JPS6254431B2 - - Google Patents
Info
- Publication number
- JPS6254431B2 JPS6254431B2 JP56015598A JP1559881A JPS6254431B2 JP S6254431 B2 JPS6254431 B2 JP S6254431B2 JP 56015598 A JP56015598 A JP 56015598A JP 1559881 A JP1559881 A JP 1559881A JP S6254431 B2 JPS6254431 B2 JP S6254431B2
- Authority
- JP
- Japan
- Prior art keywords
- substance
- methanol
- reaction
- acetone
- weight
- 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
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 72
- 239000000126 substance Substances 0.000 claims description 63
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 26
- 238000006243 chemical reaction Methods 0.000 claims description 19
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 15
- 230000003115 biocidal effect Effects 0.000 claims description 14
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 238000000862 absorption spectrum Methods 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 241000894006 Bacteria Species 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 6
- 238000004809 thin layer chromatography Methods 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 239000000741 silica gel Substances 0.000 claims description 5
- 229910002027 silica gel Inorganic materials 0.000 claims description 5
- 238000012258 culturing Methods 0.000 claims description 4
- 241001495437 Dactylosporangium Species 0.000 claims description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 24
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 8
- 230000002378 acidificating effect Effects 0.000 claims 6
- 238000002844 melting Methods 0.000 claims 6
- 230000008018 melting Effects 0.000 claims 6
- 230000007935 neutral effect Effects 0.000 claims 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 238000001962 electrophoresis Methods 0.000 claims 4
- 238000002523 gelfiltration Methods 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 229910052740 iodine Inorganic materials 0.000 claims 4
- 239000011630 iodine Substances 0.000 claims 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims 4
- FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 claims 4
- 229910052698 phosphorus Inorganic materials 0.000 claims 4
- 239000011574 phosphorus Substances 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- 238000000921 elemental analysis Methods 0.000 claims 2
- 230000003287 optical effect Effects 0.000 claims 2
- 239000003242 anti bacterial agent Substances 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 239000002609 medium Substances 0.000 description 10
- 229920001817 Agar Polymers 0.000 description 8
- 239000008272 agar Substances 0.000 description 8
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920002472 Starch Polymers 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000008107 starch Substances 0.000 description 5
- 235000019698 starch Nutrition 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 229940041514 candida albicans extract Drugs 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000012138 yeast extract Substances 0.000 description 4
- 241000186361 Actinobacteria <class> Species 0.000 description 3
- 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 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000008103 glucose Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 241001453268 Comamonas terrigena Species 0.000 description 2
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229930006000 Sucrose Natural products 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 210000002421 cell wall Anatomy 0.000 description 2
- 238000012136 culture method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000012054 meals Nutrition 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000013587 production medium Substances 0.000 description 2
- 238000011218 seed culture Methods 0.000 description 2
- 235000020183 skimmed milk Nutrition 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- GMKMEZVLHJARHF-UHFFFAOYSA-N (2R,6R)-form-2.6-Diaminoheptanedioic acid Natural products OC(=O)C(N)CCCC(N)C(O)=O GMKMEZVLHJARHF-UHFFFAOYSA-N 0.000 description 1
- UQZSVIGPZAULMV-DKWTVANSSA-N (2s)-2,4-diamino-4-oxobutanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.OC(=O)[C@@H](N)CC(N)=O UQZSVIGPZAULMV-DKWTVANSSA-N 0.000 description 1
- 241000866033 Dactylosporangium sp. Species 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 235000019733 Fish meal Nutrition 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 108010068370 Glutens Proteins 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- TXHIDIHEXDFONW-UHFFFAOYSA-N benzene;propan-2-one Chemical compound CC(C)=O.C1=CC=CC=C1 TXHIDIHEXDFONW-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
- 239000004202 carbamide Substances 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000004467 fishmeal Substances 0.000 description 1
