JPS63107993A - Antibiotic substance tm-611 - Google Patents
Antibiotic substance tm-611Info
- Publication number
- JPS63107993A JPS63107993A JP61253154A JP25315486A JPS63107993A JP S63107993 A JPS63107993 A JP S63107993A JP 61253154 A JP61253154 A JP 61253154A JP 25315486 A JP25315486 A JP 25315486A JP S63107993 A JPS63107993 A JP S63107993A
- Authority
- JP
- Japan
- Prior art keywords
- antibiotic
- reaction
- acetone
- positive
- benzene
- 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.)
- Pending
Links
- 230000003115 biocidal effect Effects 0.000 title claims abstract description 28
- 239000000126 substance Substances 0.000 title claims abstract description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 33
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 24
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 15
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 239000013078 crystal Substances 0.000 claims abstract description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims abstract description 3
- 238000000921 elemental analysis Methods 0.000 claims abstract description 3
- 238000004992 fast atom bombardment mass spectroscopy Methods 0.000 claims abstract description 3
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 3
- 239000011630 iodine Substances 0.000 claims abstract description 3
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims abstract description 3
- FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 claims abstract description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000000862 absorption spectrum Methods 0.000 claims description 6
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 claims description 3
- 238000010521 absorption reaction Methods 0.000 claims description 2
- 238000005259 measurement Methods 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 241000192125 Firmicutes Species 0.000 abstract description 4
- 239000003242 anti bacterial agent Substances 0.000 abstract description 4
- 230000002401 inhibitory effect Effects 0.000 abstract description 3
- 239000003674 animal food additive Substances 0.000 abstract description 2
- 230000001747 exhibiting effect Effects 0.000 abstract 2
- 241000970901 Streptomyces olivoreticuli Species 0.000 abstract 1
- 239000003905 agrochemical Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 230000035755 proliferation Effects 0.000 abstract 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 abstract 1
- 239000002609 medium Substances 0.000 description 9
- 229920001817 Agar Polymers 0.000 description 6
- 239000008272 agar Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 4
- 230000001580 bacterial effect Effects 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 241000186361 Actinobacteria <class> Species 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 229940088710 antibiotic agent Drugs 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000012046 mixed solvent Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- 239000006188 syrup Substances 0.000 description 3
- 235000020357 syrup Nutrition 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 235000008504 concentrate Nutrition 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000011218 seed culture Methods 0.000 description 2
- 235000020183 skimmed milk Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- RFSUNEUAIZKAJO-VRPWFDPXSA-N D-Fructose Natural products OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-VRPWFDPXSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 1
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 1
- 241000196324 Embryophyta Species 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
- 108010010803 Gelatin Proteins 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 description 1
- SRBFZHDQGSBBOR-HWQSCIPKSA-N L-arabinopyranose Chemical compound O[C@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-HWQSCIPKSA-N 0.000 description 1
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 1
- 241001106041 Lycium Species 0.000 description 1
- 229910021380 Manganese Chloride Inorganic materials 0.000 description 1
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 1
- 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 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
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 1
- 239000006159 Sabouraud's agar Substances 0.000 description 1
- 241000576755 Sclerotia Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 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
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- PNNNRSAQSRJVSB-BXKVDMCESA-N aldehydo-L-rhamnose Chemical compound C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C=O PNNNRSAQSRJVSB-BXKVDMCESA-N 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N alpha-methyl toluene Natural products CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 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
- BNMJSBUIDQYHIN-UHFFFAOYSA-N butyl dihydrogen phosphate Chemical compound CCCCOP(O)(O)=O BNMJSBUIDQYHIN-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000012136 culture method Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 229930182830 galactose Natural products 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
- 238000002523 gelfiltration Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 235000001727 glucose Nutrition 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 230000009422 growth inhibiting effect Effects 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- KDCIHNCMPUBDKT-UHFFFAOYSA-N hexane;propan-2-one Chemical compound CC(C)=O.CCCCCC KDCIHNCMPUBDKT-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
- 229960000367 inositol Drugs 0.000 description 1
- RUTXIHLAWFEWGM-UHFFFAOYSA-H iron(3+) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 1
- 229910000360 iron(III) sulfate Inorganic materials 0.000 description 1
- 239000011565 manganese chloride Substances 0.000 description 1
- 229940099607 manganese chloride Drugs 0.000 description 1
- 235000002867 manganese chloride Nutrition 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- -1 oatmeal Substances 0.000 description 1
- 239000006877 oatmeal agar Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000002460 polyether antibiotic agent Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose 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[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 239000012449 sabouraud dextrose agar Substances 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Landscapes
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Compounds Of Unknown Constitution (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
【発明の詳細な説明】 (産業上の利用分野) 本発明は抗生物質に関する。[Detailed description of the invention] (Industrial application field) The present invention relates to antibiotics.
