Studies on the Blue Pigments Produced from Genipin and Methylamine. I. Structures of the Brownish-Red Pigments, Intermediates Leading to the Blue Pigments

Ryousuke TOUYAMA; Yoshio TAKEDA; Kenichiro INOUE; IKuo KAWAMURA; Masahiko YATSUZUKA; Takeshi IKUMOTO; Tetsuro SHINGU; Toshio YOKOI; Hiroyuki INOUYE

doi:10.1248/cpb.42.668

Ryousuke TOUYAMA, Yoshio TAKEDA, Kenichiro INOUE, IKuo KAWAMURA, Masahiko YATSUZUKA, Takeshi IKUMOTO, Tetsuro SHINGU, Toshio YOKOI, Hiroyuki INOUYE

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Keywords: genipin, iridoid, methylamine, pigment, 2-methyl-2-pyrindine, pseudoazulene

JOURNAL FREE ACCESS

1994 Volume 42 Issue 3 Pages 668-673

DOI https://doi.org/10.1248/cpb.42.668

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Abstract

During the course of studies on the blue pigment formation by the reaction of genipin with methylamine, nine red to brownish-red intermediary pigments were obtained under conditions excluding oxygen. They were identified as monomer, dimer, trimer and tetramer of 2-methyl-4-carbomethoxy-2-pyrindine derivatives on the basis of spectroscopic evidence.

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