Synthesis And Application Research Of Isoxazoline And Pyrazoline Derivstives

The thesis mainly deal with the new synthetic methods of isoxazoline and pyrazoline derivstives, a series of novel diphenyl etheryl N-acetyl bis-pyrazolines and pyrazoline compounds were synthsized and its anti-tumor activities were tested in vitro.Chapter 1. The synthesis of isoxazoline and pyrazoline derivstives and application were reviewedIsoxazoline and pyrazoline derivstives are two important five membered heterocyclic compounds. They have many pharmacological activities and biological activities such as antibacterial, anti-inflammatory,antitumor, etc. Exceptly, due to herbicidal and insecticidal activity of oxazoline compounds, they have been developed as herbicides and insecticides. Isoxazoline compounds also can be used as intermediates in organic synthesis and catalyst ligand. Pyrazoline compounds also have antiviral, analgesic, antihypertensive, antidepressants, anti-TB, etc. Isoxazoline and pyrazoline derivstives also have good optical performance, which has been widely used in materials. This paper reviewed the structure, property, biological activity and synthesis method of isoxazolines and pyrazoline derivstives.Chapter 2. One-pot two-step reaction in constructing isoxazolineUsing aromatic ketones, aromatic aldehydes and hydroxylamine hydrochloride as raw materials, a pot of implementation aldol condensation reaction and michael addition, ring-closure reaction. Thought above two steps,isoxazoline compounds was synthesed successfully. This method avoids isolation intermediates and leads to a high product conversion.Chapter 3. Synthseis and anti-tumor in vitro activities of N-acetyl pyrazolines and diphenyl etheryl N-acetyl bis-pyrazolinesEighteen N-acetyl pyrazolines have been synthesized by grinding assisted cyclization of chalcones with hydrazine hydrate and acetic acid in presence of catalytic quantity of sulfamic acid, and nine new diphenyl ether-yl N-acetyl bis-pyrazolines were synthesized by solvent. All the synthesized compounds were characterized by1 H NMR,13 C NMR, elemental analysis and ESI-MS. and anti-tumor in vitro activities of the compounds on A549, H1299 and MCF-7 were tested by MTS assay. The results showed that compounds had a certain inhibitory effect on cancer cells,and compound 46 exhibited higher cytotoxicity against A549, H1299 and MCF-7 cell lines.