DK142741B - Process for producing growth-enhancing feed and growth-enhancing feed additives. - Google Patents

Description

\ E / / (11) PRESENTATION 1427 ^ 1 DENMARK ima · a 23 k im § (21) Application No. 1 579/78 (22) Filed on Apr. 10 1978 (24) Life Day 8 Jul. 1974 (44) The claim presented and o.

the writ of promulgation published on Id · jofl · tyoi

DIRECTORATE OF

PATENT AND TRADEMARKET SYSTEM (30) Priority requested from it

Jul 9 1975a CL 1296j HU

(71) CHINOIN GYOGYEZER ES VEGYESZETI TERMEKEK GYARA RT., Budapest IV.,

Two hours 1-5 * HU.

(72) Inventor: Laszlo Feuer, 1015 Budapest, Attila u. 25 · * HU: Lorand Farkas, IO92 Budapest, Raday u. 57 · * HU: Mihaly Nogradi, 1125 Buda? = Plague, Kekgolyo u. 15 / c., HU: Borbala Vermes, 101U Budapest, Alsohegy u. 4., HU: Agnes Gottsegen, 1118 Budapest, Villanyi ut 80, HU:

Andras Wolfner, 1T56 Budapest, Balzac u. 54, HU.

(74) Plenipotentiary in the proceedings:

The engineering firm Budde, Schou & Co._ 1

Process for the production of growth-enhancing feed and growth = promoting feed addition.

The present invention relates to a process for producing growth-enhancing feed.

The ever-increasing world population, but also changing nutritional forms, is raising the need for greater meat yields and a reduction in the fat content of livestock, especially in pig farming. This has led to the intensification of research on compounds having these desirable properties. However, many compounds with such properties are not considered because they have undesirable side effects due to their hormonal character. Especially promising trials of antibiotic additives to the animal feed had to be abandoned, and in many places such additives have been banned.

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It has now been found that certain isoflavone derivatives can advantageously be used as feed additives as they promote the growth of livestock in such a way that the excess weight obtained is meat and not fat. This is especially important in pig farming.

Accordingly, the present invention relates to a process for the preparation of growth-enhancing feed, and this method is characterized in that in the feed a 5-methyl-7-hydroxy-isoflavone derivative of the general formula CEL 0 is mixed.

I tt I

in which means a hydrogen atom or an optionally hydroxy substituted alkyl group having a straight or branched chain of 1-6 carbon atoms in an amount of 0.0001-0.1% by weight, preferably after mixing, dilution or solution with additional additives.

The invention further relates to a growth-promoting feed additive, characterized in that it contains at least one of the compounds of the above formula (I), in which R1 has the meaning given.

Isoflavone derivatives which are unsubstituted in the 5-position and closely related to the compounds of general formula (I) are described in DE-OS No. 2,125,245.

In the above formula, preferably a hydrogen atom, a methyl, ethyl, isopropyl, hydroxyethyl, 2-methyl-propyl or 3-methyl-butyl group means.

Particularly advantageous representatives of the compounds of general formula (I) are: 5-Methyl-7-hydroxy-isoflavone, 5-methyl-7-methoxy-iso-flavone, 5-methyl-7-ethoxy-isoflavone, 5-methyl-isoflavone 7-iso-propoxy-iso-flavone, 5-methyl-7- (2-hydroxy-ethoxy) -isoflavone, 5-methyl-7- (2-methyl-propyloxy) -isoflavone, and 5-methyl-7- ( 3-methyl-butyloxy) - isoflavone.

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During a 5-week feeding period, 5-methyl-7-ethoxy-isoflavone in chickens ensures a growth of 9-10% relative to control.

The active compound content of the feed is preferred at 1-10 g / 100 kg, especially 2 g per day. 100 kg. feed. As additives one can further use e.g. vitamins, amino acids, choline chloride, mineral acid salts and trace elements. The feed additive can be added to the feed as powder, granulate, solution, emulsion or suspension. It is also possible to use drinkable mixtures which are mixed in the drinking water of the animals.

The compounds of general formula (I) can be prepared in various ways. For example, one transfers. ketones of the general formula CH0) i * 5 η in (il) ri> ^ oh where R · * "has the meaning given above, with ortho-acidic acid ester, for example ethyl ester, in an aprotic solvent of higher boiling point , such as pyrrolidine, dimethylformamide or diethylene glycol, in the presence of a basic catalyst such as piperidine, morpholine or pyrrolidine.

In another method, ketones of the general formula (II) are reacted with hydrogen cyanide or cyan salts in the presence of a hydrogen halide acid using non-basic aprotic solvents such as diethyl ether. As cyanide, zinc cyanide is preferably used. The reaction mixture is saturated with dry hydrogen chloride gas, and finally the substituted α-formimino-2-hydroxy-phenyl-benzyl-ketone chlorohydrate is formed by treatment with water.

