Synthesis and Fungicidal Activity of New Thiophosphorylated Monoterpenoids and Related Compounds
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- TAWATA Shinkichi
- College of Agriculture, University of the Ryukyus
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- TAIRA Shigehiko
- The United Graduate School of Agricultural Sciences, Kagoshima University
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- KOBAMOTO Naotada
- College of Agriculture, University of the Ryukyus
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- ISHIHARA Masanobu
- College of Agriculture, University of the Ryukyus
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- TOYAMA Seizen
- College of Agriculture, University of the Ryukyus
Bibliographic Information
- Other Title
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- 新規モノテルペノイドホスホロチオネートおよび関連化合物の合成と抗菌活性
- Synthesis and Fungicidal Activity of Ne
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Description
Isothymol, thymol and eugenol in the essential oil of Alpinia speciosa possess strong antifungal activity against plant pathogenic fungi. Although these active constituents are volatile in the natural environment, they can be changed into nonvolatile phosphorothionates by reaction with thiophosphoric agents using triethylamine or aq. NaOH as a base. Twenty-eight kinds of thiophosphorus esters were synthesized. During volatile testing, phenethyl alcohol and isothymol were almost volatilized in 9 and 14 days, respectively and eugenol was volatilized 89.2% in 14 days. Dimethyl isothymyl phosphorothionate (17), dimethyl eugenyl phosphorothionate (19), dimethyl phenethyl phosphorothionate (20), and diethyl phenethyl phosphorothionate (25) derived from each essential oil were scarcely volatilized and the volatility of 17, 19, 20, and 25 were 4.0, 2.3, 12.6, and 7.6% in 14 days, respectively. Among the synthesized compounds, 20 showed the strongest antifungal activity, 39.6 and 56.6% inhibition at 10ppm against Pythium sp. and Corticium rolfsii, respectively. Compound 20 had activity as potent as Iprobenfos.
Journal
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- Journal of Pesticide Science
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Journal of Pesticide Science 21 (2), 141-146, 1996
Pesticide Science Society of Japan
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Details 詳細情報について
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- CRID
- 1390282680187468928
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- NII Article ID
- 110001712904
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- NII Book ID
- AN00196227
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- ISSN
- 03851559
- 13490923
- 1348589X
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- NDL BIB ID
- 3961007
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- Data Source
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- JaLC
- IRDB
- NDL
- Crossref
- NDL-Digital
- CiNii Articles
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- Abstract License Flag
- Disallowed