Containing Six-membered Hetero Ring Patents (Class 435/122)
  • Patent number: 5264362
    Abstract: A microbiological process for the production of 6-hydroxynicotinic acid starting from 3-cyanopyridine. For this process, new microorganisms are used, which are capable of growing with 3-cyanopyridine as the sole carbon, nitrogen and energy source and of biotransforming it as substrate in 6-hydroxynicotinic acid.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: November 23, 1993
    Assignee: Lonza Ltd.
    Inventor: Andreas Kiener
  • Patent number: 5242816
    Abstract: A microbiological process for the terminal oxidation of alkyl groups in 5- or 6-ring heterocycles which are substituted with at least one alkyl group with more than 2 carbon atoms to carboxylic acids.
    Type: Grant
    Filed: July 3, 1991
    Date of Patent: September 7, 1993
    Assignee: Lonza Ltd.
    Inventor: Andreas Kiener
  • Patent number: 5238829
    Abstract: A microbiological process for the production of 6-hydroxypyrazinecarboxylic acid and/or its salts with microorganisms using picolinic acid and/or its salts. The microorganisms grow with picolinic acid and/or its salts as the sole carbon, nitrogen and energy source. In this way the formed 6-hydroxypyrazinecarboxylic acid is accumulated in the medium and then isolated.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: August 24, 1993
    Assignee: Lonza Ltd.
    Inventor: Andreas Keiner
  • Patent number: 5238830
    Abstract: A microbiological process for the production of 6-hydroxypicolinic acid starting from picolinic acid and/or its salts. The concentration of picolinic acid and/or its salts is selected so that the 6-hydroxypicolinic acid is not further metabolized. The process is performed either by microorganisms of genus Pseudomonas, Bacillus, Alcalioenes, Aerococcus, or Rhodotorula, or with biomass using picolinic acid, which grow with picolinic acid as the sole carbon, nitrogen and energy source.
    Type: Grant
    Filed: March 31, 1992
    Date of Patent: August 24, 1993
    Assignee: Lonza Ltd.
    Inventors: Andreas Kiener, Rainer Glockler, Klaus Heinzmann
  • Patent number: 5236832
    Abstract: A microbiological process for the oxidation of methyl groups in aromatic 5- or 6-member ring heterocycles to the corresponding carboxylic acid. The heterocycle serves as the substrate and exhibits no substituent on the carbon atoms adjacent to the methyl groups to be oxidized. The reaction of the heterocycle takes place by means of microorganisms of the genus Pseudomonas utilizing toluene, xylene, or cymene. The enzymes of the microorganisms been previously induced.
    Type: Grant
    Filed: October 30, 1991
    Date of Patent: August 17, 1993
    Assignee: Lonza, Ltd.
    Inventor: Andreas Kiener
  • Patent number: 5225339
    Abstract: The present invention discloses the preparation of R-configured trialkylsilylethynyl .alpha.-alcohols from similarly substituted .alpha.-ketones, and vice versa, catalyzed by the alcohol dehydrogenase of Lactobacillus kefir, ATCC No. 35411. Also disclosed is the acceptance or transfer of a hydride ion from or to the pro-R face of NADPH or NADP, respectively, as catalyzed by that enzyme.
    Type: Grant
    Filed: February 26, 1992
    Date of Patent: July 6, 1993
    Assignee: The Scripps Research Institute
    Inventors: Chi-Huey Wong, Curt W. Bradshaw
  • Patent number: 5217884
    Abstract: A process using microorganisms which contain genes, which form an active xylene monooxygenase, which form no effective, chromosomally or plasmid-coded alcohol hydrogenase, and which are, thus, capable of hydroxylating methyl groups on aromatic 5- or 6-atom heterocycles to the corresponding hydroxymethyl derivatives, for the production of hydroxymethylated 5- or 6-atom heterocycles.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: June 8, 1993
    Assignee: Lonza Ltd.
