Flavon Sugar Compounds Patents (Class 536/8)
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Patent number: 6083921Abstract: The present invention provides a pharmaceutical composition comprising an extract or combination of extracts having an antiviral, antibacterial, or immunomodulating property, wherein the extract or combination of extracts is obtained from a combination of plants wherein at least one plant is selected from each of the genuses Labiatae, Caprifoliaceae, and Oleaceae. A preferred extract is obtained from Radix scutellaria, Flos lonicera, and Fructus forsythiae. The present invention further provides a pharmaceutical composition comprising baicalin, chlorogenic acid and forsythiaside in isolated and purified form. The present invention further provides certain novel derivatives of baicalin, chlorogenic acid and forsythiaside. The present invention additionally provides processes for preparing the extracts as well as baicalin, chlorogenic acid, and forsythiaside in isolated and purified forms.Type: GrantFiled: January 12, 1998Date of Patent: July 4, 2000Inventor: Kai Jian Xu
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Patent number: 6075139Abstract: Sucrose ester and ether products, useful as food or beverage bulking agents, reduced calorie sweeteners, fat replacement agents, stabilizing agents, thickening agents and emulsifying agents; adhesives; biodegradable plastics and films; sizing agents for paper and textiles; ethical pharmaceuticals and new fibers are prepared by using a two-phase reaction system in which sucrose is dissolved in an alkaline, aqueous solution and an acidic reagent such as a bifunctional acid dichloride or epoxide is added to the sucrose in a water-immiscible organic solvent. Several types of products are produced: water-insoluble sucrose ester (ether) copolymers; water-soluble sucrose ester (ether) copolymers; sucrose ester (ether) dimers; and intramolecular, cyclic sucrose esters (ethers). These products can be further varied by using different kinds of acid dichlorides or epoxides that contain different kinds of functional groups.Type: GrantFiled: July 24, 1996Date of Patent: June 13, 2000Assignee: Iowa State University Research Foundation, Inc.Inventors: John F. Robyt, Rupendra Mukerjea
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Patent number: 6071883Abstract: Flavone analogues of formula ##STR1## wherein; X is O or S;R.sub.1 is C.sub.1 -C.sub.6 alkyl or C.sub.2 -C.sub.6 alkenyl;R.sub.2 is H, C.sub.1 -C.sub.6 alkyl or R.sub.2 O is a sugar residue;R.sub.3 is H, C.sub.1 -C.sub.6 alkyl or R.sub.3 O is a sugar residue;R.sub.4 is H, OH, or a sugar residue;R.sub.5 is H, C.sub.1 -C.sub.6 alkyl, or R.sub.5 O is a sugar residue;m is an integer of 1 or 2; andn is an integer from 0 to 5,are useful as anti-rejection agents in organ transplants.Type: GrantFiled: July 28, 1998Date of Patent: June 6, 2000Inventors: Huifang Chen, Feng Li, Luwei Liu
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Patent number: 6020471Abstract: The present invention relates generally to a method of isolating phytoestrogens isoflavones from plant material. More specifically, this invention is directed to a method of using ion exchange technology to isolate phytoestrogens from plant protein isolates and to the phytoestrogen so isolated.Type: GrantFiled: September 13, 1996Date of Patent: February 1, 2000Assignee: Abbott LaboratoriesInventors: Paul W. Johns, John D. Suh, Andre Daab-Krzykowski, Terrence B. Mazer, Fu-I Mei
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Patent number: 5990291Abstract: Methods for recovering isoflavones and derivatives thereof from soy molasses are disclosed. In a first embodiment, a method is disclosed in which isoflavones are recovered without any significant conversion of isoflavone conjugates to other forms. In a second embodiment, a method is disclosed whereby isoflavone conjugates are converted to glucosides while in the soy material prior to their recovery. In a third embodiment, a method is disclosed in which isoflavones are converted to their aglucone form while in the soy material and prior to their recovery. Also disclosed are various isoflavone enriched products obtained from soy molasses.Type: GrantFiled: December 3, 1998Date of Patent: November 23, 1999Assignee: Protein Technologies International, Inc.Inventors: Doyle H. Waggle, Barbara A. Bryan
