Herbicidal Properties of 5,8-dihydroxy-1,4-naphthoquinone and Their Possible Mode of Action
![]() |
Choi, Jung-Sup
(Green Chemistry Division, Korea Research Institute of Chemical Technology)
Kim, Ji-Yeon (Green Chemistry Division, Korea Research Institute of Chemical Technology) Seo, Bo-Ram (Green Chemistry Division, Korea Research Institute of Chemical Technology) Ko, Young-Kwan (Green Chemistry Division, Korea Research Institute of Chemical Technology) Cha, Mi-Ran (Green Chemistry Division, Korea Research Institute of Chemical Technology) Kim, Young-Sup (Green Chemistry Division, Korea Research Institute of Chemical Technology) Ryu, Shi-Yong (Green Chemistry Division, Korea Research Institute of Chemical Technology) Hwang, In-Taek (Green Chemistry Division, Korea Research Institute of Chemical Technology) |
1 | Kenyon, W. H., S. O. Duke and K. C. Vaughn. 1985. Sequence of effects of acifluorfen on physiological and ultrastructural parameters in cucumber cotyledon discs. Pestci. Biochem. Physiol. 24:240-250. DOI |
2 | Kim, K. W., J. G. Shin and J. S. Kim. 2002. Isolation and identification of plant growth retardants from Atractylodes japonica Rhizome. Korean J. Weed Sci. 22(4):385-391. 과학기술학회마을 |
3 | Kim, H. Y., H. J. Choi, D. S. Kim, S. J. Heo and Songmun Kim. 2003. Isolation of new herbicidal compound chrysophanic acid from red sorrel (Rumex acetosella L.). Korean J. Weed Sci. 23(4):301-309. 과학기술학회마을 |
4 | Lee, H. B., C. J. Kim, J. S. Kim, K. S. Hong and K. Y. Cho. 2003. A bleaching herbicidal activity of methoxyhygromycin (MHM) produced by an actinomycetes strain Streptomyces sp. 8E- 12. Letters in Applied Microbiol. 36:387-391. DOI |
5 | Lederer, B., T. Fujimori, Y. Tsujino, K. Wakabayashi and P. Boger. 2004. Phytotoxicity activity of middle-chain fatty acids II : peroxidation and membrane effects. Pestci. Biochem. Physiol. 80:151-156. DOI |
6 | Lydon, J., and S. O. Duke. 1999. Inhibition of glutamine synthesis. In : Singh BK (ed.), Plant Amino Acids : Biochemistry and Biotechnology. Marcel Dekker, New York, pp. 445-464. |
7 | Choi, J. S., H. Y. Song, S. J. Cho, M. S. Park, N. J. Park, D. H. Lee, H. G. Hahn and I. T. Hwang. 2007. Mechanism action of KAPAS inhibitor on new herbicidal target site. Korean J. Weed Sci. 30(Sub. 2):39-40. |
8 | Choi, J. S., C. M. Ryu, B. S. Han, D. H. Lee and I. T. Hwang. 2011. Biochemical crop protecting agents for LOHAS. Korean Industrial Chemistry News 24(4):29-40. |
9 | Copping, L., and S. O. Duke. 2007. Natural products that have been used commercially as crop protection agents. Pest Management Sci. 63:524-554. DOI |
10 | Duke, S. O., H. K. Abbas, T. Amagasa and T. Tanaka. 1996. Phytotoxins of microbial origin with potential for use as herbicides, in Copping. LG (ed.), Crop Protection Agents from Nature : Natural Production and Analogues. Critical Reviews on Applied Chemistry, Vol. 35. Society for Chemical Industries, Cambridge, UK. pp. 82-113. |
11 | Fukuda, M., Y. Tsujino, T. Fujimori, K. Wakabayashi and P. Boger. 2004. Phytotoxicity activity of middle-chain fatty acids I : effect on cell constituents. Pestci. Biochem. Physiol. 80:143-150. DOI |
12 | Goncalves, S., M. Ferraz and A. Romano. 2009. Phytotoxic properties of Drosophyllum lusitanicum leaf extracts and its main compound plumbagin. Sci. Hortic. 122:96-101. DOI |
13 | Hiscox, J. D., and G. F. Israelstam. 1979. A method for the extraction of chlorophyll from leaf tissues without maceration. Can. J. Bot. 57:1332-1334. DOI |
14 | Hong, S. Y., J. S. Choi and S. M. Kim. 2011. Herbicidal activity of essential oil from palmarosa (Cymbopogon martini). Korean J. Weed Sci. 31(1):96-102. DOI |
15 | Hwang, I. T., D. H. Lee, J. S. Choi, Y. K. Min, T. J. Kim, J. H. Ko, T. H. Kim, Y. S. Park, K. Y. Cho and S. W. Lee. 2003. Novel polypeptide having function of 7-keto-8-aminopelargonic acid synthase of plant and method for inducing growth inhibition and lethality by suppressing expression of the polypeptide. Patent No. PCT/KR2003/001301. |
16 | Ashkenazi, T., A. Widberg, A. Nudleman, V. Wittenbach and D. Flint. 2005. Inhibitors of biotin biosynthesis as potential herbicides : Part 2, Pestci. Manag. Sci. 61(10):1024-1033. DOI |
17 | Abell, L. M. 1996. Biochemical approaches to herbicide discovery : advances in enzyme target identification and inhibitor design. Weed Sci. 44:734-742. |
18 | Alban, C., D. Job and R. Dource. 2000. Biotin metabolism in plants. Annu. Rev. Plant Physiol. Plant Mol. Biol. 51:17-47. DOI |
19 | Allan, E. J., and M. W. Fowler. 1985. Biologically active plant secondary metabolites perspectives for the future. Chemistry and Industry pp. 408-410. |
