Isobutyl-salicyliden-amin | 2528-33-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Isobutyl-salicyliden-amin
• 英文别名: (E)-2-((isobutylimino)methyl)phenol；2-(2-methylpropyliminomethyl)phenol
• CAS: 2528-33-8
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: CKIARBBSWICEEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Isobutyl-salicyliden-amin 在 sodium acetate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 66.0h， 生成
  参考文献：
  名称：

  Synthesis and anticancer activities of a novel class of mono- and di-metallic Pt(ii)(salicylaldiminato)(DMSO or Picolino)Cl complexes

  摘要：

  单金属和双金属Pt（II）（水杨醛亚胺）（DMSO或Picolino）Cl配合物作为潜在的细胞毒性剂，针对测试的人类乳腺（MCF-7）、肝脏（HepG2）、肺部（A549）、结肠（HCT116）和子宫颈（Hela）癌细胞系。

  DOI：

  10.1039/c4dt03018d
• 作为产物：
  描述：

  异丁胺 、 水杨醛 在 sodium sulfate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 Isobutyl-salicyliden-amin
  参考文献：
  名称：

  Synthesis and anticancer activities of a novel class of mono- and di-metallic Pt(ii)(salicylaldiminato)(DMSO or Picolino)Cl complexes

  摘要：

  单金属和双金属Pt（II）（水杨醛亚胺）（DMSO或Picolino）Cl配合物作为潜在的细胞毒性剂，针对测试的人类乳腺（MCF-7）、肝脏（HepG2）、肺部（A549）、结肠（HCT116）和子宫颈（Hela）癌细胞系。

  DOI：

  10.1039/c4dt03018d

文献信息

• Koacher, J. K.; Tandon, J. P.; Mehrotra, R. C., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1980, vol. 19, # 5, p. 445 - 448
  作者：Koacher, J. K.、Tandon, J. P.、Mehrotra, R. C.

  DOI：——

  日期：——
• N-substituted salicylaldimines derivatives of germanium(IV)
  作者：R. V. Singh、J. P. Tandon

  DOI：10.1007/bf00903665

  日期：——
• Morpholine or methylpiperazine and salicylaldimine based heteroleptic square planner platinum (II) complexes: In vitro anticancer study and growth retardation effect on E. coli
  作者：Faiz-Ur Rahman、Amjad Ali、Inam Ullah Khan、Hong-Quan Duong、Shang-Bo Yu、Yue-Jian Lin、Hui Wang、Zhan-Ting Li、Dan-Wei Zhang

  DOI：10.1016/j.ejmech.2017.03.014

  日期：2017.5

  Morpholine and methylpiperazine are among the most important structural parts of different drugs including organic chemotherapeutic agents. In the current study we incorporated these entities as co-ligand and a series of structurally related mono- and di-metallic square planner Pt(II) complexes (Pt(I1)(salicylaldimine)(morpholine)Cl Cia-C3a, Pt(II)(salicylaldimine) (methylpiperazine)Cl C1b-C3b, di-metallic Pt(II)(2)(bis-salicylaldimine)(morpholine)(2)Cl-2 C4a and Pt(11)(2)(bis-salicylaldimine)(methylpiperazine)(2)Cl-2 C4b were prepared. These complexes were characterized by H-1,C-13,F-19, 2D NOESY NMR, HR ESI-MS and elemental analyses, while structures of C2a, C3a and C4b were determined by single crystal X-ray analysis. All these complexes were studied for their in vitro cytotoxic effect on breast (MCF-7), liver (HepG2) and lung (A549) cancer cell lines. All these complexes showed considerable cytotoxic effect on these tested cancer cell lines comparable to cisplatin. Moreover three complexes Cla, C4a and Cib were studied in details. Time-and dose-dependent study was performed for Cla, C4a and Clb. These complexes induced the expression of p53 that suppresses cancer cell growth. Induction of PUMA gene and repression of MYC oncogene suggested that these complexes targeted different genes to suppress cancer progression. TUNEL assay showed induction of apoptosis and invasion analysis showed reduction in invasion ability of breast cancer cells treated with C1a, C4a or Cib. Importantly, these novel complexes suppressed the expression of EMT and metastasis promoter genes. Similarly these complexes induced autophagy by enhancing the expression of autophagy related genes such as beclin, atg-5 and atg-7. The E. coli growth retardation study showed stronger growth inhibitory effects and subsequently resulted in filamentous morphology of bacterial cells. Gel electrophoresis study proved the interaction of these complexes with DNA. All these analysis revealed anticancer potencies of this class of complexes. (C) 2017 Elsevier Masson SAS. All rights reserved.
• Povarov,L.S.; Ryazanova,O.D., Journal of general chemistry of the USSR, 1972, vol. 42, p. 1000 - 1004
  作者：Povarov,L.S.、Ryazanova,O.D.

  DOI：——

  日期：——
• Sakuntala, E. N.; Srivastava, G.; Mehrotra, R. C., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1981, vol. 20, # 3, p. 243 - 245
  作者：Sakuntala, E. N.、Srivastava, G.、Mehrotra, R. C.

  DOI：——

  日期：——