Biochemical Studies on Relationships between Plant Fungitoxins and Phytopathogens
植物真菌毒素与植物病原体关系的生化研究
基本信息
- 批准号:61560130
- 负责人:
- 金额:$ 1.15万
- 依托单位:
- 依托单位国家:日本
- 项目类别:Grant-in-Aid for General Scientific Research (C)
- 财政年份:1986
- 资助国家:日本
- 起止时间:1986 至 1987
- 项目状态:已结题
- 来源:
- 关键词:
项目摘要
As the results of the present study on constitutive isoflavonoids in lupins (Lupinus albus and L. luteus) were found to contain numerous simple and complex isoflavones and coumaronochromones, many of which were fungitoxic. The structural variation in the lupin isoflavonoids are due to the following five factors:1) basic structure (4 kinds of simple isoflavonoids)2) prenyl (=3,3-dimethylallyl) substitution at 6 and/or 3'(L. albus) and at 6 or 8 (L. luteus)3) modification of the prenyl sidechain (hydration, terminal hydroxylation and transformation to 2-hydroxy-3-methyl-3-butenyl group)4) ring formation (dihydrofurano-, dihydropyrano- and pyrano-fused A- and/or B-ring5) 5-O-methylation (L. luteus)It has long been recognized that some fungi have the ability to metabolise and detoxify isoflavonoids, and in certain cases this process seems to be closely linked with pathogenicity. Botrytis cinerea was found to convert prenylated isoflavones into various dihydrofurano- and dihydropyrano-isoflavones, and glycols, all of which might arise via epoxidation of the unsaturated sidechain in the appropriate substrate. The substrate specificity of the fungal metabolism yielding those polar compounds with greatly decreased fungitoxicity and stereochemistry in the metabolism of an achiral isoflavone to a chiral one been elucidated.A further experiment was conducted to confirm the presence of an epoxide as a metabolic intermediate from a prenylated isoflavone to cyclic ether and glycol derivatives. The expected epoxide was successfully detected by using B. cinerea and 5,2',4'-trihydroxy-7 methoxy-8-prenylisoflavone as a substrate.The fate of 5,7,2',4'-tetrahydroxy-6-prenylisoflavone (luteone) in rat liver homogenates was also examined from the interest in comparative biochemistry of the prenylated isoflavone metabolism.
目前对羽扇豆(白羽扇豆和藤黄羽扇豆)中组成型异黄酮类化合物的研究结果发现,含有大量简单和复杂的异黄酮和香豆色酮,其中许多具有真菌毒性。羽扇豆异黄酮类化合物的结构变异归因于以下五个因素:1) 基本结构(4 种简单异黄酮类化合物)2) 6 和/或 3' 处异戊二烯基(=3,3-二甲基烯丙基)取代(L. albus)以及在 6 或 8 (L. uteus)3) 异戊烯基侧链的修饰(水合、末端羟基化和转化为 2-羟基-3-甲基-3-丁烯基)基团)4)环形成(二氢呋喃-,二氢吡喃-和吡喃-稠合A-和/或B-环5)5-O-甲基化(L. uteus)人们很早就认识到一些真菌具有代谢和解毒的能力异黄酮类化合物,在某些情况下,这个过程似乎与致病性密切相关。灰葡萄孢被发现可将异戊二烯化异黄酮转化为各种二氢呋喃异黄酮和二氢吡喃异黄酮以及二醇,所有这些都可能通过适当底物中不饱和侧链的环氧化而产生。真菌代谢的底物特异性产生了那些极性化合物,这些极性化合物在非手性异黄酮代谢为手性异黄酮时大大降低了真菌毒性和立体化学,已得到阐明。进行了进一步的实验以确认环氧化物作为异戊二烯化异黄酮的代谢中间体的存在异黄酮为环醚和乙二醇衍生物。以灰霉病菌和5,2',4'-三羟基-7甲氧基-8-异戊二烯异黄酮为底物,成功检测到了预期的环氧化物。5,7,2',4'-四羟基-6-异戊二烯异黄酮的去向出于对异戊二烯化异黄酮代谢的比较生物化学的兴趣,还检查了大鼠肝匀浆中的(黄酮)。
项目成果
期刊论文数量(16)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
Tahara,Satoshi: Z.Naturforsch.,. 42C. 1050-1054 (1987)
田原聪:Z.Naturforsch.,.
- DOI:
- 发表时间:
- 期刊:
- 影响因子:0
- 作者:
- 通讯作者:
Tahara, Satoshi: "New 3-Methoxyflavones in the Roots of Yellow Lupin (Lupinus luteus L. cv. Topaz)" Agric. Biol. Chem.,. 51. 1039-1044 (1987)
Tahara, Satoshi:“黄羽扇豆 (Lupinus uteus L. cv. Topaz) 根中的新 3-甲氧基黄酮” Agric。
- DOI:
- 发表时间:
- 期刊:
- 影响因子:0
- 作者:
- 通讯作者:
Tahara, Satoshi: "Stereochemical Studies on Dihydrofurano-isoflavones" Agric. Biol. Chem.,. 51. 211-216 (1987)
田原聪:“二氢呋喃异黄酮的立体化学研究”农业。
- DOI:
- 发表时间:
- 期刊:
- 影响因子:0
- 作者:
- 通讯作者:
Satoshi,TAHARA: Joural of the Faculty of Agriculture,Hokkaido University. 63. (1987)
田原聪:北海道大学农学院学报。
- DOI:
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- 影响因子:0
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TAHARA Satoshi其他文献
TAHARA Satoshi的其他文献
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{{ truncateString('TAHARA Satoshi', 18)}}的其他基金
Studies on the Molecular Mechanism in Life-cycle Development and Signal Trnnsduction of Aphanomyces cochlioides, a Cause of Spinach Root Rot
导致菠菜根腐病的旋状丝丝菌生命周期发育及信号传导的分子机制研究
- 批准号:
14206013 - 财政年份:2002
- 资助金额:
$ 1.15万 - 项目类别:
Grant-in-Aid for Scientific Research (A)
Studies on the Properties and Bio-Functions of Prenyl Epoxidase
异戊二烯环氧酶的性质及生物功能研究
- 批准号:
09660109 - 财政年份:1997
- 资助金额:
$ 1.15万 - 项目类别:
Grant-in-Aid for Scientific Research (C)
Studies on Dynamic and Functional Aspects of Plant Ecochemicals
植物生态化学物质的动态和功能方面的研究
- 批准号:
06404011 - 财政年份:1994
- 资助金额:
$ 1.15万 - 项目类别:
Grant-in-Aid for Scientific Research (A)
Studies on the Interaction between Plant Secondary Metabolites and Xenobiotics
植物次生代谢产物与外源物质相互作用的研究
- 批准号:
02454064 - 财政年份:1990
- 资助金额:
$ 1.15万 - 项目类别:
Grant-in-Aid for General Scientific Research (B)
Studies on Fungal Metabolism of Phytoalexins
植物抗毒素的真菌代谢研究
- 批准号:
63560116 - 财政年份:1988
- 资助金额:
$ 1.15万 - 项目类别:
Grant-in-Aid for General Scientific Research (C)