- 210000003495 flagella Anatomy 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000021312 gluten Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000015784 hyperosmotic salinity response Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- GMKMEZVLHJARHF-SYDPRGILSA-N meso-2,6-diaminopimelic acid Chemical compound [O-]C(=O)[C@@H]([NH3+])CCC[C@@H]([NH3+])C([O-])=O GMKMEZVLHJARHF-SYDPRGILSA-N 0.000 description 1
- 230000001617 migratory effect Effects 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 231100000219 mutagenic Toxicity 0.000 description 1
- 230000003505 mutagenic effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- FKHIFSZMMVMEQY-UHFFFAOYSA-N talc Chemical compound [Mg+2].[O-][Si]([O-])=O FKHIFSZMMVMEQY-UHFFFAOYSA-N 0.000 description 1
- 239000000273 veterinary drug Substances 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Compounds Of Unknown Constitution (AREA)
Description
本発明は、新規な抗生物質とその製造法に関す
るものであり、さらに詳しくは抗生物質SF−
2107B物質またはSF−2107C物質、およびダクチ
ロスポランギウム（Dactylosporangium）属に属
するSF−2107B物質またはSF−2107C物質の生
産菌を培地に培養し、得られた培養物から抗生物
質SF−2107B物質またはSF−2107C物質を採取
することを特徴とする新規抗生物質SF−2107B物
質またはSF−2107C物質の製造法に関するもの
である。
本発明者らは、ある種の菌株の培養物中にグラ
ム陽性菌および陰性菌に対して抗菌作用を示す物
質が生産されていることを見出し、その有効物質
を培養物から純粋に単離し、その性状を調べた結
果、既知の物質とは異なる新規抗生物質であるこ
とを確かめ、この有効物質をSF−2107B物質およ
びSF−2107C物質と命名した。
新規抗生物質SF−2107B物質またはSF−
2107C物質の生産菌としては、その培養物中に、
採取するに充分な量のSF−2107B物質またはSF
−2107C物質を生産する能力を有するものであれ
ば、いかなるものであつてもよいが、このような
菌株の一例としては、本発明者らにより神奈川県
横浜市鶴見区駒岡町の常倫寺の土壌より新たに分
離されたSF−2107株がある。該菌株の菌学的性
状は下記のとおりである。
形態
基生菌糸はよく分枝して波状に伸長し、その直
径は約0.5〜0.6ミクロンである。寒天培地及び液
体培地のいずれにおいても基生菌糸の分断は通常
観察されない。
気菌糸はほとんど見られず事実上形成されない
と思われる。SF−2107株は寒天培地の表面に胞
子のうを１個あるいはタフト状に形成する。胞子
のうはスターチ寒天培地、グリセロール・アスパ
ラギン寒天培地等で多数認められる。胞子のうは
指状で大きさはおよそ0.8〜1.1×2.5〜4.0ミクロ
ンである。各胞子のうは中に一列に３〜４個の胞
子を含む。胞子のうを含む寒天培地表面をかきと
つて滅菌水に懸濁し、30分以上放置した後、検鏡
すると胞子が活発な遊走性を有することが認めら
れる。このような胞子を電子顕微鏡で観察する
と、胞子は楕円ないし短円筒型で表面は平滑
（Smooth）であり、一端に数本の鞭毛が認められ
る。
各種培地上の生育状態
SF−2107株の各種培地上の生育状態は次表に
示す通りである。色の記載について〔 〕内に示
す標準はコンテナー・コーポレーシヨン・オブ・
アメリカ（Container Corporation of
America）社製の「カラー・ハーモニー・マニユ
アル（Color Harmony Manual）」に記載のもの
を用いた。観察は28℃で、14〜21日培養後に行つ
た。
The present invention relates to a novel antibiotic and a method for producing the same, and more specifically to the antibiotic SF-
2107B substance or SF-2107C substance, and bacteria that produce SF-2107B substance or SF-2107C substance belonging to the genus Dactylosporangium are cultured in a medium, and the antibiotic SF-2107B substance is extracted from the obtained culture. Alternatively, the present invention relates to a method for producing a novel antibiotic SF-2107B substance or SF-2107C substance, which is characterized by collecting the SF-2107C substance. The present inventors have discovered that a substance exhibiting antibacterial activity against Gram-positive and Gram-negative bacteria is produced in the culture of certain bacterial strains, and the active substance has been isolated purely from the culture. As a result of investigating its properties, it was confirmed that it was a new antibiotic different from known substances, and the effective substances were named SF-2107B substance and SF-2107C substance. New antibiotic SF-2107B substance or SF-
As the producing bacteria of substance 2107C, in its culture,
Sufficient amount of SF-2107B substance or SF to collect
Any strain may be used as long as it has the ability to produce the -2107C substance, but as an example of such a strain, the present inventors have developed a strain from Jorinji Temple in Komaoka-cho, Tsurumi-ku, Yokohama City, Kanagawa Prefecture. There is SF-2107 strain newly isolated from soil. The mycological properties of this strain are as follows. Morphology The basal hyphae are well branched and elongate in a wavy manner, with a diameter of about 0.5-0.6 microns. Subdivision of basal hyphae is usually not observed in either agar or liquid media. Aerial hyphae are rarely seen and appear to be virtually unformed. The SF-2107 strain forms a single sporangium or a tuft-like sporangium on the surface of the agar medium. Many sporangia are observed on starch agar, glycerol-asparagine agar, etc. The sporangia are finger-shaped and approximately 0.8-1.1 x 2.5-4.0 microns in size. Each sporangium contains 3-4 spores in a row within it. Scrape the surface of the agar medium containing the sporangia, suspend it in sterile water, leave it to stand for at least 30 minutes, and then examine it under a microscope to find that the spores are actively migratory. When such spores are observed under an electron microscope, they are oval or short cylindrical with a smooth surface and several flagella can be seen at one end. Growth status on various media The growth status of SF-2107 strain on various media is as shown in the following table. Regarding the description of colors, the standards shown in [ ] are those of Container Corporation of
America (Container Corporation of
The one described in the "Color Harmony Manual" manufactured by America) was used. Observations were made after culturing for 14 to 21 days at 28°C.
