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Synthesis and Plant Growth-Regulating Activity of Novel N-Phthaloyl-L-threonines and Their Dehydrated Phthalimides
Masato KATAYAMA and Satoko TANAKA
J. Pestic. Sci.
24, 170-176 (1999)
N-Phthaloyl-L-threonines (P-Thrs) and their dehydrated phthalimides (2-phthalimido-2-butenoic acids, P-BTEAs) were readily synthesized and showed a strong root growth-promoting activity for rice seedlings. Of the synthetic P-Thrs and P-BTEAs, (Z)-2-phthalimido-2-butenoic acid (P-BTEA), (Z)-2-(4-chlorophthalimido)-2-butenoic acid (4-CIP-BTEA) and (Z)-2-(3-fiuorophthalimido)-2-butenoic acid (3-FP-BTEA), in particular, had a strong root growth-promoting activity for rice seedlings. This activity at I x l0-4 M was 3.3- to 3.7-fold the control value. The root growth-promoting activities for rice seedlings of all the dehydrated phthalimides (P-BTEAs) were greater than those of the mother compounds (P-Thrs). For lettuce seedlings 4-CIP-BTEA and 4-MeP-BTEA alone had a weak root growth-promoting activity at I X l0-4 M. Some P-Thrs and BTEAs caused severe necrosis of lettuce seedling roots and hypocotyls at the high concentration of I X lO-3 M. Nitro-substituted Thrs and BTEAs with strong electron withdrawing group, however, have no root growth-promoting activity.
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