In yet another method, ketones of the general formula (II) are reacted with formic acid alkyl ester in the presence of an alkali metal. In yet another method, ketones of the general formula (II) are reacted with alkyl-oxalyl halides and soap and / or 4 1427 A1 clay decarboxylate the resulting isoflavone ester. In a further method, ketones of the general formula (II) are reacted with organic carboxylic acid anhydrides.

The starting compounds of the general formula (III) are novel compounds and can be prepared from the corresponding 5-methyl-7-alkoxy-isoflavone by boiling in basic liquid.

The following test results show the beneficial anabolic effect of feed additives according to the invention: A. Experimental animals: Broyler males Experimental time: 7 weeks Number of animals per * group; 20

Active compound concentration: 2 and 5 g / 100 kg feed.

Weight after 6 weeks Feed consumption in kg Group__i_2_ to 1 kg body weight

Control 1215 2.75 5-Methyl-7-ethoxy-isoflavone 2 g / 100 kg feed 1360 2.57 5-Methyl-7-ethoxy-isoflavone 5 g / 100 kg feed 1352 1.50 B. This experiment shows the progress of the present invention in relation to the prior art represented by DE-OS No. 2,125,245: active compound 7-propoxy-isoflavone.

30 cocks per group is fed over a period of 35 days. The concentration of the test compounds of the present invention and the reference compound (7-isopropoxy-isoflavone) is constant 2 g / 100 kg feed. In the first week of the experimental period, the test animals receive feed and then breeding feed. For 5-12 days, the animals receive sulfaquinoxaline as a coccidiostatic agent.

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The results are summarized in the table below: Weight gain in%

Experimental Compound Ratio of Control 5-Methyl-7-methoxy-isoflavone + 8.70 5-Methyl-7-ethoxy-isoflavone + 6.24 5-Methyl-7- (2-hydroxy-ethoxy) 5-Methyl-7-isopropoxy-isoflavone + 3.70

Reference compound +3.60

Control 0.00

Composition of the starting feed (by weight) maize 60% calcium phosphate 0.6% soybean meal (45%) 20% lime 2.3% alfalfa flour 2% sodium chloride 0.3% fish meal (65%) 10% vitamin premix I 1.0% yeast 3.3% minera l-premix I 0.5%

Composition of the rearing feed (by weight) maize 50% meat meal (45%) 3.0% wheat 14.9% calcium phosphate 1.0% soybean meal (45%) 12.5% lime 1.8% hazelnut 9.0% sodium chloride 0 , 3% alfalfa flour 2.0% vitamin premix II 0.5% fishmeal (65%) 4.5% mineral premix I 0.5%

The premixes used have the following composition: 6 142741

Vitamin Premix I Vitamin Premix II _0.5% _0.5% _

Vitamin-A 2,000,000 IU 1,200,000 IU

Vitamin-D3 400,000 IU 300,000 IU

Vitamin-E 4,000 IU 2,000 IU

Vitamin K ^ 400 mg 400 mg

Vitamin B1 400 "200"

Vitamin B2 800 "700"

Vitamin-B3 1,200 "2,000"

Vitamin B6 400 "500"

Vitamin-B12 10 "4"

Nicotinic acid 4,000 "5,000"

Choline chloride 100,000 "100,000"

Ethoxy-methyl-quinoline 25,000 "25,000"

Bacitracin 6,000 "4,000"

Furazolidone 20,000 "-

Ardinon - 25,000 "

Composition of mineral premix I

Manganese 20,000 mg

Iron 2,000 "

Zinc 8,000 "

Copper 400 "solder 150"

Ethoxy-methyl-quinoline 100 "

Mixed in 100,000 g of bran.

The invention is further illustrated in the examples below.

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Example 1

Feeding for feral poultry farming

Corn 40.0 kg

Feed wheat 20.0 kg

Bran 6.0 kg

Extracted soybeans 13.0 kg

Extracted peanuts 11.5 kg

Lucerne flour 1.4 kg

Extracted sunflower seeds 4.0 kg

Potassium phosphorus preparation "Foszkål" 0.5 kg

Feed lime 2.3 kg

Feed salt 0.3 kg

Vitamin premix II 0.5 kg

Mineral Premix II 0.5 kg Total 100.0 kg + 2 g 5-methyl-7-isopropyloxy-isoflavone per 100 kg feed mix

Example 2

Feed for pigs

Bran 22.0 kg

Extracted soybeans 15.0 kg

Extracted peanuts 6.0 kg Flax seed flour 14.0 kg

Lucerne flour 4.0 kg Milk powder 15.0 kg

Fishmeal 10.0 kg Yeast 2.0 kg

Feed lime 6.0 kg

Feed salt 1.5 kg

Vitamin premix 3.0 kg

Mineral premix 1.5 kg Total 100.0 kg + 2 g 5-methyl-7-isopropyloxy-isoflavone per 100 kg feed mix.