(従来の技術)
本発明の抗生物質は新規の物質であって、これと同一の
物理化学的性質を有する物質の存在は現在まで報告され
ていない。(Prior Art) The antibiotic of the present invention is a new substance, and the existence of a substance having the same physicochemical properties has not been reported to date.
(発明が解決しようとする問題点)
本発明の目的は、グラム陽性菌に対し増殖抑制作用を示
す新規の抗生物質を提供することにある。(Problems to be Solved by the Invention) An object of the present invention is to provide a novel antibiotic that exhibits a growth-inhibitory effect on Gram-positive bacteria.
(問題点を解決するための手段)
本発明の抗生物質を生産する菌株は、本発明者らが宮城
県仙台市の土壌より新たに分離した菌株であシ微生物の
名称「ストレプトパーティシリウム・オリポレチクリ(
5treptoverticil’lium ollv
oreticuli )TM−611Jおよび微生物寄
託番号「微工研菌寄第8972号(FEBM P−89
72) Jとして工業技術院微生物工業技術研究所に寄
託されておシ、この菌株を培養して得られる本発明の抗
生物質をTM−6Mと命名した。(Means for Solving the Problems) The strain producing the antibiotic of the present invention is a strain newly isolated by the present inventors from the soil of Sendai City, Miyagi Prefecture. Oripore Chikuri (
5treptoverticil'lium ollv
orticuli) TM-611J and microorganism deposit number ``FEBM P-89
72) The antibiotic of the present invention obtained by culturing this strain was named TM-6M.
この菌株の菌学的性状を以下に示す。The mycological properties of this strain are shown below.
1)形態
栄養菌糸は合成寒天培地および天然寒天培地においてよ
く発達し、不規則に分岐する。また隔壁は認められない
。胞子はシュウクロース・硝酸塩寒天培地、スターチ寒
天培地およびイースト・麦芽寒天培地などで中程度に形
成される。1) Morphotrophic hyphae are well developed and irregularly branched on synthetic and natural agar media. Also, no bulkheads are allowed. Spores are moderately formed on sucrose/nitrate agar, starch agar, and yeast/malt agar.
顕微鏡で観察すると、胞子形成菌子の分岐方法は1次ま
たは2次の車軸分岐で胞子は直鎖状に形成される。胞子
は通常10個以上の連鎖が認められ表面は平滑である。When observed under a microscope, the branching method of spore-forming mycelium is primary or secondary axle branching, and the spores are formed in a linear chain. Spores usually have a chain of 10 or more spores and have a smooth surface.
胞子の形状は楕円形で、その大きさはQ、57−α55
X O,58−0,98pである。菌核、胞子のり、
べん毛胞子は観察されない。The shape of the spore is oval, and its size is Q, 57-α55.
XO, 58-0, 98p. sclerotia, spore paste,
No flagellar spores are observed.
2)培地上での生育状態
各種培地上に30℃で14日間培養した時の肉眼的観察
結果を第1表に示す。2) Growth status on culture media Table 1 shows the results of macroscopic observation when cultured on various media at 30°C for 14 days.
