Patents Assigned to Yamasa Shoyu Kabushiki Kaisha
  • Patent number: 5047520
    Abstract: Disclosed are novel 2'-alkylidenepyrimidine nucleoside derivatives represented by formula [I]: ##STR1## wherein R.sup.1 is an amino gorup or a hydroxy group, R.sup.2 is a hydrogen atom, a halogen atom or a lower alkyl group, R.sup.3 is a hydrogen atom or a lower alkyl group, and R.sup.4 is a hydrogen atom or a phosphate residue, or salts thereof.These novel compounds can be produced from uridine or cytidine derivatives by alkylidenating the 2'-position in the sugar moiety thereof with Wittig's reagent.Furthermore, the compounds have remarkable antiviral activities and therefore can provide novel antiviral agents.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: September 10, 1991
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Akira Matsuda, Tohru Ueda, Kenji Takenuki, Haruhiko Machida
  • Patent number: 4956345
    Abstract: A 2-alkynyladenosine represented by general formula [I]: ##STR1## wherein n is an integer of from 2 to 15, has been found to have excellent properties as an antihypertensive agent. On the basis of this finding, the present invention has provided an antihypertensive agent comprising an antihypertensive effective amount of a compound of the above formula [I] and a pharmaceutically acceptable carrier. The present invention also discloses a novel compound 2-alkynyladenosine of formula [I] shown above wherein n is 6 to 15.
    Type: Grant
    Filed: December 12, 1988
    Date of Patent: September 11, 1990
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Tadashi Miyasaka, Akira Matsuda, Toichi Abiru, Haruhiko Machida
  • Patent number: 4943427
    Abstract: A diagnostic agent for heart disease comprising a radiolabeled monoclonal antibody having specificity to cardiac myosin heavy chain or its active fragment is disclosed. The diagnostic agent is useful for topographic diagnosis of heart disease such as myocardial infarction and myocardial disease by imaging.
    Type: Grant
    Filed: March 25, 1985
    Date of Patent: July 24, 1990
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Yoshio Yazaki, Masahito Sugi
  • Patent number: 4900407
    Abstract: In a method for deoxygenating the secondary and/or tertiary OH group(s) in an alcohol having such OH group(s), a characteristic feature thereof is that the alcohol having the OH group(s) is first converted into a substituted or unsubstituted benzoate derivative, and the benzoate derivative is then subjected to a photocatalytic reaction in the presence of an electron donor or to an electrode reaction in the presence of an electrolyte, whereby the desired compound in which the OH group(s) has (have) been selectively deoxygenated can be obtained in a high yield on an industrial scale.
    Type: Grant
    Filed: May 17, 1989
    Date of Patent: February 13, 1990
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Isao Saito, Teruo Matsuura, Hideyuki Ikehira
  • Patent number: 4812560
    Abstract: Disclosed herein are a novel process for producing 1-.beta.-D-arabinofuranosylcytosine-5'-stearylphosphate monosodium salt, which has been expected as an oral antitumor agent, and 1-.beta.-D-arabinofranosylcytosine-5'-stearylphosphate monosodium salt monohydrate obtained from the above-mentioned monosodium salt.
    Type: Grant
    Filed: March 23, 1987
    Date of Patent: March 14, 1989
    Assignees: Yamasa Shoyu Kabushiki Kaisha, Nippon Kayaku Kabushiki Kaisha
    Inventors: Takashi Terada, Minoru Aoki, Hiroshi Ohtaki, Manami Morozumi, Mitsuharu Shiozaki
  • Patent number: 4767843
    Abstract: A monoclonal antibody having specificity to an isozyme of cardiac myosin heavy chain. The monoclonal antibody is useful as a reagent important for biochemical and pathological researches relating to cardiac muscles and diagnosis of myocardial infarction.
    Type: Grant
    Filed: July 2, 1984
    Date of Patent: August 30, 1988
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Yoshio Yazaki, Masahito Sugi
  • Patent number: 4767713
    Abstract: The invention is directed to a microbially pure culture of Brevibacterium acetylicum AT-6-7, ATCC 39311 or a mutant thereof which has nucleoside phosphorylase activity.
