Safening Activity of Optically Active ${\alpha}$-Methylbenzylphenylurea toward Bensulfuron-methyl and Pyribenzoxim Injury to Rice

광학활성 ${\alpha}$-Methylbenzylphenylurea 유도체의 bensulfuron-methyl과 pyribenzoxim의 벼에 대한 약해경감효과

  • Ryoo, Jae-Hwan (The Center for EM Research & Development, Jeonju University)
  • 유재환 (전주대학교 EM연구개발단)
  • Published : 2005.06.30


Safening activities of optically active ${\alpha}$-methylbenzylphenylureas on crop injury of rice (Oryza sativa L., cv. Tsukinohikari, japonica) caused by bensulfuron-methyl (methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoate) and pyribenzoxim (benzophenone o-[2,6-bis[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime) were investigated. Some derivatives of the optically active compounds exhibited strong safening activity against growth inhibition of rice by bensulfuron-methyl. Out of the derivatives tested, (S)-2,3-diCl and (S)-2-F-4-Me derivatives showed greater relieving activity than that of dymuron. In addition, the stress relieving activity was also obtained when they were applied at 4 days after bensulfuron-methyl treatment. On the other hand, crop injury caused by pyribenzoxim was relieved by about 95% with (S)-2-F-4-Me derivative in shoots and roots of rice seedlings.


  1. Fedtke, C. (1982) Biochemistry and physiology of herbicide action. Springer-Verlag, Berlin and New York
  2. Omokawa, H., Y. Kawata and M. Konnai (1993) Interaction between optical isomerism and plant pharmacological action change of modes of action and chirality of 1-(${\alpha}$-methylbenzyl)- 3-p-tolylurea. Pestic. Sci. 37:107-112
  3. Omokawa, H., J. H. Ryoo and S. Kashiwabara (1999) Enantioselective relieving activity of a-rnethylbenzyl phenylureas toward bensulfuron-rnethyl injury to rice (Oryza sativa). Biosci. Biotechnol. Biochern. 63(2):34 9-355
  4. Omokawa, H. and J. H. Ryoo (2001) Enantioselective response of rice and barnyard millet on root growth inhibition by optically active ${\alpha}$-rnethylbenzylphe-nylureas. Pesticide Biochemistry and Physiology. 70: 1-6
  5. Ryoo, J. H., H. Kurarnochi and H. Omokawa (1998) Enantioselective herbicidal activity of chiral ${\alpha}$-rnethylbenzylphenylureas against Cyperaceae and Echinochloa paddy weeds. Biasci. Biotechnol. Biochern. 62(11):2189-2193
  6. Takeda, S., T. Yuyama, R. C. Ackerson, G. G. Weigel, R. F. Sauers, W. Neal, D. G. Gibian and P. K. Tseng (1985) Herbicidal activities and selectivity of a new rice herbicide DPX-F5384. Weed Res. Japan 30(4):284-289
  7. Takematsu, T., M. Konnai, T. Akashiba and N. Seki (1975) Selective control of Cyperaceous weeds with K-223. Weed Sci. 23:15-19
  8. Wainer, I. W. and D. E. Drayer (1988) Drug Stereochemistry. Marcel Dekker, Inc. New York and Basel