Synthesis and Bioactivity of N-Benzoyl-N '-[5-(2 '-substituted phenyl)-2-furoyl] Semicarbazide Derivatives

doi:10.3390/molecules15064267

CORC > 中国农业科学院 > 蔬菜花卉研究所

	Synthesis and Bioactivity of N-Benzoyl-N '-[5-(2 '-substituted phenyl)-2-furoyl] Semicarbazide Derivatives
	Cui, Zining 1; Ling, Yun 1; Li, Baoju 2; Li, Yongqiang 1; Rui, Changhui 1; Cui, Jingrong 3; Shi, Yanxia 2; Yang, Xinling 1
刊名	MOLECULES
	2010
卷号	15 期号:6 页码:4267-4282
关键词	chitin synthesis inhibitors benzoylphenylurea semicarbazide synthesis bioactivity
ISSN号	1420-3049
DOI	10.3390/molecules15064267
通讯作者	Cui, Zining
英文摘要	In order to find novel chitin synthesis inhibitors (CSIs) with good activity, benzoylphenylurea, a typical kind of CSIs, was chosen as the lead compound and 15 novel derivatives containing furan moieties were designed by converting the urea linkage of benzoylphenylureas into a semicarbazide and changing the aniline part into furoyl groups. The title compounds were synthesized by the reaction of substituted benzoyl isocyanates with 5-(substituted phenyl)-2-furoyl hydrazine, and the structures were confirmed by IR, (1)H-NMR, elemental analysis and single crystal X-ray diffraction analyses (compound E2). The bioassay results indicated that the title compounds exhibit good insecticidal activity, especially towards Plutella xylostella L., but had lower fungicidal activity. Inspiringly, the title compounds possessed obvious anticancer activity against human promyelocytic leukemic cell line (HL-60), and some of the title compounds also had activity against human hepatocellular carcinoma cell line (Bel-7402), human gastric carcinoma cell line (BGC-823), and human nasopharyngeal carcinoma cell line (KB). The results indicated that the linkage in the lead compounds was important to the bioactivity and spectra. The modification on the urea linkage is an effective strategy to discover new pesticide and drug candidates.
学科主题	Chemistry, Organic ; CHEMISTRY, ORGANIC
语种	英语
出版者	MOLECULAR DIVERSITY PRESERVATION INTERNATIONAL-MDPI
WOS记录号	WOS:000279207300032
内容类型	期刊论文
源URL	[http://111.203.20.206/handle/2HMLN22E/101976]
专题	蔬菜花卉研究所
作者单位	1.China Agr Univ, Dept Appl Chem, Coll Sci, Key Lab Pesticide Chem & Applicat,Minist Agr, Beijing 100193, Peoples R China 2.Chinese Acad Agr Sci, Inst Vegetables & Flowers, Beijing 100081, Peoples R China 3.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China
推荐引用方式 GB/T 7714	Cui, Zining,Ling, Yun,Li, Baoju,et al. Synthesis and Bioactivity of N-Benzoyl-N '-[5-(2 '-substituted phenyl)-2-furoyl] Semicarbazide Derivatives[J]. MOLECULES,2010,15(6):4267-4282.
APA	Cui, Zining.,Ling, Yun.,Li, Baoju.,Li, Yongqiang.,Rui, Changhui.,...&Yang, Xinling.(2010).Synthesis and Bioactivity of N-Benzoyl-N '-[5-(2 '-substituted phenyl)-2-furoyl] Semicarbazide Derivatives.MOLECULES,15(6),4267-4282.
MLA	Cui, Zining,et al."Synthesis and Bioactivity of N-Benzoyl-N '-[5-(2 '-substituted phenyl)-2-furoyl] Semicarbazide Derivatives".MOLECULES 15.6(2010):4267-4282.