JPS637525B2 - - Google Patents
Info
- Publication number
- JPS637525B2 JPS637525B2 JP56104583A JP10458381A JPS637525B2 JP S637525 B2 JPS637525 B2 JP S637525B2 JP 56104583 A JP56104583 A JP 56104583A JP 10458381 A JP10458381 A JP 10458381A JP S637525 B2 JPS637525 B2 JP S637525B2
- Authority
- JP
- Japan
- Prior art keywords
- lankacidin
- swine dysentery
- feed
- compound
- pigs
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 241000282898 Sus scrofa Species 0.000 description 33
- 208000001848 dysentery Diseases 0.000 description 27
- 150000001875 compounds Chemical class 0.000 description 21
- 241000282887 Suidae Species 0.000 description 17
- ATDILMLBOZKFGI-JUTMVFGESA-N Lankacidin C Chemical group C1[C@H](O)\C=C\C(\C)=C\C[C@H](O)\C=C\C(\C)=C\[C@@H](NC(=O)C(C)=O)[C@@]2(C)C(=O)[C@H](C)[C@@H]1OC2=O ATDILMLBOZKFGI-JUTMVFGESA-N 0.000 description 16
- 208000015181 infectious disease Diseases 0.000 description 13
- ATDILMLBOZKFGI-UHFFFAOYSA-N lankacidin C Natural products C1C(O)C=CC(C)=CCC(O)C=CC(C)=CC(NC(=O)C(C)=O)C2(C)C(=O)C(C)C1OC2=O ATDILMLBOZKFGI-UHFFFAOYSA-N 0.000 description 12
- 239000003242 anti bacterial agent Substances 0.000 description 10
- 230000000844 anti-bacterial effect Effects 0.000 description 8
- 239000003814 drug Substances 0.000 description 7
- 229940079593 drug Drugs 0.000 description 7
- LSNBAGMWJRMBEO-VGBMZARNSA-N [(1r,3s,4e,6e,9s,10e,12e,14r,15s,18r)-9-hydroxy-6,12,15,18-tetramethyl-16,19-dioxo-14-(2-oxopropanoylamino)-17-oxabicyclo[13.2.2]nonadeca-4,6,10,12-tetraen-3-yl] acetate Chemical compound C1[C@H](OC(C)=O)\C=C\C(\C)=C\C[C@H](O)\C=C\C(\C)=C\[C@@H](NC(=O)C(C)=O)[C@@]2(C)C(=O)[C@H](C)[C@@H]1OC2=O LSNBAGMWJRMBEO-VGBMZARNSA-N 0.000 description 6
- 235000013312 flour Nutrition 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- -1 nicotinoyl Chemical group 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 5
- 241001465754 Metazoa Species 0.000 description 5
- 229940088710 antibiotic agent Drugs 0.000 description 5
- 230000001225 therapeutic effect Effects 0.000 description 5
- 241000589893 Brachyspira hyodysenteriae Species 0.000 description 4
- 241000589886 Treponema Species 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229930184823 lankacidin Natural products 0.000 description 4
- 241000699670 Mus sp. Species 0.000 description 3
- 240000007594 Oryza sativa Species 0.000 description 3
- 235000007164 Oryza sativa Nutrition 0.000 description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000000338 in vitro Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 235000013336 milk Nutrition 0.000 description 3
- 239000008267 milk Substances 0.000 description 3
- 210000004080 milk Anatomy 0.000 description 3
- 230000003449 preventive effect Effects 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 210000002784 stomach Anatomy 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 206010012741 Diarrhoea haemorrhagic Diseases 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 241000187747 Streptomyces Species 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 238000009395 breeding Methods 0.000 description 2
- 230000001488 breeding effect Effects 0.000 description 2
- 229960000427 carbadox Drugs 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 210000004534 cecum Anatomy 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 150000004665 fatty acids Chemical group 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- 244000144972 livestock Species 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- BPMVRAQIQQEBLN-OBPBNMOMSA-N methyl n-[(e)-(1-hydroxy-4-oxidoquinoxalin-4-ium-2-ylidene)methyl]iminocarbamate Chemical compound C1=CC=C2N(O)C(=C/N=NC(=O)OC)/C=[N+]([O-])C2=C1 BPMVRAQIQQEBLN-OBPBNMOMSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 244000215068 Acacia senegal Species 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 241000252095 Congridae Species 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 235000019733 Fish meal Nutrition 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 206010022678 Intestinal infections Diseases 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 229930184158 Maridomycin Natural products 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 235000019779 Rapeseed Meal Nutrition 0.000 description 1
- 235000019764 Soybean Meal Nutrition 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000747254 Streptomyces rochei subsp. volubilis Species 0.000 description 1
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- FFXJTOKFQATYBI-RUTGJBPVSA-N [(1s,3r,7r,8s,9s,10r,12r,13r,14e,16s)-9-[(2s,3r,4r,5s,6r)-4-(dimethylamino)-3-hydroxy-5-[(2s,4r,5s,6s)-4-hydroxy-4,6-dimethyl-5-propanoyloxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-13-hydroxy-8-methoxy-3,12-dimethyl-5-oxo-10-(2-oxoethyl)-4,17-dioxabicyclo[14.1 Chemical compound C1[C@](O)(C)[C@@H](OC(=O)CC)[C@H](C)O[C@H]1O[C@H]1[C@H](N(C)C)[C@@H](O)[C@H](O[C@@H]2[C@H]([C@H](OC(=O)CC)CC(=O)O[C@H](C)C[C@@H]3O[C@H]3/C=C/[C@H](O)[C@H](C)C[C@@H]2CC=O)OC)O[C@@H]1C FFXJTOKFQATYBI-RUTGJBPVSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 231100000215 acute (single dose) toxicity testing Toxicity 0.000 description 1