第1表生育状態
3)生理的性質
(1)生育温度範囲
オートミール寒天培地上において25−37℃の範囲で
良好に生育する。10℃以下、45℃以上の温度範囲で
は生育しない。Table 1 Growth status 3) Physiological properties (1) Growth temperature range Grows well on oatmeal agar medium in the range of 25-37°C. It does not grow at temperatures below 10°C and above 45°C.
(2)生化学的性質
a)好気性、嫌気性の区別: 好気性b)ゼラチンの
液化: 陽性
C)脱脂乳の凝固: 陰性
d)脱脂乳のペプトン化: 陽性
e)スターチの加水分解: 陽性
f)メラニン様色素生成: 陽性
(3)炭素源の利用
(プリドハム・ゴドリープ寒天培地上)利用する:D−
グルコース、D−フラクトース、イノシトール、ガラク
トース。(2) Biochemical properties a) Distinction between aerobic and anaerobic: Aerobic b) Liquefaction of gelatin: Positive C) Coagulation of skim milk: Negative d) Peptonization of skim milk: Positive e) Hydrolysis of starch: Positive f) Melanin-like pigment production: Positive (3) Use of carbon source (on Pridham-Godreep agar medium): D-
Glucose, D-fructose, inositol, galactose.
スターチ。starch.
わずかに利用する:シーウクロース、L−ラムノース、
D−マンニット。Slightly used: Seaucrose, L-rhamnose,
D-mannit.
利用しない:L−アラビノース、D−キシロース、ラフ
ィノース。Not used: L-arabinose, D-xylose, raffinose.
以上の性状から本菌株が放線菌に属することは明らかで
あり、上記諸性状を工、 S、 P、 rジ・インター
ナショナル番ストレプトミセス・プロジェクト」、バー
ジル著「マニュアル・オプ・ディターミナティブ・バク
テリオロジー」第8版(1974年)およびワックスマ
ン著「ジ・アクチノミセテス」第2巻(1961年)に
報告されている多くの既知菌種と比較した結果、本菌株
はストレグドパ−ティシリウム惨オリボレチクリ(S槓
趣罵唄cilム画o11voreticua )に最も
近い性状を示していた。From the above properties, it is clear that this strain belongs to actinomycetes, and based on the above properties, we have published the book "Manual of Determinative Bacteria" by Virgil. As a result of comparison with many known bacterial species reported in ``The Actinomycetes'' by Waxman, 8th edition (1974) and ``The Actinomycetes'' by Waxman, Volume 2 (1961), this strain was found to be S. It showed the properties closest to those of the 11 voreticua.
以上の結果より本菌株はストレプトパーティシリウム・
オリポレチクリと種を同じくするものと判断し、本菌株
をストレプトパーティシリウム・オリボレチクリTM−
61jと命名した。From the above results, this strain is Streptparticillium
This strain was determined to be the same species as Streptocarticillium oliporeticuli TM-
It was named 61j.
抗生物質TM−611の生産は大略一般の発酵生産物を
生産する場合に準じ、各種の栄養物質を含む培地でTM
−6’11株を好気的条件下で培養することによシ行う
。The production of antibiotic TM-611 is roughly similar to the production of general fermentation products, and TM-611 is produced in a medium containing various nutritional substances.
-6'11 strain is cultured under aerobic conditions.
培地は主として液体培地を用い炭素源としてはグルコー
ス、廃糖蜜、スターチなどを単独か、または混合して用
いる。窒素源としては肉エキス、オートミール、酵母エ
キス、大豆粉、ポリペプトンなどを単独か、または混合
し用いる。The medium is mainly a liquid medium, and the carbon source is glucose, molasses, starch, etc., either alone or in combination. As the nitrogen source, meat extract, oatmeal, yeast extract, soybean flour, polypeptone, etc. may be used alone or in combination.
