Synthesis and Phytogrowth Properties of Oxabicyclic Analogues Related to Helminthosporin
Abstract
:Introduction
Results and Discussion
Synthesis
Biological Evaluation of the Synthesized Compounds as Potential Phytogrowth Regulators
Compounds | radicle length (cm)* | inhibition (%)** |
---|---|---|
6 | 2.92 f | 37.61 |
7 | 4.55 abc | 2.78 |
8 | 4.62 abc | 1.28 |
9 | 4.16 abcd | 8.89 |
10 | 2.97 ef | 36.54 |
11 | 3.32 def | 29.06 |
12 | 3.60 cdef | 23.08 |
13 | 3.45 def | 26.28 |
14 | 4.59 abc | 1.92 |
15 | 4.78 ab | -2.14 |
16 | 3.62 cdef | 22.65 |
17 | 5.05 a | -7.90 |
18 | 3.95 bcde | 15.60 |
Control | 4.62 abc | |
Water | 4.68 ab | |
CV (%) | 9.96 |
Compounds | radicle length (cm)* | inhibition (%)** |
---|---|---|
6 | 3.90 ab | 13.33 |
7 | 3.25 bc | 27.78 |
8 | 3.19 bc | 29.11 |
9 | 3.37 bc | 25.11 |
10 | 2.16 d | 52.00 |
11 | 3.98 ab | 11.55 |
12 | 2.75 cd | 38.89 |
13 | 3.26 bc | 27.56 |
14 | 2.77 cd | 38.44 |
15 | 3.18 bc | 29.33 |
16 | 3.72 ab | 17.33 |
17 | 4.41 a | 2.00 |
18 | 3.21 bc | 28.67 |
Control | 4.54 a | |
Water | 4.50 a | |
CV (%) | 10.70 |
Conclusions
Experimental
General
Synthesis of 7-(methoxycarbonyl)-1,2α,4α-trimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one (6)
Oxidation of compound 7 to 7-(formyl)-1,2α,4α-trimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one (10)
Oxidation of compound 10 to 2,4,5-trimethyl-3-oxo-8-oxabicyclo[3.2.1]oct-6-ene-6-carboxylic acid (11)
Hydrogenation of compound 6 to 7-(methoxycarbonyl)-1,2α,4α-trimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one (12)
Reduction of compound 7 to 7-hydroxymethyl-1,2α,4α-trimethyl-8-oxabicyclo[3.2.1]oct-6-en-3α-ol (15)
Reduction of compound 14 to 7-hydroxymethyl-1,2α,4α-trimethyl-8-oxabicyclo[3.2.1]octan-3α-ol (18)
Plant Growth Inhibition Assays
Acknowledgements
References and Notes
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Barbosa, L.C.A.; Nogueira, L.B.; Álvares Maltha, C.R.; Teixeira, R.R.; Silva, A.A. Synthesis and Phytogrowth Properties of Oxabicyclic Analogues Related to Helminthosporin. Molecules 2009, 14, 160-173. https://doi.org/10.3390/molecules14010160
Barbosa LCA, Nogueira LB, Álvares Maltha CR, Teixeira RR, Silva AA. Synthesis and Phytogrowth Properties of Oxabicyclic Analogues Related to Helminthosporin. Molecules. 2009; 14(1):160-173. https://doi.org/10.3390/molecules14010160
Chicago/Turabian StyleBarbosa, Luiz Cláudio Almeida, Leonardo Brandão Nogueira, Célia Regina Álvares Maltha, Róbson Ricardo Teixeira, and Antônio Alberto Silva. 2009. "Synthesis and Phytogrowth Properties of Oxabicyclic Analogues Related to Helminthosporin" Molecules 14, no. 1: 160-173. https://doi.org/10.3390/molecules14010160