    Inventors: Thomas Zimmermann, Andreas Kiener, Shigeaki Harayama
  • Patent number: 5213973
    Abstract: A microbiological process for oxidation of methyl groups in aromatic 5- or 6-ring heterocycles to the corresponding carboxylic acid. The reaction of the heterocycle takes place by microorganisms of the genus Pseudomonas, which utilize toluene, xylene or cymene. An inducer, the aromatic heterocycle, as the substrate, and a carbon source and energy source are fed in and, after the maximal product concentration is reached, the product is separated.
    Type: Grant
    Filed: July 3, 1991
    Date of Patent: May 25, 1993
    Assignee: Lonza Ltd.
    Inventor: Frans Hoeks
  • Patent number: 5204249
    Abstract: The invention relates to a novel process for the preparation of carebastine and similar materials from ebastine or terfenadine by oxidization using microorganisms. Carebastine and similar materials are used for the treatment of allergic disorders and as antihistamines.
    Type: Grant
    Filed: October 25, 1991
    Date of Patent: April 20, 1993
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Harry Schwartz, Henning Bottcher
  • Patent number: 5182197
    Abstract: A microbiological process for the production of 6-hydroxypicolinic acid starting from picolinic acid and/or its salts. The concentration of picolinic acid and/or its salts is selected so that the 6-hydroxypicolinic acid is not further metabolized. The process is performed either by microorganisms of genus Pseudomonas, Bacillus, Alcaligenes, Aerococcus, or Rhodotorula, or with biomass using picolinic acid, which grow with picolinic acid as the sole carbon, nitrogen and energy source.
    Type: Grant
    Filed: February 4, 1992
    Date of Patent: January 26, 1993
    Assignee: Lonza Ltd.
    Inventors: Andreas Kiener, Rainer Glockler, Klaus Heinzmann
  • Patent number: 5173412
    Abstract: Microorganisms, which are capable of growing with pyrazine as the sole carbon, nitrogen and energy source. These microorganisms hydroxylate pyrazine derivatives of general formula: ##STR1## to hydroxylated pyrazine derivatives of general formula: ##STR2## and the latter are accumulated in the growth medium.
    Type: Grant
    Filed: November 6, 1991
    Date of Patent: December 22, 1992
    Assignee: Lonza, Ltd.
    Inventors: Andreas Kiener, Klaus Heinzmann, Michael Bokel
  • Patent number: 5166060
    Abstract: Pyridine-2,3-dicarboxylic acids are prepared by the action of 2,3-dihydroxybenzoate-3,4-dioxygenase on 2,3-dihydroxybenzoic acids in a liquid medium which lacks active decarboxylase and which has a pH from 4 to 9, an ionic strength below about 1 molar, and a low concentration of metal cations and complex anions. In close temporal proximity, the 2-hydroxy-3-carboxymuconic acid semialdehyde which forms is allowed to react with a source of ammonia or a primary amine, avoiding substantial decarboxylation.
    Type: Grant
    Filed: March 31, 1989
    Date of Patent: November 24, 1992
    Assignee: Celgene Corporation
    Inventors: Randall A. Roehl, George W. Matcham, David I. Stirling
  • Patent number: 5157116
    Abstract: This invention relates to novel N-derivatives of 1-deoxy-nojirimycin, to the processes for their preparation and to their end-use applications, particularly as to their use in the treatment of diabetes.
    Type: Grant
    Filed: February 18, 1992
    Date of Patent: October 20, 1992
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Jean-Bernard Ducep, Charles Danzin
  • Patent number: 5151351
    Abstract: A process for the production of 6-hydroxynicotinic acid from nicotinic acid by means of enzymatic hydroxylation in the presence of microorganisms of the genera Pseudomonas, Bacillus or Achromobacter. By maintaining a specific concentration range during the addition of nicotinic acid, the biomass formation can take place in the same process step as the product formation, without product losses occurring by further decomposition.
    Type: Grant
    Filed: May 24, 1991
    Date of Patent: September 29, 1992
    Assignee: Lonza Ltd.
