d-地曲霉素 | 427-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: d-地曲霉素
• 中文别名: D-地曲霉素
• 英文名称: geodin
• 英文别名: methyl (2R)-5,7-dichloro-4-hydroxy-5'-methoxy-6-methyl-3,3'-dioxospiro[1-benzofuran-2,6'-cyclohexa-1,4-diene]-1'-carboxylate
• CAS: 427-63-4
• 化学式: C₁₇H₁₂Cl₂O₇
• 分子量: 399.184
• InChiKey: LUBKKVGXMXTXOZ-QGZVFWFLSA-N

物化性质

• 熔点：
  235℃
• 比旋光度：
  D +140° (c = 0.8)
• 沸点：
  652.1±55.0 °C(Predicted)
• 密度：
  1.61±0.1 g/cm3(Predicted)
• 溶解度：
  氯仿：可溶； DMSO：可溶；乙酸乙酯：可溶；甲醇：可溶

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(+/-)-geodin	56784-00-0	C17H12Cl2O7	399.184
  ——	5,7-dichloro-4,6'-dimethoxy-6-methyl-3,4'-dioxo-3H-spiro[benzofuran-2,1'-cyclohexa-2',5'-diene]-2'-carboxylic acid methyl ester	109846-16-4	C18H14Cl2O7	413.211

反应信息

• 作为反应物：
  描述：

  d-地曲霉素 在 1,4-二氧六环 、 盐酸 作用下， 生成 (+/-)-geodin
  参考文献：
  名称：

  363.土丁和尔丁的宪法

  摘要：

  DOI：

  10.1039/jr9580001767

文献信息

• Design, Semisynthesis, Insecticidal and Antibacterial Activities of a Series of Marine-Derived Geodin Derivatives and Their Preliminary Structure–Activity Relationships
  作者：Rong Chao、Gulab Said、Qun Zhang、Yue-Xuan Qi、Jie Hu、Cai-Juan Zheng、Ji-Yong Zheng、Chang-Lun Shao、Guang-Ying Chen、Mei-Yan Wei

  DOI：10.3390/md20020082

  日期：——

  product geodin (1), isolated from the marine-derived fungus Aspergillus sp., a series of new ether derivatives (2–37) was designed and semisynthesized using a high-yielding one-step reaction. In addition, the insecticidal and antibacterial activities of all geodin congeners were evaluated systematically. Most of these derivatives showed better insecticidal activities against Helicoverpa armigera Hübner

  为了增强从海洋来源的真菌曲霉菌中分离出来的天然产物大地素 (1) 的生物活性，我们设计了一系列新的醚衍生物 (2-37)，并使用高产一步反应进行半合成。此外，还系统评价了所有geodin同系物的杀虫和抗菌活性。这些衍生物中的大多数对棉铃虫表现出比 1 更好的杀虫活性。特别是，15 表现出有效的杀虫活性，IC50 值为 89 μM，与阳性对照印楝素 (IC50 = 70 μM) 相当。此外，5、12、13、16、30和33对金黄色葡萄球菌和杀鲑气单胞菌具有很强的抗菌活性，MIC值在1.15-4.93 μM范围内。初步构效关系表明，在1中引入卤代苄基尤其是氟苄基并取代4-OH可能是提高geodin杀虫和抗菌活性的关键因素。
• Bioactivities of natural product geodin congeners and their preliminary structure activity relationship
  作者：Gulab Said、Amjad Ali、Muhammad Umair、Farooq Ahmad、Salma Gul、Muhammad Ateeq

  DOI：10.1080/14786419.2023.2272022

  日期：——

  A series of 6 novel ester derivatives 2–7 of natural product geodin 1 were designed and semi-synthesized through one mild step reaction with high yield. Compounds 2–7 showed strong inhibitory activ...

  设计了一系列 6 种天然产物 geodin 1 的新型酯衍生物 2-7，并通过一个温和的步骤反应以高产率进行了半合成。化合物 2-7 显示出很强的抑制活性...
• Design, semi-synthesis of soft coral-derived <i>Aspergillus</i> sp. secondary metabolite geodin derivatives and their antibacterial activities
  作者：Gulab Said、Amjad Ali、Latif Ahmad

  DOI：10.1080/14786419.2024.2326990

  日期：——

  A series of novel ester derivatives 2 − 7, of natural product geodin 1, isolated from the soft coral-derived fungus Aspergillus sp., were designed and semi-synthesised through one step reaction wit...

  从软珊瑚衍生真菌 Aspergillus sp. 中分离出天然产物 geodin 1 的一系列新型酯衍生物 2 – 7，通过一步反应设计和半合成。
• Inner core’s seismic anisotropy is related to its rotation
  作者：Bin Liu、Qunshan Zhang、Baoshan Wang、Rongshan Fu、H. Kern、T. Popp

  DOI：10.1007/bf02886184

  日期：2000.4

  The inner core has a differential rotation relative to the crust and mantle, the relative linear velocity between the solid inner core and the molten outer core is the biggest at the equator and zero at pole area, As a result, the inner core grows faster at the equator than at the pole area. The gravitational force drives the material flow from the equator to the pole area and makes the inner core remain quasi-orbicular. The corresponding axial symmetric stress field makes c-axes of hexagonal close packed (hcp) iron align with inner core's rotation axis, resulting in observed seismic anisotropy.
• 363. The constitutions of geodin and erdin
  作者：D. H. R. Barton、A. I. Scott

  DOI：10.1039/jr9580001767

  日期：——