Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (01): 72-78. Previous Articles     Next Articles

Full Papers

5-(4-羟基苄基)-2,4-咪唑啉二酮酯类化合物合成及生物活性

王进敏,韩金涛,张春艳,邱立红,王明安*   

  1. (中国农业大学应用化学系 北京 100193)
  • 收稿日期:2009-04-19 修回日期:2009-06-29 发布日期:2010-01-20
  • 通讯作者: 王明安 E-mail:wangma@cau.edu.cn, wangmingan2003@yahoo.com
  • 基金资助:

    国家自然科学基金和十一五科技支撑计划

Synthesis and Biological Activities of 5-(4-Hydroxybenzyl)hydantoin Esters

Wang,Jinmin,Han,Jintao,Zhang,Chunyan,Qiu,Lihong,Wang,Mingan*   

  1. (Department of Applied Chemistry,China Agricultural University,Beijing 100193)
  • Received:2009-04-19 Revised:2009-06-29 Published:2010-01-20

To develop novel pesticide lead compounds with high activity,low toxicity and low residue,24 novel 5-(4-hydroxybenzyl)-2,4-imidazolidinedione (hydantoin) esters were synthesized with cyclization and esterification using L-tyrosine as raw material by simulating the structure of natural inhibitor against AdSS synthetase,and structurally confirmed by m.p.,IR,1H NMR and elemental analysis。X-ray diffraction analysis of 6m was studies as C18H16N2O5,Mr=340.33,monoclinic,space group P2(1)/c,a=0.86071(17) nm, b=1.1167(2) nm,c=0.93826(2) nm,β=115.10(3)°,V=0.8166(3) nm3,Dc=1.384 g/cm3,Z=2,F(000)=356,m(Mo Kα)=0.103 mm-1,final R=0.0359,wR=0.0998。The preliminary bioassay results indicated that some of these compounds had certain inhibition activities against Triticum aestivum and Arabidopsis thaliana,while some of them could promote the growth of Zea mays at the concentration of 200 μg/mL.

Key words: AdSS inhibitor, 5-(4-hydroxybenzyl)-2,4-imidazolidinedione ester, biological activity