Table 2 – Action of acetylene derivatives on the seeds and growth of wheat, nut and sorghum
Compounds
|
Culture
|
Number of germinated seeds, pieces
|
Length of sprouts, sm.
|
Length of sprouts in comparison with control,%
|
Control
|
Wheat
Nut
Sorghum
|
11
8
12
|
61,5
24,2
76,4
|
100
100
100
|
I
|
Wheat
Nut
Sorghum
|
5
1
9
|
46,3
10,0
44,4
|
75,2
41,1
58,1
|
II
|
Wheat
Nut
Sorghum
|
15
3
7
|
75,4
5,0
34,4
|
122,6
20,5
45,0
|
III
|
Wheat
Nut
Sorghum
|
12
7
11
|
63,6
26,9
69,4
|
103,4
111,1
90,8
|
IV
|
Wheat
Nut
Sorghum
|
14
3
14
|
61,0
5,0
35,2
|
99,1
20,5
46,1
|
V
|
Wheat
Nut
Sorghum
|
11
4
8
|
28,3
9,2
67,1
|
46,1
38,0
87,8
|
VI
|
Wheat
Nut
Sorghum
|
11
2
13
|
55,1
15,0
81,5
|
90,1
61,1
106,7
|
XII
|
Wheat
Nut
Sorghum
|
15
1
12
|
65,8
22,2
65,6
|
107,1
91,8
85,5
|
XIII
|
Wheat
Nut
Sorghum
|
14
5
9
|
67,7
19,9
59,6
|
110,1
82,3
78,0
|
XIX
|
Wheat
Nut
Sorghum
|
13
2
8
|
110,0
20,0
56,4
|
178,9
82,3
75,8
|
XXI
|
Wheat
Nut
Sorghum
|
11
0
5
|
66,3
0,0
10,7
|
107,9
0,0
14,0
|
XXII
|
Wheat
Nut
Sorghum
|
11
6
9
|
69,3
24,0
80,5
|
112,7
99,0
105,4
|
XXIV
|
Wheat
Nut
Sorghum
|
10
5
11
|
73,3
15,0
72,1
|
119,2
61,7
94,4
|
*Preparations in the form of a 1% water solution
Table 3 – Biological activity of the investigated preparates
|
Compounds
|
Wheat
|
Nut (Chickpea)
|
Sorghum
|
Jumensing of seeds germination
|
Decreasing of seeds
|
Growth stimulation
|
Retarding of growth
|
Jumensing of seeds germination
|
Decreasing of seeds
|
Growth stimulation
|
Retarding of growth
|
Jumensing of seeds germination
|
Decreasing of seeds
|
Growth stimulation
|
Retarding of growth
|
I
|
|
|
|
-
|
|
-
|
|
-
|
|
|
|
-
|
II
|
+
|
|
+
|
|
|
|
|
-
|
|
|
|
-
|
III
|
|
|
+
|
|
|
|
+
|
|
|
|
|
-
|
IV
|
+
|
|
|
|
|
-
|
|
-
|
+
|
|
|
-
|
V
|
|
|
|
-
|
|
-
|
|
-
|
|
-
|
|
|
VI
|
|
|
|
|
|
-
|
|
-
|
+
|
|
+
|
|
XII
|
+
|
|
|
|
|
-
|
|
|
|
|
|
|
XIII
|
|
|
+
|
|
|
|
|
-
|
|
|
|
-
|
XIX
|
+
|
|
+
|
|
|
-
|
|
|
|
|
|
|
XXI
|
|
|
|
|
|
-
|
|
|
|
|
|
-
|
XXII
|
|
|
+
|
|
|
|
|
|
|
|
|
|
XXIV
|
|
|
+
|
|
|
|
|
-
|
|
|
|
|
Note: The “+” marked stimulating and “-” deterrent effect of the drug
|
Herbicide activity [13-15] of synthesized compounds was investigated in presowing period be course in period of vegetation of plants they have carried out low activity. For testing of the herbicide activity of selected preparates in presowing period seeds of cotton of sort Tashkent-1 and corn of sort VIR-338 and also weed of plants such as shirica and hen’s proso by 16 pieces have been used. Seeds were in soil placed which than was treated by choosed compounds in dose 5 kg/h. After 30 day determination of herbicide activity (% to control) and calculation of number of plants remaining didn’t damaged in comparison with control were carried out.
