2,3-二取代喹唑啉-4(3H)-酮化合物结构和活性的密度泛函理论研究

采用密度泛函理论中的广义梯度近似(DFT/GGA)方法,在PW91/DNP水平上研究了21种2,3-二取代喹唑啉-4(3H)-酮化合物的结构、化学活性和前线轨道.结果表明:此类化合物的能隙E_g大部分都在3.50~3.60 e V之间,其中在喹唑啉环3位上取代甲氧基苄基,或是在8位上取代甲基,化合物的能隙降低,而且甲氧基在苄基的间位比对位降低得更厉害.通过比较还发现,2,3-二取代喹唑啉-4(3H)-酮化合物对水稻纹枯菌(Rhizoctonia solani bacteria)的杀菌活性与哌啶并噻吩并嘧啶酮衍生物对水稻纹枯菌的杀菌活性相当,而哌啶并噻吩并嘧啶酮衍生物比2,3-二取代喹唑啉-4(3H)-酮化合物对苹果轮纹病(Botryospuaeria gregaria bacteria)杀菌活性好.

Density functional theory study of the structure and activity for 2,3-disubstituted quinazolin-4(3H)-ones

The stability, chemical activity and frontier orbital of twenty-one 2,3-disubstituted quinazolin-4(3H)-ones are investigated by density functional theory(DFT) at the GGA/PW91/DNP level. The computational results show that the energy gap(Eg) of frontier orbital compounds is between 3.50 ~3.60 eV. The energy gaps of the 3-(methoxy benzyl) quinazoline and 8-methyl quinazoline are more lower than the other compounds , and the energy gap of the 3-(3- methoxy benzyl) quinazoline is the lowest all the compounds . The comparisoned results show that 2,3-disubstituted quinazolin-4(3H)-one and piperidinothienopyrimidinone showed control effects on Rhizoctonia solani bacteria. Moreover piperidinothienopyrimidinone has some control effects on Botryospuaeria gregaria bacteria , but 2,3-disubstituted quinazolin-4(3H)-one have weak insecticidal activity on Botryospuaeria gregaria bacteria.