美洛昔康钾盐 | 244241-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 中文名称: 美洛昔康钾盐
• 英文名称: meloxicam
• 英文别名: meloxicam potassium salt；Potassium;2-methyl-3-[(5-methyl-1,3-thiazol-2-yl)carbamoyl]-1,1-dioxo-1lambda6,2-benzothiazin-4-olate；potassium;2-methyl-3-[(5-methyl-1,3-thiazol-2-yl)carbamoyl]-1,1-dioxo-1λ6,2-benzothiazin-4-olate
• CAS: 244241-47-2
• 化学式: C₁₄H₁₂N₃O₄S₂*K
• 分子量: 389.497
• InChiKey: CEDFSOSWPMMHJP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.24
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  美洛昔康钾盐 、 tetrakis(dimethylsulfoxide)dichlororuthenium(II) 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  A mononuclear Ru(II) complex with meloxicam: DNA- and BSA-binding, molecular modeling and anticancer activity against human carcinoma cell lines

  摘要：

  A mononuclear ruthenium(II) complex, trans-[Ru(Hmel)(2)(dmso)(2)], was synthesized and characterized. The DNA- and BSA-binding properties of the mono-anionic meloxicam (Hmel(-)) ligand and its Ru(II) complex were investigated under physiological conditions. The interaction of the Hmel- ligand and the Ru(II) complex with fish sperm DNA were explored through UV-Vis spectroscopy, emission titration, and viscosity measurement. The results reveal that the mono-anionic Hmel(-) ligand binds to DNA through intercalation between the base pairs of double-stranded DNA, while the complex interacts with DNA through electrostatic or/and groove (major and minor) binding modes. The values of K-b for the DNA-Hmel(-) and DNA-complex systems indicate that the complex has stronger tendency to bind with DNA than the free Hmel(-) ligand. Both compounds interact with BSA and change its microenvironment during interaction. The values of quenching constants (K-sv) and binding constants (K-b) of both compounds with BSA show that the Ru(II) complex has more affinity for BSA. The in vitro cytotoxicity testes of Hmel(-) and trans-[Ru(Hmel)(2)(dmso)(2)]against the Jurkat, NB4, and CT-26 human cell lines demonstrated reasonable cytotoxicities. Furthermore, the binding of both compounds to DNA and BSA was modeled by molecular docking method. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.04.037
• 作为产物：
  描述：

  美洛昔康 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 美洛昔康钾盐
  参考文献：
  名称：

  A mononuclear Ru(II) complex with meloxicam: DNA- and BSA-binding, molecular modeling and anticancer activity against human carcinoma cell lines

  摘要：

  A mononuclear ruthenium(II) complex, trans-[Ru(Hmel)(2)(dmso)(2)], was synthesized and characterized. The DNA- and BSA-binding properties of the mono-anionic meloxicam (Hmel(-)) ligand and its Ru(II) complex were investigated under physiological conditions. The interaction of the Hmel- ligand and the Ru(II) complex with fish sperm DNA were explored through UV-Vis spectroscopy, emission titration, and viscosity measurement. The results reveal that the mono-anionic Hmel(-) ligand binds to DNA through intercalation between the base pairs of double-stranded DNA, while the complex interacts with DNA through electrostatic or/and groove (major and minor) binding modes. The values of K-b for the DNA-Hmel(-) and DNA-complex systems indicate that the complex has stronger tendency to bind with DNA than the free Hmel(-) ligand. Both compounds interact with BSA and change its microenvironment during interaction. The values of quenching constants (K-sv) and binding constants (K-b) of both compounds with BSA show that the Ru(II) complex has more affinity for BSA. The in vitro cytotoxicity testes of Hmel(-) and trans-[Ru(Hmel)(2)(dmso)(2)]against the Jurkat, NB4, and CT-26 human cell lines demonstrated reasonable cytotoxicities. Furthermore, the binding of both compounds to DNA and BSA was modeled by molecular docking method. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.04.037

文献信息

• The meloxicam complexes of Co(II) and Zn(II): Synthesis, crystal structures, photocleavage and in vitro DNA-binding
  作者：Tahereh Hosseinzadeh Sanatkar、Hassan Hadadzadeh、Jim Simpson、Zahra Jannesari

  DOI：10.1016/j.molstruc.2013.06.070

  日期：2013.10

  indicate that the meloxicam acts as a deprotonated bidentate ligand (through the amide oxygen and the nitrogen atom of the thiazolyl ring) in the complexes, and a strong intramolecular hydrogen bond between the amide N–H function and the enolate O atom stabilizes the ZZZ conformation of meloxicam ligands. Absorption, fluorescence spectroscopy and cyclic voltammetry have been used to investigate the binding

  摘要 Co(II) 和 Zn(II) 与非甾体抗炎药美洛昔康 (H2mel, 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-合成了 1,2-苯并噻嗪-3-甲酰胺-1,1-二氧化物)、[Co(Hmel)2(EtOH)2] (1) 和 [Zn(Hmel)2(EtOH)2] (2)并通过元素分析表征，IR和UV-Vis光谱及其固态结构通过单晶衍射进行研究。配合物在金属原子周围具有扭曲的八面体几何形状。实验数据表明，美洛昔康作为复合物中的去质子化双齿配体（通过酰胺氧和噻唑环的氮原子），酰胺 N-H 功能和烯醇氧原子之间的强分子内氢键稳定美洛昔康配体的 ZZZ 构象。吸收，荧光光谱和循环伏安法已被用于研究复合物与鱼精子 DNA (FS-DNA) 的结合。此外，光裂解研究也已用于研究复合物与质粒 DNA 的结合。复合物与 DNA 的相互作用通过紫外-可见