From data presented in table4 itis shown that compounds V, VI, X, XIV and XXI have shown considerable herbicide activity again shirica (from 51,6 to 95,0%);compounds VII, VIII, XI, XII, XV, XXIII and XXIV— an middle activity
Table 4 – Herbicide activity of investigated preparates
№ of compounds
|
Preparates
|
Death of plants,
% to control
|
Shirica
|
Hen’s proso
|
Control
|
|
0
|
0
|
I.
|
5-(dimethylamino)-2-methylpent-3-yn-2-ol
|
4,2
|
9,0
|
II.
|
6-(dimethylamino)-3-methylhex-4-yn-3-ol
|
20,2
|
13,3
|
III.
|
5-(diethylamino)-2-methylpent-3-yn-2-ol
|
8,3
|
10,2
|
IV.
|
6-(diethylamino)-3-methylhex-4-yn-3-ol
|
5,9
|
2,9
|
V.
|
4-(piperidin-1-yl)but-2-yn-1-ol
|
51,6
|
26,0
|
VI.
|
2-methyl-5-(piperidin-1-yl)pent-3-yn-2-ol
|
58,3
|
6,0
|
VII.
|
3-methyl-6-(piperidin-1-yl)hex-4-yn-3-ol
|
34,2
|
28,3
|
VIII.
|
dichloronium salts 5-(dimethylamino)-2-methylpent -3-yn-2-ol
|
36,8
|
22,2
|
IX.
|
dichloronium salts 6-(dimethylamino)-3-methylhex-4-yn-3-ol
|
17,3
|
19,5
|
X.
|
dichloronium salts 5-(diethylamino)-2-methylpent-3-yn-2-ol
|
78,5
|
30,1
|
XI.
|
dichloronium salts 6-(diethylamino)-3-methylhex-4-yn-3-ol
|
27,8
|
18,6
|
XII.
|
dichloronium salts 4-(piperidin-1-yl)but-2-yn-1-ol
|
33,9
|
20,1
|
XIII.
|
dichloronium salts 2-methyl-5-(piperidin-1-yl)pent-3-yn-2-ol
|
22,6
|
18,0
|
XIV.
|
dichloronium salts (S)-3-methyl-6-(piperidin-1-yl) hex-4-yn-3-ol.
|
95,0
|
7,1
|
XV.
|
dibromonium salts 5-(dimethylamino)-2-methylpent -3-yn-2-ol
|
27,8
|
5,6
|
XVI.
|
dibromonium salts (S)-6-(dimethylamino)-3-methyl- hex-4-yn-3-ol
|
20,5
|
15,3
|
XVII.
|
dibromonium salts (S)-6-(diethylamino)-3-methyl- hex-4-yn-3-ol
|
11,8
|
13,1
|
XVIII.
|
dibromonium salts 5-(diethylamino)-2-methylpent-3-yn-2-ol
|
14,7
|
12,8
|
XIX.
|
dibromonium salts 4-(piperidin-1-yl)but-2-yn-1-ol
|
16,3
|
17,9
|
XX.
|
dibromonium salts 2-methyl-5-(piperidin-1-yl)pent-3-yn-2-ol
|
9,3
|
11,6
|
XXI.
|
hydrochloridum 5-(dimethylamino)-2-methylpent-3-yn-2-ol
|
54,7
|
39,1
|
XXII.
|
hydrochloridum 6-(dimethylamino)-3-methylhex-4-yn-3-ol
|
23,3
|
18,8
|
XXIII.
|
hydrochloridum 5-(diethylamino)-2-methylpent-3-yn-2-ol
|
26,3
|
21,6
|
XXIV
|
hydrochloridum 6-(diethylamino)-3-methylhex-4-yn -3-ol
|
34,5
|
18,8
|
XXV.
|
hydrochloridum 4-(piperidin-1-yl)but-2-yn-1-ol
|
22,5
|
29,0
|
XXVI.
|
hydrochloridum 2-methyl-5-(piperidin-1-yl)pent-3-yn-2-ol
|
30,4
|
9,8
|
XXVII.
|
hydrochloridum (S)-3-methyl-6-(piperidin-1-yl)hex-4-yn-3-ol
|
14,9
|
4,0
|
(from 26,3 to 36,8%) and remain compounds have possesed by low activity (less than 25%). Investigated compounds possesed by low herbicid action on gen’s proso. Compounds V, VI, VII, X, XIV, XXI correspondenly have increased the damp green mass of corn on 113,8; 116,3; 122,6; 125,6; 127,1 and 140,3% and compounds XV, XXI, V, VI, X and XIV correspondenly have increased of damp green mass of cotton on 114,2; 119,9; 120,8; 128,6; 130,6 and 134,4%. Thus at presowing treatment of seeds by solutions of investigated preparates in dependence on their chemical structure and dose has shown their different herbicide activity relativly to annual dicotyledonous (shirica) and annual cereals (hen’s proso) weeds.
Conclusions. Preemergence treatment by solutions of abovementioned preparates in dependence on their chemical structure and dose have rendered different action on the growth leguminous (nut) and cereals (wheat, sorghum) plants. Chemical compounds – derivatives of acetylenicaminoalcohols have shown an high selective and herbicid action against weeds plants and at this they didn’t damage an cotton and corn.
Presence of grouping in combination of tertiary and ternary amino groups is caused the biological activity of derivatives of acetylene.
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