The Pigments of Cottonseed. III.² Gossyfulvin, a Native Cottonseed Pigment Related to Gossypol³

Gossypol, a Pigment of Cottonseed.

“…These authors (155) reported that dianilinogossypol reacts with acetic anhydride to form gossypol-acetic acid when no catalyst is used, but to form yellow gossypol hexaacetate with acetic anhydride and pyridine (151). Other investigators (31,37) have reported tetraacetyldianilinogossypol as the reaction product of dianilinogossypol and acetic anhydride. The difference between these results and those of Adams, Price, and Dial (21), who reported the product as hexaacetyldianilinogossypol, may be attributed to different reaction conditions.…”

“…The pigments gossypurpurin, gossycaerulin, and gossyfulvin are related to gossypol and have been studied by Boatner (37,38,168).…”

“…Some investigators raised questions about the postulated structures; readers are referred to the chapter "Pigments of Cottonseed" by Boatner (31) for review of some of these. The esterification of gossypol has occupied the attention of many workers (31,37,158), but the esters have not been utilized in structural studies. Carruth (46) was the first to acetylate gossypol but was unsuccessful in obtaining a crystalline derivative, probably because impure gossypol was used in the experiments.…”