Among them, oxoisoaporphine and sampangine compounds are receiving increased attention due to their potential anticancer effects. Boldine has also been tested as an anticancer molecule. Boldine is the primary alkaloid extract from boldo, an endemic tree in Chile. These compounds and their derivatives have unique structural properties that potentially have an anticancer mechanism. Different studies showed that this molecule can target cancer cells through several mechanisms, including reactive oxygen species generation, DNA binding, and telomerase enzyme inhibition. In this review, we summarize the state-of-art research related to oxoisoaporphine, sampangine, and boldine, with emphasis on their structural characteristics and the relationship between structure, activity, methods of extraction or synthesis, and anticancer mechanism. With an effective cancer therapy still lacking, these three compounds are good candidates for new anticancer research.

Keywords: ROS; alkaloids; anticancer action; aporphine; boldine; oxoisoaporphine; sampangine; structure–biological activity; telomerase inhibition.

Publication types

  • Review

MeSH terms

  • Alkaloids* / chemistry
  • Alkaloids* / therapeutic use
  • Animals
  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / therapeutic use
  • Aporphines* / chemistry
  • Aporphines* / therapeutic use
  • Enzyme Inhibitors* / chemistry
  • Enzyme Inhibitors* / therapeutic use
  • Heterocyclic Compounds, 4 or More Rings* / chemistry
  • Heterocyclic Compounds, 4 or More Rings* / therapeutic use
  • Humans
  • Naphthyridines* / chemistry
  • Naphthyridines* / therapeutic use
  • Neoplasm Proteins / antagonists & inhibitors
  • Neoplasm Proteins / metabolism
  • Neoplasms / drug therapy*
  • Neoplasms / metabolism
  • Neoplasms / pathology
  • Telomerase / antagonists & inhibitors
  • Telomerase / metabolism

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Aporphines
  • Enzyme Inhibitors
  • Heterocyclic Compounds, 4 or More Rings
  • Naphthyridines
  • Neoplasm Proteins
  • boldine
  • Telomerase
  • sampangine