Unguiculins A-C: cytotoxic bis-guanidine alkaloids from the French Polynesian sponge, Monanchora n. sp

Nat Prod Res. 2018 Jul;32(13):1512-1517. doi: 10.1080/14786419.2017.1385011. Epub 2017 Oct 25.

Abstract

Two new acyclic bis-guanidine alkaloids, unguiculins B-C (2-3), were isolated from a French Polynesian sponge Monanchora n. sp. together with the known compound unguiculin A (1). Their structures were established by spectroscopic data interpretation and comparison with the literature. Unguiculins A-C displayed antiproliferative and cytotoxic efficacy against several human cancer cells with IC50 values in the micromolar range.

Keywords: Crambeidae; Monanchora; guanidine; spermidine alkaloid; unguiculin.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / pharmacology*
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Drug Screening Assays, Antitumor
  • Guanidines / chemistry
  • Guanidines / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • KB Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Polynesia
  • Porifera / chemistry*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Alkaloids
  • Antineoplastic Agents
  • Guanidines
  • unguiculin A