    Inventors: Frans Hoeks, Daniel Venetz
  • Patent number: 5135858
    Abstract: An improved biological conversion of a nitrile such as acrylonitrile or a cyanopyridine into the corresponding carboxylic acid such as acrylic acid or a nicotinic acid by the action upon the nitrile of a nitrilase enzyme, in which the improvement resides in the use as the source of the enzyme of a microorganism of Rhodococcus, such as Rh. rhodochrous J-1, FERM BP-1478, which is cultured in the presence of a lactam compound.
    Type: Grant
    Filed: February 22, 1991
    Date of Patent: August 4, 1992
    Assignees: Hideaki Yamada, Nitto Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hideaki Yamada, Toru Nagasawa, Tetsuji Nakamura
  • Patent number: 5130252
    Abstract: A method for resolving racemic mixtures of compounds having the formula ##STR1## or a pharmaceutically acceptable salt thereof that includes the steps of reacting the OR.sub.3 group of either compound with an esterifying agent in the case where R.sub.3 is H or a lower alkyl group; sujecting the compound to the action of an esterase capable of preferentially hydrolyzing either the (+) or (-) enantiomeric form of the compound; and separating the unhydrolyzed compound from the hydrolyzed compound.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: July 14, 1992
    Assignee: Synthetech, Inc.
    Inventors: Charles R. Eck, Paul C. Ahrens, Rae M. Saltzstein
  • Patent number: 5122461
    Abstract: The invention relates to a novel method for preparing pyrocatecholic compounds from monophenolic compounds using catalysis by monophenol monooxygenase in an aqueous solution containing metal ions. The metal ions form complexes with the pyrocatecholic products. This method increases the yield of pyrocatecholic products. In particular, the method of the instant invention can be used to increase the yield of L-DOPA, a drug used in the treatment of Parkinson's disease.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: June 16, 1992
    Assignee: Industrial Technology Research Institute
    Inventors: Kuang-Pin Hsiung, Feng-Tsun Lee, Chung-Long Hsieh
  • Patent number: 5104798
    Abstract: A microbiological process for the oxidation of methyl groups in aromatic 5- or 6-member ring heterocycles to the corresponding carboxylic acid. The heterocycle serves as the substrate and exhibits no substituent on the carbon atoms adjacent to the methyl groups to be oxidized. The reaction of the heterocycle takes place by means of microorganisms of the genus Pseudomonas utilizing toluene, xylene, or cymene. The enzymes of the microorganisms have been previously induced.
    Type: Grant
    Filed: February 5, 1991
    Date of Patent: April 14, 1992
    Assignee: Lonza Ltd.
    Inventor: Andreas Kiener
  • Patent number: 5098836
    Abstract: In a process for polymerizing monomers with free-radical initiators in aqueous solution to produce polymers useful in oil field applications, wherein said polymerization process employs an oxygen-scavenging agent, the improvement which comprises employing said oxygen scavenging agent and oxidase enzyme with a substrate therefor, optionally with a catalase, such as alcohol oxidase and methanol, to consume dissolved oxygen in a polymerization admixture. Oxygen-scavenging under field conditions with the oxidase/substrate system permits consistent production conveniently of water based polymer solutions of good viscosity for oil field applications.
    Type: Grant
    Filed: August 14, 1989
    Date of Patent: March 24, 1992
    Assignee: Phillips Petroleum Company
    Inventors: G. Allan Stahl, Thomas R. Hopkins
  • Patent number: 5093247
    Abstract: The invention relates to 1,8-dihydroxy-3-methylbenz[b]phenanthridine-7,12-dione and its derivatives of formula I ##STR1## wherein R.sup.1 is hydrogen or the radical of formula II ##STR2## and salts of the compound, wherein R.sup.1 is the radical of formula II. These compounds can be obtained by means of a novel microbiological process and used for the therapeutic treatment of tumors.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: March 3, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Gabriele Fendrich, Willy Zimmermann, Johannes Gruner, John A. L. Auden
  • Patent number: 5082777
    Abstract: Process for the production of 6-hydroxynicotinic acid from nicotinic acid. The hydroxylation is carried out enzymatically in the presence of a microorganism of the species Pseudomonas, Bacillus or Achromobacter, for example, Achromobacter xylosoxydans. Preferably the enzymatic hydroxylation is carried out at 20.degree. to 40.degree. C. and a pH of 5.5 to 9.0 under aerobic conditions. Also, preferably a 0.1 percent by weight solution up to a saturated (preferably a 0.5 to 10 percent by weight) nicotine acid solution is used.