- 238000011047 acute toxicity test Methods 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 238000011888 autopsy Methods 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 235000013527 bean curd Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical group OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000006161 blood agar Substances 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 210000001072 colon Anatomy 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 231100000676 disease causative agent Toxicity 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000004467 fishmeal Substances 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 230000002458 infectious effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 210000002429 large intestine Anatomy 0.000 description 1
- 229950002784 maridomycin Drugs 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 210000003097 mucus Anatomy 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004456 rapeseed meal Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004455 soybean meal Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000001974 tryptic soy broth Substances 0.000 description 1
- 239000006150 trypticase soy agar Substances 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Landscapes
- Fodder In General (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Feed For Specific Animals (AREA)
Description
本発明は豚赤痢の予防治療用または豚の生産性
向上用組成物に関する。さらに詳しくは、本発明
は一般式
〔式中、R1は=0または
The present invention relates to a composition for preventing and treating swine dysentery or for improving pig productivity. More specifically, the present invention relates to the general formula [In the formula, R 1 is = 0 or
【式】を、R2およ
びR3はそれぞれ水素またはカルボン酸由来のア
シル基を示す〕で表わされる化合物を含有してな
る豚赤痢の予防治療用または豚の生産性向上用組
成物である。
豚赤痢はトレポネーマ・ハイオデイセンテリエ
(Treponema hyodysenteriae)によつてひきお
こされる粘血性不痢を主徴とする伝染性の腸管感
染症であつて、豚を飼養するほとんどの国でその
発生が認められており〔Roncalli,R.A.and
Leaning,W.H.D:Abstr.4th Congr.Intern.Pig
Vet.Soc.,Iowa,USA(1976)〕、ひとたび発生す
ると常在化し、清浄化が極めて困難となる。この
ため、とくに多頭飼育の場合、羅患豚の死亡、発
育の低下などにより経済的に大きな損失を招いて
いるのが実情である。
この豚赤痢の予防、治療のために、従来、種々
の薬剤が用いられているが、いずれも効力が不十
分または安全性の点で問題があるなど、必ずしも
満足し得るものではなかつた。またワクチン等の
研究も進められてはいるが十分な成果が得られて
おらず、実用化の点で満足のいくものは未だ完成
されていない。
本発明者らは、かかる技術的背景の下で鋭意研
究をかさねた結果、化合物()が豚赤痢に対
し、従来の薬剤では達成され得ない顕著な予防お
よび治療効果を奏するという新知見を得、さらに
化合物()が発育の促進、飼料の利用性を向上
をうながして豚の生産性を高め、畜産経営上極め
て有益であることを見出した。
すなわち、本発明は化合物()を含有するこ
とにより豚赤痢に対して著効を奏し、しかもきわ
めて安全性の高い豚赤痢の予防治療用、ならびに
成長促進、飼料効率の改善による豚の生産性向上
の組成物を提供するものである。
化合物()はランカシジン(lankacidin)群
と総称されるストレプトマイセス・ロチエイ・バ
ル・ボルビリス(Streptomyces rochei var.
volubilis)の培養物から分離された抗性物質(抗
性物質T−2636群を構成する)またはその誘導体
であつて、ランカシジンA(R1:=0,R2:H,
R3:COCH3),ランカシジンC(R1:=0,R2:
H,R3:H),ランカシジA(R1:A composition for preventing and treating swine dysentery or for improving the productivity of pigs, which contains a compound represented by the formula: wherein R 2 and R 3 each represent hydrogen or an acyl group derived from a carboxylic acid. Swine dysentery is a contagious intestinal infection characterized by mucous and bloody diarrhea caused by Treponema hyodysenteriae, and its occurrence is recognized in most countries where pigs are raised. [Roncalli, RAand
Leaning,WHD:Abstr.4th Congr.Intern.Pig
Vet.Soc., Iowa, USA (1976)], and once they occur, they become endemic and are extremely difficult to clean. For this reason, the reality is that, especially when raising multiple pigs, large economic losses are caused due to the death of affected pigs and reduced growth. Various drugs have been used to prevent and treat swine dysentery, but none of them have been necessarily satisfactory, such as insufficient efficacy or safety issues. Although research into vaccines and the like is progressing, sufficient results have not been obtained, and nothing that is satisfactory for practical use has yet to be completed. As a result of intensive research based on this technical background, the present inventors have obtained new knowledge that the compound () has remarkable preventive and therapeutic effects against swine dysentery that cannot be achieved with conventional drugs. Furthermore, they found that the compound () promotes growth, improves feed utilization, increases pig productivity, and is extremely beneficial for livestock management. That is, the present invention is highly effective against swine dysentery by containing the compound (2), and is highly safe for preventive treatment of swine dysentery, as well as for improving pig productivity by promoting growth and improving feed efficiency. The present invention provides a composition of the invention. Compound () is a compound of Streptomyces rochei var. volubilis, which is collectively called the lankacidin group.
