Study on the synthesis and bioactivities of several keto acylhydrazone Schiff base compounds

doi:10.14088/j.cnki.issn0439-8114.2019.21.013

Abstract

Abstract: Taking acetophenone, cyclohexanone, benzoic acid methyl ester, p-methyl benzoic acid methyl ester and hydrazine hydrate as materials, four kinds of keto hydrazone Schiff base compounds were synthesized in lab and their chemical structures were confirmed by elemental analysis and the infrared spectrum. Herbicidal activities of four componds were tested against Echinochloa crusgalli and Amaranthus viridis, and the results showed that acetophenone benzoyl hydrazone had the strongest herbicidal activities against Amaranthus viridis.

Key words: acylhydrazone, synthesis, herbicidal activities

CLC Number:

O621.3

LI Shui-qing, XU Jing-yi. Study on the synthesis and bioactivities of several keto acylhydrazone Schiff base compounds[J]. HUBEI AGRICULTURAL SCIENCES, 2019, 58(21): 65-67.

References

[1] BOGDANOV A V,ZARIPOVA I F,VOLOSHINA A D,et al.Synthesis and antimicrobial activity evaluation of some novel water-soluble isatin-3-acylhydrazones[J].Monatshefte für chemie,2018, 149(1):111-117.
[2] CARCELLI M,FISICARO E,COMPARI C,et al.Antiviral activity and metal ion-binding properties of some 2-hydroxy-3-methoxyphenyl acylhydrazones[J].Biometals,2018,31(1):81-89.
[3] XIAO M W,YE J,LIAN W W,et al.Microwave-assisted synthesis,characterization and bioassay of acylhydrazone derivatives as influenza neuraminidase inhibitors[J].Medicinal chemistry research,2017,26(12):3216-3227.
[4] SERAFIM R A M,OLIVEIRA T F,LOUREIRO A P M,et al. Molecular modeling and structure-activity relationships studies of bioisoster hybrids of N-acylhydrazone and furoxan groups on cruzain[J].Medicinal chemistry research,2017,26(4):760-769.
[5] INAM A,SIDDIQUI S M,MACEDO T S,et al.Design, synthesis and biological evaluation of 3-[4-(7-chloro-quinolin-4-yl)-piperazin-1-yl]-propionic acid hydrazones as antiprotozoal agents[J].European journal of medicinal chemistry,2014,75:67-76.
[6] 张美丹,黄剑锋,张晔初,等.新型苯甲醛-β-咔啉-3-酰腙的合成及其除草活性[J].合成化学,2014,22(3):313-316.
[7] 马敬中,王洪波,江洪.1,4-二氧喹喔啉-2-甲醛酰腙的合成和除草活性研究[J].精细化工,2004,21(4):309-312.
[8] 林桂汕,邹荣霞,段文贵,等.新型蒎酸基双酰腙类化合物的合成及其除草活性[J].合成化学,2013,21(5):513-517.
[9] 马献力,黄建新,段文贵,等.新型α-萜品烯马来酰亚胺基双磺酰胺化合物的合成及其除草活性[J].合成化学,2012,20(2):180-185.
[10] ZHANG F,WANG X L,SHI J,et al.Synthesis,molecular modeling and biological evaluation of N-benzylidene-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide derivatives as potential anticancer agents[J].Bioorganic & medicinal chemistry,2014,22(1):468-477.
[11] CARDOSO L N F,NOGUEIRA T C M,RODRIGUES F A R,et al. N-acylhydrazones containing thiophene nucleus:A new anticancer class[J].Medicinal chemistry research,2017,26:1605-1608.
[12] 吴校彬,郝卫东.乙酰二茂铁苯甲酰腙的合成及其电化学性质和抑菌活性[J].化学世界,2012(5):286-289,296.
[13] 杨滋渊,宋斌,徐守卫.呋喃酰腙及其镍、锰配合物的合成与晶体结构及抑菌活性[J].无机化学学报,2014,30(3):585-590.
[14] YAN Z N,ZHANG S Y,WANG H X,et al.Preparation and analytical application of new Cr³+-selective membrane electrodes based on acylhydrazone containing benzimidazole derivatives[J].Journal of the iranian chemical society,2016,13:411-420.
[15] 华世豪,邵维忠.乳油[M].北京:化学工业出版社,1985.80-83.
[16] 黄彰欣. 植物学保护实验指导[M].北京:中国农业出版社,1993.66-69.