Large-scale preparation of the phytoalexin elicitor glucohexatose and its application as a green pesticide
文献类型：期刊论文
| 作者 | Ning, J; Kong, FZ; Lin, BM; Lei, HD |
| 刊名 | JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
 |
| 出版日期 | 2003 |
| 卷号 | 51期号:4页码:987-991 |
| 关键词 | Phytoalexin Elicitor Glucohexatose Green Pesticide |
| DOI | 10.1021/jf020683x |
| 英文摘要 | Large-scale preparation of the phytoalexin elicitor was achieved through a highly regio- and sterereoselective synthesis using 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate (1), 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose (2), and 6-O-acetyl-2,3,4-tri-O-benzoyl-alpha-D-glucopyranosyl trichloroacetimidate (3) as the synthons. Coupling of 1 with 2 gave the 1-->3-linked disaccharide; subsequent selective removal of 5,6-O-isopropylidene to give 5 followed by selective 6-O-glycosylation with 1 afforded the trisaccharide 6. Hydrolysis to remove the 1,2-O-isopropylidene was accompanied by ring expansion, giving 3,6-branched pyranosyl trisaccharide. Acetylation, selective 1-O-deacetylation, and activation with trichloroacetonitrile gave the trisaccharide donor 7. The trisaccharide acceptor 9 was prepared from condensation of the disaccharide 5 with 3 and subsequent 6-O-deacetylation. Coupling of the trisaccharide donor 7 with the trisaccharide acceptor 9 and subsequent deprotection afforded the glucohexatose elicitor. The cost of the produced glucohexatose should be low enough to allow its applications in agriculture as a green pesticide. At a concentration of 5-10 mg/L, the resultant elicitor was used to treat growing orange trees and harvested oranges, giving very encouraging results, comparable with those obtained using commercial pesticides at a concentration of 1400 mg/L (Topsin-M) for growing trees and 900 mg/L (Tecto) for harvested oranges, respectively. Treatment of tomato leaves against Botrytis cinerea with the synthetic elicitor at a concentration of 10 mg/L gave 82% inhibition, comparable with the inhibition of 84% by Wanmeiling at a concentration of 1000 mg/L. Treatment of tea leaves also showed promising results. |
| WOS研究方向 | Agriculture ; Chemistry ; Food Science & Technology |
| WOS记录号 | WOS:000182533200026 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/23823]  |
| 专题 | 生态环境研究中心_中国科学院环境生物技术重点实验室 |
| 推荐引用方式 GB/T 7714 | Ning, J,Kong, FZ,Lin, BM,et al. Large-scale preparation of the phytoalexin elicitor glucohexatose and its application as a green pesticide[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,2003,51(4):987-991. |
| APA | Ning, J,Kong, FZ,Lin, BM,&Lei, HD.(2003).Large-scale preparation of the phytoalexin elicitor glucohexatose and its application as a green pesticide.JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,51(4),987-991. |
| MLA | Ning, J,et al."Large-scale preparation of the phytoalexin elicitor glucohexatose and its application as a green pesticide".JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 51.4(2003):987-991. |
入库方式： OAI收割
来源：生态环境研究中心
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。