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基于2-氯喹啉的4-(3-羟基苯基)-2,7,7-三甲基-5-氧代-1,4,5,6,7,8-六氢喹啉-3-羧酸乙酯的区域选择性合成及其对恶性疟原虫乳酸脱氢酶的计算机模拟评估

Regioselective synthesis of 2-chloroquinoline based ethyl 4-(3- hydroxyphenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3- carboxylates and their in-silico evaluation against P. falciparum lactate dehydrogenase.

作者信息

Rajesh Kancherla, Lavanya Pandian, Iniyavan Pethaperumal, Sarveswari Sundaramoorthy, Ramaiah Sudha, Anbarasu Anand, Vijayakumar Vijayaparthasarathi

机构信息

Centre for Organic and Medicinal Chemistry, VIT University, Vellore -632 014, Tamil Nadu, India.

出版信息

Med Chem. 2015;11(8):789-97. doi: 10.2174/1573406411666150430132055.

Abstract

The reaction of various substituted 2, 4-dichloroquinolines with ethyl 4-(3-hydroxyphenyl)- 2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate was carried out in the presence of K2CO3 as a mild and efficient base at controlled temperature leading to novel 2-chloroquinoline based polyhydroquinoline with high regioselectivity. All the synthesized compounds were characterized using IR, NMR, Mass spectral data and then subjected to an in-silico analysis against P. falciparum lactate dehydrogenase.

摘要

在温和且高效的碱碳酸钾存在下,于可控温度下使各种取代的2,4 - 二氯喹啉与4-(3 - 羟基苯基)-2,7,7 - 三甲基 - 5 - 氧代 - 1,4,5,6,7,8 - 六氢喹啉 - 3 - 羧酸乙酯发生反应,从而以高区域选择性得到新型的基于2 - 氯喹啉的多氢喹啉。所有合成的化合物均通过红外光谱、核磁共振光谱、质谱数据进行表征,然后针对恶性疟原虫乳酸脱氢酶进行计算机模拟分析。

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