Bollu Rajitha, Banu Saleha, Kasaboina Suresh, Bantu Rajashaker, Nagarapu Lingaiah, Polepalli Sowjanya, Jain Nishant
Organic Chemistry Division-II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
Organic Chemistry Division-II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
Bioorg Med Chem Lett. 2017 Dec 15;27(24):5481-5484. doi: 10.1016/j.bmcl.2017.10.044. Epub 2017 Oct 20.
A novel synthetic protocol has been developed for the synthesis of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids 7a-n by employing Pd-catalyzed CH arylation in presence of 5-10% phosphine ligand in good to excellent yields and evaluated for their anti-proliferative activity against three cancer cell lines such as A549 (lung), HeLa (cervical), MDA-MB-231 (breast). Compounds 7d, 7f, 7l and 7n exhibited promising anti-proliferative activity with GI values ranging from 0.37 to 2.73 µM respectively against A549, HeLa, and MDA-MB-231, while compound 7f showed significant activity against MDA-MB-231 with GI value 0.58 µM, 7j showed significant activity against A549 with GI value 0.32 µM and 7l showed significant activity against HeLa with GI value 0.37 µM. This is the first report on the synthesis and in vitro anti-proliferative evaluation of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids.
已经开发了一种新颖的合成方法，用于在5-10% 膦配体存在下通过钯催化的碳氢键芳基化反应合成1,4-苯并恶嗪酮-乙酰基苯基烯丙基喹唑啉-4(3H)-酮杂化物7a-n，产率良好至优异，并评估了它们对三种癌细胞系（如A549（肺癌）、HeLa（宫颈癌）、MDA-MB-231（乳腺癌））的抗增殖活性。化合物7d、7f、7l和7n表现出有前景的抗增殖活性，对A549、HeLa和MDA-MB-231的GI值分别为0.37至2.73 μM，而化合物7f对MDA-MB-231表现出显著活性，GI值为0.58 μM，7j对A549表现出显著活性，GI值为0.32 μM，7l对HeLa表现出显著活性，GI值为0.37 μM。这是关于1,4-苯并恶嗪酮-乙酰基苯基烯丙基喹唑啉-4(3H)-酮杂化物的合成及体外抗增殖评估的首次报道。