    Type: Grant
    Filed: February 14, 1985
    Date of Patent: January 21, 1992
    Assignee: Lonza Ltd.
    Inventors: Pavel Lehky, Hans Kulla, Stephane Mischler
  • Patent number: 5070022
    Abstract: Disclosed is a process for preparing the R and S enantiomers of a compound of the formula; ##STR1## which comprises; (1) reacting an enzyme with a prochiral diester of the formula ##STR2## where M.sup.1 and M.sup.2 are the same, to produce a chiral monoester of the compound of formula II;(2) treating the chiral monoester product of step (1) with an amine and a trialkyl aluminum compound to produce the R enantiomer of the compound of formula I; or reacting the chiral monoester product of step (1) with an acid activating agent, an amine, and a base to produce the S enantiomer of the compound of formula I.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: December 3, 1991
    Assignee: Merck & Co., Inc.
    Inventors: David L. Hughes, Paul J. Reider, Joseph S. Amato, James J. Bergan, Edward J. J. Grabowski
  • Patent number: 5053338
    Abstract: A kinetic resolution of pyridazinones of the following formula (A): ##STR1## where R.sup.1 is alkyl by enzymatic hydrolysis results in good optical purity of the phenolic product. This is significant considering the distance in the molecule (A) from the C-5 chiral center to the site of hydrolysis.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: October 1, 1991
    Assignee: Glaxo Inc.
    Inventors: Brian L. Bray, John J. Partridge
  • Patent number: 5026642
    Abstract: In a process for the reduction of ketones, the keto compounds are enantioselectively reduced to give secondary alcohols by means of microorganisms. Keto compounds of the formulaR.sup.3 NH--CHR.sup.1 --CO--CH.sub.2 --COOR.sup.2in which R.sup.1, R.sup.2 and R.sup.3 have the meanings defined herein are used as starting compounds.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: June 25, 1991
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Hans-Eckart Radunz, Harry Schwartz, Martin Heinrich
  • Patent number: 5013656
    Abstract: A process is disclosed for producing orotic acid, the process involves culturing in a medium a microorganism of the genus Corynebacterium which is capable of producing orotic acid and has resistance to a pyrimidine analogue or to both a pyrimidine analogue and a sulfa drug, until orotic acid is accumulated in the culture, and recovering orotic acid therefrom.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: May 7, 1991
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kenichiro Takayama, Tomoko Matsunaga
  • Patent number: 4996149
    Abstract: A process for the regiospecific and stereospecific hydroxylation of quinine, quinidine and their derivatives, in position 3S, is characterized by the use of certain microorganisms being reacted on the compound to be hydroxylated.
    Type: Grant
    Filed: May 21, 1987
    Date of Patent: February 26, 1991
    Assignee: Nativelle S.A.
    Inventors: Francois X. Jarreau, Robert G. Azerad, Thierry P. Ogerau
  • Patent number: 4971909
    Abstract: The present invention provides a process for producing optically active compounds by a biochemical method in which specific compounds having pyridine skeletons and hydroxyl groups are reacted with esters in the presence of hydrolases.The compounds have the following general formula: ##STR1## wherein X is selected from substituted pyridyl groups. Y is selected from hydrogen and halogen atoms, a cyano group, and a trifluoromethyl group. R is an alkylene group having 1-20 carbon atoms, and n is 0 or 1. Q is an alkylene group having 1-20 carbon atoms and m is 0 or 1.
