7-(prop-2-ynyloxy)-2H-chromen-2-one hexacarbonyldicobalt | 1379521-17-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(prop-2-ynyloxy)-2H-chromen-2-one hexacarbonyldicobalt
• 英文别名: Carbon monoxide;cobalt;7-prop-2-ynoxychromen-2-one
• CAS: 1379521-17-1
• 化学式: C₁₈H₈Co₂O₉
• 分子量: 486.243
• InChiKey: ZQUUGNUQYHGQRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  7-羟基香豆素 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 生成 7-(prop-2-ynyloxy)-2H-chromen-2-one hexacarbonyldicobalt
  参考文献：
  名称：

  [EN] CARBONIC ANHYDRASE INHIBITORS WITH ANTIMETASTATIC ACTIVITY
  [FR] INHIBITEURS D'ANHYDRASE CARBONIQUE PRÉSENTANT UNE ACTIVITÉ ANTIMÉTASTATIQUE

  摘要：

  本发明揭示了用于治疗癌症的组合物，包括公开的具有I-XII式的香豆素和硫代香豆素衍生物。所述衍生物优先抑制与低氧和转移性肿瘤相关的碳酸酐酶IX和XII，而不是抑制碳酸酐酶I和II的活性。因此，这些组合物由于这种选择性作用机制而适用于治疗低氧或转移性癌症。

  公开号：

  WO2012070024A1

文献信息

• Toxicity, bio-distribution and metabolism of CO-releasing molecules based on cobalt
  作者：Yaguo Gong、Taofeng Zhang、Meng Li、Na Xi、Yawen Zheng、Quanyi Zhao、Yonglin Chen、Bin Liu

  DOI：10.1016/j.freeradbiomed.2016.06.029

  日期：2016.8

  CO-releasing molecules (CORMs) containing [Co-2(CO)(6)] moiety show many bioactivities, such as antiinflammatory and antitumor cell proliferation. However, so far, no one knows their properties in vivo. So, here, we evaluated some these kind CORMs from drug-like properties including cytotoxicity, toxicity in vivo, distribution and metabolism. The results show all the tested complexes displayed anti proliferative activity to HeLa cell and HepG2 cell lines, and their IC50 values were 36-110 mu M against HeLa cells and 39-140 mu M against HepG2 cells. Toxicity tests of mice, we used oral acute toxic class method and got their LD50 values; among them, LD5c, of complex 1 and complex 4 were in 2500-5000 mg kg(-1) and complex 7 over 5000 mg kg(-1). The developmental toxicities of the complexes were investigated in embryonic zebrafish. The mortality, hatch rate, malformation, heart rate, spontaneous movement, and larval behavior were examined, and we found both complexes 4 and 7 have not toxicity at low concentration ( < 1.0 mu M) but have higher toxicity at high concentration ( > 5.0 mu M). After several consecutive i.p administrations, tested complexes severely damaged rat liver and kidney in both functional and morphological aspects. Through metal ion measurement using ICP-AES, we found the tested complexes were unevenly distributed in tissues and organs; complex 4 has a big prone to collect in liver, whereas complex 7 easily enters to kidney. After administration 480 min later, most of complex 7 excreted from kidney and entered urine, while complex 4 needed 9 h at least. This results show cobalt did not accumulate, and could excrete with the urine. In vivo, Co-0 in complexes was oxidised to Co-II. In addition, the substituents significantly affected the rate of CO-release, cytotoxicity and their bio-distribution. In the view of these aspects, the CORMs based cobalt has a potential property to be a medicine. (C) 2016 Elsevier Inc. All rights reserved.