volubilis) or a derivative thereof, which is an antibiotic substance (constituting the antibiotic substance T-2636 group) isolated from a culture of lancascidin A (R 1 :=0, R 2 :H,
R 3 : COCH 3 ), lankacidin C (R 1 :=0, R 2 :
H, R 3 : H), Rankashij A (R 1 :
【式】,
R2:H,R3:COCH3),ランカシジノール
(R1:[Formula], R 2 : H, R 3 : COCH 3 ), lancasidinol (R 1 :
【式】,R2:H,R3:H)などの生産
菌、製造法および物理化学的・生物学的性質につ
いては、例えばザ・ジヤーナル・オブ・アンチビ
オチクス(J.Antibiotics)第24巻1−41頁(1971
年)に、ランカシジンA8−プロピオネート
(R1:=0,R2:COCH2CH3,R3:COCH3),
ランカシジンC8−アセテート(R1:=0,R2:
COCH3,R3:H),同8−プロピオネート
(R1:=0,R2:COCH2CH3,R3:H),同14−
プロピオネート(R1:=0,R2:H,R3:
COCH2CH3),同8,14−ジアセテート(R1:=
0,R2,R3:COCH3),同8,14−ジプロピオ
ネート(R1:=0,R2,R3:COCH2CH3),同
8−ベンゾエート(R1:=0,R2:COPh,
R3:H),同14−ベンゾエート(R1:=0,R2:
H,R3:COPh),同14−フエニルプロピオネー
ト(R1:=0,R2:H,R3:COCH2CH2Ph),
同14−ニコチネート(R1:=0,R2:H,R3:
ニコチノイル)などの製造法および物理化学的・
生物学的性質については例えば、ザ・ジヤーナ
ル・オブ・アンチビオチクス第26巻647〜657頁
(1973年)に、ランカシジンC14−ホルメート
(R1:=0,R2:H,R3:COH)の製造法およ
び物理化学的性質については例えば、特公昭48−
74号公報にそれぞれ記載されている。
なおランカシジンA,C,ランカシジノール
A,ランカシジノールの生産菌であるストレプト
マイセス・ロチエイ・バル・ボルビリスは、財団
法人発酵研究所およびアメリカン・タイプ・カル
チユアー・コレクシヨンに微生物受託番号
IFO12507およびATCC 21250としてそれぞれ寄
託されている。
上記した一般式()におけるR2およびR3と
してのカルボン酸由来のアシル基は低級脂肪酸残
基(例、ホルミル,アセチル,プロピオニル,ブ
チリル,イソブチリル,バレリル,ヘキシリルな
ど好ましくは炭素数1〜7のもの)や芳香族カル
ボン酸残基(例、ベンゾイルなどのアリールカル
ボン酸残基,ニコチノイルなどのヘテロ芳香族カ
ルボン酸残基)が好ましく、この低級脂肪酸残基
はその末端がフエニル基により置換されていても
よい(例、フエニルアセチル,フエニルプロピオ
ニルなど)。
本発明に用いられる化合物()のうちでもと
りわけR2,R3がそれぞれ水素またはC2−C4の脂
肪酸残基であるものが好ましい。なかでもランカ
シジンA,ランカシジンC,ランカシジンC14−
プロピオネート,同8−アセテート,同8−プロ
ピオネート,ランカシジノールA,ランカシジノ
ールまたはこれらの混合物を用いるのがよい。と
りわけ、ランカシジンAまたは(および)ランカ
シジンCが有利に用いられる。
本発明の豚用組成物は、化合物()で表わさ
れる化合物の1種を含有していてもよく、数種の
化合物()を同時に含有していてもよい。さら
に上記ストレプトマイセス・ロチエイ・バル・ボ
ルビリスの醗酵培地をそのまま、その乾燥物また
はその抽出物として用いることができる。
本発明の豚赤痢予防治療用または豚の生産性向
上用組成物は、化合物()を固状または液状の
希釈剤で希釈し、または希釈せずに、あるいは被
覆等により安定化し、例えば散剤,粉剤,顆粒
剤,錠剤,液剤,ペースト剤,カプセル剤,注射
剤などとするか、あるいは飼料,飲水などに、直
接または一たん希釈剤中に分散させたものを添加
することにより製造される。希釈剤としては、自
体生理学的に無害なものであればいかなるもので
もよく、飼料もしくは飼料の一成分となりうるも
のがさらに望ましい。固体担体としては、例えば
大麦粉,小麦粉,裸麦粉,トウモロコシ粉,大豆
粉,大豆粕,菜種粕,モミガラ,米ヌカ,脱指ヌ
カ,カンシヨ粉,バレイシヨ粉,トウフ粕,でん
粉,乳糖,庶糖,ブドウ糖,果糖,酵母,廃酵
母,魚粉,タルク,酸性白土,クレイなどが拳げ
られ、液状担体としては、例えば水,生理的食塩
水,生理学的に無害な有機溶媒などがあげられ
る。その他適宜の補助剤、例えば乳化剤,分散
剤,懸濁剤,湿潤剤,濃縮剤,ゲル化剤,可溶化
剤を適当量添加しても差支えない。さらに防腐
剤,殺菌剤,抗生物質,酵素剤,乳酸菌製剤を配
合してもよく、これらの組成物にビタミン,ミネ
ラル,アミノ酸などを配合してもよい。
本発明の豚赤痢予防治療用または豚の生産性向