    Type: Grant
    Filed: August 2, 1988
    Date of Patent: November 20, 1990
    Assignee: Chisso Corporation
    Inventors: Masakazu Kaneoya, Naoyuki Yoshida, Manabu Uchida
  • Patent number: 4937342
    Abstract: The present invention relates to intermediates for synthesizing BH.sub.4 and derivatives thereof. The intermediates are shown as follows: ##STR1## wherein R.sub.1 is a hydrogen atom, alkyl, aralkyl, or aryl group; R.sub.2 is an alkyl, hydroxyalkyl, or polyhydroxyalkyl group; R.sub.3 and R.sub.4 are the same or different and represent alkyl, aralkyl, or aryl group; R.sub.5, R.sub.6, R.sub.7, and R.sub.8 are the same or different and represent a hydrogen atom or acyl group; R.sub.9 is an alkyl, aralkyl, or aryl group; R.sub.10 and R.sub.11 are the same or different and represent a hydrogen atom or acyl group; n is an integer of 5 or less; and HX is an acid. The invention also relates to a process for the preparation of L-biopterin.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: June 26, 1990
    Assignee: Kabushiki Kaisha Vitamin Kenkyusyo
    Inventors: Masayasu Kurono, Takehiko Susuki, Tomio Ogasawara, Nobuko Ohishi, Kunio Yagi
  • Patent number: 4915842
    Abstract: A hybrid chemical/biological process which is highly effective to destroy the herbicide, Atrazine, in wasterwater solutions is herein disclosed. The process comprises subjecting the atrazine molecule in an aqueous carrier to ozone to produce the oxidized product, diamino-s-triazine and thereafter, metabolizing the diamine in soil having indigenous and selected microogranism capable of degrading the diamine to carbon dioxide. Also disclosed is a disposal system capable of preforming the process of the invention in a single system.
    Type: Grant
    Filed: July 8, 1988
    Date of Patent: April 10, 1990
    Assignee: the United States of America as represented by the Secretary of Agriculture
    Inventors: Philip C. Kearney, Mark T. Muldoon, Cathleen J. Somich
  • Patent number: 4859592
    Abstract: This invention provides a process for the bioconversion of a non-growth aromatic feed to an accumulated quantity of a picolinic acid product with reduced accumulation of 2-hydroxymuconic semialdehyde, and conducted in the presence of ammonium or a primary amine, which acid subsequently can be converted by chemical means to a pyridine product.
    Type: Grant
    Filed: July 26, 1985
    Date of Patent: August 22, 1989
    Inventors: Scott R. Hagedorn, Anthony J. East, Sol J. Barer
  • Patent number: 4837150
    Abstract: A process in which a culture of a methane-oxidizing bacterium or an extract thereof containing a methane oxidizing system is used as oxidizing agent for the oxidation of a higher short-chain alkane, an alkene or a cyclic organic compound.
    Type: Grant
    Filed: December 9, 1985
    Date of Patent: June 6, 1989
    Assignee: National Research Development Corporation
    Inventors: Howard Dalton, John Colby, David I. Stirling
  • Patent number: 4783402
    Abstract: A process for producing a primary or secondary alcohol derivative of a phosopholipid which comprises reacting the phospholipid with a primary or secondary alcohol in the presence of phospholipase DM.
    Type: Grant
    Filed: April 10, 1984
    Date of Patent: November 8, 1988
    Assignee: Meito Sangyo Kabushiki Kaisha
    Inventors: Yoshitaka Kokusho, Shigeaki Kato, Haruo Machida
  • Patent number: 4782019
    Abstract: A process for producing a sphingophospholipid derivative comprising reacting a sphingophospholipid with a specified compound having an alcoholic hydroxyl group selected from the group consisting of specified primary alcohol compounds, specified secondary alcohol compounds and specified saccharides or their phenol glycosides in the presence of phospholipase DM.
    Type: Grant
    Filed: April 10, 1984
    Date of Patent: November 1, 1988
    Assignee: Meito Sangyo Kabushiki Kaisha
    Inventors: Yoshitaka Kokusho, Shigeaki Kato, Haruo Machida
  • Patent number: 4738929
    Abstract: Acids, esters, imine acids, imine esters, and imine amides derived from 6-formyl-4,7,9-trihydroxy-1-phenazinecarboxylic acid, methyl ester and from 6-formyl-4,7,9-trihydroxy-8-methyl-1-phenazinecarboxylic acid, methyl ester demonstrate anti-microbial and antineoplastic activity.A purified strain of Streptomyces galanosa, NRRL 15738, is capable of producing 6-formyl-4,7,9-trihydroxy-8-methyl-1-phenazinecarboxylic acid, methyl ester in isolable quantities from a fermentation broth containing assimilable sources of carbon and nitrogen.
