Encyclopedia of Cancer

Living Edition
| Editors: Manfred Schwab

Betulinic Acid

  • Stephen Safe
  • Sabitha Papineni
  • Sudhakar Chintharlapalli
Living reference work entry
DOI: https://doi.org/10.1007/978-3-642-27841-9_594-2

Definition

Betulinic acid is a naturally occurring triterpenoid acid and a potent anticancer drug.

Characteristics

Betulin is a pentacyclic triterpenol natural product that is found in tree bark, and this compound may constitute up to 30 % of the bark from birch trees. Betulinic acid (BA) is a minor bark constituent but is readily synthesized from betulin by oxidation to betulonic acid followed by reduction to betulinic acid (Fig. 1). Birch bark extracts containing betulin and BA have been used in traditional folk medicines; however, in recent years, BA alone or some of its derivatives have been developed as pharmacological agents for treating multiple diseases. For example, these compounds are antiviral agents that inhibit HIV-1 replication and exhibit antimalarial, antihelmintic, and antibacterial activity as well as anti-inflammatory and analgesic effects. Many of these responses induced by BA and its derivatives are structure dependent and involve changes in structure of one or...

Keywords

Ursolic Acid Oleanolic Acid Betulinic Acid Glycyrrhetinic Acid Tolfenamic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
This is a preview of subscription content, log in to check access

References

  1. Abdelrahim M, Baker CH, Abbruzzese JL et al (2006) Tolfenamic acid and pancreatic cancer growth, angiogenesis, and Sp protein degradation. J Natl Cancer Inst 98:855–868CrossRefPubMedGoogle Scholar
  2. Chintharlapalli S, Papineni S, Ramaiah SK et al (2007) Betulinic acid inhibits prostate cancer growth through inhibition of specificity protein transcription factors. Cancer Res 67:2816–2823CrossRefPubMedGoogle Scholar
  3. Fulda S, Scaffidi C, Susin SA et al (1998) Activation of mitochondria and release of mitochondrial apoptogenic factors by betulinic acid. J Biol Chem 273:33942–33948CrossRefPubMedGoogle Scholar
  4. Pisha E, Chai H, Lee IS et al (1995) Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis. Nat Med 1:1046–1051CrossRefPubMedGoogle Scholar
  5. Sami A, Taru M, Salme K et al (2006) Pharmacological properties of the ubiquitous natural product betulin. Eur J Pharm Sci 29:1–13CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 2015

Authors and Affiliations

  • Stephen Safe
    • 1
  • Sabitha Papineni
    • 1
  • Sudhakar Chintharlapalli
    • 1
  1. 1.Department of Veterinary Physiology and PharmacologyTexas A&M UniversityCollege StationUSA