1993 Fiscal Year Final Research Report Summary
Studies on the Phytoalexin Elicitor-Active Substance for the Defensive Mechanism in Plants
| Project/Area Number |
04671302
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Chemical pharmacy
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| Research Institution | Nagoya City University |
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Principal Investigator |
TAKADA Tadahiro Department of Pharmacognosy Faculty of Pharmaceutical Sciences Nagoya University, 薬学部, 助教授 (90106253)
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| Project Period (FY) |
1992 – 1993
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| Keywords | elicitor / phytoalexin / glycoprotein / gleycopeptide / glycosyl linkage / carbohydrate chain / triglycosyl-dipeptide / defensive system |
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| Research Abstract |
It is generally known that some plants synthesize antimicrobial substances as a defende mechanism against invasive microorganism. These antimicrovial substances synthesized are called phytoalexins, and their inducer is called an elicitor. Matsubara found elicitor activity on a aglycoprotein in a culture fitrate of germinating Mycospharella pinodes conidia and determined its structure to ve a glycosyl chain. In order to investigate the structural requirements for bioactive glycoprotein in detail, we have carried out synthetic studies on the triglycosyl-serine and/or trihlycosyl dipeptide derivatives of a model of the glycopeptide. Glycosylation of the disaccharide, 2,3,4,6-tetra-OMICRON-acetyl-BETA-D-glucopyranosyl-(1-6)-2,3,4-rei-OMICRON-acetyl-ALPHA-D-monnopyranosyl trichloroacetimidate, with NU-(carbovenzoxy)-2,3,4, -tri-OMICRON-acetyl-ALPHA-D-mannlpyranosyl)-(1-3)-L-serine methyl ester or NU-(carbobenzoxy)-(2,3,4, -tri-OMICRON-acetyl-ALPHA-D-mannopyranosyl)-(1-3)-L-seryl-L-proline methyl ester by use of AgOTf gave the desired trisaccharide-serine or trisaccharide-seryl-proline derivatives, which were transformed into BETA-D-dlucopyranosyl-(1-6)-ALPHA-D-monnopyranosyl-(1-6)-PLPHA-D-monnopyranosyl-(1-3)-L-serine and triglycosyl-(1-3)-L-seryl-L-proline via removal of NU-carbobenzoxy group, followed by deacylation. These compounds possess potenitial elicitor activity.
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