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Patent number: 5981495Abstract: The present invention offers a safe and effective drug for heart diseases and a safe and effective method for treating heart diseases such as ischemic heart disease and cardiac arrhythmia. The method comprises administering a pathologically effective amount of a benzopyran derivative expressed by the following general formula (I): ##STR1## wherein R.sup.1 is an alkyl group or an alkenyl group, R.sup.2 is a hydrogen atom, an alkyl group, an alkyl group having at least one hydroxyl group, an alkenyl group, an acyl group or a glycosyl group; or physiologically acceptable salts thereof.Type: GrantFiled: March 19, 1997Date of Patent: November 9, 1999Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Hidetsugu Takagaki, Nobuyuki Kimura, Yasuo Aoki, Shigenori Nakanishi, Masayoshi Abe, Osamu Misumi
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Patent number: 5886028Abstract: Methods and compounds for inhibiting aldehyde dehydrogenase are disclosed. The compounds are useful as pharmaceutical compositions in methods for therapeutically treating alcohol consumption in a human.Type: GrantFiled: April 29, 1997Date of Patent: March 23, 1999Assignee: The Endowment for Research in Human Biology, Inc.Inventors: Bert L. Vallee, Wing-Ming Keung
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Patent number: 5869699Abstract: A new class of stable dioxetanes bears a polycyclic stabilizing group and aryloxy moiety, the oxygen atom of which is provided with a protective group which can be removed by an enzymatic or chemical trigger admixed with the dioxetane. The polycyclic stabilizing group is preferably spiroadamantane. The group further bears an alkoxy, aryloxy, aralkyloxy or cycloalkyloxy moiety which is partially or completely substituted with halogens, particularly fluorine and chlorine. Proper selection of electron active groups on the stabilizing moiety, the aryl group and the OR group yields enhanced enzyme kinetics, superior light intensity and excellent detection sensitivity in various assays.Type: GrantFiled: June 10, 1997Date of Patent: February 9, 1999
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Patent number: 5851792Abstract: An aglucone isoflavone enriched vegetable protein whey, whey protein material, high genistein material, high daidzein material, and aglucone isoflavone material are provided, as well as a process for producing the same from a vegetable protein whey. Isoflavone conjugates in a vegetable protein whey are converted to isoflavone glucosides by treating the whey at a temperature and a pH for a period of time sufficient to effect the conversion. The isoflavone glucosides are converted to aglucone isoflavones by enzymatic reaction to produce an aglucone isoflavone enriched vegetable protein whey. Aglucone isoflavone whey protein material is recovered from the aglucone isoflavone enriched vegetable protein whey. A high genistein content material, a high daidzein content material, and an aglucone isoflavone material are produced from an alcohol extract of the aglucone isoflavone whey protein material.Type: GrantFiled: April 3, 1996Date of Patent: December 22, 1998Inventors: Jerome Shen, Mark A. Roussey, Barbara A. Bryan, Maryann C. Allred
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Patent number: 5834605Abstract: The safe pharmaceutical composition and processed are provided for treating and preventing alcohol abuse and increasing immune function. The pharmaceutical composition is composed of Puerarin derivatives, which includes Puerarin, Daidzein or Genistia.Type: GrantFiled: July 7, 1997Date of Patent: November 10, 1998Inventor: Yaguang Liu
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Patent number: 5821361Abstract: Methods for recovering isoflavones and derivatives thereof from soy molasses are disclosed. In a first embodiment, a method is disclosed in which isoflavones are recovered without any significant conversion of isoflavone conjugates to other forms. In a second embodiment, a method is disclosed whereby isoflavone conjugates are converted to glucosides while in the soy material prior to their recovery. In a third embodiment, a method is disclosed in which isoflavones are converted to their aglucone form while in the soy material and prior to their recovery. Also disclosed are various isoflavone enriched products obtained from soy molasses.Type: GrantFiled: June 11, 1996Date of Patent: October 13, 1998Assignee: Protein Technologies International, Inc.Inventors: Doyle Waggle, Barbara Bryan
