JPS58146289A - Novel physiologically active substance i-639b and its preparation - Google Patents
Novel physiologically active substance i-639b and its preparationInfo
- Publication number
- JPS58146289A JPS58146289A JP2811582A JP2811582A JPS58146289A JP S58146289 A JPS58146289 A JP S58146289A JP 2811582 A JP2811582 A JP 2811582A JP 2811582 A JP2811582 A JP 2811582A JP S58146289 A JPS58146289 A JP S58146289A
- Authority
- JP
- Japan
- Prior art keywords
- physiologically active
- active substance
- substance
- novel physiologically
- culture
- 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
- 239000013543 active substance Substances 0.000 title claims abstract description 14
- 241000228212 Aspergillus Species 0.000 claims abstract description 6
- 238000012258 culturing Methods 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 241000233866 Fungi Species 0.000 abstract description 10
- 241000228245 Aspergillus niger Species 0.000 abstract description 5
- 230000000694 effects Effects 0.000 abstract description 3
- 230000012010 growth Effects 0.000 abstract description 2
- 230000000050 nutritive effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 description 21
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000000862 absorption spectrum Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 239000006159 Sabouraud's agar Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- UXTMROKLAAOEQO-UHFFFAOYSA-N chloroform;ethanol Chemical compound CCO.ClC(Cl)Cl UXTMROKLAAOEQO-UHFFFAOYSA-N 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000001766 physiological effect Effects 0.000 description 2
- 239000012449 sabouraud dextrose agar Substances 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical group [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- MIGGJPIAMPJCES-HOQBHHMFSA-N (e)-3-phenyl-1-[(2s,5r)-2,4,5-trimethylpiperazin-1-yl]prop-2-en-1-one Chemical compound C[C@H]1CN(C)[C@H](C)CN1C(=O)\C=C\C1=CC=CC=C1 MIGGJPIAMPJCES-HOQBHHMFSA-N 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000588724 Escherichia coli Species 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
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 241000228150 Penicillium chrysogenum Species 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- 229920005654 Sephadex Polymers 0.000 description 1
- 239000012507 Sephadex™ Substances 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000002814 agar dilution Methods 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 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
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000012136 culture method Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000002523 gelfiltration Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000009630 liquid culture Methods 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000006916 nutrient agar Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- 230000002786 root growth Effects 0.000 description 1
- 238000010898 silica gel chromatography Methods 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
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 125000000185 sucrose group Chemical group 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- 235000015099 wheat brans Nutrition 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は新生理活性物質エーロ59Bおよびその製造法
に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a new physiologically active substance Aero59B and a method for producing the same.
本発明の新生理活性物質エーロ59Bは下記の構造式で
示されるN−メチル−トランス−2,5−ジメチル−N
′−シンナモイルピペラジンであり、その理化学的性質
は次の通りである。The new physiologically active substance Aero59B of the present invention is represented by the following structural formula: N-methyl-trans-2,5-dimethyl-N
'-cinnamoylpiperazine, and its physicochemical properties are as follows.
1) 分子量:25B(マススペクトル)2)分子式’
016 H22N、0
5)旋光性:〔α)o −+1o 5.2°(0=1.
1.Mθ0H)4) 紫外部吸収スペクトル: 第1
図に示し7た通り。λmax280nrn(ε= 22
400)
5) 赤外部吸収スペクトル:第2図に示した通り。1) Molecular weight: 25B (mass spectrum) 2) Molecular formula'
016 H22N, 0 5) Optical rotation: [α) o −+1o 5.2° (0=1.
1. Mθ0H) 4) Ultraviolet absorption spectrum: 1st
As shown in Figure 7. λmax280nrn(ε=22
400) 5) Infrared absorption spectrum: As shown in Figure 2.
6) 核謎翅膿スー9トル:第3図に示した通り。6) Nuclear mystery wing pus 9 tors: As shown in Figure 3.
(/
7) 呈色反応; ドラー丁ソドル反応、0−)IJジ
ン−に工反応が陽性8)溶解性 、 メタノール、エタ
ノール、酢酸エチル、クロロホルム。(/7) Color reaction; Doler-Ding-Sodol reaction, 0-) IJ-gin reaction is positive. 8) Solubility, methanol, ethanol, ethyl acetate, chloroform.
ベンゼンに易溶、n−へ午サン、11−へブタンに可溶
、水に錘溶である。It is easily soluble in benzene, soluble in n-hebutane and 11-hebutane, and slightly soluble in water.
9)駿1質の色:無色、油状物質、空気中で次第に黄色
に着色する。9) Color of Shun 1 substance: Colorless, oily substance, gradually turns yellow in the air.