20 | Bainard, L. D., and M. B. Isman. 2006. Phytotoxicity of clove oil and its primary constituent eugenol and the role of leaf epicuticular wax in the susceptibility to these essential oils. Weed Sci. 54:833-837. DOI |
21 | Bayer, E., K. H. Gugel, K. Hagele, H. Hagenmaier, S. Jessipow, W. A. Konig and H. Zahner. 1972. Stoffwechselproduct von Mikroorganismen 98. Mitteilung(1) Phosphinothricin und phosphinothrithyl-alanyl-alanin. Helvetica Chimica Acta. 55:224-239. DOI |
22 | Cho, K. M., X. H. An, J. K. Chon, H. S. Kim and J. C. Chun. 2010. Foliage contact herbicidal activity of dehydrocostus lactone derived from Saussurea lappa. Korean J. Weed Sci. 30(4):421-428. 과학기술학회마을 DOI |
23 | Tworkoski, T. 2002. Herbicide effects of essential oils. Weed Sci. 50:425-431. DOI |
24 | Satoh, A., T. Murakami, H. Takebe, S. Imai and H. Seto. 1993. Industrial development of bialaphos, a herbicide from metabolites of Streptomyces hygropicus SF 1293. Actinomyceteologica 7:128-132. DOI |
25 | Schultz, A., O. Art, P. Beyer and H. Kleing. 1993. SC-0051, a 2-benzoylcyclo hexane-1,3-dione bleaching herbicide, is a potent inhibitor of the enzyme p-hydroxyphenylpyrubate dioxygenase. FEBS Lett. 316:162-16637. |
26 | Tachibana, T., T. Watanabe, Y. Sekizawa and T. Takematsu. 1986. Inhibition of glutamine synthetase and quantative changes of free amino acids in shoots of bialaphos treated Japanese barnyard millet. Journal of Pesticide Sci. 11:27-31. DOI |
27 | Meinke, D. W. 1985. Embryo-lethal mutants of Arabidopsis thaliana : analysis of mutants with a wide range of lethal phases. Theor. Appl. Genet. 72:543-552. |
28 | Uddin, M. R., O. J. Won and J. Y. Pyon. 2010. Herbicidal effects and crop selectivity of sorgoleone, a sorghum root exudate under greenhouse and field conditions. Korean J. Weed Sci. 30(4):412-420. 과학기술학회마을 DOI |
29 | Webster, S. P., D. Alexeev, D. J. Campopiano, R. M. Watt, M. Alexeeva, L. Sawyer and R. L. Baxter. 2000. Mechanism of 8-Amino-7-oxononanoate synthase : spectroscopic, kinetic, and crystallographic studies. Biochemistry 39:516-528. DOI |
30 | Wolfang, L., F. Bornke, A. Reindl, T. Ehrhardt, M. Stitt and U. Sonnewald. 2004. Target-based discovery of novel herbicides. Curr. Opin. Plant Biol. 7(2):219-225. DOI |
31 | Meyer, J. J. M., F. Van der Kooy and A. Joubert. 2007. Identification of plumbagin epoxide as a germination inhibitory compound through a rapid bioassay on TLC. S. Afr. J. Bot. 73:654-656. DOI |
32 | Patton, D. A., A. L. Schetter, K. H. Franzmann, K. Nelson, E. R. Ward and D. W. Meinke. 1998. An embryo-defective mutant of arabidopsis disrupted in the final step of biotin synthesis. Plant Physiol. 116:935-946. DOI |
33 | Putnam, A. R. 1988. Allelochemicals from plant as herbicides. Weed Tech. 2:510-518. DOI |
34 | Pillmoor, J. B., S. D. Lindell, G. G. Briggs and K. Wright. 1995. The influences of molecular mechanisms of action on herbicide design. In : N. N. Ragsdale, P. C. Kearney, J. R. Plimmer (Eds). Processing of the Eighth of the English International Congress of Pesticide Chemistry, America Chemical Society, Washington, DC, pp. 292-303. |
35 | Ploux, O., and A. Marquet. 1992. The 8-amino-7-oxopelargonate synthase from Bacillus sphaericus. Purification and preliminary characterization of the cloned enzyme overproduced in Escherichia coli. Biochem. J. 283:327-331. DOI |
36 | Prisbylla, M. P., B. C. Onisko, J. M. Shribbs, D. O. Adams, Y. Liu, M. K. Ellis, T. R. Hawkes and L. C. Mutter. 1993. The novel mechanism of action of the herbicidal triketones. Proc. Brighton Crop Prot. Conf.-Weeds 2:731-738. |
37 | Quarles, W. 1999. Non-toxic weed control in the lawn and garden. Common Sense Pest Cont. Quarter Summer. pp. 4-14. |
38 | Rice, E. L. 1984. Allelopathy. 2nd ed. Academic Press, Orlando, Florida, pp. 266-291. |
39 | Riches, C. R., J. C. Casely, B. E. Valverde and V. M. Down. 1996. Resistance of Echinochloa colona to ACCase inhibiting herbicides. Proc. International Symposium on Weed and Crop Resistance to Herbicides. EWRS, Cordoba, Spain. pp. 14-16. |
40 | Hwang, I. T., J. S. Choi, H. Y. Song, S. J. Cho, H. K. Lim, N. J. Park and D. H. Lee. 2010. Validation of 7-keto-8-aminopelargonic acid synthase as a potential herbicide target with lead compound triphenyltin acetate. Pestci. Biochem. Physiol. 97:24-31. DOI |
41 | Jang, H. J., and K. W. Kim. 2010. Isolation of herbicidal compound from bulbs of Lycoris chinensis var. sinuolata. Korean J. Weed Sci. 30(4):437-444. 과학기술학회마을 DOI |
![]() |