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Patent number: 5804234Abstract: The present invention relates generally to a method of producing plant proteins for use in nutritional products that have reduced levels of phytoestrogens, manganese or nucleotides. More specifically, this invention is directed to a method of using ion exchange technology to remove phytoestrogens, manganese or nucleotides from plant proteins. This invention is also directed to the plant protein product resulting from the inventive process and to nutritional products that use the plant protein product as a source of amino nitrogen.Type: GrantFiled: September 13, 1996Date of Patent: September 8, 1998Inventors: John D. Suh, Karin M. Ostrom, Louis I. Ndife, Paul S. Anloague, James N. Chmura, Andre Daab-Krzykowski, Paul W. Johns, Diane M. Garcia, Terrence B. Mazer, Fu-I Mei
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Patent number: 5736522Abstract: A compound of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are, independently, a hydrogen atom, a monosaccharide residue, a protected monosaccharide residue, or a protecting group for hydroxyl group, but at least one of R.sup.1 and R.sup.2 is a monosaccharide residue or a protected monosaccharide residue, and R.sup.3 is a hydrogen atom, a hydroxyl group, an alkyl group, an aryl group, or an aralkyl group, with the proviso that (1) when R.sup.1 and R.sup.2 are glucose residues at the same time, R.sup.3 is not a hydrogen atom, (2) when R.sup.1 is a hydrogen atom, an acetyl group or a benzyl group and R.sup.2 is a glucose residue, an acetylated glucose residue, or acetalized glucose residue, R.sup.3 is not a hydrogen atom, or (3) when R.sup.1 is a glucose residue and R.sup.2 is a hydrogen atom, R.sup.3 is not a hydrogen atom or a salt thereof is disclosed.Type: GrantFiled: November 15, 1994Date of Patent: April 7, 1998Assignee: Kureha Chemical Industry Co., Ltd.Inventors: Koju Watanabe, Koichi Niimura, Junko Miyagawa
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Patent number: 5670632Abstract: A process is disclosed for recovering isoflavones from a soy extract comprises:dripping the soy extract dissolved in the aqueous solvent through a chromatographic column from top to bottom packed with a ground highly polar cationic exchange resin containing sulfonic acid functional groups of the formula:{MHSO.sub.3 }--Nawherein MH is the particular adsorbent resin on which the sulfonic acid functional groups are immobilized and wherein the resin is charged with sodium ions which replace the hydrogen ions of sulfonic acid, to selectively adsorb the 7-glycosyl-isoflavones directly on the sulfonate sulfur atom while the undesired proteins and glycosides other than the 7-glycosyl-isoflavones are eluted through the chromatographic column and are removed.Type: GrantFiled: January 18, 1996Date of Patent: September 23, 1997Assignee: ACDS Technologies, Ltd.Inventor: Abas Chaihorsky
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Patent number: 5652124Abstract: .alpha.-Glycosyl hesperidin, a novel hesperidin derivative wherein equimolar or more D-glucose residues are bound to hesperidin via the .alpha.-bond, is formed by a saccharide-transferring enzyme in a liquid containing hesperidin and .alpha.-glucosyl saccharide. The .alpha.-glycosyl hesperidin is easily recovered from the reaction mixture with a synthetic macroporous resin. .alpha.-Glycosyl hesperidin is superior in water-solubility, substantially tasteless and odorless, free of toxicity, and readily hydrolyzable in vivo into hesperidin and D-glucose to exhibit the physiological activity inherent to hesperidin. Thus, .alpha.-glycosyl hesperidin is favorably usable in vitamin P-enriching agents, foods, beverages, tobaccos, foods, pet foods, pharmaceuticals for susceptive diseases, cosmetics and plastics.Type: GrantFiled: July 12, 1995Date of Patent: July 29, 1997Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku KenkyujoInventors: Hiromi Hijiya, Toshio Miyake
