Bioorganically Chemical Studies on Abscisic Acid Analogs Produced by a Fungus.
Bioorganically Chemical Studies on Abscisic Acid Analogs Produced by a Fungus.
批准号:
01560132
负责人:
ORITANI Takayuki
金额:
$1.34万
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:
1989
资助国家:
日本
项目状态:
已结题
起止时间:
1989 至 1990
中文摘要
1)(<;正负>;)-4^‘-羟基-γ-亚氨基乙酸;以异佛尔酮为原料合成了3,3,5-三甲基-4-环己烯基乙酸酯;2)手性合成酮;(S)-2,2-二甲基-4-羟基-1-环己酮。(正负)-2,2-二甲基-1,4-环己二酮的缩醛。将2,2-二甲基环己酮与大肠杆菌pJp43进行微生物羟基化反应,得到(S)-酮醇。以(R)-2,2-二甲基-4-羟基-1-环己酮为原料,合成了天然的4^‘-羟基和1^’,4‘-二羟基-γ-硫代亚氨基乙酸。4)研究了(R)-2,2-二甲基-4-羟基-1-环己酮的植物生理活性。此外,还筛选了壳霉ABA生物合成的抑制剂。对ABA的3‘-氧代类似物进行了合成和生物活性测定。
英文摘要
1) (<plus-minus>)-4^' -hydroxy-gamma-ionylideneacetic acid ; a analog of abscisic acid (ABA) produced a fungus Cercospora cruenata, was synthesized from 3, 3, 5-trimethy1-4-cyclohexenyl acetate, which was prepared from isophorone.2) A chiral synthone ; (S) -2, 2-dimethy1-4-hydroxy-1-cyclohexanone was prepared by yeast reduction of 1-ethyleneglycol. Acetal of (<plus-minus>) -2, 2-di menthy1-1, 4-cyclohexadione. Also, Microbial hydroxylation of 2, 2-dimethylcyclohexanone with Escherichia coli pJp43 gave the (S) -Ketol. sn2 reaction of the (S) -ketol by Mitsunobu method afforded the (R) -keto3) Biosynthetic intermediates of ABA in C. cruenta ; natural 4^' -hydroxy- and 1^',4^' -dihydroxy- gamma-ionylideneacetic acid were synthesized from (R) -2, 2-dimethy1-4-hydroxy-1-cyclohexanone.4) Plant physiological activities of ABA analogs produced by C. cruenta were examined. Also, Inhibitors of ABA biosynthesis in C. cruenta were selected. Synthesis and bioassay of 3^'-oxo analog of ABA were performed.
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T. Oritani, H. Yamamoto and K. Yamashita: "Synthesis of (<plus-minus>)-4^'-hydroxy-gamma-ionylideneacetic acid fungal biosynthetic intermediates of abscisic acid." Agric. Biol. Chem.54. 125-130 (1990)
T. Oritani、H. Yamamoto 和 K. Yamashita:“(<plus-minus>)-4^-羟基-γ-亚亚基乙酸真菌生物合成脱落酸中间体的合成”。
DOI:
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作者:
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通讯作者:
Hiroshi Yamamoto: "Enzymatic preparation of chiralー4ーhydroxyー2,2ーdimethylー1ーcyclohexanone as chiral building block" Agric.Biol.Chem.,. 54. 1915-1921 (1990)
Hiroshi Yamamoto:“作为手性结构单元的手性 4-羟基-2,2-二甲基-1-环己酮的酶法制备”Agric.Biol.Chem., 54. 1915-1921 (1990)
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作者:
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通讯作者:
Hiroshi Yamamoto: "Enzymatic preparation of chiral 4ーhydroxyー2,2ーdimethylー1ーCyclohexanone as chiral bailding block" Agric.Biol.Chem.,. 54. 1915-1921 (1990)
Hiroshi Yamamoto:“作为手性 balding 嵌段的手性 4-羟基-2,2-二甲基-1-环己酮的酶法制备”Agric.Biol.Chem., 54. 1915-1921 (1990)
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作者:
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通讯作者:
H. Yamamoto, T. Oritani and K. Yamashita: "Synthesis of chiral 4^'-hydroxy- and 1^'-dihydroxy-gamma-ionylideneacetic acid, fungal biosynthetic intermediates of abscisic acid." Agric. Biol. Chem.54. 1923-1929 (1990)
H. Yamamoto、T. Oritani 和 K. Yamashita:“手性 4^-羟基-和 1^-二羟基-γ-亚碘基乙酸的合成,脱落酸的真菌生物合成中间体。”
DOI:
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发表时间:
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作者:
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通讯作者:
Takayuki ORITANI: "Synthesis of(±)-4'-hydroxy-γ-ionylideneacetic acids,fungalbiosynthetic intermediates of abscisic acid." Agric.Biol.Chem.54. 125-130 (1990)
Takayuki ORITANI:“(±)-4-羟基-γ-亚亚基乙酸的合成,脱落酸的真菌生物合成中间体。”Agric.Biol.Chem.54 (1990)。
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共 12 条
Analysis and biological Activity of Taxane diterpenoids contained in Yew Trees
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批准号:09556020
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项目类别:Grant-in-Aid for Scientific Research (B)
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资助金额:$7.94万
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财政年份:1997
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负责人:ORITANI Takayuki
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依托单位:
Bioorganically Chemical Studies on Antitumor Substances contained in Trees
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批准号:08456056
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项目类别:Grant-in-Aid for Scientific Research (B)
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资助金额:$4.86万
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财政年份:1996
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负责人:ORITANI Takayuki
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依托单位:
海外基金