上用組成物の投与量は豚の年令,症状,投与方法
などによつて適宜選択しうるが、例えば豚赤痢の
予防の目的には化合物()を約0.05〜25mg/
Kg/日投与するのが好ましく、この場合は化合物
()の濃度が約1〜500ppmとりわけ2〜
200ppmになるように飼料中に添加して摂食させ
るのがよい。また豚赤痢の治療の目的には化合物
()として約0.1〜25mg/Kg/日投与するのが好
ましく、この場合は約2〜500ppmとりわけ約2.5
〜200ppmとなるように飼料中に添加するのがよ
い。一方、豚の生産性向上の目的には化合物
()として約0.025〜10mg/Kg/日投与するのが
好ましく、この場合は約0.5〜200ppmとりわけ約
1〜100ppmとなるように飼料中に添加するのが
よい。
化合物()の動物に対する毒性は極めて低
く、たとえばマウスを用いた急性毒性試験では、
経口投与によるLD50がランカシジンC,同14−
プロピオネートおよびランカシジンAとも10000
mg/Kg以上で、腹腔内投与によるLD50がランカ
シジンAでは8000〜10000mg/Kg,ランカシジン
C14−プロピオネートでは10000mg/Kg以上、ラ
ンカシジンCでは4500mg/Kgであつた。
これは製造・流通に当つて人への安全性が高い
ことを示すばかりでなく、対象動物への許容量が
広いため、たとえば飼料に混合して投与する場
合、相当程度の混合の不均一性があつても対象動
物の安全性を保証することが出来ることを示して
いる。
次に実験例および実施例により本発明をさらに
詳しく説明するが、これらが本発明の範囲を制限
するものではないことはいうまでもない。
実験例 1
豚赤痢の起因菌であるトレポネーマ・ハイオデ
イセンテリエに対する試験管内抗菌力試験を柏崎
らの「トレポネーマ ハイオデイセンテリエの薬
剤感受性測定法」(第82回日本獣医学会講演要旨
101頁:昭和51年)に準じて測定した。結果は第
1表に示すとおり、ランカシジンCは強い抗菌活
性を示したが、比較に供した他の抗生物質はいず
れも無効であつた。[Formula], R 2 : H, R 3 : H) and other producing bacteria, manufacturing methods, and physicochemical/biological properties can be found in, for example, The Journal of Antibiotics, Vol. 24, 1. −41 pages (1971
), lankacidin A8-propionate (R 1 :=0, R 2 :COCH 2 CH 3 , R 3 :COCH 3 ),
Lancasidin C8-acetate (R 1 :=0, R 2 :
COCH 3 , R 3 :H), 8-propionate (R 1 :=0, R 2 :COCH 2 CH 3 , R 3 :H), 14-
Propionate (R 1 :=0, R 2 :H, R 3 :
COCH 2 CH 3 ), 8,14-diacetate (R 1 :=
0, R 2 , R 3 : COCH 3 ), 8,14-dipropionate (R 1 :=0, R 2 , R 3 :COCH 2 CH 3 ), 8-benzoate (R 1 :=0, R 2 :COPh,
R 3 :H), 14-benzoate (R 1 :=0, R 2 :
H, R 3 : COPh), 14-phenylpropionate (R 1 :=0, R 2 : H, R 3 : COCH 2 CH 2 Ph),
14-nicotinate (R 1 :=0, R 2 :H, R 3 :
Manufacturing methods such as nicotinoyl) and physicochemical
Regarding the biological properties, for example, The Journal of Antibiotics, Vol. 26, pp. 647-657 (1973) describes the properties of lancasidin C14-formate (R 1 :=0, R 2 :H, R 3 :COH). Regarding the production method and physicochemical properties, see
Each is described in Publication No. 74. Streptomyces rothiei val volubilis, which is the producing bacterium of lancasidin A, C, lancasidinol A, and lancasidinol, has been given a microorganism accession number by the Fermentation Research Institute and the American Type Culture Collection.
