- NOVEL COMPOUND HAVING STRIGOLACTONE-LIKE ACTIVITY AND USE THEREOF
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The present invention provides a compound that has an activity equal to or higher than that of natural strigolactone, can be chemically synthesized by a convenient step and at low cost, exhibits stability in environments, and has no or weak seed germination-promoting effect on plants of the genus Striga or Orobanche. Specifically, the present invention provides a compound represented by the general formula (III) or a salt thereof, wherein X represents a lower alkyl group or the like; Q represents a single bond or the like; and ring C represents a 6-membered ring represented by the formula (IVa) or the like wherein R1, R2, R3, and R4 each independently represent a carbon atom or the like, Z1 and Z2 are bonded to the ring atoms of ring C and each independently represent a hydrogen atom, a halogen atom, or the like, and the groups R5, R6, R7, Z3, Z4, and Z5 are as defined in the specification.
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Paragraph 0110
(2013/08/15)
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- New branching inhibitors and their potential as strigolactone mimics in rice
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Strigolactones (SLs) are rhizosphere communication chemicals. Recent studies of highly branched mutants revealed that SL or its metabolites work as a phytohormone to inhibit shoot branching. When SLs are exogenously applied to the rice d10-1 mutant that has a highly branched phenotype caused by a defect in the SL biosynthesis gene (CCD8), they inhibit tiller bud outgrowth (branching in rice) of the mutant. We focused our attention on the SL function as a phytohormone and tried to find new chemicals mimicking the hormonal action of SL by screening chemicals that inhibit branching of rice d10-1 mutant. Fortunately, we found 5-(4-chlorophenoxy)-3-methylfuran-2(5H)-one (3a) as a new chemical possessing SL-like activity against the rice d10-1 mutant. Then, we prepared several derivatives of 3a (3b-3k) to examine their ability to inhibit shoot branching of rice d10-1. These derivatives were synthesized by a one-pot coupling reaction between phenols and halo butenolide to give 5-phenoxy 3-methylfuran-2(5H)-one (3) derivatives, which possess a common substructure with SLs. Some of the derivatives showed SL-like activity more potently than GR24, a typical SL derivative, in a rice assay. As SLs also show activity by inducing seed germination of root parasitic plants, the induction activity of these derivatives was also evaluated. Here we report the structure-activity relationships of these compounds.
- Fukui, Kosuke,Ito, Shinsaku,Ueno, Kotomi,Yamaguchi, Shinjiro,Kyozuka, Junko,Asami, Tadao
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p. 4905 - 4908
(2011/09/16)
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