Conjugates of auxin analogs
A technology of compounds and compositions, applied in the field of conjugates of auxin analogs, can solve problems such as no rooting
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Embodiment 1
[0424] Preparation of conjugates of auxin analogs
[0425] The following four synthetic auxin analogs were selected as active compounds: 4-CPA (4-chloro-phenoxyacetic acid), MCPA (2-methyl-4-chloro-phenoxyacetic acid), 2-DP (2-(2 , 4-dichlorophenoxy)propionic acid and NAA (1-naphthaleneacetic acid). Each of the four auxin analogs is conjugated to various amines via amide linkages or to alcohols (methanol) via ester linkages. combine.
[0426] One-pot synthesis of conjugates of phenoxyacids (4-CPA, MCPA, and 2-DP) as shown in Scheme 1, in which the carboxyl group of the phenoxyacids were first prepared by the coupling reagent 1,1'-carbonyldiimidazole (CDI) activation followed by reaction with the appropriate amide. The resulting conjugates were typically in the range of 65-90%.
[0427] plan 1
[0428]
[0429] Under the above conditions, NAA did not react sufficiently, so oxalyl chloride was used to convert to the corresponding acid chloride prior to reaction with the a...
Embodiment 2
[0436] Effects of Conjugates on Rooting in Mung Bean Cuttings Model
[0437] Mung bean cuttings have been used for many years as a model for evaluating the effects of phytohormones and synthetic chemicals on the rooting process. In the present study, the system was used to determine the activity of the conjugate in inducing adventitious root (AR) formation and to evaluate the rate of hydrolysis of the conjugate releasing free active auxin. As discussed in this application, slow hydrolysis can neutralize or reduce the phytotoxicity of highly active auxins and ensure the long-term supply of the desired auxins. Rooting activity in this system was determined by the number of adventitious roots per cutting.
[0438] Figures 2A-2C shows the use of IBA ( Figure 2B with 2C ) and 2-DP-Gly-me ( Figure 2A with 2C ) to promote the embodiment of mung bean cuttings rooting.
[0439] The mung bean model was used to examine the rooting activity of conjugates of three phenoxy acids (...
Embodiment 3
[0461] Effects of Conjugates on Root Formation in Eucalyptus Eucalyptus Cuttings Model
[0462] Exemplary conjugates prepared as in Example 1 were tested for their ability to promote adventitious root (AR) formation in cuttings of mature eucalyptus (Eucalyptus grandis). In this model, it is difficult to induce AR formation, with a 5-15% root development rate in the presence of IBA potassium salt [Abu-Abied et al., Plant J 2012, 71:787-799], thus, effective AR formation indicates efficient root formation activity.
[0463] Different concentrations and modes of application of each compound were tested in the presence or absence of IBA, the "gold standard" rooting enhancer. A concentration of 100 μM for each conjugate was used for an initial screen of 37 conjugates in which the compound was applied to the cutting base by dipping (immersing the cutting base in a solution of the conjugate for 1 min) or by spraying the Compounds are applied to leaves. After 45 days, the cuttings ...
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