Adenosine: Synthetic Methods of Its Derivatives and Antitumor Activity

Mini Rev Med Chem. 2018;18(20):1684-1701. doi: 10.2174/1389557518666180516163539.

Abstract

Since 1929, several researchers have conducted studies in relation to the nucleoside of adenosine (1) mainly distribution identifying, characterizing their biological importance and synthetic chemistry to which this type of molecule has been subjected to obtain multiple of its derivatives. The receptors that interact with adenosine and its derivatives, called purinergic receptors, are classified as A1, A2A, A2B and A3. In the presence of agonists and antagonists, these receptors are involved in various physiological processes and diseases. This review describes and compares some of the synthetic methods that have been developed over the last 30 years for obtaining some adenosine derivatives, classified according to substitution processes, complexation, mating and conjugation. Finally, we mention that although the concentrations of these nucleosides are low in normal tissues, they can increase rapidly in pathophysiological conditions such as hypoxia, ischemia, inflammation, trauma and cancer. In particular, the evaluation of adenosine derivatives as adjunctive therapy promises to have a significant impact on the treatment of certain cancers, although the transfer of these results to clinical practice requires a deeper understanding of how adenosine regulates the process of tumorigenesis.

Keywords: Adenosine; adenosine derivatives; adenosine receptors; complexing; conjugation; glioblastoma; substitution..

Publication types

  • Review

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine / metabolism
  • Adenosine / therapeutic use
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / therapeutic use
  • Aza Compounds / chemistry
  • Brain Neoplasms / drug therapy
  • Brain Neoplasms / pathology
  • Glioblastoma / drug therapy
  • Glioblastoma / pathology
  • Humans
  • Receptors, Purinergic P1 / chemistry
  • Receptors, Purinergic P1 / metabolism
  • Sulfonic Acids / chemistry

Substances

  • Antineoplastic Agents
  • Aza Compounds
  • Receptors, Purinergic P1
  • Sulfonic Acids
  • sulfamic acid
  • Adenosine