【表】
生理的性質
(1) 生育温度範囲：イースト麦芽寒天培地におい
て20〜42℃の温度範囲で生育し、28〜37℃で良
好に生育する。
(2) ゼラチンの液化：陰性（20℃，21日培養）
(3) スターチの加水分解：陰性（28℃，14日培
養）
(4) 硝酸塩の還元：陽性（28℃，14日培養）
(5) 脱脂乳のペプトン化：陰性（28℃，37℃，14
日培養）
脱脂乳の凝固：陰性（28℃，37℃，14日培
養）
(6) 耐塩性：1.5％では生育するが3.0％以上では
生育しない。
(7) メラニン様色素の生成：陰性
炭素源の利用法[Table] Physiological properties (1) Growth temperature range: Grows in a temperature range of 20-42℃ on yeast malt agar medium, and grows well at 28-37℃. (2) Liquefaction of gelatin: Negative (20℃, 21 days culture) (3) Starch hydrolysis: Negative (28℃, 14 days culture) (4) Nitrate reduction: Positive (28℃, 14 days culture) ( 5) Peptonization of skim milk: Negative (28℃, 37℃, 14℃)
Coagulation of skim milk: Negative (28℃, 37℃, 14-day culture) (6) Salt tolerance: Grows at 1.5%, but not at 3.0% or higher. (7) Production of melanin-like pigments: How to use negative carbon sources
【表】
用いた基本培地：
（酵母エキス（Difco社製）：１ｇ
炭酸カルシウム：0.2ｇ
寒天（Difco社製）：15ｇ
蒸 留 水：1000ml
細胞壁組成
ベツカー（Becker）らの方法〔Appl.
Microbiol，13：236（1965）参照〕により分析し
た結果、細胞壁組成成分中のジアミノピメリン酸
は主にヒドロキシ型であつた。
以上の性状により、SF−2107株は放線菌の中
でダクチロスポランギウム
（Dactylosporangium）属に属する菌株である。
本発明者らはSF−2107株をダクチロスポラン
ギウム・エスピーSF−2107
（Dactylosporangium sp.SF−2107）と称するこ
とにした。
本菌株は微工研に寄託されており、その微工研
微生物受託番号は第5351号である。
SF−2107株は他の放線菌の多くの菌株の場合
にみられるようにその性質が変化しやすく、例え
ば紫外線、エツクス線、放射線、薬品等を用いる
人工的変異手段で変異しうるものであるが、いず
れの変異株であつてもSF−2107物質の生産能を
有するダクチロスポランギウム属の菌株はすべて
本発明の方法に使用することができる。
本発明の方法では前記菌株を通常の微生物が利
用しうる栄養物を含有する培地で培養する。栄養
源としては従来、放線菌の培養に利用されている
公知のものが使用できる。例えば炭素源としてグ
ルコース、グリセロール、シユクロース、澱粉、
デキストリン、水飴、糖蜜、大豆油等が使用でき
る。また、窒素源としては大豆油、小麦胚芽、肉
エキス、ペプトン、酵母エキス、乾燥酵母、コー
ンステイープリカー、綿実粕、魚粉、硫酸アンモ
ニウム、硝酸ソーダ、尿素等を使用しうる。その
他、必要に応じて炭酸カルシウム、塩化ナトリウ
ム、塩化コバルト、燐酸塩等の無機塩類を添加す
る他、菌の発育を助け、SF−2107物質の生産を
促進することができる有機及び無機物を適当に添
加することができる。
培養法としては一般抗生物質生産の方法と同じ
く好気的条件下での培養法であれば、いかなる方
法を適用してもよいが、特に深部培養法が最も適
している。培養に適当な温度は25〜37℃であるが
多くの場合28℃〜32℃付近で培養を行なうのが好
ましい。SF−2107物質の生産は振盪培養、タン
ク培養共に３〜10日で蓄積が最高に達する。
SF−2107B物質またはSF−2107C物質の定量
に当つては、ビブリオ パーコランス（Vibrio
percolans）ATCC8461を用いる生物検定および
シリカゲルを用いる薄層クロマトグラフイーを併
用して行なうことができる。
SF−2107B物質およびＣ物質は後記する理化学
性状を有するので、その性状に従つて抽出、精製
することが可能であり、以下に示す方法が効率的
である。すなわち、有効成分を含む培養物から液
体部分を去した固形部分に含水アセトン、含水
メタノール等を加え、有効成分を撹拌抽出し、有
機溶剤を留去したのち、酢酸エチル等の溶剤で抽
出する。また、培養物の液部分にも有効成分が
含まれている場合は、酢酸エチル等の溶剤で抽出
する。次に有効成分を含有する酢酸エチル等の溶
剤層を濃縮、乾固しシリカゲル、アルミナ、セフ
アデツクスLH−20（フアルマシア社製）、フロリ
ジル等の担体を用いたクロマトグラフイー、ある
いは向流分配操作法を適宜組合せて使用すること
によりSF−2107B物質またはSF−2107C物質の
純品を得ることができる。かくして得られたSF
−2107B物質またはSF−2107C物質は各種の溶剤
系での薄層クロマトグラフイーで、いずれも単一
のスポツトを与え、それぞれの純品であることを
示している。
前記の方法で得られた抗生物質SF−2107B物質
およびSF−2107C物質の理化学性状は次表に示
すとおりである。[Table] Basic medium used: (Yeast extract (manufactured by Difco): 1g Calcium carbonate: 0.2g Agar (manufactured by Difco): 15g Distilled water: 1000ml Cell wall composition Method of Becker et al. [Appl.