10) 安定性:酸性では不安定、中性〜アルカリ性
で比較的安定である。10) Stability: Unstable in acidic conditions, relatively stable in neutral to alkaline conditions.
本発明の新生理活性物質、T −659B (CF、、
アスペルギルス属に属する当該物pの生産能を有する糸
状菌を培地に培養し、培養物から当該物質を採1”yす
ることによって製造することができる。The new physiologically active substance of the present invention, T-659B (CF,
It can be produced by culturing a filamentous fungus belonging to the genus Aspergillus and having the ability to produce the substance in a medium, and collecting the substance from the culture.
新生理活性物質ニー 639Bの生産能を有する糸状菌
としては、たとえば土壌から分離さオ]たアスペルギル
ス(Aspergillus )属に属する糸状菌、ア
スペルキルス、ニガーエーロ39(’AJ117105
)かある。本菌株の菌学的性質U K、 B、 Rap
θr andD、 L、 Fennell著「ザ・ジー
ナス・アスペルギルス」(1965)第293頁に従い
検索しまた結果、アスペルギルス・ニガーの同種とみな
されることからアスペルキルス・ニガーと同定1−た。Examples of filamentous fungi capable of producing the new physiologically active substance Ni 639B include filamentous fungi belonging to the genus Aspergillus that were isolated from soil, Aspergillus niger, and Nigaero 39 ('AJ117105).
) or there is. Mycological properties of this strain UK, B, Rap
A search was conducted according to θr and D.L. Fennell, "The Genus Aspergillus" (1965), p. 293, and the result was that it was identified as Aspergillus niger since it was considered to be the same species as Aspergillus niger.
本菌株は倣工研に寄託さねており、その寄託番号はFE
BM P−6522号である。This strain has not been deposited with the Institute of Imitation Technology, and its deposit number is FE.
It is BM P-6522.
新生理活性物質エーロ59Bは、上記糸状菌を原則的に
一般糸状菌の培養方法に準じて固体培養。The new physiologically active substance Aero 59B is obtained by culturing the above filamentous fungus on a solid state in principle in accordance with the culture method for general filamentous fungi.
液体培養法のいずれかの方法で培養し、培養物から分離
、採取することにより得られる0、ここで培地の炭素源
としてシュクロース、グルコース、澱粉など、窒素源と
して硝酸ソーダ、フスマ、大豆粉などがあり、さらにリ
ン酸1カリウム、硝酸マグネシウム、塩化カルシウム、
硫酸第1鉄などの無機地類や酵母エキス、′:j−ン。0 obtained by culturing by any of the liquid culture methods and separating and collecting from the culture. Here, the carbon source of the medium is sucrose, glucose, starch, etc., and the nitrogen source is sodium nitrate, bran, soybean flour. In addition, monopotassium phosphate, magnesium nitrate, calcium chloride,
Inorganic substances such as ferrous sulfate and yeast extract, ':j-n.
ステイープ・リカー、麦芽エキスなどの微生物の生育を
促進したり、目的とする物質の生産間の向上に資する成
分を添加することができる。Components that promote the growth of microorganisms, such as staple liquor and malt extract, or that contribute to improving the production of the target substance, can be added.
十記糸状菌を10〜40°C1望ましl:l:20〜′
50°Cで2〜60日程度培養することにより目的とす
るエーロ59B物質が生成する。培養物から■−659
B物質を単離するには通常の培養生産物の単離に用いら
れる手法を適用することができ、たとえは培養物から常
法により菌体等のl1Iif形分を除いた液体区分また
は固体培養物に対し溶媒伸出、シリカゲルクロマトグラ
フィ、ゲル濾過などを血相する、。Ten filamentous fungi at 10~40°C1 l:l:20~'
The desired Aero59B substance is produced by culturing at 50°C for about 2 to 60 days. ■-659 from culture
To isolate Substance B, methods used for the isolation of ordinary culture products can be applied, for example, liquid division or solid culture in which l1Iif components such as bacterial bodies are removed from the culture by a conventional method. We perform solvent elongation, silica gel chromatography, gel filtration, etc. on substances.