Deposited as IFO12507 and ATCC 21250, respectively. The acyl group derived from carboxylic acid as R 2 and R 3 in the above general formula () is a lower fatty acid residue (e.g., formyl, acetyl, propionyl, butyryl, isobutyryl, valeryl, hexylyl, etc., preferably having 1 to 7 carbon atoms). preferred) and aromatic carboxylic acid residues (e.g., aryl carboxylic acid residues such as benzoyl, heteroaromatic carboxylic acid residues such as nicotinoyl), and these lower fatty acid residues are substituted at the terminal with a phenyl group. (eg, phenylacetyl, phenylpropionyl, etc.). Among the compounds () used in the present invention, those in which R 2 and R 3 are each hydrogen or a C 2 -C 4 fatty acid residue are particularly preferred. Among them, lankacidin A, lankacidin C, lankacidin C14-
It is preferable to use propionate, 8-acetate, 8-propionate, lancasidinol A, lancasidinol, or a mixture thereof. In particular, lankacidin A or/and lankacidin C are advantageously used. The composition for pigs of the present invention may contain one type of compound represented by compound (), or may contain several types of compounds () at the same time. Furthermore, the above-mentioned fermentation medium of Streptomyces rothiei vulubilis can be used as it is as a dried product or an extract thereof. The composition for preventing and treating swine dysentery or for improving swine productivity of the present invention is prepared by diluting the compound () with a solid or liquid diluent, or without diluting it, or stabilizing it by coating, etc. It is manufactured in the form of powders, granules, tablets, liquids, pastes, capsules, injections, etc., or by adding it directly or once dispersed in a diluent to feed, drinking water, etc. Any diluent may be used as long as it is physiologically harmless in itself, and it is more preferable to use a diluent that can be used as feed or a component of feed. Examples of solid carriers include barley flour, wheat flour, bare wheat flour, corn flour, soybean flour, soybean meal, rapeseed meal, rice hulls, rice bran, de-fingered rice bran, corn flour, potato flour, tofu meal, starch, lactose, sucrose, Glucose, fructose, yeast, waste yeast, fishmeal, talc, acid clay, clay, etc. are used, and examples of liquid carriers include water, physiological saline, and physiologically harmless organic solvents. Other appropriate adjuvants such as emulsifiers, dispersants, suspending agents, wetting agents, thickening agents, gelling agents, and solubilizing agents may be added in appropriate amounts. Furthermore, preservatives, bactericides, antibiotics, enzymes, lactic acid bacteria preparations may be added, and vitamins, minerals, amino acids, etc. may also be added to these compositions. The dosage of the composition for preventing and treating swine dysentery or for improving swine productivity of the present invention can be appropriately selected depending on the age of the pig, symptoms, administration method, etc.; () about 0.05 to 25 mg/
Kg/day is preferably administered, in which case the concentration of compound () is about 1-500 ppm, especially 2-500 ppm.
It is best to add it to feed at a concentration of 200ppm. In addition, for the purpose of treating swine dysentery, it is preferable to administer the compound () at about 0.1 to 25 mg/Kg/day, in this case about 2 to 500 ppm, especially about 2.5 mg/kg/day.
It is best to add it to feed at a concentration of ~200ppm. On the other hand, for the purpose of improving the productivity of pigs, it is preferable to administer the compound () as about 0.025 to 10 mg/Kg/day, and in this case, it should be added to the feed at about 0.5 to 200 ppm, especially about 1 to 100 ppm. It is better. The toxicity of compound () to animals is extremely low; for example, in an acute toxicity test using mice,
The LD 50 by oral administration was 14-
10000 for both propionate and lankacidin A
mg/Kg or more, the LD 50 by intraperitoneal administration is 8000 to 10000 mg/Kg for lancasidin A;
For C14-propionate, it was more than 10,000 mg/Kg, and for lankacidin C, it was 4,500 mg/Kg. This not only indicates that it is highly safe for humans during manufacturing and distribution, but also has a wide tolerance to the target animals, so when administered by mixing it with feed, for example, there is a considerable degree of non-uniformity in the mixture. This shows that it is possible to guarantee the safety of target animals even if Next, the present invention will be explained in more detail using experimental examples and examples, but it goes without saying that these do not limit the scope of the present invention. Experimental Example 1 An in vitro antibacterial activity test against Treponema hyodei senteriae, the causative agent of swine dysentery, was conducted using Kashiwazaki et al.'s ``Method for measuring drug susceptibility of Treponema hiodei senteriae'' (Summary of the 82nd Japanese Veterinary Medical Association Conference)
Page 101: Measured according to 1978). As shown in Table 1, lankacidin C showed strong antibacterial activity, but all other antibiotics used for comparison were ineffective.
【表】
実験例 2
実験例1と同様の方法で化合物()の代表例
について試験管内抗菌力試験を実施した。その結
果は第2表に示すとおりで、若干最小発育阻止濃
度に差はあるがいずれもトレポネーマハイオデイ
センテリエに顕著な抗菌活性を示した。[Table] Experimental Example 2 An in vitro antibacterial activity test was conducted on a representative example of compound () in the same manner as in Experimental Example 1. The results are shown in Table 2, and although there was a slight difference in the minimum inhibitory concentration, all showed significant antibacterial activity against Treponema hyodei centeriae.
【表】
実験例 3
実験例1と同様の方法で化合物()について
試験管内抗菌力試験を実施した。その結果は第3
表に示すとおりで、いずれもトレポネーマハイオ
デイセンテリエに顕著な抗菌活性を示した。[Table] Experimental Example 3 An in vitro antibacterial activity test was conducted on compound () in the same manner as in Experimental Example 1. The result is the third
As shown in the table, all of them showed remarkable antibacterial activity against Treponema hyodei senteriae.