Microbiol, 13:236 (1965)] showed that diaminopimelic acid in the cell wall composition was mainly in the hydroxy type. Based on the above properties, the SF-2107 strain belongs to the genus Dactylosporangium among actinomycetes. The present inventors identified SF-2107 strain as Dactyrosporangium sp. SF-2107.
(Dactylosporangium sp. SF-2107). This strain has been deposited with the National Institute of Fine Technology, and its accession number is No. 5351. The SF-2107 strain is susceptible to changes in its properties, as is the case with many other strains of actinomycetes, and can be mutated by artificial mutagenic means using, for example, ultraviolet rays, X-rays, radiation, and chemicals. However, any strain of the genus Dactyrosporangium that has the ability to produce the SF-2107 substance, regardless of the mutant strain, can be used in the method of the present invention. In the method of the present invention, the strain is cultured in a medium containing nutrients that can be used by common microorganisms. As the nutrient source, any known nutrient source conventionally used for culturing actinomycetes can be used. For example, glucose, glycerol, sucrose, starch as a carbon source,
Dextrin, starch syrup, molasses, soybean oil, etc. can be used. Further, as the nitrogen source, soybean oil, wheat germ, meat extract, peptone, yeast extract, dried yeast, cornstap liquor, cottonseed meal, fish meal, ammonium sulfate, sodium nitrate, urea, etc. can be used. In addition to adding inorganic salts such as calcium carbonate, sodium chloride, cobalt chloride, and phosphates as necessary, organic and inorganic substances that can support the growth of bacteria and promote the production of SF-2107 substances are added as appropriate. Can be added. Any culture method may be used as long as it is carried out under aerobic conditions, similar to the method for general antibiotic production, but the deep culture method is particularly suitable. The appropriate temperature for culturing is 25 to 37°C, but in most cases it is preferable to culture at around 28 to 32°C. Production of SF-2107 substance reaches its maximum accumulation in 3 to 10 days in both shaking culture and tank culture. For quantitative determination of SF-2107B substance or SF-2107C substance, Vibrio percolans (Vibrio percolans)
percolans) ATCC 8461 and thin layer chromatography using silica gel. Since the SF-2107B substance and C substance have the physical and chemical properties described below, they can be extracted and purified according to their properties, and the method shown below is efficient. That is, water-containing acetone, water-containing methanol, etc. are added to the solid part after removing the liquid part from the culture containing the active ingredient, stirring and extracting the active ingredient, distilling off the organic solvent, and then extracting with a solvent such as ethyl acetate. If the liquid part of the culture also contains active ingredients, it is extracted with a solvent such as ethyl acetate. Next, the solvent layer containing the active ingredient, such as ethyl acetate, is concentrated and dried, and chromatography is performed using a carrier such as silica gel, alumina, Cephadex LH-20 (manufactured by Pharmacia), Florisil, or a countercurrent distribution operation. A pure SF-2107B substance or SF-2107C substance can be obtained by using an appropriate combination of these substances. The science fiction thus obtained
Thin layer chromatography of the -2107B or SF-2107C substances in various solvent systems gave a single spot, indicating that they were each pure product. The physical and chemical properties of the antibiotic SF-2107B substance and SF-2107C substance obtained by the above method are as shown in the following table.