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Patent number: 5629411Abstract: A process for producing a saccharide carboxylic acid or a salt thereof characterized in that a microorganism belonging to the genus Pseudogluconobacter and capable of oxidizing a hydroxymethyl group and/or hemiacetal hydroxyl-associated carbon atom to a carboxyl group, or an artifact derived from the microorganism, is permitted to act on a hydroxymethyl and/or hemiacetal hydroxyl-containing saccharide or saccharide derivative to produce and accumulate the corresponding carboxylic acid and the carboxylic acid so accumulated is harvested and novel saccharide carboxylic acids produced by the above production method, and by the process, from a broad range of saccharides, saccharic acids having carboxyl groups derived from hydroxymethyl and/or hemiacetal OH groups can be produced with high selectivity and in good yield, the resultant saccharide acids are resistant to enzymatic degradation and have improved water solubility, among other characteristics.Type: GrantFiled: April 10, 1995Date of Patent: May 13, 1997Assignee: Takeda Chemical Industries, Ltd.Inventors: Toshihiro Ishiguro, Masahide Oka, Takamasa Yamaguchi, Ikuo Nogami
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Patent number: 5627157Abstract: .alpha.-Glycosyl hesperidin, a novel hesperidin derivative wherein equimolar or more D-glucose residues are bound to hesperidin via the .alpha.-bond, is formed by a saccharide-transferring enzyme in a liquid containing hesperidin and .alpha.-glucosyl saccharide. The .alpha.-glycosyl hesperidin is easily recovered from the reaction mixture with a synthetic macroporous resin. .alpha.-Glycosyl hesperidin is superior in water-solubility, substantially tasteless and odorless, free of toxicity, and readily hydrolyzable in vivo into hesperidin and D-glucose to exhibit the physiological activity inherent to hesperidin. Thus, .alpha.-glycosyl hesperidin is favorably usable in vitamin P-enriching agents, foods, beverages, tobaccos, foods, pet foods, pharmaceuticals for susceptive diseases, cosmetics and plastics.Type: GrantFiled: November 28, 1994Date of Patent: May 6, 1997Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku KenkyujoInventors: Hiromi Hijiya, Toshio Miyake
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Patent number: 5580552Abstract: A 7-glycosyloxybenzopyran derivative represented by the following formula (I) ##STR1## wherein, R is a hydrogen atom, an acyl group, an alkyl group, a cycloalkyl group, an alkenyl group or an aralkyl group, R.sub.2 is a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group or an aralkyl group and R.sub.3 is a glycosyl group whose hydroxyl group is protected or not protected, selected from the group consisting of glucosyl, mannosyl and galactosyl groups, and physiologically acceptable salts thereof.Type: GrantFiled: May 19, 1995Date of Patent: December 3, 1996Assignee: Dainippon Ink & Chemicals Inc.Inventors: Hidetsugu Takagaki, Masayoshi Abe, Yasuo Aoki, Mitsuru Sakai, Nobuyuki Kimura
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Patent number: 5565435Abstract: A novel .alpha.-glycosyl quercetin, wherein at least equimolar D-glucose residues are attached to quercetin via the .alpha.-bond, has a satisfactory water-solubility, light tolerance and stability, and exerts the inherent activity of quercetin in vivo. The .alpha.-glycosyl quercetin is prepared by a process comprising subjecting a solution containing quercetin and an .alpha.-glucosyl saccharide to the action of a saccharide-transferring enzyme to form an .alpha.-glycosyl quercetin, and recoverying the resultant .alpha.-glycosyl quercetin. The .alpha.-glycosyl quercetin can be advantageously used in combination with other materials in food products, cosmetic compositions and pharmaceutical compositions as a highly-safe and natural vitamin P-enriched agent, yellow-color-imparting agent, antioxidant, deodorant, stabilizer, quality-improving agent, antiseptic, prophylactic agent, therapeutic agent and ultraviolet-absorbing agent.Type: GrantFiled: February 15, 1995Date of Patent: October 15, 1996Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku KenkyujoInventors: Masaru Yoneyama, Satoshi Iritani, Toshio Miyake
