Abstract
A variety of 4-aryl- and 4-alkyl-3-(substituted benzylthio)-4H-1,2,4-triazoles were prepared and evaluated for their bleaching activity by the lettuce seedling test. Among the series of tested compounds, 4-(3-fluorophenyl)-3-(4-trifluoromethylbenzylthio)-4H-1,2,4-triazole (39) exhibited the highest bleaching activity, causing complete bleaching symptoms at 10 μM. In the dark condition, compound 39 inhibited the formation of such carotenoids as β-carotene, violaxanthin, neoxanthin and lutein, resulting in the formation of ζ-carotene, phytoene, phytofluene and β-zeacarotene, which were not detected in the untreated control. Treatment by compound 39 at 50 μM resulted in the amount of accumulated ζ-carotene being seven-fold higher than that of phytoene, phytofluene and β-zeacarotene. These results suggest that compound 39 might have interfered with desaturation, especially ζ-carotene desaturation, during carotenoid biosynthesis.
| Original language | English |
|---|---|
| Pages (from-to) | 1671-1676 |
| Number of pages | 6 |
| Journal | Bioscience, Biotechnology and Biochemistry |
| Volume | 66 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - Jan 1 2002 |
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All Science Journal Classification (ASJC) codes
- Biotechnology
- Analytical Chemistry
- Biochemistry
- Applied Microbiology and Biotechnology
- Molecular Biology
- Organic Chemistry
Cite this
Bleaching activity of 4-Phenyl-3-(substituted benzylthio)-4H-1,2,4-triazoles. / Yamada, Naotaka; Kusano, Daisuke; Kuwano, Eiich.
In: Bioscience, Biotechnology and Biochemistry, Vol. 66, No. 8, 01.01.2002, p. 1671-1676.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Bleaching activity of 4-Phenyl-3-(substituted benzylthio)-4H-1,2,4-triazoles
AU - Yamada, Naotaka
AU - Kusano, Daisuke
AU - Kuwano, Eiich
PY - 2002/1/1
Y1 - 2002/1/1
N2 - A variety of 4-aryl- and 4-alkyl-3-(substituted benzylthio)-4H-1,2,4-triazoles were prepared and evaluated for their bleaching activity by the lettuce seedling test. Among the series of tested compounds, 4-(3-fluorophenyl)-3-(4-trifluoromethylbenzylthio)-4H-1,2,4-triazole (39) exhibited the highest bleaching activity, causing complete bleaching symptoms at 10 μM. In the dark condition, compound 39 inhibited the formation of such carotenoids as β-carotene, violaxanthin, neoxanthin and lutein, resulting in the formation of ζ-carotene, phytoene, phytofluene and β-zeacarotene, which were not detected in the untreated control. Treatment by compound 39 at 50 μM resulted in the amount of accumulated ζ-carotene being seven-fold higher than that of phytoene, phytofluene and β-zeacarotene. These results suggest that compound 39 might have interfered with desaturation, especially ζ-carotene desaturation, during carotenoid biosynthesis.
AB - A variety of 4-aryl- and 4-alkyl-3-(substituted benzylthio)-4H-1,2,4-triazoles were prepared and evaluated for their bleaching activity by the lettuce seedling test. Among the series of tested compounds, 4-(3-fluorophenyl)-3-(4-trifluoromethylbenzylthio)-4H-1,2,4-triazole (39) exhibited the highest bleaching activity, causing complete bleaching symptoms at 10 μM. In the dark condition, compound 39 inhibited the formation of such carotenoids as β-carotene, violaxanthin, neoxanthin and lutein, resulting in the formation of ζ-carotene, phytoene, phytofluene and β-zeacarotene, which were not detected in the untreated control. Treatment by compound 39 at 50 μM resulted in the amount of accumulated ζ-carotene being seven-fold higher than that of phytoene, phytofluene and β-zeacarotene. These results suggest that compound 39 might have interfered with desaturation, especially ζ-carotene desaturation, during carotenoid biosynthesis.
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U2 - 10.1271/bbb.66.1671
DO - 10.1271/bbb.66.1671
M3 - Article
VL - 66
SP - 1671
EP - 1676
JO - Bioscience, Biotechnology and Biochemistry
JF - Bioscience, Biotechnology and Biochemistry
SN - 0916-8451
IS - 8
ER -