【表】
実験例 4
マウスを用いた実験的豚赤痢感染におけるラン
カシジンA,ランカシジンC,ランカシジンC8
−アセテート,ランカシジンC14−プロピオネー
ト,ランカシジノールAおよびランカシジノール
の抗豚赤痢効果試験を実施した。
たとえばインフエクシヨン アンド インムニ
テイ第25巻757〜760頁(1979年),アメリカン
ジヤーナル オブ ベテリナリーリサーチ第41巻
1225〜1226頁(1980年)およびベテリナリー レ
コード第107巻527〜529頁(1980年)などに記載
されているジエンズらと同様のマウスの実験的豚
赤痢感染モデルを用いた。すなわち5%馬脱線血
液加トリプテイケイス ソイアガー
(Trypticase soy agar;BBL製)平板上に嫌気
培養したTreponema hyodysenteriaeの野外分離
株を培地ごと磨砕し、トリプテイケイス ソイ
プロス(Trypticase soy broth;BBL製)で2
倍希釈した感染材料をマウスの胃内に接種した。
薬剤は5%アラビアゴム溶液に懸濁し感染1日後
から4日後まで強制経口投与した。感染7日後に
盲腸部の病変を観察すると共に盲腸を内容物とも
磨砕しTreponema hyodysenteriae菌数を測定し
た。結果は第4表に要約されるとおり薬剤投与群
ではいずれもすぐれた有効性を示した。[Table] Experimental Example 4: Lancascidin A, Lancascidin C, and Lancascidin C8 in experimental swine dysentery infection using mice
- Acetate, lancasidin C14-propionate, lancasidinol A, and lancasidinol were tested for their anti-swine dysentery effects. For example, Infection and Immunity Vol. 25, pp. 757-760 (1979), American
Journal of Veterinary Research Volume 41
A mouse experimental swine dysentery infection model similar to that of Ziens et al., described in Veterinary Records, Vol. 107, pp. 527-529 (1980), was used. That is, a field isolate of Treponema hyodysenteriae cultured anaerobically on a Trypticase soy agar (BBL) plate supplemented with 5% horse blood was ground together with the medium.
2 with Pros (Trypticase soy broth; manufactured by BBL)
The twice diluted infectious material was inoculated into the stomach of mice.
The drug was suspended in a 5% gum arabic solution and administered orally by force from 1 day to 4 days after infection. Seven days after infection, lesions in the cecum were observed, and the cecum and contents were crushed to determine the number of Treponema hyodysenteriae bacteria. As summarized in Table 4, all drug administration groups showed excellent efficacy.
【表】【table】
【表】
実験例 5
実験的感染条件下でランカシジンCの抗豚赤痢
効果試験を実施した。すなわち、6週令のランド
レース種子豚16頭(1群4頭)を供試し、抗菌性
物質を含まない自家配合の子豚用人工乳Bに試験
薬剤を100ppmの濃度によるよう添加混合して、
子豚にそれぞれ自由摂食させた。豚への感染は、
あらかじめ5%馬血液加寒天平板上において嫌気
培養したTreponema hyodysenteriae78/A株を
培地ごと磨砕し、5%ムチン加リン酸緩衝液と混
和したものをSPF豚の胃内に直接投与することに
より行つた。ついで典型的な豚赤痢の発症を認め
た豚より、その結腸内容物および粘膜を採取し、
5%ムチン加リン酸緩衝液で2倍に希釈したもの
を最終的な感染材料とし、試験豚が7週令の時に
その100mlずつを胃内に直接注入(ただし、感染
前の24時間絶食)、感染させ、感染後21日間飼育
した。結果は第5表に要約されるとおり、マリド
マイシンは無効であつたがランカシジンCは豚赤
痢に対してすぐれた有効性を示している。[Table] Experimental Example 5 An anti-swine dysentery efficacy test of lankacidin C was conducted under experimental infection conditions. Specifically, 16 6-week-old Landrace pigs (4 pigs per group) were tested, and the test drug was added and mixed to a concentration of 100 ppm in home-mixed piglet artificial milk B that does not contain antibacterial substances. ,
Each piglet was allowed to feed freely. Infection of pigs is
The Treponema hyodysenteriae 78/A strain, which had been anaerobically cultured on a 5% horse blood agar plate in advance, was ground together with the medium, mixed with 5% mucin-containing phosphate buffer, and the mixture was directly administered into the stomachs of SPF pigs. Ivy. Next, colon contents and mucous membranes were collected from pigs that had developed typical swine dysentery.
The final infection material was diluted 2 times with phosphate buffer containing 5% mucin, and 100 ml of it was directly injected into the stomach of the test pig when it was 7 weeks old (provided it had not been fed for 24 hours before infection). , infected, and kept for 21 days after infection. As the results are summarized in Table 5, maridomycin was ineffective, but lankacidin C showed excellent efficacy against swine dysentery.
【表】
実験例 6
ランカシジンCについて、飼料中濃度を
100ppmから更に下げ、抗豚赤痢剤として一般的
に繁用されているカルバドツクスとの対比も含め
て、実験例5と同様の方法で試験を実施した。結
果は第6表に要約されるとおりで、ランカシジン
Cは飼育成績の上からもカルバドツクスより優れ
た抗豚赤痢剤であることが判明した。[Table] Experimental example 6 Concentration of lankacidin C in feed
A test was conducted in the same manner as in Experimental Example 5, including further lowering the concentration from 100 ppm and comparing it with Carbadox, which is commonly used as an anti-swine dysentery agent. The results are summarized in Table 6, and it was found that lankacidin C was a superior anti-swine dysentery agent to carbadox in terms of breeding performance.
