Synthesis, characterization and phytotoxic activity of hydroxylated isobenzofuran-1 (3H)-ones

被引:11
|
作者
Teixeira, R. R. [1 ]
Pereira, J. L. [1 ]
Da Silva, S. F. [1 ]
Guilardi, S. [2 ]
Paixao, D. A. [2 ]
Anconi, C. P. A. [3 ]
De Almeida, W. B. [4 ]
Ellena, J. [5 ]
Forlani, G. [6 ]
机构
[1] Univ Fed Vicosa, Dept Quim, Vicosa, MG, Brazil
[2] Univ Fed Uberlandia, Inst Quim, BR-38400 Uberlandia, MG, Brazil
[3] Univ Fed Lavras, Dept Quim, Lavras, MG, Brazil
[4] Univ Fed Minas Gerais, Inst Ciencias Exatas, Dept Quim, Belo Horizonte, MG, Brazil
[5] Univ Sao Paulo, Inst Fis Sao Carlos, Sao Carlos, SP, Brazil
[6] Univ Ferrara, Dept Life Sci & Biotechnol, I-44100 Ferrara, Italy
关键词
Isobenzofuran-1(3H)-ones; Phthalides; X-ray analysis; DFT calculations; Phytotoxicity; X-RAY; BENZOIC-ACIDS; DIFFRACTION; DERIVATIVES; INHIBITORS;
D O I
10.1016/j.molstruc.2013.12.059
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two hydroxylated isobenzofuranones 3 and 4 were synthesized from benzoic acids. The compounds were fully characterized by IR, NMR (H-1 and C-13), HRMS, and X-ray crystallography. Compounds 3 and 4 crystallized in the space group Pc and P2(1)/n, respectively. DFT calculations were used to confirm undoubtedly their NMR chemical shifts. Biological assays showed that these compounds are capable of interfering with the radicle growth of monocotyledonous and dicotyledonous species, whereas the photosynthetic electron transport chain was substantially unaffected. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:61 / 68
页数:8
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