Diacylhydrazine derivatives as novel potential chitin biosynthesis inhibitors: design, synthesis, and structure-activity relationship.
A series of diacylhydrazine derivatives containing hydrophobic alkyl chains have been designed and synthesized. The target molecules have been identified on the basis of analytical spectral (IR, (1)H NMR, (13)C NMR, and HRMS) data. All synthesized compounds have been screened for their potential inhibition in vitro against chitin synthesis using yeast cell extracts. The preliminary assays indicate that some of the compounds display moderate to good inhibitory activity. Structure-activity relationship (SAR) is also discussed based on the experimental data, and the further analysis of the quantitative structure-activity relationship (QSAR) indicates that the electronic parameter is the main factor to affect inhibition activities.
Ke
Shaoyong
S
Shanghai Key Laboratory of Chemical Biology, Institute of Pesticides and Pharmaceuticals, School of Pharmacy, East China University of Science and Technology, Shanghai, China.
Qian
Xuhong
X
Liu
Fengyi
F
Wang
Ni
N
Fan
Feng
F
Li
Zhong
Z
Yang
Qing
Q
D002686:Chitin / Q000096:biosynthesis*; D015195:Drug Design; D006834:Hydrazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D021281:Quantitative Structure-Activity Relationship; D011789:Quantum Theory; D012441:Saccharomyces cerevisiae / Q000187:drug effects / Q000378:metabolism; D013057:Spectrum Analysis
D006834:Hydrazines; D002686:Chitin; C029424:hydrazine