その他本菌株の生育を助は抗生物質TM−611の生産
を促進する有機物および無機塩を適当に添加することが
できる。消泡剤としては、オクチルアルコール、n−ブ
チルホスフェイト、シリコンなど常用の消泡剤を用いる
ことができる。In addition, organic substances and inorganic salts that aid the growth of this strain and promote the production of antibiotic TM-611 can be appropriately added. As the antifoaming agent, commonly used antifoaming agents such as octyl alcohol, n-butyl phosphate, and silicone can be used.
培養方法は振とう培養、通気かくはん培養などの好気培
養が適しておりpH4−8,25−35℃で3−6日間
、望ましくはp)46−7.28−30℃で4日間培養
する。As for the culture method, aerobic culture such as shaking culture or aeration agitation culture is suitable, and the culture is carried out at pH 4-8, 25-35°C for 3-6 days, preferably p)46-7.28-30°C for 4 days. .
この培養により生産された抗生物質TM−611を単離
するには、発酵生産物を採取する一般的な方法に準じて
行えばよい。抗生物質TM−611は主に菌体内に畜積
されるので、たとえば次の方法が効果的である。すなわ
ち、培養終了後遠心分離または、濾過により分離した菌
体かも抗生物質TM−611ヲ低Rアルコール、アセト
ンなどの有機溶媒で抽出し、この抽出液を濃縮後 酢酸
エチル、ベンゼン、クロロホルムなどの非水溶性有機溶
媒に転溶し、これを濃縮してシロップ状とする。The antibiotic TM-611 produced by this culture can be isolated according to a general method for collecting fermentation products. Since the antibiotic TM-611 is mainly accumulated within bacterial cells, the following method is effective, for example. That is, after the completion of culture, bacterial cells isolated by centrifugation or filtration are extracted with antibiotic TM-611 using an organic solvent such as low R alcohol or acetone, and this extract is concentrated and then extracted with an organic solvent such as ethyl acetate, benzene, or chloroform. Transfer to a water-soluble organic solvent and concentrate to form a syrup.
このシロップを再度ベンゼン、酢酸エチル、アセトン、
エタノールなどの有機溶媒に溶解し、シリカゲル(和光
紬薬、ワコーゲルC−200)を用いたカラムクロマト
グラフィーおよびセファデックスLH−20(商品名、
ファルマシア社製)を用いたゲルv5過に付すことによ
シ抗生物質TM−611を精製、単離することができる
。Add this syrup again to benzene, ethyl acetate, acetone,
Column chromatography using silica gel (Wako Tsumugi, Wako Gel C-200) and Sephadex LH-20 (trade name,
The antibiotic TM-611 can be purified and isolated by filtration using gel v5 (manufactured by Pharmacia).
以上の精製方法で単離された抗生物質TM−611は下
記の理化学的性質を有している。The antibiotic TM-611 isolated by the above purification method has the following physical and chemical properties.
理化学的性質
a)外観 白色針状結晶
b)m、p、 203−205℃C)元素分析
値 C:62.97%H:a69%Na:3.16%
d)分子量 FABMS:m/z 705(M+
H)+e)分子式 C37H61011Naf)比
旋光度 〔α)’D’ =+ 2 q、2°(c =
0.5. CHC4)g)紫外線吸収スペクトル
末端吸収
h)赤外線吸収スペクトル
KBr錠中で測定した結果を第1図に示す。Physical and chemical properties a) Appearance White needle-like crystals b) m, p, 203-205°C C) Elemental analysis C: 62.97% H: a69% Na: 3.16% d) Molecular weight FABMS: m/z 705 (M+
H) + e) Molecular formula C37H61011Naf) Specific optical rotation [α)'D' = + 2 q, 2° (c =
0.5. CHC4) g) Ultraviolet absorption spectrum Terminal absorption h) Infrared absorption spectrum The results of measurements in KBr tablets are shown in FIG.
i)la−NMRスペクトル
cvctB中400 MHzで測定した結果を第2図に
示す。i) la-NMR spectrum The results measured at 400 MHz in cvctB are shown in FIG.
j) +3c −N MRスペクトル
cDct3中100 MHzで測定した結果を第3図に
示す。j) +3c-N MR spectrum The results measured at 100 MHz in cDct3 are shown in FIG.
k)溶媒に対する溶解性 水に不溶、メタノール、エタノール。k) Solubility in solvents Insoluble in water, methanol, ethanol.
