Journal of the American Oil Chemists' Society

, Volume 83, Issue 4, pp 269–302

Reaction chemistry of gossypol and its derivatives


DOI: 10.1007/s11746-006-1203-1

Cite this article as:
Kenar, J.A. J Amer Oil Chem Soc (2006) 83: 269. doi:10.1007/s11746-006-1203-1


Gossypol, a complex polyphenolic compound, is a naturally occurring highly colored yellow pigment found in the small intercellular pigment glands in the leaves, stems, roots, and seed of cotton plants. In cottonseed, gossypol contributes to its toxicity and therefore it is regarded as an unwanted processing component. It was not until its antitumor and male infertility activities were discovered that gossypol was considered as a valueadded natural product from cottonseed with useful physiological and chemical properties. These serendipitous discoveries created much excitement, and an enormous amount of research on gossypol has ensued. Since then, much research has focused on the preparation of suitable gossypol derivatives for medicinal applications. This review summarizes current knowledge about gossypol, its stereochemistry, tautomerism, and the many varied reactions the gossypol molecule can undergo.

Key words

Apogossypolgossypolgossypol derivativesgossypol reactionsmale contraceptiveoxidationreductionreviewSchiff bases

Copyright information

© AOCS Press 2006

Authors and Affiliations

  1. 1.Cereal Products and Food Science ResearchNCAUR, ARS, USDAPeoria