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Pigments of cottonseed. IV. Gossypurpurin, a purple pigment related to gossypol
Author(s) -
Pominski Catherine Hall,
Miller Charlotte Boatner,
Von Der Haar Patricia,
O'Connor Robert T.,
Castillon Leah E.,
Brown Lawrence E.
Publication year - 1951
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02613063
Subject(s) - gossypol , pigment , chloroform , chromophore , chemistry , cottonseed , organic chemistry , stereochemistry , chromatography , biochemistry , food science
Summary Gossypurpurin was prepared from gossypol via diaminogossypol, and its properties compared with gossypurpurin isolated from cottonseed pigment glands. A tentative molecular formula for synthetic gossypurpurin, C 30 H 32 O 7 N, has been proposed on the basis of its elementary composition. The native pigment could not be obtained in the same degree of purity as the synthetic product and the analytical data could therefore not be brought into exact agreement for the two products. However solutions of both pigments in chloroform exhibit almost identical absorption spectra and identical antimony trichloride tests. Qualitative reactions seem to indicate that the functional groups of both native and synthetic gossypurpurin are identical, and the ready conversion of both products to gossypol upon contact with acid seems to indicate that their basic structures are similar.