アセトン、酢酸エチル、ベンセン、ク ロロホルム、n−ヘキサンニ可溶。Acetone, ethyl acetate, benzene, Soluble in loloform and n-hexane.
t)呈色反応
ニンヒドリン、塩化第二鉄反応:陰性
バニリン−硫酸、ヨード反応 :陽性
m)塩基性、酸性、中性の区別:遊離体では弱酸性をし
めす。t) Color reaction Ninhydrin, ferric chloride reaction: Negative Vanillin-sulfuric acid, iodine reaction: Positive m) Distinction between basic, acidic and neutral: The free form is weakly acidic.
以上の理化学的性質と一致する性状を有する抗生物質は
報告されておらず、抗生物質TM−611は新規の抗生
物質であると考えられる。No antibiotics having properties consistent with the above-mentioned physicochemical properties have been reported, and antibiotic TM-611 is considered to be a new antibiotic.
なお、抗生物質TM−611に比較的類似した物質とし
てレイドロマイシン、アルポリキシン、X206などの
ポリエーテル系抗生物質を挙げることができるが、これ
らは融点、比旋光度2元素分析値、 1H−N M R
スペクトルおよび分子量が抗生物質TM−611のそれ
と明らかに相違する。In addition, polyether antibiotics such as laidromycin, alpolixin, and X206 can be mentioned as substances relatively similar to the antibiotic TM-611; M.R.
The spectrum and molecular weight are clearly different from those of the antibiotic TM-611.
(作 用)
抗生物質TM−611は、グラム陽性菌に対し増殖抑・
制作用を有する。(Action) Antibiotic TM-611 inhibits the growth of Gram-positive bacteria.
Has one for production.
以下、試験例を挙げ抗生物質TM〜611の作用を具体
的に説明する。Hereinafter, the action of antibiotic TM-611 will be specifically explained with reference to test examples.
試験例
日本化学療法学会法に準じ、細菌には抗生物質TM−6
11を加、1fc感受性デイスク寒天培地を用い、カビ
、酵母には同様に処理したサブロー寒天培地を用いMI
C(最小発育阻止濃度)を測定した。Test example: According to the Japanese Society of Chemotherapy method, antibiotic TM-6 is used for bacteria.
11, using a 1fc sensitive disc agar medium, and for molds and yeasts, using a similarly treated Sabouraud agar medium.
C (minimum inhibitory concentration) was measured.
その結果を第2表に示す。The results are shown in Table 2.
第2表 抗菌作用
(発明の効果)
本発明の抗生物質TM−611は、以上の諸性状を有し
、グラム陽性菌に対して増殖抑制作用を有する新規なポ
リエーテル抗生物質であり、医薬。Table 2 Antibacterial action (effects of the invention) The antibiotic TM-611 of the present invention is a novel polyether antibiotic that has the above-mentioned properties and has a growth-inhibiting action against Gram-positive bacteria, and is a pharmaceutical.
農薬および飼料添加剤として有用である。なお、必要に
応じて遊離体、カリウム塩、アンモニウム塩、カルシウ
ム塩などとして用いることができる。Useful as a pesticide and feed additive. In addition, it can be used as a free form, potassium salt, ammonium salt, calcium salt, etc., if necessary.
(実 施 例) 以下、実施例を挙げて本発明を具体的に説明する。(Example) The present invention will be specifically described below with reference to Examples.