【表】【table】
【表】
SF−2107B物質およびSF−2107C物質の各種
微生物に対する活性をペーパーデイスク法（直径
８mmのペーパーデイスクを使用）で測定した結果
は、次表に示すとおりであり、両物質ともグラム
陽性菌、陰性菌に対して有効である（数字は阻止
円直径をmm単位で表示した）。従つて、SF−
2107BおよびＣ物質は医薬、動物薬、殺菌消毒剤
あるいはそれらへの変換素材として有用である。[Table] The activity of SF-2107B substance and SF-2107C substance against various microorganisms was measured using the paper disk method (using a paper disk with a diameter of 8 mm). The results are shown in the following table. , effective against negative bacteria (numbers indicate inhibition circle diameter in mm). Therefore, SF−
Substances 2107B and C are useful as pharmaceuticals, veterinary drugs, disinfectants, or materials for conversion thereto.
【表】【table】
種菌としてダクチロスポランギウム・エスピ
ー・SF−2107株（微工研微生物受託番号第5351
号）を用い、種培地として可溶性澱粉2.0％、グ
ルコース1.0％、小麦胚芽0.6％、大豆粉0.2％、ポ
リペプトン0.5％、酵母エキス0.3％、肉エキス0.2
％、炭酸カルシウム0.1％（滅菌前PH7.0）を含む
培地を用いた。
イースト麦芽斜面寒天培地に28℃で14日培養し
た種菌５白金耳を容量100mlの三角フラスコ中で
20mlの上記種培地に接種し、32℃で96時間振盪培
養し、これを第１種培養とした。
ついで、この種培養液を容量500mlの三角フラ
スコ中で80mlの種培地に８mlずつ10本に接種し32
℃で72時間振盪培養し、これを第２種培養とし
た。
容量30のジヤーフアーメンターに20の生産
培地を仕込み、これに前記の第２種培養800mlを
接種した。生産培地としては、グルコース1.7
％、シユークロース1.5％、小麦胚芽2.0％、酵母
エキス0.2％、グルテンミール0.3％、塩化ナトリ
ウム0.25％（滅菌前PH7.0）の組成からなる培地
を用いた。
培養は28℃で164時間通気撹拌培養を行なつ
た。培養終了後、過により液を除去し、固形
分に12の80％アセトン水を加え撹拌し有効成分
を抽出した。抽出液のアセトンを減圧下で留去
し、２の水溶液とし、PH９にして酢酸エチル
1.5ずつで２回抽出した。抽出液を合せ、減圧
下で濃縮乾固して800mgの油状物を得た。これを
メタノール５mlに溶解し、セフアデツクスLH−
20（フアルマシア社）500mlを充填したカラムに
かけ、メタノールで展開し、活性画分を分離しこ
れを減圧下で濃縮、乾固して280mgの粉末を得
た。この粉末をワコーゲルＣ−200（和光純薬
社）100mlを充填したカラムにかけ、クロロホル
ム−メタノールの混合溶媒（その混合比率を25：
１から15：１に段階的に変化させた）で展開し、
活性を有する画分を得た。
得られた各画分を、クロロホルム−メタノール
（５：１）（）およびアセトン−ベンゼン（５：
１）（）の溶媒系でのシリカゲル薄層クロマト
グラフイーに付し（）の系でRf0.34、（）の
系でRf0.51を示す画分を合併し減圧下で濃縮乾固
してSF−2107B物質52mgを得た。また、（）の
系でRf0.27、（）の系でRf0.07を示す画分を合
併し減圧下で濃縮乾固してSF−2107C物質93mg
を得た。
得られたSF−2107BおよびＣ物質を、それぞれ
少量のメタノールに溶解し、セフアデツクスLH
−20を50ml充填したカラムに、別々にかけ、メタ
ノールで展開し活性画分を前記した２つの系での
薄層クロマトグラフイーに付し、単一のスポツト
を与える画分を合併し、減圧下で濃縮乾固して
SF−2107B物質の純品を38mg、SF−2107C物質
の純品を76mg得た。
Dactyrosporangium sp. SF-2107 strain (Feikoken Microbiology Accession No. 5351) was used as a seed fungus.
2.0% soluble starch, 1.0% glucose, 0.6% wheat germ, 0.2% soybean flour, 0.5% polypeptone, 0.3% yeast extract, 0.2% meat extract as a seed medium.
%, calcium carbonate 0.1% (PH7.0 before sterilization) was used. Five platinum loops of inoculum cultured on yeast malt slant agar medium at 28°C for 14 days were placed in a 100 ml Erlenmeyer flask.
It was inoculated into 20 ml of the above seed medium and cultured with shaking at 32° C. for 96 hours, which was used as the first seed culture. Next, this seed culture solution was inoculated into 80 ml of seed medium in 10 tubes of 8 ml each in a 500 ml Erlenmeyer flask.
