Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives.
A series of 4-aryl-6-chloro-quinolin-2-ones and 5-aryl-7-chloro-1,4-benzodiazepine were synthesized and assayed for their in vitro anti-hepatitis B virus activities and cytotoxicities for the first time. Some of the tested compounds were active against HBsAg and HBeAg secretion in Hep G2.2.15 cells. Compound 5c showed IC(50) of 0.074 and 0.449 mM on HBsAg and HBeAg secretions, respectively, which were 10 times higher than that of its analog 4c and led to better selective index (SI) values (SI=23.2 and 3.4, respectively).
Cheng
Pi
P
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, PR China.
Zhang
Quan
Q
Ma
Yun-Bao
YB
Jiang
Zhi-Yong
ZY
Zhang
Xue-Mei
XM
Zhang
Feng-Xue
FX
Chen
Ji-Jun
JJ
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry; D001569:Benzodiazepines / Q000138:chemical synthesis / Q000737:chemistry*; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D002713:Chlorine / Q000737:chemistry*; D015195:Drug Design; D006509:Hepatitis B / Q000188:drug therapy / Q000517:prevention & control*; D006514:Hepatitis B Surface Antigens / Q000737:chemistry; D006515:Hepatitis B virus / Q000378:metabolism*; D006801:Humans; D066298:In Vitro Techniques; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000998:Antiviral Agents; D006514:Hepatitis B Surface Antigens; D001569:Benzodiazepines; D002713:Chlorine