【表】
実験例 7
実験例6と同様にして、ランカシジンAおよび
ランカシジンC14−プロピオネート10ppm投与時
の抗豚赤痢効果試験を実施した。結果は第7表に
要約されるとおりで、ランカシジンAおよびラン
カシジンC14−プロピオネートとも豚赤痢に対し
て明らかな有効性を示した。[Table] Experimental Example 7 In the same manner as Experimental Example 6, an anti-swine dysentery effect test was conducted when lancascidin A and lancascidin C14-propionate were administered at 10 ppm. The results are summarized in Table 7, and both lankacidin A and lankacidin C14-propionate showed clear efficacy against swine dysentery.
【表】【table】
【表】
実験例 8
本実験例では豚赤痢発症と同時に投薬を行う、
いわゆる治療的投薬の条件で実施した。感染方法
は実験例5と同様で試験には感染後同一日(6日
目)に発症した5頭を用い、発症と同時にランカ
シジンC50ppm添加飼料を給与した。結果は第8
表に示すとおり、全例とも投与翌日には粘血下痢
便は止まつて軟便から正常便となり、2日目には
糞便中の菌数も検出限界(102CFU/g)以下と
なつた。発症後15日目(休薬9日目)に実施した
剖検所見では大腸に病変は全く認められず菌も検
出されなかつた。[Table] Experimental Example 8 In this experimental example, medication was administered at the same time as the onset of swine dysentery.
It was carried out under conditions of so-called therapeutic medication. The infection method was the same as in Experimental Example 5, and five animals that developed symptoms on the same day (6th day) after infection were used in the test, and feed containing 50 ppm of lankacidin C was fed at the same time as the onset of symptoms. The result is the 8th
As shown in the table, the mucus and bloody diarrhea stopped in all cases the day after administration, and the stool changed from soft to normal, and the number of bacteria in the stool fell below the detection limit (10 2 CFU/g) on the second day. An autopsy performed on the 15th day after onset (9th day of drug withdrawal) revealed no lesions in the large intestine and no bacteria were detected.
【表】【table】
【表】
実験例 9
実験例8と同様にして豚赤痢治療的投薬の条件
下におけるランカシジン類の治療効果を試験し
た。実験例8に従い便性状により効果を判定し
た。結果は第9表に示すとおり、ランカシジン
A,ランカシジンCおよび同14−プロピオネート
は50ppm投与により治療効果を有することが判明
した。[Table] Experimental Example 9 In the same manner as Experimental Example 8, the therapeutic effect of lankacidins was tested under the conditions of therapeutic administration for swine dysentery. According to Experimental Example 8, the effect was determined based on the stool properties. As shown in Table 9, lancasidin A, lancasidin C, and 14-propionate were found to have therapeutic effects when administered at 50 ppm.
【表】【table】
【表】
* 薬物添加飼料の給与日を示す。
上記実験例1〜9の結果から明らかなように、
化合物()は豚赤痢の予防治療剤として極めて
優れた効果を発揮し、類似抗生物質またはすでに
市販され繁用されている抗豚赤痢剤に比べて優位
性を示し、畜産経営上、極めて有効である。
実験例 10
豚赤痢の介在しない状況下での豚の発育に対す
る化合物()の効果を試験した。すなわち、1
カ月令のランドレース種子豚5腹40頭を供試し、
1群8頭(雄4,雌4)からなる5群を設置し
た。ランカシジンCの飼料への添加濃度は0(対
照),1,2.5,5および10ppmとし、開始から3
カ月令までは抗菌剤無添加の人工乳Bに、4カ月
令から6カ月令(終了)までは豚産肉能力検定用
飼料(同じく抗菌剤無添加)にそれぞれ添加混合
して、5カ月間にわたつて各群に連続給与した。
結果は第10表に要約されるとおり、ランカシジ
ンCの添加濃度の増加にほぼ比例して豚の発育が
促進され、飼料の利用性が向上し、化合物()
は通常の飼育条件下でも豚の生産性向上に有用で
ある。[Table] * Indicates the feeding date of drug-added feed.
As is clear from the results of Experimental Examples 1 to 9 above,
Compound () is extremely effective as a preventive treatment for swine dysentery, and is superior to similar antibiotics or anti-swine dysentery agents that are already commercially available and in frequent use, making it extremely effective for livestock management. be. Experimental Example 10 The effect of compound () on the growth of pigs in the absence of swine dysentery was tested. That is, 1
We tested 40 5-month-old Landrace pigs in 5 litters.
Five groups were established, each consisting of 8 animals (4 males, 4 females). The concentrations of lankacidin C added to the feed were 0 (control), 1, 2.5, 5, and 10 ppm, and from the start
For 5 months, add to artificial milk B without adding antibacterial agents until the age of 4 months and mix with pig meat production ability test feed (also without addition of antibacterial agents) from 4 months of age to 6 months of age (completed). Each group was fed continuously over a period of time. The results are summarized in Table 10. As the concentration of lankacidin C increases, growth of pigs is promoted, feed utilization is improved, and compound ()
is useful for improving pig productivity even under normal breeding conditions.
