RU2797172C9 - 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 stimulators of seed germination, a natural phytohormone, is used as an analogue in action [Muromtsev G.S. and others. Fundamentals of chemical regulation of plant growth and productivity. - M.: Agropromizdat, 1987, pp. 33-80; Leonova T.G., Muromtsev G.S. Gibberellins in agriculture // Agricultural Sciences. biology, 1991. No. 5, pp. 154-168]. However, gibberellic acid is an expensive and inaccessible product of microbiological synthesis.

The closest technical solution to 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 winter wheat seed germination, increasing the resistance of seedlings to water stress [RF patent No. 2373709, publ. 27.11.2009]:

The technical objective of the claimed invention is to create a biologically active compound that affects the sowing qualities of winter wheat seeds.

The technical result of the claimed invention is to expand the range of activators (growth stimulants) for the germination of winter wheat seeds, which make it possible to improve the sowing qualities of the seeds.

The technical result is achieved by using N-benzyl-3-(1-benzyl-3-phenylureido)-4-hydroxybutanamide of formula II to treat seeds 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 phenyl isocyanate 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 for cutting fluids / L.A. Solonenko, M.A. Tlehusezh, L.N. Sorotskaya, L.A. Badovskaya // Izv. higher uch. manager North Caucasus region. Technical science. 2012. No. 2. P. 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 was determined using model methods of modified laboratory screening on seeds of winter wheat variety Deya.

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

The seeds were soaked in aqueous solutions of drugs for 18 hours. The seeds were then placed on moistened rolls of filter paper to germinate for seven days. The experiment was repeated three times. 50 pieces were used in each replication. seeds

During the studies, 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 system of seedlings), growth and accumulation of dry mass in seedlings when grown under normal conditions were determined.

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

Table 1. The influence of growth regulators on the sowing qualities of seeds of winter wheat variety Deya

Option
Experience Concentration
solution,
wt.% Germination energy
% Seedling length, cm Air-dry mass of sprout, mg escape root escape root cm ± to con-
role, % cm ± to con-
role, % mg ± to con-
role, % mg ± to con-
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 Gibberella
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 Р _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-old seedlings - by 34.9%, the length of the roots of seedlings - by 10.2% and their mass - 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 has the formula II is an effective activator of winter wheat seed germination, while activating the growth of predominantly the shoot system of seedlings.

This 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 germination of winter wheat seeds.