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Patent number: 5478579Abstract: A method for orally inducing and enhancing the absorption of calcium into mammalian bone tissue comprises the administration of an effective dose of a flavonol aglycone glycoside in combination with nutritional calcium. Various herbal sources are shown. Potassium gluconate may be added to the system as an adjuvant.Type: GrantFiled: July 21, 1993Date of Patent: December 26, 1995Assignee: Biodyn Medical Research, Inc.Inventor: Stephen Sawruk
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Patent number: 5346890Abstract: An antioxidant substance which is a green leaf component in a green plant, comprising a component which is substantially insoluble in n-hexane but soluble in an aqueous ethanol solution having a water content of 0 to 80% by volume. The substance has an antioxidant activity as potent as or more potent than .alpha.-tocopherol, and is useful as an antioxidant for use in the field of foods, and medicines. Particularly, the antioxidant substance can be used for maintaining the freshness and quality of foods or storage thereof. The substance can be blended with cosmetics for skin and hair and are useful for the prevention of spots, freckles, chapping and sunburn.Type: GrantFiled: August 14, 1991Date of Patent: September 13, 1994Assignee: Yoshihide HagiwaraInventors: Yoshihide Hagiwara, Hideaki Hagiwara
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Patent number: 5338838Abstract: An antioxidant substance which is a green leaf component in a green plant, comprising a component which is substantially insoluble in n-hexane but soluble in an aqueous ethanol solution having a water content of 0 to 80% by volume. The substance has an antioxidant activity as potent as or more potent than .alpha.-tocopherol, and is useful as an antioxidant for use in the field of foods, and medicines. Particularly, the antioxidant substance can be used for maintaining the freshness and quality of foods or storage thereof. The substance can be blended with cosmetics for skin and hair and are useful for the prevention of spots, freckles, chapping and sunburning.Type: GrantFiled: June 3, 1992Date of Patent: August 16, 1994Assignee: Yoshihide HagiwaraInventors: Yoshihide Hagiwara, Hideaki Hagiwara
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Patent number: 5320949Abstract: The present invention relates to an aglucone isoflavone enriched vegetable protein fiber wherein a vegetable protein material is extracted to form a slurry of protein, fiber and glucone isoflavones. The pH of the slurry is adjusted to about 6 to 8 and the slurry reacted with a beta glucosidase to convert the glucone isoflavones in said slurry to aglucone isoflavones. The fiber fraction is then recovered from the slurry by centrifugation or similar means to provide an aglucone enriched fiber.Type: GrantFiled: October 12, 1993Date of Patent: June 14, 1994Assignee: Protein Technologies International, Inc.Inventor: Jerome L. Shen
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Patent number: 5296469Abstract: The diosmin heptakis (hydrogensulfate) aluminum complex is described, as l as its preparation procedure, characterized by reacting one mole of diosmin with seven moles of a sulfating agent in a dry medium and treatment with an aqueous aluminum hydroxycloride solution of the diosmin heptakis (hydrogensulfate) sodium salt thus obtained. A description of pharmacological assays carried out to confirm the cytoprotective action of the product is included.Type: GrantFiled: February 25, 1993Date of Patent: March 22, 1994Assignee: Fabrica Espanola de Productos Quimicos y Farmaceuticos, S.A.Inventors: Aurelio Orjales-Venero, Ramon Mosquera-Pestana
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Patent number: 5212076Abstract: The present invention provides a dye other than red and purple which is obtained from cultured cells of Euphorbia milli. The present invention also provides cultured cells containing quercetin glucuronide in a large amount, derived from tissues or cells of Euphorbia milli.Type: GrantFiled: September 16, 1991Date of Patent: May 18, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Yoshikazu Yamamoto, Yasuhiro Kinoshita
