Synthesis and Biological Activities of Some Novel N-Aryl Sulfonyl Trytophanates and N-Aryl Sulfonyl Glutamates

Abstract

Abstract:

Based on the crystal structure of acetohydroxyacid synthase(AHAS) in complex with sulfonylurea herbicides, molecular docking was performed to virtual screen MDL/ACD-3D database to obtain some meaningful chemical structures with low binding energy and high scores using molecular docking. We had synthesized 22 new compounds of the N-aryl sulfonyl trytophanates and N-aryl sulfonyl glutamates which had potential biological activities, their structure were confirmed by ¹H NMR, MS, IR and elemental analysis. The in vitro and in vivo biological activities of all the title compounds were tested. Preliminary bioassay results in vitro indicated that the two types of compounds had week inhibition to AHAS. The bioassay results in vivo indicate that compounds 4d, 4g and 4k had certain herbicidal activity. Their inhibition rate on the growth of rape root was 70.8%, 52.4% and 50.2% at 100 μg/mL, respectively.

Key words: Acetohydroxyacid synthase(AHAS); Biological activity; Inhibition

CLC Number:

O626

TrendMD:

LI Wen-Ming, TAN Hai-Zhong, WANG Jian-Guo*, LI Yong-Hong, LI Zheng-Ming*. Synthesis and Biological Activities of Some Novel N-Aryl Sulfonyl Trytophanates and N-Aryl Sulfonyl Glutamates[J]. Chem. J. Chinese Universities, 2009, 30(4): 728.

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Synthesis and Biological Activities of Some Novel N-Aryl Sulfonyl Trytophanates and N-Aryl Sulfonyl Glutamates

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