RU2797172C1 - Winter wheat seed germination activator containing urea fragment - Google Patents

Abstract

FIELD: agriculture.

SUBSTANCE: invention relates to means of regulating plant growth. N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide of formula II

as an activator of seed germination of winter wheat.

EFFECT: proposed N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide of formula II has biological activity in stimulating the germination of winter wheat seeds, expands the range of substances with growth-regulating properties, and improves the sowing qualities of winter wheat seeds.

1 cl, 1 tbl

Description

The invention relates to biologically active compounds and is aimed at expanding the range of substances with growth-regulating properties to improve the sowing qualities of winter wheat seeds.

In this invention, gibberellic acid, one of the most well-known seed germination stimulants, a natural phytohormone, is used as an analogue in action [Muromtsev G.S. et al. Fundamentals of chemical regulation of plant growth and productivity. - M.: Agropromizdat, 1987, S. 33-80; Leonova T.G., Muromtsev G.S. Gibberellins in agriculture // S.-x. biology, 1991. No. 5, pp. 154-168]. However, gibberellic acid is an expensive and inaccessible product of microbiological synthesis.

The closest technical solution in terms of the structure of the active substance and action is the use of 3-benzylamino-4-hydroxy-N-benzylbutanamide (hydroxyaminoamide) of formula I as an activator of seed germination of winter wheat, which increases the resistance of seedlings to water stress [RF patent No. 2373709, publ. 11/27/2009]:

The technical objective of the claimed invention is the creation of a biologically active compound that affects the sowing quality of winter wheat seeds.

The technical result of the claimed invention is the expansion of the range of activators (growth stimulators) of winter wheat seed germination, which improves the sowing quality of seeds.

The technical result is achieved by the fact that N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide of formula II is used for seed treatment before sowing

as a means to activate the germination of wheat seeds.

Compound II is obtained by the known reaction of 3-benzylamino-4-hydroxy-N-benzylbutanamide (hydroxyaminoamide) (I) with phenylisocyanate at an equimolar ratio of reagents in acetone without heating the reaction mixture with a yield of 90% [New surfactants based on derivatives of aminoacetic and aminobutanoic acids and their use as additives to cutting fluids / L.A. Solonenko, M.A. Tlekhusezh, L.N. Sorotskaya, L.A. Badovskaya // Izv. higher uch. manager North Caucasian region. Technical science. 2012. No. 2. S. 112-115].

It has been experimentally established that the use of compound II has an activating effect on the germination of winter wheat seeds.

The invention is illustrated by the following examples.

The activating (growth-activating) effect of compound II and its effect on the germination of winter wheat seeds were determined by model methods of modified laboratory screening on seeds of winter wheat cv. Deya.

To study the activity of compound II, a sample was preliminarily dissolved in dimethyl sulfoxide (DMSO), and then water was added at a ratio of DMSO:water = 1:99. The resulting initial solution was diluted with water to the required concentration in the range of 0.01-0.0001 wt. %. Gibberellic acid was used as an analog in properties, compound I was used as an analog in structure and properties according to the prototype. The control for the variants with the treatment of wheat seeds with gibberellic acid and an aqueous solution of DMSO was the variant with the treatment of seeds with water, and the control for compounds I and II was the variant with the treatment with an aqueous solution of DMSO with a mass fraction of 0.01%.

The seeds were soaked in aqueous solutions of preparations for 18 hours. Then the seeds were laid out for germination for seven days in moistened rolls of filter paper. The experiment was repeated three times. In each repetition, 50 pieces were used. seeds.

In the course of the research, the growth-activating concentration of compound II, its effect on the sowing qualities of winter wheat seeds (germination energy, length and weight of the shoot and root systems of seedlings), growth and accumulation of dry mass in seedlings when grown under normal conditions were determined.

Comparative data on the impact on the sowing quality of the seeds of the proposed N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide formula II, analogue and prototype are presented in table. 1.

Table 1. Influence of growth regulators on the sowing qualities of seeds of winter wheat cv. Deya

Option
experience Concentration
solution,
wt.% germinating energy,
% Seedling length, cm Air-dry weight of the seedling, mg escape root escape root cm ± to contact
role, % cm ± to contact
role, % mg ± to contact
role, % mg ± to contact
role
% Control - water 0.0 94 2.71 - 2.56 - 1.83 - 1.85 - Control -
solution
DMSO in water 0.01 94 2.58 -4.8 2.44 -4.7 1.75 -4.4 1.81 -2.2 gibberellic
Acid 0.001 99 3.43 26.6 2.73 6.6 2.21 26.3 2.08 12.4 Hydroxyamino-
amide I 0.005 98 3.28 27.1 3.07 25.8 2.39 36.6 2.92 57.8 N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide II 0.0100 96 3.01 16.7 1.89 -22.5 1.89 8.0 1.49 -17.7 0.0050 98 3.66 41.9 2.15 -11.9 2.50 42.9 1.73 -4.4 0.0010 96 2.98 15.5 2.01 -17.6 1.98 13.1 1.54 -16.6 0.0005 96 2.92 13.2 1.99 -18.4 1.90 8.6 1.50 -17.1 0.0001 98 3.48 34.9 2.69 10.2 2.36 34.9 1.95 7.7 NSR _0.95 ^* 4 0.6 0.5 0.7 0.4 P _0.95 ^** 6 5.7 5.1 6.1 3.5

* smallest significant difference

** confidence probability.

The conducted studies made it possible to establish that the tested compound II in the optimal growth-stimulating dose with a mass fraction of 0.0001% increases the energy of seed germination by 4%, the length of the shoot system of seven-day seedlings - by 34.9%, the length of the roots of seedlings - by 10.2% and their weight - by 34.9% and 7.7%, respectively, in comparison with the control (DMSO solution in water).

Thus, the compound N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide of the formula II is an effective activator of seed germination of winter wheat, while activating the growth of a predominantly shoot system of seedlings.

Such a technical solution can be used in agricultural practice as a means to improve the sowing qualities of winter wheat seeds.

Claims (3)

Use of N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide of formula II

as an activator of seed germination of winter wheat.