Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore 632 014, Tamil Nadu, India.
Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore 632 014, Tamil Nadu, India.
J Photochem Photobiol B. 2015 Feb;143:139-47. doi: 10.1016/j.jphotobiol.2014.12.028. Epub 2015 Jan 13.
The photochemical synthesis of a series of 2,3-dihydroquinazolin-4(1H)-ones were evaluated under the irradiation of visible light (>390nm). The effect of the visible light mediated synthesis was carried out in the presence/absence of solvent. The effect of solvent plays a key role in the synthesis was evidenced through the formation of product in short duration. The solvatochromic effects of the fluorescent compounds (3a-k) were studied with respect to the solvents of increasing polarity (DCM<methanol<DMF<DMSO). The determination of in vitro anti-inflammatory activity of the compounds (3a-k) by the inhibition of bovine serum albumin (BSA) denaturation and 2,2-di(4-t-octylphenyl)-1-picrylhydrazyl (DOPPH) radical scavenging consequence of the compounds (3a-k) were determined by spectroscopic technique. The compound 3j in DMSO exhibited extreme high quantum yield. The compound 3i was found to be superior both in the efficiency of the anti-inflammatory activity and radical scavenging ability.
可见光(>390nm)照射下,评价了一系列 2,3-二氢喹唑啉-4(1H)-酮的光化学合成。在有无溶剂的情况下进行了可见光介导的合成效果。溶剂的作用对合成有显著影响,通过在短时间内形成产物得到证明。研究了荧光化合物(3a-k)的溶剂化效应与极性增加的溶剂(DCM<甲醇<DMF<DMSO)之间的关系。通过抑制牛血清白蛋白(BSA)变性和化合物(3a-k)清除 2,2-二(4-叔辛基苯基)-1-吡咯基氢过氧化物(DOPPH)自由基,用光谱技术测定了化合物(3a-k)的体外抗炎活性。在 DMSO 中,化合物 3j 表现出极高的量子产率。发现化合物 3i 在抗炎活性和自由基清除能力方面都具有优势。