    Type: Grant
    Filed: December 18, 1986
    Date of Patent: April 19, 1988
    Assignee: Warner-Lambert Company
    Inventors: Blanche D. Graham, Josefino B. Tunac
  • Patent number: 4738924
    Abstract: Process for the production of 6-hydroxynicotinic acid by biotechnological methods. Nicotinic acid is enzymatically hydroxylated in the presence of equivalent quantities of magnesium or barium ions with the help of nicotinic acid-hydroxylating microorganisms. The resultant magnesium or barium salt of the 6-hydroxynicotinic acid is separated from the reaction mixture. Then the 6-hydroxynicotinic acid is freed from the separated salts. Examples of the microorganism are the species Pseudomonas, Bacillus or Achromobacter, for example, Achromobacter xylosoxydans. Preferably the enzymatic hydroxylation is carried out at 20.degree. to 40.degree. C. and a pH of 5.5 to 9.0 under aerobic conditions.
    Type: Grant
    Filed: March 24, 1987
    Date of Patent: April 19, 1988
    Assignee: Lonza Ltd.
    Inventors: Hans Kulla, Pavel Lehky
  • Patent number: 4717664
    Abstract: This invention provides for a method for producing secondary metabolites of higher plants, such as Lithospermum erythrorhizon, Coptis japonica, and Nicotinia tabacum, by suspension cultures of a mass of undifferentiated cells (callus). The cultures are carried out in at least two stages in liquid media. The first stage culturing is carried out in a liquid medium conventionally used for the tissue culture of plants, which contains indispensably inorganic substances and carbon sources and, additionally, phytohormones, vitamins and/or amino acids. While, the second stage culturing is carried out in another liquid medium, of which the concentration of at least one of the constituents is substantially varied, namely decreased or increased, from the first stage liquid medium. According to such two stage liquid medium cultures, the productivity of the second metabolites, such as shikonin, berberine and nicotine, are significantly increased, even though the rate of cell growth in the second stage is relatively low.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: January 5, 1988
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Yasuhiro Hara, Chuzo Suga
  • Patent number: 4666841
    Abstract: This invention provides a process for the bioconversion of a non-growth aromatic feed to an accumulated quantity of a 2-hydroxymuconic semialdehyde intermediate, which subsequently is converted by chemical means to picolinic acid and pyridine products.
    Type: Grant
    Filed: May 7, 1984
    Date of Patent: May 19, 1987
    Assignee: Celanese Corporation
    Inventor: Scott Hagedorn
  • Patent number: 4613666
    Abstract: Neplanocin A derivatives of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or benzoyl, R.sub.3 is hydrogen or OR.sub.8, R.sub.5 is hydrogen or acetyl, R.sub.6 is hydrogen, acetyl or benzoyl, when R.sub.3 is hydrogen, R.sub.4 is hydrogen or halogen, hydroxy, acetoxy, acetylthio, amino or azide, and when R.sub.3 is OR.sub.8, R.sub.4 is hydrogen, R.sub.8 is hydrogen or acetyl, or R.sub.8 and R.sub.5 together form benzylidene, and at least one of R.sub.8, R.sub.5 and R.sub.6 is other than hydrogen. The compounds of the present invention have inhibitory action for the growth of L 5178 Y cells and have the same or superior activity as neplanocin A, and hence are useful as antitumor agents.
    Type: Grant
    Filed: September 16, 1985
    Date of Patent: September 23, 1986
    Assignee: Toyo Jozo Kabushiki Kaisha
    Inventors: Kiyofumi Fukukawa, Takao Hirano, Masatoshi Tsujino, Tooru Ueda, Tadashiro Fujii, Satoshi Yaginuma
  • Patent number: 4594324
    Abstract: A process in which a culture of a methane-oxidizing bacterium or an extract thereof containing a methane oxidizing system is used as oxidizing agent for the oxidation of a higher short-chain alkane, an alkene or a cyclic organic compound.
