1987 Fiscal Year Final Research Report Summary
Chemical Studies on Growth Self-inhibitors Produced by Phytopathogenic Fungi.
| Project/Area Number |
60470134
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| Research Category |
Grant-in-Aid for General Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
製造化学・食品
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| Research Institution | Yamagata,University |
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Principal Investigator |
SASSA Takeshi Professor, Faculty of Agriculture, Yamagata University, 農学部, 教授 (80023456)
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| Project Period (FY) |
1985 – 1987
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| Keywords | Phytopathogenic fungi / Rowth self-inhibitor / Chloromonilicin / Bromomonilicin / 4-chloropinselin / Moniliphenone / Chloromonilinic acids / ウスニン酸イソメトキシド |
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| Research Abstract |
1. Chloromonilicin, a growth self-inhibitor produced by cherry brown fungus Momilinia fructicola.
(1) A new growth self-inhibitor, chloromonilicin (I), was isolated from M. fructicola, and its structure having a novel seven-membered lactone ring was determined on the basis of chemical and spectroscopic evidence. 4-Chloropinselin (II), a probable precursor of I, was also isolated and identified. I showed strong antifungal activity against phytopathogenic fungi.
(2) The bromine congener, bromomonilicin, was prepared by fermentation. In addition, moniliphenone (III), a new benzophenone metabolite, was isolated from the bromomonilicinfe- fermentation broth. The biosynthetic pathway, III-> II-> I, was revealed by feeding experiments using deuterated III.
(3) Novel lactone-reduced catabolites of I, which were named chloromonilinic acids A and B, were isolated from the chloromonilicin-fermrntation broth. They hardly showed antimicrobial activity. Bromomonilicin was transformed into bromomonilinic acid B, and then the latter into bromomonilinic acid A by M. fructicola.
2. Growth self-inhibiting substances produced by other phytopathogenic fungi.
(1) Two structurally related growth self-inhibitors were isolated form circular leaf spot fungus Mycosphaerella nawae. One of them was identified as (-)-usnic acid isomethoxide.
(2) A growth self-inhibiting substance was obtained from cherry anthracnose fungus Glomerella cingulata. The active substance was unstable, and gave an inactive compound by methanolysis.
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