【表】【table】
【表】
実験例 11
35日令のランドレース種子豚6腹48頭を供試
し、1群8頭(雄4,雌4)からなる6群を設置
した。ランカシジンAの飼料中への添加濃度は0
(対照),1,2.5,5,10および20ppmとし、開
始から3カ月令までは抗菌剤無添加の人工乳B
に、4カ月令から6カ月令(終了)までは豚産肉
能力検定用飼料(同じく抗菌剤無添加)にそれぞ
れ添加混合した。
5カ月間の連続投与による成長結果は第11表に
要約されるとおりランカシジンAの添加濃度の増
加に比例して豚の発育が促進され、飼料の利用性
が向上した。[Table] Experimental Example 11 Forty-eight 35-day-old Landrace pigs (6 litters) were tested, and 6 groups of 8 pigs (4 males, 4 females) were established. The concentration of lankacidin A added to feed is 0.
(control), 1, 2.5, 5, 10, and 20 ppm, and from the start to 3 months of age, artificial milk B without antibacterial agents.
Then, from 4 months of age to 6 months of age (end), they were added to and mixed with pig meat production ability test feed (also without the addition of antibacterial agents). The growth results after continuous administration for 5 months are summarized in Table 11, as the growth of pigs was promoted in proportion to the increase in the added concentration of lancascidin A, and feed utilization improved.
【表】
実施例 1
例えば下記の基礎飼料またはその原料の一部に
任意濃度の化合物()を配合することにより、
本発明の豚赤痢予防治療用および豚の生産性向上
用組成物ないしそのプレミツクスを製造すること
ができる。[Table] Example 1 For example, by blending the following basic feed or some of its raw materials with an arbitrary concentration of the compound (),
The composition of the present invention for preventing and treating swine dysentery and for improving pig productivity, or its premixes can be produced.
【表】【table】
【表】【table】
【表】【table】
Claims (1)
シル基を示す〕で表わされる化合物を含有してな
る豚赤痢の予防治療用または豚の生産性向上用組
成物。[Claims] 1. General formula [In the formula, R 1 is =0 or [Formula], and R 2 and R 3 each represent hydrogen or an acyl group derived from a carboxylic acid]. A composition for improving productivity.
Priority Applications (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56104583A JPS588012A (en) | 1981-07-03 | 1981-07-03 | Composition for pig |
US06/324,635 US4425356A (en) | 1980-11-29 | 1981-11-24 | Lankacidin derivatives used in swine husbandry |
NL8105334A NL192722C (en) | 1980-11-29 | 1981-11-25 | A method of preparing a pharmaceutical preparation. |
FR8122180A FR2494964A1 (en) | 1980-11-29 | 1981-11-26 | IMPROVED TREATMENT IN PORK BREEDING AND COMPOSITION USED FOR THIS TREATMENT |
IT68548/81A IT1146721B (en) | 1980-11-29 | 1981-11-27 | COMPOSITION FOR PROPHYLAXIS AND CARE OF PIG DYSENTERY OR FOR INCREASING PIG GROWTH |
CA000391067A CA1195930A (en) | 1980-11-29 | 1981-11-27 | Swine husbandry and composition therefor |
CH7629/81A CH649467A5 (en) | 1980-11-29 | 1981-11-27 | COMPOSITION FOR PROPHYLAXIS OR TREATMENT OF PIG DYSENTERIES OR INCREASING PIG PRODUCTIVITY. |
BE0/206677A BE891275A (en) | 1980-11-29 | 1981-11-27 | IMPROVEMENTS IN PIG FARMING AND COMPOSITIONS USED THEREFOR |
GB8135932A GB2088715B (en) | 1980-11-29 | 1981-11-27 | Improvements in swine husbandry and composition therefor |
DK527581A DK171070B1 (en) | 1980-11-29 | 1981-11-27 | Feeds for increasing the growth of pigs, premix for their preparation and methods for obtaining them |
DE19813147311 DE3147311A1 (en) | 1980-11-29 | 1981-11-28 | IMPROVEMENT IN PIG FARMING AND THEREFORE PARTICULAR COMPOSITION |
MX9202938A MX9202938A (en) | 1981-07-03 | 1992-06-17 | COMPOSITION FOR PROPHYLAXIS OR TREATMENT OF PIG LIVESTOCK DISENTERIA AND TO INCREASE ITS PRODUCTIVITY. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56104583A JPS588012A (en) | 1981-07-03 | 1981-07-03 | Composition for pig |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS588012A JPS588012A (en) | 1983-01-18 |
JPS637525B2 true JPS637525B2 (en) | 1988-02-17 |
Family
ID=14384451
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56104583A Granted JPS588012A (en) | 1980-11-29 | 1981-07-03 | Composition for pig |
Country Status (2)
Country | Link |
---|---|
JP (1) | JPS588012A (en) |
MX (1) | MX9202938A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07622B2 (en) * | 1985-12-05 | 1995-01-11 | 武田薬品工業株式会社 | Lancacidin derivative and method for producing the same |
JP2547688B2 (en) * | 1992-03-18 | 1996-10-23 | 三洋電機株式会社 | Motion vector detection circuit |
-
1981
- 1981-07-03 JP JP56104583A patent/JPS588012A/en active Granted
-
1992
- 1992-06-17 MX MX9202938A patent/MX9202938A/en unknown
Also Published As
Publication number | Publication date |
---|---|
MX9202938A (en) | 1992-06-30 |
JPS588012A (en) | 1983-01-18 |
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