    Type: Grant
    Filed: December 28, 1982
    Date of Patent: June 10, 1986
    Assignee: National Research Development Corp.
    Inventors: Howard Dalton, John Colby, David I. Stirling
  • Patent number: 4593097
    Abstract: Phenazine compounds represented by the formula: ##STR1## wherein R is a hydrogen atom, an unsubstituted or substituted lower alkanoyl group, or an unsubstituted or substituted arylcarbonyl group have antibacterial and anti-tumor activities.Some of these compounds are produced by incubation of a microorganism.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: June 3, 1986
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Fusao Tomita, Keiichi Takahashi, Isao Kawamoto, Kozo Asano, Makoto Morimoto, Tadashi Ashizawa, Kazuhisa Fujimoto
  • Patent number: 4581360
    Abstract: The invention concerns novel sparsomycin (S.sub.c -R.sub.s) derivatives having superior cytostatic activity compared to sparsomycin itself. Said derivatives contain a lipophilic group R.sup.2, selected from C.sub.2 -C.sub.20 -alkyl, aryl, aralkyl and alkaryl, which is preferably n-octyl or benzyl.
    Type: Grant
    Filed: December 9, 1983
    Date of Patent: April 8, 1986
    Assignee: Stichting Katholieke Universiteit
    Inventors: Henricus C. J. Ottenheijm, Robertus M. J. Liskamp
  • Patent number: 4568641
    Abstract: A process for the stereospecific inversion of the [S] enantiomer of an .alpha.-aryloxypropionic acid of formula I: ##STR1## wherein G is OR.sup.1 or ##STR2## R.sup.1 is hydrogen or a protecting group and R.sup.2 is hydrogen or methyl, U and V each independently represent hydrogen or halogen, and R is a carboxyl group, or an enzymic equivalent thereof, which process comprises contacting said [S] enantiomer with a microorganism having a stereospecific inverting enzyme system, or with an extract of the microorganism contacting said enzyme system, to convert the [S] enantiomer to the corresponding [R] enantiomer.
    Type: Grant
    Filed: July 26, 1984
    Date of Patent: February 4, 1986
    Assignee: Imperial Chemical Industries PLC
    Inventor: David W. Bewick
  • Patent number: 4565782
    Abstract: A process for the stereospecific inversion of the [S] enantiomer of an .alpha.-aryloxypropionic acid of formula I: ##STR1## wherein E is OR.sup.1 or ##STR2## R.sup.1 is an unsubstituted or substituted aryl or heterocyclic ring system, and R.sup.2 is hydrogen or methyl, U and V each independently represent hydrogen or halogen and R is a carboxyl group, or an enzymic and herbicidal equivalent thereof, which process comprises contacting said [S] enantiomer with a microorganism having a stereospecific inverting enzyme system, or with an extract of the microorganism containing said enzyme system, to convert the [S] enantiomer to the corresponding [R] enantiomer.
    Type: Grant
    Filed: July 26, 1984
    Date of Patent: January 21, 1986
    Assignee: Imperial Chemical Industries PLC
    Inventor: David W. Bewick
  • Patent number: 4415658
    Abstract: The invention relates to a process for decomposing 2,4-dihydroxy-6-amino-s-triazine derivatives in effluents. The essential feature of the process is that the effluent is brought into contact under aerobic conditions with either of the strains Pseudomonas sp. NRRL B-12228 or Pseudomonas sp. NRRL B-12229. It is likewise possible according to one variant of the process to convert 2-hydroxy-4,6-diamino-s-triazine derivatives present into 2,4-dihydroxy-6-amino-s-triazine derivatives by bringing the effluent into contact with Pseudomonas sp. NRRL B-12227.