本発明の新生理活性物質エーロ59Bは以下に示す生理
活性を有している。The new physiologically active substance Aero59B of the present invention has the following physiological activities.
a)抗菌性
スタフィロコッカス・アウレス、バチルス・ズブチリス
、エシェリヒア・コリ、シュードモナス・アエルギノー
サなどの細菌やギャンディダ・アルビカンス、ザッカロ
ミセス・セレビシェ、ペニシリウム・クリゾゲナムなど
の真菌に対して100μf/mlでは抗菌作用を示さな
かつプこ。なお、細菌に−)いては栄養寒天、真菌につ
いてはサブロー寒天を用い、寒天希釈法で測定し、た。a) Antibacterial properties Shows antibacterial activity at 100 μf/ml against bacteria such as Staphylococcus aures, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa, and fungi such as Gandida albicans, Zaccharomyces cerevisiae, and Penicillium chrysogenum. Nakatsupuko. The measurements were carried out by the agar dilution method using nutrient agar for bacteria and Sabouraud agar for fungi.
b)植物生理活性
シャーレ中でレタス種子を発芽させ、(の供給水中にエ
ーロ59B物質を含ませ、根の伸長に対する阻害作用を
観察した。結果を第1表に示す。b) Plant Physiological Activity Lettuce seeds were germinated in a petri dish, Aero 59B substance was included in the water supplied, and the inhibitory effect on root elongation was observed. The results are shown in Table 1.
第1表
08
026
100 40
200 70
表から明らかなように、I−(S−39B物質はh]成
りの1!(濃度で根の生長を阻害する活性を有している
。本物質はこのような活性を示すことから除草剤等への
用遼が期待できる。Table 1 08 026 100 40 200 70 As is clear from the table, the substance S-39B has the activity of inhibiting root growth at a concentration of 1! Because it exhibits such activity, it can be expected to be used as a herbicide.
次に、本発明の実施例を示す。Next, examples of the present invention will be shown.
実施例
1tの平底三角フラスコに小麦フスマ5017’と水5
51を加え、120°Cで20分間2回オートクレーブ
殺菌した。In the flat bottom Erlenmeyer flask of Example 1t, wheat bran 5017' and water 5
51 was added and sterilized by autoclaving twice for 20 minutes at 120°C.
一方、サブロー寒天斜面培地上で30°Cにて1週間培
養したアスペルギルス・ニガー エーロ59 (AJ1
17105) (rmRbrp−6s22)の胞子を上
記フスマ培地に接種し、時々攪拌しなから30°Cで1
3日間培養した。On the other hand, Aspergillus niger aero 59 (AJ1) was cultured on Sabouraud agar slant medium at 30°C for one week.
17105) (rmRbrp-6s22) was inoculated into the above bran medium and incubated at 30°C for 1 hour without stirring occasionally.
It was cultured for 3 days.
この培養フラスコ2本を集め、酢酸エチル1.41で抽
出した。酢酸エチル層に0.lN−H0t水溶液1tを
加え、■−659B物質を水層に転溶した。この水層を
取り、アンモニアを添加してアルカリ性とした後、再び
酢酸エチル1tを加えてエーロ59B物質を抽出し、こ
の酢酸エチル層を濃縮して油状物質9511?を得た。The two culture flasks were collected and extracted with 1.41 g of ethyl acetate. 0.0 to the ethyl acetate layer. 1 ton of 1N-H0t aqueous solution was added to transfer and dissolve the -659B substance into the aqueous layer. This aqueous layer is taken, ammonia is added to make it alkaline, 1 ton of ethyl acetate is added again to extract the Aero 59B substance, and this ethyl acetate layer is concentrated to make an oily substance 9511? I got it.
このようにして得た油状物質をシリカゲル(ワコーゲル
)カラムにかけ、クロロホルムーエタノール混液を10
0 : 1から10θ;6まで混合比を変えて溶出した
。溶出したニー669物質はドラーケンドルフ反応によ
って検出することができる。活性部分を集め、再度シリ
カゲルカラムにかけ、クロロホルム−エタノール混液(
1oo : 2)で溶出(7、得られた活性部分を濃M
LだのちセファデックスLl(−20にかけ、エーテル
−ヘプタン混1合溶媒で溶出し7た。次に、活性画分を
濃縮し、油状物質としてエーロ59B物質55譜を得だ
。本物質は前記した理化学的性質をイjしていることを
確かめた。The oily substance thus obtained was applied to a silica gel (Wako gel) column, and a chloroform-ethanol mixture was added to
Elution was carried out by changing the mixing ratio from 0:1 to 10θ:6. The eluted Ni669 substance can be detected by Drakendorff reaction. The active parts were collected, applied to a silica gel column again, and added to a chloroform-ethanol mixture (
Elute with 1oo:2) (7, the obtained active part is concentrated
After that, it was applied to Sephadex Ll (-20) and eluted with a mixed solvent of ether and heptane.Next, the active fraction was concentrated to obtain Aero 59B substance 55 as an oily substance.This substance was described above. It was confirmed that the physical and chemical properties of
第1図0エーロ59B物質の紫外部吸収スペクトル(メ
タノール)、第2図は当該物質の赤夕)線吸収スペクト
ル(CC4)+第5図は当該物質ノ核磁気共鳴スペクト
ル(aDcz3)である。
特許出願人 酒 井 平 −
−7=Figure 1 shows the ultraviolet absorption spectrum (methanol) of the 0Aero59B substance, Figure 2 shows the red light absorption spectrum (CC4) of the substance, and Figure 5 shows the nuclear magnetic resonance spectrum (aDcz3) of the substance. Patent applicant Hei Sakai − −7=
Claims (1)
39Bの生産能を有すZ菌株を培養し、培養物から新生
理活性物質エーロ39Bを採取することを特徴とする新