実施例
(1)2重量%のグルコース、2重量%のオートミール
、C13重量%の肉エキス、0.3重量%の食塩、α2
5重量%の炭酸カルシウム、0.04重量%の硫酸第二
鉄、α04重量%の塩化マンガンを含有するpH7の無
菌液体培地にTM−611株を接種し、30℃ 72時
間振とり培養し種培養液とした。Example (1) 2% by weight glucose, 2% by weight oatmeal, C13% by weight meat extract, 0.3% by weight salt, α2
Strain TM-611 was inoculated into a pH 7 sterile liquid medium containing 5% by weight of calcium carbonate, 0.04% by weight of ferric sulfate, and 4% by weight of manganese chloride, and cultured with shaking at 30°C for 72 hours. It was used as a culture solution.
次に内容量5tのジャーファーメンタ−を用いて、種培
養と同じ組成の無菌培地3tに前記種培養液30−を接
種し、30℃ 96時間かくはん通気培養した。培養終
了後、2基分6tを遠心分離機で上澄液と菌体に分けた
。Next, using a jar fermenter with a capacity of 5 tons, the seed culture solution 30- was inoculated into 3 tons of a sterile medium having the same composition as the seed culture, and cultured with stirring at 30° C. for 96 hours. After the culture was completed, 6 tons of the two plants were separated into supernatant and bacterial cells using a centrifuge.
得られた菌体400りをアセトン1tで2回抽出し、こ
の抽出液を合わせ濃縮してアセトンを除去した。得られ
た水溶液を等量のベンゼンで2回抽出し、このベンゼン
区分を合わせ、無水硫酸ナトリウムで脱水後濃縮してか
っ色シロップ&42を得た。400 microbial cells obtained were extracted twice with 1 t of acetone, and the extracts were combined and concentrated to remove acetone. The resulting aqueous solution was extracted twice with an equal amount of benzene, and the benzene fractions were combined, dried over anhydrous sodium sulfate, and concentrated to obtain a brown syrup &42.
コノシロップをベンゼン10−に溶解しヘンセンで調製
したシリカゲル〔ワコーゲルC−200(商品名、和光
純薬裂)〕の〕300−力ラに吸着させた。ベンゼン6
00m1で洗浄後ベンゼン−アセトン(90:10)の
混合溶媒で溶出を行い、フラクションコレクターを用い
1フラクシヨン151づつ分画し、N15S−47まで
の区分を集めて濃縮乾固し粗粉末230■を得た。Conosyrup was dissolved in 10-benzene and adsorbed onto a 300-gluon of silica gel [Wakogel C-200 (trade name, Wako Pure Yakuri)] prepared by Hensen. benzene 6
After washing with 00ml, elute with a mixed solvent of benzene-acetone (90:10), fractionate into 151 fractions using a fraction collector, collect fractions up to N15S-47, and concentrate to dryness to obtain 230μ of a coarse powder. Obtained.
(2)前項1で得た粗粉末をクロロホルム′2艷に溶解
した後n−ヘキサン−アセトン(90:10)の混合溶
媒で調製したシリカゲル〔クコ6ゲルC−200(商品
名、和光純薬契)〕の1001n1.カラムに吸着させ
た。(2) Silica gel [Lycium 6 Gel C-200 (trade name, Wako Pure Chemical Industries, Ltd.) prepared by dissolving the crude powder obtained in the previous section 1 in chloroform and then using a mixed solvent of n-hexane-acetone (90:10) 1001n1. It was adsorbed onto the column.
カラム調製時と同じ混合溶媒で溶出を行い、フラクショ
ンコレクターを用い1フラク7ヨン52づつ分画し、1
la22−104までの区分を集めた。Elute with the same mixed solvent used when preparing the column, and use a fraction collector to fractionate 1 fraction into 7 and 52 fractions.
Classifications up to la22-104 were collected.
この区分を濃縮乾固後、常法通りナトリウム塩とした後
、更にアセトンに溶解し、セファデックスLH−20(
商品名;ファルマシア社製)を用いてアセトンでゲル濾
過を行い、得られた活性区分を集め濃縮乾固した。After concentrating this fraction to dryness and converting it into a sodium salt in the usual manner, it was further dissolved in acetone and Sephadex LH-20 (
Gel filtration was performed with acetone using acetone (trade name; manufactured by Pharmacia), and the obtained active fractions were collected and concentrated to dryness.