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Patent number: 5171573Abstract: A novel glycoside, 4.sup.G -alpha-D-glucopyranosyl rutin, is formed by a saccharide-transferring enzyme and glucoamylase in a solution which contains rutin together with glucoamylase. The 4.sup.G -alpha-D-glucopyranosyl rutin formed in such a solution is purified with a synthetic macroreticular resin, and crystallization in an organic solvent yields a complex crystal with the organic solvent. 4.sup.G -Alpha-D-glucopyranosyl rutin exhibits the same molecular absorption coefficient as intact rutin, and is readily water-soluble, substantially tasteless and odorless, and readily hydrolyzable in vivo to exhibit physiological activities inherent to rutin. These render 4.sup.G -alpha-D-glucopyranosyl rutin very useful as a highly-safe, natural yellow coloring agent, antioxidant, stabilizer, quality-improving agent, preventive, remedy, uv-absorbent and deterioration-preventing agent in foods, beverages, tobaccos, cigarets, feeds, pet foods, pharmaceuticals, cosmetics and plastics.Type: GrantFiled: August 15, 1991Date of Patent: December 15, 1992Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku KenkyujoInventors: Yukio Suzuki, Kei Suzuki, Masaru Yoneyama, Toshio Miyake
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Patent number: 5145781Abstract: Alpha-glycosyl rutin is formed at a high concentration by allowing a saccharide-transferring enzyme to act on a high-rutin content liquid in suspension or solution to effect saccharide-transfer reaction. The resultant alpha-glycosyl rutin is easily recovered from the reaction mixture by allowing it to contact with a synthetic macroreticular resin. Alpha-glycosyl rutin is superior in water-solubility, resistance to light and stability to intact rutin, as well as having the physiological activities as intact rutin has. Thus, alpha-glycosyl rutin is favorably usable as a yellow coloring agent, antioxidant, stabilizer, fading-preventing agent, quality-improving agent, preventive, remedy, uv-absorbent and deterioration-preventing agent in foods, beverages, tobaccos, cigarettes, feeds, pet foods, pharmaceuticals for susceptive diseases, cosmetics including skin-refining agent and skin-whitening agent, and plastics, in addition to the use in vitamin P-enriching agents.Type: GrantFiled: March 7, 1990Date of Patent: September 8, 1992Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku KenkyujoInventors: Yukio Suzuki, Kei Suzuki, Masaru Yoneyama, Hiromi Hijiya, Toshio Miyake
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Patent number: 5104980Abstract: Chromogenic enzyme substrate compounds comprising a dibenz[b,e][1,4]oxazepinone or dibenzo[b,e][1,4]thiazepinone nucleus having an enzyme-cleavable group such as a radical of a sugar, carboxylic acid, amino acid, peptide, phosphoric acid, or sulfuric acid. The substrate compounds are, in general, highly soluble in aqueous media and only slightly colored, and produce, upon enzyme cleavage, a chromogen exhibiting a large change in absorbance and a pKa below 7. Such substrates find use as indicators for the determination of enzyme analytes and enzymes used as markers in a variety of assays, including immunoassays.Type: GrantFiled: June 12, 1989Date of Patent: April 14, 1992Assignee: Miles Inc.Inventor: Paul F. Corey
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Patent number: 5077206Abstract: The invention provides a process for preparing L-rhamnose by hydrolyzing a rhamnosidic bond of a glycoside having rhamnose in a terminal position, by enzymatically hydrolyzing the glucoside with an enzyme combination comprising biological structural material degrading enzyme and a naringinase preparation which has a higher rhamnosidase activity than beta-glucosidase activity. Preferably the enzyme combination having rhamnosidase activity together with additional enzyme activity is a selected partially purified enzyme preparation having high rhamnosidase activity and low glucosidase activity together with biological structural material degrading activity. More preferably the additional enzyme activity is derived from an enzyme of the group consisting of protease, lipase, pectinase, cellulase and hemicellulase.Type: GrantFiled: November 21, 1988Date of Patent: December 31, 1991Assignee: Unilever Patent Holdings B.V.Inventors: Peter S. J. Cheetham, Michael A. Quail