生理活性物質1−639Bの製造法。[Claims] 1) A new physiologically active substance Aero59B having the following structure. H3 2) A new physiologically active substance belonging to the genus Aspergillus 6
A method for producing a new physiologically active substance 1-639B, which comprises culturing a Z strain having the ability to produce 39B, and collecting the new physiologically active substance Aero 39B from the culture.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2811582A JPS58146289A (en) | 1982-02-25 | 1982-02-25 | Novel physiologically active substance i-639b and its preparation |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2811582A JPS58146289A (en) | 1982-02-25 | 1982-02-25 | Novel physiologically active substance i-639b and its preparation |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS58146289A true JPS58146289A (en) | 1983-08-31 |
Family
ID=12239808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2811582A Pending JPS58146289A (en) | 1982-02-25 | 1982-02-25 | Novel physiologically active substance i-639b and its preparation |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS58146289A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0633819U (en) * | 1992-03-16 | 1994-05-06 | 車体工業株式会社 | Part take-out mechanism in assembly parts quantitative feeder |
US7637045B2 (en) | 2004-07-06 | 2009-12-29 | Asagicreate Co., Ltd. | Surface light source and electrically illuminated signboard |
-
1982
- 1982-02-25 JP JP2811582A patent/JPS58146289A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0633819U (en) * | 1992-03-16 | 1994-05-06 | 車体工業株式会社 | Part take-out mechanism in assembly parts quantitative feeder |
US7637045B2 (en) | 2004-07-06 | 2009-12-29 | Asagicreate Co., Ltd. | Surface light source and electrically illuminated signboard |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
PETERSEN et al. | Production of cladospirone bisepoxide, a new fungal metabolite | |
JPS58146289A (en) | Novel physiologically active substance i-639b and its preparation | |
US20060111280A1 (en) | Novel substance fki-1033 and process for producing the same | |
JPS5939879A (en) | Novel physiologically active substance i-639a and its preparation | |
JPH02275898A (en) | New antibiotics KT-6291A and KT-6291B, microorganisms and manufacturing methods that produce them, and plant disease control agents | |
US2990330A (en) | Streptomyces griseus strain 528 nrrl 2607 antibiotic and fermentation process | |
JP3500670B2 (en) | MK8383 substance, its production method and fungicide for agricultural and horticultural use | |
JPH01290667A (en) | Novel antibiotic phthalexin and production thereof | |
JPH10245383A (en) | Asperparin, a method for producing the same and an insecticide containing the same as an active ingredient | |
JP3605432B2 (en) | Novel antibiotic AB5366, its production method and its use | |
JPH08333297A (en) | New anthraquinone derivative and its use | |
JPH01110653A (en) | Fungicidal fermentation product and composition | |
US3555075A (en) | Novel antifungal agents | |
JPH0748348A (en) | Novel antibiotics AB4015-B and AB4015-L, and their production and use | |
JPH1112280A (en) | AB5529, a new antibiotic, a method for producing the same and an insecticide | |
KR20000056350A (en) | A New Peptibol Antibiotic KGT14-3 Produced by Apiocrea sp. 14T and Production Method and Use thereof | |
JP4585644B2 (en) | Novel substance PF1223 and production method thereof | |
JPH06277084A (en) | New antibiotic ab4063-a and b, their production and use thereof | |
JPH1129520A (en) | Substance tuf95f47, its production and agricultural and horticultural germicide containing substance tuf95f47 | |
JP4619570B2 (en) | MB5747 substance and salt thereof, production method thereof, and agricultural and horticultural fungicide containing MB5747 substance or salt thereof as an active ingredient | |
JP2827417B2 (en) | Demethyl allosamidine and its production | |
GB2265147A (en) | Antibiotic eicosenoic acids | |
JP2000063376A (en) | Novel compound, its production, plant growth regulator herbicide and microbicide | |
JPH1045662A (en) | Novel antibiotics AB5362-A, -B and -C and their production and use | |
JPH02218686A (en) | Dc1149b, dc1149r and production thereof |