これを再び少量のアセトンに溶解し、結晶化を行い抗生
物質TM−611の白色針状結晶を93キ得た。This was dissolved again in a small amount of acetone and crystallized to obtain 93 white needle-like crystals of antibiotic TM-611.
第1図はKBr錠で測定した抗生物質TM−611の赤
外線吸収スペクトル、第2図はCDCta中、400M
Hzで測定した抗生物質TM−611の1H−N M
Rスペクトル、第3図はC!DOts中、100 MH
zで測定した抗生物質TM−611の13C! −N
M Rスペクトルをしめす。Figure 1 shows the infrared absorption spectrum of antibiotic TM-611 measured with KBr tablets, Figure 2 shows the infrared absorption spectrum of antibiotic TM-611 measured in CDCta at 400M
1H-N M of antibiotic TM-611 measured in Hz
R spectrum, Figure 3 is C! 100 MH in DOts
13C of antibiotic TM-611 measured by z! -N
MR spectrum is shown.
Claims (1)
質TM−611。 a)外観 白色針状結晶 b)m.p. 203−205℃ c)元素分析値 C:62.97% H:8.69%
Na:3.16% d)分子量 FABMS:m/z 705(M+H)^
+e)分子式 C_3_7H_6_1O_1_1Naf
)比旋光度〔α〕^2^7_D=+29.2°(c=0
.5、CHCl_3)g)紫外線吸収スペクトル 末端吸収 h)赤外線吸収スペクトル KBr錠中で測定した結果を第1図に示す。 i)^1H−NMRスペクトル CDCl_3中、400MHzで測定した結果を第2図
に示す。 j)^1^3C−NMRスペクトル CDCl_3中、100MHzで測定した結果を第3図
に示す。 k)溶媒に対する溶解性 水に不溶、メタノール、エタノール、ア セトン、酢酸エチル、ベンゼン、クロロ ホルム、n−ヘキサンに可溶。 l)呈色反応 ニンヒドリン、塩化第二鉄反応:陰性 バニリン−硫酸、ヨード反応 :陽性 m)塩基性、酸性、中性の区別:遊離体では弱酸性をし
めす。[Claims] Antibiotic TM-611 having the following physical and chemical properties as a sodium salt. a) Appearance White needle-like crystals b) m. p. 203-205℃ c) Elemental analysis value C: 62.97% H: 8.69%
Na: 3.16% d) Molecular weight FABMS: m/z 705 (M+H)^
+e) Molecular formula C_3_7H_6_1O_1_1Naf
) Specific optical rotation [α] ^2^7_D = +29.2° (c = 0
.. 5. CHCl_3) g) Ultraviolet absorption spectrum Terminal absorption h) Infrared absorption spectrum The results of measurements in KBr tablets are shown in FIG. i)^1H-NMR spectrum The results measured at 400 MHz in CDCl_3 are shown in FIG. j)^1^3C-NMR spectrum The results measured at 100 MHz in CDCl_3 are shown in Figure 3. k) Solubility in solvents Insoluble in water, soluble in methanol, ethanol, acetone, ethyl acetate, benzene, chloroform, n-hexane. l) Color reaction Ninhydrin, ferric chloride reaction: Negative Vanillin-sulfuric acid, iodine reaction: Positive m) Distinction between basic, acidic and neutral: The free form is weakly acidic.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61253154A JPS63107993A (en) | 1986-10-24 | 1986-10-24 | Antibiotic substance tm-611 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61253154A JPS63107993A (en) | 1986-10-24 | 1986-10-24 | Antibiotic substance tm-611 |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS63107993A true JPS63107993A (en) | 1988-05-12 |
Family
ID=17247277
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61253154A Pending JPS63107993A (en) | 1986-10-24 | 1986-10-24 | Antibiotic substance tm-611 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63107993A (en) |
-
1986
- 1986-10-24 JP JP61253154A patent/JPS63107993A/en active Pending
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