Synthesis and herbicidal activity evaluation of novel α-amino phosphonate derivatives containing a uracil moiety

Bioorganic & Medicinal Chemistry Letters
Jian-Yi CheDe-Qing Shi

Abstract

A series of novel α-amino phosphonate derivatives containing a uracil moiety 3a-3l were designed and synthesized by a Lewis acid (magnesium perchlorate) catalyzed the Kabachnik-Fields reaction. The bioassays {in vitro, in vivo [Glass House 1 (GH1) and Glass House 2 (GH2)]} showed that most of compounds 3 exhibited excellent and selective herbicidal activities; for example, in GH1 test, compounds 3b, 3d, 3f, 3h and 3j showed excellent and wide spectrum herbicidal activities at the dose of 1000 g/ha, and compounds 3b and 3j exhibited 100% inhibition activities against the four plants in both post- and pre-emergence treatments. Moreover, most of compounds 3 showed higher inhibition against Amaranthus retroflexus and Digitaria sanguinalis than Glyphosate did in pre-emergence treatment. In GH2 test, the four compounds (3b, 3d, 3h and 3j) exhibited 100% inhibition against Solanum nigrum, Amaranthus retroflexus and Ipomoea hederacea in post-emergence treatment and displayed 100% inhibition against Solanum nigrum, Amaranthus retroflexus in pre-emergence treatment at the rate of 250 g/ha, and compound 3b showed the best and broad spectrum herbicidal activities against the six test plants. However, the four compounds displayed weaker her...Continue Reading

References

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Citations

Feb 9, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yanqing GaoXiaoping Rao
Aug 27, 2019·Chemistry : a European Journal·Tsubasa InokumaKen-Ichi Yamada
Oct 9, 2020·Nucleosides, Nucleotides & Nucleic Acids·Laila BaddiHassan B Lazrek
Oct 20, 2020·International Journal of Biological Macromolecules·Gundluru MohanCirandur Suresh Reddy
May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Petra R Varga, György Keglevich
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Aitor MaestroJavier Vicario

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