Antibiotic rubradirin and method of making same
    1.
    发明授权
    Antibiotic rubradirin and method of making same 失效
    抗生素rubradirin及其制备方法

    公开(公告)号:US3335057A

    公开(公告)日:1967-08-08

    申请号:US29265763

    申请日:1963-07-03

    Applicant: UPJOHN CO

    Abstract: An antibiotic rubradirin gives a red colour in acid solution and a green colour in alkaline solution, it is effective against gram positive and negative bacteria; it is soluble in ethyl acetate, 1-butanol, methyl ethyl ketone, methylene chloride, methanol and benzene and relatively insoluble in water; it has the following elemental analysis: C=57.31%, H=4.69%, N=5.25% and O=31.36%; molecular weight 1026\sB12; ultra-violet absorption spectrum (Fig. 2) showing maxima at 264 mm , a = 28.48; 337 mm , a = 34.73 and 515 mm , a = 1.58; and infra-red absorption spectrum as in Fig. 1. Rubradirin is produced by cultivating Streptomyces achromogenes var. rubradiris NRRL 3061 (N.C.I.B. 9516) in an aqueous nutrient medium containing an assimiliable source of carbon and nitrogen under aerobic conditions. The temperature is 18 DEG to 40 DEG C., pH 6 to 8 and duration of cultivation 2 to 10 days. Rubradirin may be recovered from the clarified broth by (a) extraction or (b) adsorption. Extraction from a broth of pH 3.2, by means of a solvent such as methylene chloride, may be followed by precipitation by a non-solvent such as Skellysolve B. Adsorption may be on strongly basic anion exchange resins, e.g. Amberlite IRS-400 or on silicic acid, alumina or "Florisil" (Registered Trade Mark), followed by elution with a solvent. Further purification may be by counter-current distribution, e.g. in the solvent system Skellysolve B, acetone and water (5 : 5 : 1). Rubradirin forms salts with organic and inorganic bases, e.g. alkali metal, alkaline earth metal and amine bases.

    Abstract translation: 抗生素rubradirin在酸性溶液中呈现红色,在碱性溶液中呈绿色,对革兰氏阳性菌和阴性菌有效; 它溶于乙酸乙酯,1-丁醇,甲基乙基酮,二氯甲烷,甲醇和苯,相对不溶于水; 它具有以下元素分析:C = 57.31%,H = 4.69%,N = 5.25%,O = 31.36%。 分子量1026 \ sB12; 紫外吸收光谱(图2)显示最大值为264 mm,a = 28.48; 337 mm,a = 34.73和515 mm,a = 1.58; 和红外吸收光谱如图1所示。 鲁布列宁是通过培养链霉菌(Streptomyces achromogenes var。 Rubradiris NRRL 3061(N.C.I.B.9516)在含氧营养培养基中,在需氧条件下含有可同化的碳源和氮源。 温度为18〜40℃,pH6〜8,培养时间为2〜10天。 可以通过(a)提取或(b)吸附从澄清的肉汤中回收鲁布丁灵。 通过溶剂如二氯甲烷从pH3.2的肉汤中提取,之后可以通过非溶剂如Skellysolve B沉淀。吸附可以在强碱性阴离子交换树脂上,例如, Amberlite IRS-400或硅酸,氧化铝或“Florisil”(注册商标),然后用溶剂洗脱。 进一步的纯化可以是逆流分布,例如 在溶剂体系Skellysolve B,丙酮和水(5:5:1)中。 Rubradirin与有机和无机碱形成盐,例如 碱金属,碱土金属和胺基。

    Antibiotics and process for producing the same using streptomyces caelestis
    2.
    发明授权
    Antibiotics and process for producing the same using streptomyces caelestis 失效
    抗生素及使用链霉菌生产相同的方法

    公开(公告)号:US3364115A

    公开(公告)日:1968-01-16

    申请号:US41412364

    申请日:1964-11-27

    Applicant: UPJOHN CO

    CPC classification number: C12P17/10 C07G11/00 C12P1/06 C12R1/465 Y10S435/886

    Abstract: 1,125,723. Desdanine and related antibiotics. UPJOHN CO. 8 Oct., 1965 [27 Nov., 1964], No. 42820/65. Heading C2A. [Also in Division A5] An antibiotic desdanine is coproduced with the known antibiotic celesticetin and a further antibiotic desdamethine, ethesdanine or a sulphur-containing antibiotic having the empirical formula R 1 .C -1 H 11 N 2 OS, where R 1 is C 3 to C 8 alkyl, by cultivating a celesticetinproducing strain of Streptomyces caelestis, e.g. NRRL 2418 (Specification 768,971) in an aqueous nutrient medium to which has been added an (#-alkylthio-α-amino acid of general formula wherein R is C 1 to C 8 alkyl and n is 1 to 4. Desdanine has the formula C 7 H 10 N 3 O. When the terminal alkylthio group of the added α-amino acid is (a) methylthio, desdamethine C 8 H 14 N 2 OS is coproduced; (b) ethylthio, ethesdanine C 9 H 16 N 2 OS is coproduced; (c) propylthio, C 10 H 18 N 2 OS is. coproduced; and (d) butylthio, C 11 H 20 N 2 OS is coproduced. Desdanine may be obtained by heating the aforesaid sulphur-containing antibiotics in dioxane. Desdanine is isolated from the clarified broth by extracting with methylene chloride at pH 6À3 to remove celesticetin, adjusting the pH of the extracted broth to pH 10, if required extracting with methylene chloride to remove ethesdanine, treating the extracted alkaline beer with 1-butanol and concentrating to form a crude. This may be purified by converting it to a water-soluble acid addition salt, e.g. HCl, and regenerating the desdanine by the addition of a base. Desdamethine is recovered from a clarified broth at pH 10 by extraction with nbutanol, re-extracting the butanol extract with dilute hydrochloric acid, adjusting to pH 10, extracting with methylene chloride and concentrating. The antibiotics are effective against gram positive and negative bacteria, and are mono basic, forming salts with acids such as hydrochloric, sulphuric and phosphoric acid. Desdamethine forms a hexafluoroarsenate and hexafluorophosphate which are useful as a parasiticide. Other properties are as follows:-

    Tirandamycin and process for making same
    8.
    发明授权
    Tirandamycin and process for making same 失效
    TIRANDAMYCIN及其制备方法

    公开(公告)号:US3671628A

    公开(公告)日:1972-06-20

    申请号:US3671628D

    申请日:1969-09-08

    Applicant: UPJOHN CO

    CPC classification number: C12P1/06 Y10S435/886

    Abstract: Antibiotic tirandamycin producible by culturing Streptomyces tirandis var. tirandis in an aqueous nutrient medium. Tirandamycin is active against Bacillus subtiles and can be used to minimize or prevent odor in fish and fish crates caused by this organism.

    Abstract translation: 通过培养链霉菌Streptomyces tirandis var。 在营养培养基中培养。 蒂拉达霉素对枯草芽孢杆菌具有活性,可用于最小化或防止由该生物体引起的鱼和鱼条的气味。

Patent Agency Ranking