The culture was cultured with shaking at ℃ for 72 hours, and this was used as a second type culture. A jar fermenter with a capacity of 30 was filled with 20 production media, and 800 ml of the second type culture described above was inoculated thereto. As a production medium, glucose 1.7
%, sucrose 1.5%, wheat germ 2.0%, yeast extract 0.2%, gluten meal 0.3%, and sodium chloride 0.25% (PH 7.0 before sterilization). Culture was carried out at 28°C for 164 hours with aeration and agitation. After the cultivation was completed, the liquid was removed by filtration, and 12 80% acetone water was added to the solid content and stirred to extract the active ingredient. The acetone of the extract was distilled off under reduced pressure to obtain an aqueous solution of 2, and the pH was adjusted to 9 with ethyl acetate.
Extracted twice with 1.5 increments. The extracts were combined and concentrated to dryness under reduced pressure to obtain 800 mg of oil. Dissolve this in 5 ml of methanol and
The mixture was applied to a column packed with 500 ml of 20 (Pharmacia) and developed with methanol, and the active fraction was separated and concentrated under reduced pressure to dryness to obtain 280 mg of powder. This powder was applied to a column packed with 100 ml of Wako Gel C-200 (Wako Pure Chemical Industries, Ltd.), and a mixed solvent of chloroform and methanol (mixing ratio of 25:
(gradually changed from 1 to 15:1),
A fraction with activity was obtained. Each fraction obtained was mixed with chloroform-methanol (5:1) () and acetone-benzene (5:1).
1) Subjected to silica gel thin layer chromatography in the solvent system (), the fractions showing Rf 0.34 in the system () and Rf 0.51 in the system () were combined and concentrated to dryness under reduced pressure. 52 mg of SF-2107B substance was obtained. In addition, the fractions showing Rf0.27 in the system () and Rf0.07 in the system () were combined and concentrated to dryness under reduced pressure to obtain 93 mg of SF-2107C substance.
I got it. The SF-2107B and C substances obtained were dissolved in a small amount of methanol, and
-20 was applied separately to a column packed with 50 ml, developed with methanol, and the active fractions were subjected to thin layer chromatography using the two systems described above. Fractions giving a single spot were combined, and under reduced pressure Concentrate to dryness with
38 mg of pure SF-2107B substance and 76 mg of pure SF-2107C substance were obtained.
第１図はSF−2107B物質の紫外線吸収スペクト
ルであり、25mcg／mlのメタノール溶液を用いて
測定したものである。第２図はSF−2107B物質の
赤外線吸収スペクトルであり、臭化カリウム錠と
して測定したものである。第３図はSF−2107C
物質の紫外線吸収スペクトルであり、25mcg／ml
のメタノール溶液を用いて測定したものである。
第４図はSF−2107C物質の赤外線吸収スペクト
ルであり、臭化カリウム錠として測定したもので
ある。
FIG. 1 shows the ultraviolet absorption spectrum of SF-2107B substance, which was measured using a 25 mcg/ml methanol solution. Figure 2 shows an infrared absorption spectrum of SF-2107B substance, measured as a potassium bromide tablet. Figure 3 is SF-2107C
The ultraviolet absorption spectrum of the substance, 25mcg/ml
This was measured using a methanol solution of
FIG. 4 is an infrared absorption spectrum of the SF-2107C substance, measured as a potassium bromide tablet.
Claims (1)
生物質SF−2107B物質またはSF−2107C物質
（新規抗生物質SF−2107B物質およびSF−2107C
物質を、以下にそれぞれＢおよびＣと記載す
る）。 (1) 元素分析値 Ｂ：炭素53.66重量％，水素6.75重量％（窒
素、硫黄、リン、ハロゲンを含有しな
い。） Ｃ：炭素57.50重量％、水素7.04重量％（窒
素、硫黄、リン、ハロゲンを含有しな
い。） (2) 分子量 Ｂ：900〜1100（ゲル過法による。） Ｃ：900〜1100（ゲル過法による。） (3) 融点 Ｂ：170゜〜175℃（徐々に融解） Ｃ：155゜〜168℃（徐々に融解） (4) 比旋光度 Ｂ：〔α〕２３ Ｄ−５゜（c1，メタノール） Ｃ：〔α〕２３ Ｄ＋29.8゜（c1，メタノール） (5) 紫外線吸収スペクトル Ｂ：第１図に示す（メタノール中） Ｃ：第３図に示す（メタノール中） (6) 赤外線吸収スペクトル Ｂ：第２図に示す（臭化カリウム錠剤法） Ｃ：第４図に示す（臭化カリウム錠剤法） (7) 呈色反応 Ｂ：ヨード反応、レミユー反応、陽性 ニンヒ
