Parvaxanthines D-F and Asponguanosines C and D, Racemic Natural Hybrids from the Insect Cyclopelta parva

Molecules. 2021 Jun 9;26(12):3531. doi: 10.3390/molecules26123531.

Abstract

Five new compounds including three pairs of enantiomeric xanthine analogues, parvaxanthines D-F (1-3), two new guanosine derivatives, asponguanosines C and D (6 and 7), along with two known adenine derivatives were isolated from the insect Cyclopelta parva. Racemic 1-3 were further separated by chiral HPLC. Their absolute configurations were assigned by spectroscopic and computational methods. It is interesting that all of these isolates are natural product hybrids. Antiviral, immunosuppressive, antitumor and anti-inflammatory properties of all the isolates were evaluated.

Keywords: Cyclopelta parva; guanosine derivatives; insects; xanthine analogues.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents / pharmacology*
  • Antiviral Agents / pharmacology*
  • Biological Products / chemistry
  • Biological Products / pharmacology*
  • Cells, Cultured
  • Chlorocebus aethiops
  • Chromatography, High Pressure Liquid / methods
  • Guanosine / chemistry*
  • Insecta / chemistry*
  • Mice
  • Mice, Inbred C57BL
  • Molecular Structure
  • Stereoisomerism
  • Xanthines / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents
  • Antiviral Agents
  • Biological Products
  • Xanthines
  • Guanosine