Synthesis and biological evaluation of new ozonides with improved plant growth regulatory activity.
Тип публикации: Journal Article
Дата публикации: 2009-11-11
scimago Q1
wos Q1
БС1
SJR: 1.215
CiteScore: 9.3
Impact factor: 6.2
ISSN: 00218561, 15205118
PubMed ID:
19886678
General Chemistry
General Agricultural and Biological Sciences
Краткое описание
The iron oxyallyl carbocation generated from 2,7-dibromocycloheptanone was induced to undergo [4 + 3] cycloaddition reactions with various furans, affording a series of 12-oxatricyclo-[4.4.1.1(2,5)]-dodec-3-en-11-one adducts. Similar methodology was used to prepare two additional cycloadducts using menthofuran and two homologous aliphatic dibromoketones. Dipolar cycloaddition of ozone to the adducts afforded the corresponding secondary ozonides (i.e., 1,2,4-trioxolanes) in variable yields. Ozonides were investigated by quantum mechanics at the B3LYP/6-31+G* level to study structural features including close contacts which may be responsible for enhancing ozonide stability. The effect of these ozonides and their corresponding precursor cycloadducts upon radicle growth of both Sorghum bicolor and Cucumis sativus was evaluated at 5.0 x 10(-4) mol L(-1). The most active cycloadducts and ozonides were also evaluated against the weed species Ipomoea grandifolia and Brachiaria decumbens, and the results are discussed. Compared to ozonides previously synthesized in our laboratory, the new ozonides described herein present improved plant growth regulatory activity.
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Barbosa L. C. A. et al. Synthesis and biological evaluation of new ozonides with improved plant growth regulatory activity. // Journal of Agricultural and Food Chemistry. 2009. Vol. 57. No. 21. pp. 10107-10115.
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Barbosa L. C. A. Synthesis and biological evaluation of new ozonides with improved plant growth regulatory activity. // Journal of Agricultural and Food Chemistry. 2009. Vol. 57. No. 21. pp. 10107-10115.
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TY - JOUR
DO - 10.1021/jf902540z
UR - https://doi.org/10.1021/jf902540z
TI - Synthesis and biological evaluation of new ozonides with improved plant growth regulatory activity.
T2 - Journal of Agricultural and Food Chemistry
AU - Barbosa, Luiz C. A.
PY - 2009
DA - 2009/11/11
PB - American Chemical Society (ACS)
SP - 10107-10115
IS - 21
VL - 57
PMID - 19886678
SN - 0021-8561
SN - 1520-5118
ER -
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@article{2009_Barbosa,
author = {Luiz C. A. Barbosa},
title = {Synthesis and biological evaluation of new ozonides with improved plant growth regulatory activity.},
journal = {Journal of Agricultural and Food Chemistry},
year = {2009},
volume = {57},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/jf902540z},
number = {21},
pages = {10107--10115},
doi = {10.1021/jf902540z}
}
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MLA
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Barbosa, Luiz C. A., et al. “Synthesis and biological evaluation of new ozonides with improved plant growth regulatory activity..” Journal of Agricultural and Food Chemistry, vol. 57, no. 21, Nov. 2009, pp. 10107-10115. https://doi.org/10.1021/jf902540z.