ドリン反応、塩化第２鉄反応 陰性 Ｃ：ヨード反応、レミユー反応、陽性 ニンヒ
ドリン反応、塩化第２鉄反応 陰性 (8) 外観 Ｂ：微黄色粉末 Ｃ：微黄色粉末 (9) 中性、酸性、塩基性の区別 Ｂ：中性ないし弱酸性物質として挙動（電気泳
動による） Ｃ：中性ないし弱酸性物質として挙動（電気泳
動による） (10) シリカゲル薄層クロマトグラフイー Ｂ：Rf＝0.34（クロロホルム：メタノール＝
５：１） ＝0.51（アセトン：ベンゼン＝
５：１） Ｃ：Rf＝0.27（クロロホルム：メタノール＝
５：１） ＝0.07（アセトン：ベンゼン＝
５：１） (11) 溶解性 Ｂ：メタノール、アセトンに可溶 ベンゼン、クロロホルム、ｎ−ヘキサン、
水に難溶 Ｃ：メタノール、アセトンに可溶 ベンゼン、クロロホルム、ｎ−ヘキサン、
水に難溶 ２ ダクチロスポランギウム
（Dactylosporangium）属に属する抗生物質SF−
2107B物質またはSF−2107C物質生産菌を培養
し、得られた培養物から抗生物質SF−2107B物質
またはSF−2107C物質を採取することを特徴と
する下記の特性を有する新規抗生物質SF−2107B
物質またはSF−2107C物質（新規抗生物質SF−
2107B物質およびSF−2107C物質を、以下にそれ
ぞれＢおよびＣと記載する）の製造法。 (1) 元素分析値 Ｂ：炭素53.66重量％、水素6.75重量％（窒
素、硫黄、リン、ハロゲンを含有しな
い。） Ｃ：炭素57.50重量％、水素7.04重量％（窒
素、硫黄、リン、ハロゲンを含有しな
い。） (2) 分子量 Ｂ：900〜1100（ゲル過法による。） Ｃ：900〜1100（ゲル過法による。） (3) 融点 Ｂ：170゜〜175℃（徐々に融解） Ｃ：155゜〜168℃（徐々に融解） (4) 比旋光度 Ｂ：〔α〕２３ Ｄ−５゜（c1，メタノール） Ｃ：〔α〕２３ Ｄ＋29.8゜（c1，メタノール） (5) 紫外線吸収スペクトル Ｂ：第１図に示す（メタノール中） Ｃ：第３図に示す（メタノール中） (6) 赤外線吸収スペクトル Ｂ：第２図に示す（臭化カリウム錠剤法） Ｃ：第４図に示す（臭化カリウム錠剤法） (7) 呈色反応 Ｂ：ヨード反応、レミユー反応 陽性 ニンヒ
ドリン反応、塩化第２鉄反応 陰性 Ｃ：ヨード反応、レミユー反応 陽性 ニンヒ
ドリン反応、塩化第２鉄反応 陰性 (8) 外観 Ｂ：微黄色粉末 Ｃ：微黄色粉末 (9) 中性、酸性、塩基性の区別 Ｂ：中性ないし弱酸性物質として挙動（電気泳
動による） Ｃ：中性ないし弱酸性物質として挙動（電気泳
動による） (10) シリカゲル薄層クロマトグラフイー Ｂ：Rf＝0.34（クロロホルム：メタノール＝
５：１） ＝0.51（アセトン：ベンゼン＝
５：１） Ｃ：Rf＝0.27（クロロホルム：メタノール＝
５：１） ＝0.07（アセトン：ベンゼン＝
５：１） (11) 溶解性 Ｂ：メタノール、アセトンに可溶 ベンゼン、クロロホルム、ｎ−ヘキサン、
水に難溶 Ｃ：メタノール、アセトンに可溶 ベンゼン、クロロホルム、ｎ−ヘキサン、
水に難溶[Scope of Claims] 1. Novel antibiotic SF-2107B substance or SF-2107C substance (new antibiotic SF-2107B substance and SF-2107C) characterized by having the following properties:
The substances are referred to below as B and C, respectively). (1) Elemental analysis values B: 53.66% by weight of carbon, 6.75% by weight of hydrogen (contains no nitrogen, sulfur, phosphorus, or halogen) C: 57.50% by weight of carbon, 7.04% by weight of hydrogen (contains no nitrogen, sulfur, phosphorus, or halogen) (2) Molecular weight B: 900 to 1100 (by gel filtration method) C: 900 to 1100 (by gel filtration method) (3) Melting point B: 170° to 175°C (gradually melting) C: 155° to 168°C (gradual melting) (4) Specific optical rotation B: [α] 23 D -5° (c1, methanol) C: [α] 23 D +29.8° (c1, methanol) (5) Ultraviolet absorption spectrum B: Shown in Figure 1 (in methanol) C: Shown in Figure 3 (in methanol) (6) Infrared absorption spectrum B: Shown in Figure 2 (potassium bromide tablet method) C: Figure 4 (Potassium bromide tablet method) (7) Color reaction B: Iodine reaction, Remieux reaction, positive Ninhydrin reaction, ferric chloride reaction Negative C: Iodine reaction, Remieux reaction, positive Ninhydrin reaction, ferric chloride reaction Negative (8) Appearance B: Slight yellow powder C: Slight yellow powder (9) Distinction between neutral, acidic, and basic B: Behaves as a neutral or weakly acidic substance (by electrophoresis) C: Neutral or weakly acidic substance (by electrophoresis) (10) Silica gel thin layer chromatography B: Rf = 0.34 (chloroform: methanol =
5:1) = 0.51 (acetone:benzene =
5:1) C:Rf=0.27 (chloroform:methanol=
5:1) = 0.07 (acetone:benzene =
5:1) (11) Solubility B: Soluble in methanol, acetone, benzene, chloroform, n-hexane,
Slightly soluble in water C: Soluble in methanol, acetone, benzene, chloroform, n-hexane,
SF-, an antibiotic belonging to the genus Dactylosporangium that is sparingly soluble in water2
A new antibiotic SF-2107B having the following characteristics, characterized by culturing a 2107B substance or SF-2107C substance producing bacterium and collecting the antibiotic SF-2107B substance or SF-2107C substance from the obtained culture.
