Trichodenone A

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Trichodenone A
• 英文别名: (4R)-4-ethenyl-4-hydroxycyclopent-2-en-1-one
• 化学式: C₇H₈O₂
• 分子量: 124.139
• InChiKey: LAIIYRQVJVODPJ-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (4R)-(+)-T-丁基二甲基硅氧-1-酮 在 重铬酸吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 生成 Trichodenone A
  参考文献：
  名称：

  Total Syntheses of Trichodenones A-C

  摘要：

  两种对映体的三毛酸A、B和C，分别是从海绵Halichondria okadai中分离的Trichoderma harzianum菌株的细胞毒性代谢物，已经分别以（R）和（S）-4-羟基-2-环戊烯酮作为手性构建块合成。这些合成方法使得这些天然产物的绝对立体结构得以确定。

  DOI：

  10.1055/s-1999-2733

文献信息

• Total Syntheses of Trichodenones A-C
  作者：Yoshihide Usami、Atsushi Numata

  DOI：10.1055/s-1999-2733

  日期：1999.6

  Both enantiomers or trichodenones A, and B and C, the cytotoxic metabolites from a strain of Trichoderma harzianum from the sponge Halichondria okadai, have been synthesized from (R)- and (S)-4-hydroxy-2-cyclopentenones as chiral building blocks, respectively. These syntheses allowed assignment of absolute stereostructures for these natural products.

  两种对映体的三毛酸A、B和C，分别是从海绵Halichondria okadai中分离的Trichoderma harzianum菌株的细胞毒性代谢物，已经分别以（R）和（S）-4-羟基-2-环戊烯酮作为手性构建块合成。这些合成方法使得这些天然产物的绝对立体结构得以确定。
• Product
  申请人：ALPHA BIOPESTICIDES LIMITED

  公开号：US11019825B2

  公开（公告）日：2021-06-01

  The invention provides an agrochemical composition comprising: (a) one or more fatty acids or derivatives thereof; and (b) a strain, culture, culture filtrate, spores or mycelia of a species of a fungus or oomycete, or a metabolite produced by a species of a fungus or oomycete, which strain, culture, culture filtrate, spores, mycelia or metabolite directly or indirectly (i) inhibits the growth or reproduction of plant pathogens or (ii) kills plant pathogens. Also provided is a method for controlling fungi or oomycetes at a locus, a method for promoting growth in a plant and a method for controlling nematodes at a locus.

  本发明提供了一种农用化学品组合物，该组合物包含：(a) 一种或多种脂肪酸或其衍生物；(b) 某种真菌或卵菌的菌株、培养物、培养物滤液、孢子或菌丝体，或由某种真菌或卵菌产生的代谢物，该菌株、培养物、培养物滤液、孢子、菌丝体或代谢物直接或间接地(i) 抑制植物病原体的生长或繁殖，或(ii) 杀死植物病原体。还提供了一种在基因座上控制真菌或卵菌的方法、一种促进植物生长的方法和一种在基因座上控制线虫的方法。
• NEW PRODUCT
  申请人：ALPHA BIOPESTICIDES LIMITED

  公开号：US20180146683A1

  公开（公告）日：2018-05-31

  The invention provides an agrochemical composition comprising: (a) one or more fatty acids or derivatives thereof; and (b) a strain, culture, culture filtrate, spores or mycelia of a species of a fungus or oomycete, or a metabolite produced by a species of a fungus or oomycete, which strain, culture, culture filtrate, spores, mycelia or metabolite directly or indirectly (i) inhibits the growth or reproduction of plant pathogens or (ii) kills plant pathogens. Also provided is a method for controlling fungi or oomycetes at a locus, a method for promoting growth in a plant and a method for controlling nematodes at a locus.
• First total syntheses and configurational assignments of cytotoxic trichodenones A–C
  作者：Yoshihide Usami、Takashi Ikura、Taro Amagata、Atsushi Numata

  DOI：10.1016/s0957-4166(00)00329-3

  日期：2000.9

  Total syntheses of cytotoxic trichodenones A-C, produced by a strain of Trichoderma harzianum from the sponge Halichondria okadai, have been achieved, and the natural trichodenones B and C have been established to have (4R,1'R)- and(1'R)-configurations, respectively. From this synthesis and chiral HPLC analysis, it was deduced that the major molecule with R-configuration coexists with its enantiomer in natural trichodenone A. (C) 2000 Elsevier Science Ltd. All rights reserved.