5,7-dihydroxy-2-(1H-indol-3-yl)chroman-4-one | 1176835-10-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5,7-dihydroxy-2-(1H-indol-3-yl)chroman-4-one
• 英文别名: 5,7-dihydroxy-2-(1H-indol-3-yl)-2,3-dihydrochromen-4-one
• CAS: 1176835-10-1
• 化学式: C₁₇H₁₃NO₄
• 分子量: 295.295
• InChiKey: HTQQASWRXGLWBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  82.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-S-2-acetamidoethyl 3-(1H-indol-3-yl)prop-2-enethioate 在 1,4-dithio-D,L-threitol 、 chalcone synthase, immobilized onto Ni-nitrilotriacetic acid agarose 、 malonyl-CoA synthetase, immobilized onto glutathione-sepharose 、 sodium malonate 、 adenosine 5'-triphosphate disodium salt 、 辅酶 A 、 magnesium chloride 作用下， 反应 72.0h， 以18%的产率得到(E)-6-(2-(1H-indol-3-yl)vinyl)-4-hydroxy-2H-pyran-2-one
  参考文献：
  名称：

  In Vitro Precursor-Directed Synthesis of Polyketide Analogues with Coenzyme A Regeneration for the Development of Antiangiogenic Agents

  摘要：

  Polyketide analogues are produced via in vitro reconstruction of a precursor-directed polyketide biosynthetic pathway. Malonyl-CoA synthetase (MCS) was used in conjunction with chalcone synthase (CHS), thereby allowing efficient use of synthetic starter molecules and malonate as extender. Coenzyme-A was recycled up to 50 times. The use of a simple immobilization procedure resulted in up to a 30-fold higher yield of pyrone CHS products than that obtained with the free enzyme solutions.

  DOI：

  10.1021/ol901243e

文献信息

• In Vitro Precursor-Directed Synthesis of Polyketide Analogues with Coenzyme A Regeneration for the Development of Antiangiogenic Agents
  作者：Moon Il Kim、Seok Joon Kwon、Jonathan S. Dordick

  DOI：10.1021/ol901243e

  日期：2009.9.3

  Polyketide analogues are produced via in vitro reconstruction of a precursor-directed polyketide biosynthetic pathway. Malonyl-CoA synthetase (MCS) was used in conjunction with chalcone synthase (CHS), thereby allowing efficient use of synthetic starter molecules and malonate as extender. Coenzyme-A was recycled up to 50 times. The use of a simple immobilization procedure resulted in up to a 30-fold higher yield of pyrone CHS products than that obtained with the free enzyme solutions.