    Type: Grant
    Filed: September 1, 1981
    Date of Patent: November 15, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Alasdair M. Cook, Ralf Hutter
  • Patent number: 4404281
    Abstract: Angiotensin I converting enzyme inhibitor A-58365 factor A is produced in enhanced yields by culturing Streptomyces chromofuscus NRRL 15098 under submerged aerobic fermentation conditions in a proline supplemented aqueous nutrient culture medium containing assimilable sources of carbon, nitrogen and inorganic salts.
    Type: Grant
    Filed: August 19, 1982
    Date of Patent: September 13, 1983
    Assignee: Eli Lilly and Company
    Inventors: Sean C. O'Connor, Walter M. Nakatsukasa
  • Patent number: 4404282
    Abstract: Angiotensin I converting enzyme inhibitor A-58365 factor B is provided in greater abundance than coproduced Factor A by culturing Streptomyces chromofuscus NRRL 15098 under submerged aerobic fermentation conditions in an aqueous nutrient culture medium supplement with the amino acids proline and lysine.
    Type: Grant
    Filed: August 19, 1982
    Date of Patent: September 13, 1983
    Assignee: Eli Lilly and Company
    Inventor: Walter M. Nakatsukasa
  • Patent number: 4339585
    Abstract: Moranoline, or 2-hydroxymethyl-3,4,5-trihydroxy piperidine, is prepared by directly reducing an actinomycetes culture solution containing nojirimycin, followed by isolation, as for example, through the utilization of an ion exchange resin. The corresponding N-methyl derivative can be obtained through the addition of formaldehyde to the culture solution prior to the reduction.
    Type: Grant
    Filed: November 9, 1978
    Date of Patent: July 13, 1982
    Assignee: Nippon Shinyaku Co., Ltd.
    Inventors: Shingo Matsumura, Hiroshi Enomoto, Yoshiaki Aoyagi, Yoji Ezure, Yoshiaki Yoshikuni, Masahiro Yagi
  • Patent number: 4321376
    Abstract: Neplanocin-B and -F of the formula ##STR1## in which Y is oxygen or a valence bond, are produced by culturing Ampullariella sp. A 11079 FERM-P No. 4494 in a nutrient medium and then separating the neplanocin-B and -F thus produced from the culture medium.
    Type: Grant
    Filed: December 7, 1979
    Date of Patent: March 23, 1982
    Assignee: Toyo Jozo Kabushiki Kaisha
    Inventors: Masaru Otani, Satoshi Yaginuma, Masatoshi Tsujino, Naoki Muto, Tetsu Saito, Tadashiro Fujii
  • Patent number: 4316959
    Abstract: Antibiotic A-32256 which is produced by submerged, aerobic fermentation of a Streptomyces sp. NRRL 12067. The antibiotic has shown antibacterial activity against Staphylococcus and Streptococcus and various anaerobic species. In addition, the antibiotic has shown antitrichomonas activity in vitro, as well as activity for improving ruminant feed efficency and as a mosquito larvacide.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: February 23, 1982
    Assignee: Eli Lilly and Company
    Inventors: Karl H. Michel, Marvin M. Hoehn
  • Patent number: 4307194
    Abstract: According to the present invention inhibitors for glycoside hydrolases, and in particular glucosidase inhibitors especially saccharase inhibitors, which are active in the digestive tract are formed by culturing organisms of the family Bacillaceae, particularly by strains of the genus Bacillus.It has also been found that certain strains of organisms of the family Bacillaceae, especially strains DSM 7, DSM 704 and DSM 675 produce the antibiotic known as 1-desoxynojirimycin. The invention therefore provides a method of producing 1-desoxynojirimycin which comprises culturing a 1-desoxynojirimycin producing organism of the genus Bacillus. Inhibitors for glycoside hydrolases and the invention includes methods for producing such inhibitors, pharmaceutical compositions containing the inhibitors and methods of treatment involving the use of the inhibitors.
    Type: Grant
    Filed: December 6, 1977
    Date of Patent: December 22, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Frommer, Lutz Muller, Delf Schmidt, Walter Puls, Hans-Peter Krause, Ulrich Heber