substance or SF-2107C substance (new antibiotic SF-
2107B substance and SF-2107C substance (hereinafter referred to as B and C, respectively). (1) Elemental analysis values B: 53.66% by weight of carbon, 6.75% by weight of hydrogen (contains no nitrogen, sulfur, phosphorus, or halogen) C: 57.50% by weight of carbon, 7.04% by weight of hydrogen (contains no nitrogen, sulfur, phosphorus, or halogen) (2) Molecular weight B: 900 to 1100 (by gel filtration method) C: 900 to 1100 (by gel filtration method) (3) Melting point B: 170° to 175°C (gradually melting) C: 155° to 168°C (gradual melting) (4) Specific optical rotation B: [α] 23 D -5° (c1, methanol) C: [α] 23 D +29.8° (c1, methanol) (5) Ultraviolet absorption spectrum B: Shown in Figure 1 (in methanol) C: Shown in Figure 3 (in methanol) (6) Infrared absorption spectrum B: Shown in Figure 2 (potassium bromide tablet method) C: Figure 4 (Potassium bromide tablet method) (7) Color reaction B: Iodine reaction, Remieux reaction, positive Ninhydrin reaction, ferric chloride reaction, negative C: Iodine reaction, Remieux reaction, positive Ninhydrin reaction, ferric chloride reaction, negative ( 8) Appearance B: Slightly yellow powder C: Slightly yellow powder (9) Distinction between neutral, acidic, and basic B: Behavior as a neutral or weakly acidic substance (by electrophoresis) C: Behavior as a neutral or weakly acidic substance (by electrophoresis) (10) Silica gel thin layer chromatography B: Rf = 0.34 (chloroform: methanol =
5:1) = 0.51 (acetone:benzene =
5:1) C:Rf=0.27 (chloroform:methanol=
5:1) = 0.07 (acetone:benzene =
5:1) (11) Solubility B: Soluble in methanol, acetone, benzene, chloroform, n-hexane,
Slightly soluble in water C: Soluble in methanol, acetone, benzene, chloroform, n-hexane,
poorly soluble in water
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56015598A JPS57129692A (en) | 1981-02-06 | 1981-02-06 | Novel antibiotic sf-2107b substance and/or sf-2107c substance, and their preparations |
| GB8108518A GB2073170B (en) | 1980-04-01 | 1981-03-18 | Antibiotics sf-2107 a-1,b and c and process for preparing the same |
| DE3111582A DE3111582C2 (en) | 1980-04-01 | 1981-03-24 | Antibiotic substance SF-2107 A-1 |
| FR8106570A FR2479232A1 (en) | 1980-04-01 | 1981-04-01 | NOVEL ANTIBIOTIC SUBSTANCE OF SERIES SF-2107 AND PROCESS FOR PREPARING THE SAME |
| US06/313,370 US4396603A (en) | 1980-04-01 | 1981-10-21 | Novel antibiotic SF-2107 series substance and process for preparing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56015598A JPS57129692A (en) | 1981-02-06 | 1981-02-06 | Novel antibiotic sf-2107b substance and/or sf-2107c substance, and their preparations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57129692A JPS57129692A (en) | 1982-08-11 |
| JPS6254431B2 true JPS6254431B2 (en) | 1987-11-14 |
Family
ID=11893149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56015598A Granted JPS57129692A (en) | 1980-04-01 | 1981-02-06 | Novel antibiotic sf-2107b substance and/or sf-2107c substance, and their preparations |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57129692A (en) |
-
1981
- 1981-02-06 JP JP56015598A patent/JPS57129692A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57129692A (en) | 1982-08-11 |
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