C23 steroids from the venom of Bufo bufo gargarizans

J Nat Prod. 2013 Oct 25;76(10):1842-7. doi: 10.1021/np400174f. Epub 2013 Sep 19.

Abstract

Five new C23 steroids (1-5) together with five known bufadienolides (6-10) were isolated from the venom of Bufo bufo gargarizans (ChanSu in Chinese). The structures of the new steroids were elucidated by extensive spectroscopic methods in combination with X-ray diffraction analysis. Among these C23 steroids, only compound 3 showed cytotoxicities against HepG2 and A549 cancer cells, with respective IC50 values of 26.8 ± 8.3 and 45.6 ± 2.5 μM. In contrast, the bufadienolides (7-10) displayed potent inhibitory activities against these cancer cells, with respective IC50 values in the ranges 0.5-5.5 and 0.6-6.5 μM, but relatively less cytotoxicity on normal mouse spleen cells. In addition, the Na(+)/K(+)-ATPase inhibitory activities of 2, 5, and 7 revealed that the lactone moiety of a bufadienolide was important for the inhibitory activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amphibian Venoms / chemistry*
  • Amphibian Venoms / pharmacology*
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Bufanolides / chemistry
  • Bufanolides / isolation & purification*
  • Bufanolides / pharmacology*
  • Bufo bufo*
  • China
  • Drug Screening Assays, Antitumor
  • Hep G2 Cells
  • Humans
  • Inhibitory Concentration 50
  • Mice
  • Mice, Inbred Strains
  • Molecular Structure
  • Sodium-Potassium-Exchanging ATPase / antagonists & inhibitors
  • Spleen / cytology
  • Spleen / drug effects
  • Structure-Activity Relationship

Substances

  • Amphibian Venoms
  • Antineoplastic Agents
  • Bufanolides
  • chan su
  • Sodium-Potassium-Exchanging ATPase