A novel labdane-type trialdehyde from myoga (Zingiber mioga Roscoe) that potently inhibits human platelet aggregation and human 5-lipoxygenase.
We screened myoga extracts for inhibitors of human platelet aggregation and human 5-lipoxygenase. We identified a novel labdane type of diterpene, together with three known diterpenes (miogadial and galanals A and B) from the flower buds of myoga. Spectroscopic data indicated the structure of the new compound to be 12(E)-labdene-15,16,(8beta)17-trial (miogatrial). Miogatrial and miogadial were potent inhibitors of human platelet aggregation and human 5-lipoxygenase (5-LOX). The sesquiterpene, polygodial, also exhibited strong inhibitory activity against human platelet aggregation and 5-LOX. On the other hand, galanals A and B did not have inhibitory activity in either experimental system. It thus appears that a 3-formyl-3-butenal structure was essential for the potent inhibition of human platelet aggregation and human 5-LOX.
Abe
Masako
M
Department of Health and Nutrition, Takasaki University of Health and Welfare, Japan. mabe@takasaki-u.ac.jp
Ozawa
Yoshio
Y
Uda
Yasushi
Y
Morimitsu
Yasujiro
Y
Nakamura
Yoshimasa
Y
Osawa
Toshihiko
T
D000447:Aldehydes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical; D035264:Flowers / Q000737:chemistry; D006801:Humans; D016859:Lipoxygenase Inhibitors; D015394:Molecular Structure; D010975:Platelet Aggregation Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship; D030521:Zingiberaceae / Q000737:chemistry*
D000447:Aldehydes; D004224:Diterpenes; D016859:Lipoxygenase Inhibitors; D010975:Platelet Aggregation Inhibitors; C433017:labdane