    Type: Grant
    Filed: February 28, 1986
    Date of Patent: August 30, 1988
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Tetsuro Fujishima, Shinji Sakata
  • Patent number: 4668778
    Abstract: Nucleoside 5'-alkyl- or alkenyl phosphate compounds represented by the following formula [I] ##STR1## wherein B is a purine base having a substituent or a 5-substituted uracil base, and R.sup.1 is an alkyl or alkenyl group having 14 to 26 carbon atoms, and pharmaceutically acceptable salts thereof are novel derivatives of arabinonucleosides which can have properties suitable for clinical application as antiviral agents, particularly for treating viral hepatitis.
    Type: Grant
    Filed: May 3, 1985
    Date of Patent: May 26, 1987
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Manami Morozumi, Shinji Sakata
  • Patent number: 4623626
    Abstract: L-glutamic acid oxidase, which is an L-amino acid oxidase catalyzing the oxidative deamination of the .alpha.-amino group of L-glutamic acid in the presence of water and oxygen to form .alpha.-ketoglutaric acid, ammonia and hydrogen peroxide, and having a very high substrate specificity for L-glutamic acid substantially without acting on L-glutamine and L-histidine, and also having a high stability, and a microbiological method of production thereof.
    Type: Grant
    Filed: June 28, 1983
    Date of Patent: November 18, 1986
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Hitoshi Kusakabe, Yuichiro Midorikawa
  • Patent number: 4614719
    Abstract: There is disclosed a process for producing ribavirin from 1,2,4-triazole-carboxamide and a ribose donor by the enzymatic action of a microorganism belonging to specific genera, e.g. Brevebacterium. The specific feature of the invention is, above all, utilization of said microorganism under non-proliferatating conditions.
    Type: Grant
    Filed: April 26, 1983
    Date of Patent: September 30, 1986
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Tetsuro Fujishima, Yoshiomi Yamamoto
  • Patent number: 4614714
    Abstract: The present invention consists of an analytical method for assay of L-glutamic acid in a sample by the use of an L-glutamic acid oxidase which is an L-amino acid oxidase catalyzing the oxidative deamination of the .alpha.-amino group of L-glutamic acid in the presence of water and oxygen to form .alpha.-ketoglutaric acid, ammonia and hydrogen peroxide, and having a very high substrate specificity for L-glutamic acid substantially without acting on L-glutamine and L-histidine, and also having a high stability, a reagent for analysis to practice the analytical method, a kit for analysis comprising the reagent, and a biosensor employing the enzyme.
    Type: Grant
    Filed: June 28, 1983
    Date of Patent: September 30, 1986
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Hitoshi Kusakabe, Hiroshi Yamauchi, Yuichiro Midorikawa
  • Patent number: 4594320
    Abstract: Glycosylation or transglycosylation of a specified guanine derivative, namely 9-substituted or non-substituted guanine of formula [I] with a 3-deoxyribose donor such as 3'-deoxyadenosine in the presence of a nucleoside phosphorylase source such as of microorganism origin is disclosed. The nucleoside phosphorylase source is specified.
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: June 10, 1986
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventor: Tetsuro Fujishima
  • Patent number: 4594321
    Abstract: Glycosylation or transglycosylation of a specified guanine derivative, namely 9-substituted or non-substituted guanine of formula [I] with a 3-deoxyribose donor such as 3'-deoxyadenosine in the presence of a nucleoside phosphorylase source such as of microorganism origin is disclosed.
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: June 10, 1986
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Tetsuro Fujishima, Shinji Sakata
  • Patent number: 4542210
    Abstract: 1-.beta.-D-arabinofuranosyl-(E)-5-(2-halogenovinyl)uracil-5'-phosphates of the formula (I): ##STR1## and wherein X is halogen, pharmaceutically acceptable salts thereof, are produced by phosphorylation of the non-phosphorylated precursors of the compounds (I), and are useful as anti-viral agents.
