The present work describes a facile, one-pot three component environment friendly, green synthesis of a series of 5-（4-methoxyphenyl）-7,7-dimethyl-10-phenyl-7,8-dihydro-SH-indeno[ 1,2-b]quinoline- 9,11 （6H,10H）-di...The present work describes a facile, one-pot three component environment friendly, green synthesis of a series of 5-（4-methoxyphenyl）-7,7-dimethyl-10-phenyl-7,8-dihydro-SH-indeno[ 1,2-b]quinoline- 9,11 （6H,10H）-dione derivatives 8（a-n）. 1,3-indanedione, awl-aldehyde and enaminone was thoroughly ground in the presence of catalytic amount of p-toluene sulfonic acid （p-TSA） to give the titled compounds in good yields. All the synthesized derivatives were evaluated for their anticonvulsant activity using the maximal electroshock （MES） method with phenytoin as a standard drug along with their neurotoxicity effect. Derivatives 8b, 8e and 8k exhibited significant anticonvulsant activity （P 〈 0.001）. The neurotoxicity study clearly revealed that all the tested compounds are non-toxic at a dose of 40 mg/kg. The molecular modeling studies also predicted good binding interactions of most active molecules with the serotonin 5-HT2A receptor. Therefore, it can be safely concluded that synthesized derivatives 8（a-n） would represent useful leads for further investigation in the development of a new class of anticonvulsant agents.展开更多
文摘The present work describes a facile, one-pot three component environment friendly, green synthesis of a series of 5-（4-methoxyphenyl）-7,7-dimethyl-10-phenyl-7,8-dihydro-SH-indeno[ 1,2-b]quinoline- 9,11 （6H,10H）-dione derivatives 8（a-n）. 1,3-indanedione, awl-aldehyde and enaminone was thoroughly ground in the presence of catalytic amount of p-toluene sulfonic acid （p-TSA） to give the titled compounds in good yields. All the synthesized derivatives were evaluated for their anticonvulsant activity using the maximal electroshock （MES） method with phenytoin as a standard drug along with their neurotoxicity effect. Derivatives 8b, 8e and 8k exhibited significant anticonvulsant activity （P 〈 0.001）. The neurotoxicity study clearly revealed that all the tested compounds are non-toxic at a dose of 40 mg/kg. The molecular modeling studies also predicted good binding interactions of most active molecules with the serotonin 5-HT2A receptor. Therefore, it can be safely concluded that synthesized derivatives 8（a-n） would represent useful leads for further investigation in the development of a new class of anticonvulsant agents.
