Enantioselective Response of Rice and Barnyard Millet on Root Growth Inhibition by Optically Active α-Methylbenzyl Phenylureas

Omokawa, Hiroyoshi; Ryoo, Jae Hwan

doi:10.1006/pest.2001.2533

Cited by 15 publications

(11 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The chiral urea derivatives enantioselectively affect the functions of chloroplasts (by the ( S )‐enantiomer) and mitochondria (by the ( R )‐enantiomer),20 and exhibit herbicidal activity towards Cyperus paddy weeds (by the ( R )‐enantiomer) 21, 22. They also show stress‐relieving activity towards herbicide and sodium chloride influence (by the ( S )‐enantiomers) 21, 23–25. Two chiral pairs (( R )‐/( S )‐1‐α‐methylbenzyl‐3‐ p ‐tolylureas ( R ‐MBTU and S ‐MBTU) and ( R )‐/( S )‐1‐α‐methylbenzyl‐3‐ m ‐tolylureas) exhibited a cross intergenus selective phytotoxicity 21, 24, 26.…”

Section: Introductionmentioning

confidence: 99%

Chiral response of Oryzeae and Paniceae plants in α‐methylbenzyl‐3‐p‐tolyl urea agar medium

Omokawa

Murata

Kobayashi

2003

Pest Management Science

Self Cite

View full text Add to dashboard Cite

The results presented here support the hypothesis that plants of the tribe Oryzeae respond enantioselectively and homogeneously to optically active 1-alpha-methylbenzyl-3-p-tolylurea (MBTU) in root growth inhibition, in contrast to Echinochloa species. The Oryzeae plants tested in this study belong to different genera (Oryza, Leersia, Chikusichloa and Zizania), to different species (O sativa, O glaberrima, O alta, O coarctata, O latifolia, O minuta, O rufipogon), to various ecospecies of Oryza (japonica, indica, japonica x indica, javanica) and to different levels of evolution [cultivated rice (O sativa and O glaberrima) and ancestral wild rice species]. In spite of their different phylogenic status and diverse sensitivity, the root growth of all members of the genus Oryza was inhibited more by R-MBTU than by S-MBTU. Zizania palustris, Z latifolia, Leersia oryzoides and Chikusichloa aquatica belonging to the tribe Oryzeae exhibited similar chiral recognition to the Oryza plants, suggesting that Oryzeae have a common chiral recognition mechanism in their response to optically active MBTUs. In contrast, Echinochloa plants (E crus-galli (L) Beauv var crus-galli and E colonum (L) Link), belonging into subfamily Panicoideae tribe Paniceae, responded in a different way, where their root growth was more sensitive to S-MBTU than to the antipodal R-MBTU. A reverse chiral response between the tribe Oryzeae and the genus Echinochloa was clearly indicated in this study. This diverse response may be relevant to Gramineae classification.

show abstract

Section: Introductionmentioning

confidence: 99%

Chiral response of Oryzeae and Paniceae plants in α‐methylbenzyl‐3‐p‐tolyl urea agar medium

Omokawa

Murata

Kobayashi

2003

Pest Management Science

Self Cite

View full text Add to dashboard Cite

show abstract

“…1996; 1999; Ryoo et al . 1998; Omokawa & Ryoo 2001; Omokawa 2002; Omokawa & Aonuma 2002). Moreover, a homogeneous chiral preference has been demonstrated among Oryzeae plants (Omokawa et al .…”

Section: Discussionmentioning

confidence: 99%

Root growth profiles of Aveneae and Poeae plants in optically active α‐methylbenzyl‐3‐p‐tolylurea media

Kojima

Ohnuma

Omokawa

2009

Weed Biology and Management

Self Cite

View full text Add to dashboard Cite

Using a root growth inhibition assay, we studied the diverse chiral responses of plants in the tribes, Aveneae and Poeae, to the optically active compounds, R-and S-1-a-methylbenzyl-3-p-tolylurea (MBTU).We specifically examined the responses of grasses belonging to the Poeae tribe (Lolium, Briza, Poa, Dactylis, and Festuca) and the Aveneae tribe (Avena, Holcus, Agrostis, Alopecurus, Beckmannia, and Phleum). These plants include companion weeds of wheat and barley, and turf grass. The companion weeds of cereal crops, such as Poa annua, Poa pratensis, Dactylis glomerata, Avena fatua, Avena sativa, Holcus lanatus, Agrostis stolonifera, Alopecurus myosuroides, Al. aequalis, and Beckmannia syzigachne, showed significantly inhibited root growth in response to 20 mmol L -1 R-MBTU, whereas the root growth of Triticum aestivum was not inhibited at this concentration. Like Oryza sativa, almost all the Poeae and Aveneae plants tested here preferentially responded to R-MBTU, but the four grasses, Lolium multiflorum, D. glomerata, Alopecurus species, and Phleum pratense, preferentially responded to S-MBTU.Among them, the Agrostis species were highly sensitive to R-MBTU and the Alopecurus species were highly sensitive to S-MBTU. All the plants among the genera, Poa, Avena, and Alopecurus, showed a homogeneous chiral preference.

show abstract

“…The activity of α-methylbenzyl-p-tolylureas (4-Me) mainly depends on the substituents of benzene. The 4-Me R-enantiomers with a smaller alkyl group exhibited significant activity on both of the plant species on which they were tested (Omokawa & Ryoo, 2001). …”

Section: Ureasmentioning

confidence: 99%

Enantioselective Activity and Toxicity of Chiral Herbicides

Liu¹,

Tang²

2011

Herbicides - Mechanisms and Mode of Action

View full text Add to dashboard Cite

Enantioselective Response of Rice and Barnyard Millet on Root Growth Inhibition by Optically Active α-Methylbenzyl Phenylureas

Cited by 15 publications

References 4 publications

Chiral response of Oryzeae and Paniceae plants in α‐methylbenzyl‐3‐p‐tolyl urea agar medium

Chiral response of Oryzeae and Paniceae plants in α‐methylbenzyl‐3‐p‐tolyl urea agar medium

Root growth profiles of Aveneae and Poeae plants in optically active α‐methylbenzyl‐3‐p‐tolylurea media

Enantioselective Activity and Toxicity of Chiral Herbicides

Contact Info

Product

Resources

About