    Type: Grant
    Filed: September 3, 1982
    Date of Patent: September 17, 1985
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Shinji Sakata, Haruhiko Machida
  • Patent number: 4542021
    Abstract: An antitumor composition comprising a pharmacologically effective quantity of an ester of 1-.beta.-D-arabinofuranosylcytosine-5'-phosphate represented by the general formula ##STR1## where R is a monovalent aliphatic hydrocarbon group having 14 to 23 carbon atoms, and A designates a hydrogen atom or a pharmaceutically-acceptable alkali cation, and a vehicle is effective when administered by a non-injection method, particularly orally.
    Type: Grant
    Filed: November 10, 1980
    Date of Patent: September 17, 1985
    Assignees: Yamasa Shoyu Kabushiki Kaisha, Mineo Saneyoshi
    Inventors: Kenjiro Kodama, Akira Kuninaka, Mineo Saneyoshi
  • Patent number: 4495355
    Abstract: A novel optically active diamide derivative represented by the following general formula is provided, which is useful as a starting material for asymmetric synthesis of optically active compounds, ##STR1## wherein R.sup.1 is an acyclic or cyclic, divalent atomic group containing at least one carbon atom which will, upon substitution of one of the heterocyclic groups in the formula with a nucleophilic reagent, stand as an asymmetric center in the substitution product; R.sup.2 is a substituent which has such a configuration and a molecular size that the regioselectivity in the substitution reaction of the heterocyclic group with the nucleophilic reagent can be determined by a stereo-chemical interaction thereof with the substituent R.sup.1, the steric configuration of the two asymmetric carbon atoms to which the R.sup.2 substituents are attached being identical; X is a sulfur atom or an oxygen atom; and n is an integer which is 1 or 2.
    Type: Grant
    Filed: December 9, 1982
    Date of Patent: January 22, 1985
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Eiichi Fujita, Yoshimitsu Nagao, Takao Ikeda, Takehisa Inoue
  • Patent number: 4478934
    Abstract: A method of quantative determination of adenosine by means, of competitive immunoassay based on a competitive antigen-antibody reaction. In the competitive antigen-antibody reaction, an antibody is used which is obtained from an animal which has been immunized by introduction thereto of an antigen which comprises a carrier protein bonded with 2'- and 3'-hydroxyls of the adenosine through dicarboxylic acid residues, and a labelled adenosine and 2',3'-diacyladenosine which has been produced by acylation of adenosine in the sample to be assayed or in a standard solution are caused to undergo competitive reaction for the antibody whereby it has been made possible to determine adenosine quantitatively in high sensitivity and in high accuracy.
    Type: Grant
    Filed: July 9, 1982
    Date of Patent: October 23, 1984
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Tomokazu Sato, Michio Ui
  • Patent number: 4434788
    Abstract: A nucleoside selected from the group consisting of 3'-deoxyguanosine and 3'-deoxyuridine enhances, when administered to a tumor-bearing animal under an anti-tumor treatment, the anti-tumor effect due to the anti-tumor treatment. The anti-tumor treatment comprises irradiation of a tumor site of the animal or administration of an anti-tumor agent to the animal.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: March 6, 1984
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventor: Shigekazu Nakatsugawa
  • Patent number: 4432348
    Abstract: A nucleotide selected from the group consisting of 3'-deoxyguanosine-5'-monophosphate, 3'-deoxyadenosine-5'-monophosphate and pharmaceutically-acceptable salts thereof enhances, when administered to a tumor-bearing animal under an anti-tumor treatment, the anti-tumor effect due to the anti-tumor treatment. The anti-tumor treatment comprises irradiation of a tumor site of the animal or administration of an anti-tumor agent to the animal.
    Type: Grant
    Filed: September 9, 1981
    Date of Patent: February 21, 1984
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventor: Shigekazu Nakatsugawa
  • Patent number: 4386076
    Abstract: A novel compound, (E)-5-(2-halogenovinyl)-arabinofuranosyluracil; a process for producing the same comprising reacting 5-vinylarabinofuranosyluracil with a halogen; and use of the same as an anti-DNA virus agent, especially anti-herpes virus agent and anti-varicella-zoster virus agent.
    Type: Grant
    Filed: December 12, 1980
    Date of Patent: May 31, 1983
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Haruhiko Machida, Shinji Sakata