3-(Methoxycarbonylmethylene)isobenzofuran-1-imines as a New Class of Potential Herbicides

被引：10

作者：

Araniti, Fabrizio ^{[1
]}

Mancuso, Raffaella ^{[2
]}

Ziccarelli, Ida ^{[2
]}

Sunseri, Francesco ^{[1
]}

Abenavoli, Maria Rosa ^{[1
]}

Gabriele, Bartolo ^{[2
]}

机构：

[1] Univ Mediterranea Reggio Calabria, Dipartimento AGRARIA, I-89124 Reggio Di Calabria, Italy

[2] Univ Calabria, Dipartimento Chim & Tecnol Chim, I-87036 Cosenza, Italy

来源：

MOLECULES | 2014年 / 19卷 / 06期

关键词：

Arabidopsis thaliana; carbonylation; isobenzofuranimines; shoot parameters; root morphology; phytotoxicity; PROTEIN PHOSPHATASE-ACTIVITY; OKADAIC ACID; ARABIDOPSIS-THALIANA; CELL-SHAPE; DERIVATIVES; INTERPHASE; RESISTANCE; INHIBITORS; GROWTH;

D O I：

10.3390/molecules19068261

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A novel class of potential herbicides, the 3-(methoxycarbonylmethylene)isobenzofuran-1-imines, has been discovered. The herbicidal activity has been tested on two particular molecules, (E)-methyl 2-[3-(butylimino)isobenzofuran-1(3H)-ylidene]acetate (1) and (E)-methyl 2-phenyl-2-[3-(phenylimino)isobenzofuran-1(3H)-ylidene]acetate (2), prepared by palladium-catalyzed oxidative carbonylation of 2-alkynylbenzamides. Both compounds 1 and 2 showed a strong phytotoxic effect on both shoot and root systems of Arabidopsis thaliana. The effects observed on the shoot were similar for both molecules, but while compound 1 showed a stronger effect on root parameters (such as primary root length, root hair and density, showing lower ED50 values), compound 2 caused important malformations in root morphology. Our results indicate that these molecules are very promising synthetic herbicides.

引用

页码：8261 / 8275

页数：15

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