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Patent number: 5071973Abstract: The present invention refers to a method concerning the preparation of hemo-compatible substrates by incorporation, adhesion and/or modification and embodiment of non-thrombogenic endothelial cell surface polysaccharide (HS I) in its peptide-bound or free form on and/or mixed with synthetic and biopolymers (Substrates) by way of physical distribution, adhesion to the surface and/or chemical embodiment, which can be used in medicine as blood-compatible substrates. These polymers can be presented in form of fibres, hollow fibres, membranes, organ spare parts, canulas, syringes, tubes, blood containers, or in other forms, or they can be prepared from other material.Type: GrantFiled: September 27, 1990Date of Patent: December 10, 1991Inventors: Ruprecht Keller, Hanno Baumann
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Patent number: 5043323Abstract: Complex compounds of flavonoids with phospholipids, characterized by high lipophilia and improved bio-availability and therapeutic properties as compared with free, not complexed flavonoids. The complex compounds of the invention are suitable for use as the active principle in pharmaceutical and cosmetic compositions.Type: GrantFiled: January 12, 1988Date of Patent: August 27, 1991Assignee: Indena S.p.A.Inventors: Ezio Bombardelli, Gian F. Patri
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Patent number: 5026833Abstract: A novel glycoside, 4.sup.G -alpha-D-glucopyranosyl rutin, is formed by a saccharide-transferring enzyme and glucoamylase in a solution which contains rutin together with glucoamylase. The 4.sup.G -alpha-D-glucopyranosyl rutin formed in such a solution is purified with a synthetic macroreticular resin, and crystallization in an organic solvent yields a complex crystal with the organic solvent. 4.sup.G -Alpha-D-glucopyranosyl rutin exhibits the same molecular absorption coefficient as intact rutin, and is readily water-soluble, substantially tasteless and odorless, and readily hydrolyzable in vivo to exhibit physiological activities inherent to rutin. These render 4.sup.G -alpha-D-glucopyranosyl rutin very useful as a highly-safe, natural yellow coloring agent, antioxidant, stabilizer, quality-improving agent, preventive, remedy, uv-absorbent and deterioration-preventing agent in foods, beverages, tobaccos, cigarets, feeds, pet foods, pharmaceuticals, cosmetics and plastics.Type: GrantFiled: March 7, 1990Date of Patent: June 25, 1991Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku KenkyujuInventors: Yukio Suzuki, Kei Suzuki, Masaru Yoneyama, Toshio Miyake
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Patent number: 5008381Abstract: Naringin is selectively cleaved into L-rhamnose and naringenin-t-7-glucoside by heating naringin in solution under particular conditions of acid hydrolysis. Upon cooling the reaction medium, a liquid phase containing L-rhamnose and a semi-solid phase containing naringenin-7-O-glucoside are obtained from which those compounds may be isolated.Type: GrantFiled: February 23, 1990Date of Patent: April 16, 1991Assignee: Nestec S.A.Inventors: Zdenek Kratky, John S. Tandy
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Patent number: 4999423Abstract: A novel acylated anthocyanin of the formula: ##STR1## (wherein R.sup.1 and R.sup.2 may be the same or different and each represents a hydrogen atom, a ferulyl group or a caffeyl group; R.sup.3 and R.sup.4 may be the same or different and each represents a ferulyl group or a caffeyl group; and ANION.sup.- represents an anion) and a process for producing the same, as well as a pigment composition containing said anthocyanin.Type: GrantFiled: March 11, 1988Date of Patent: March 12, 1991Assignee: Suntory LimitedInventor: Eiichi Idaka
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Patent number: 4970301Abstract: Compound of general formula I: ##STR1## in which: A is a single or double bond,R.sub.1 and R.sub.3, which may be identical or different, are each a hydrogen atom, an alkoxycarbonylmethylene radical of formula --CH.sub.2 CO.sub.2 R.sub.4 (in which R.sub.4 denotes an alkyl radical having 1 to 5 carbon atoms) or a radical of formula W: ##STR2## (in which n is equal to 0 or 1 and R.sub.5, R.sub.6 and R.sub.7, which may be identical or different, are each a hydrogen or halogen atom, a hydroxyl radical, a trifluoromethyl radical, a lower alkyl radical containing 1 to 5 carbon atoms or an alkoxy radical containing 1 to 5 carbon atoms),R.sub.2 is a hydrogen atom, an alkoxycarbonylmethylene radical of formula --CH.sub.2 CO.sub.2 R.sub.4, a radical of formula W, or a .beta.-glucose or rutinose molecule linked to the oxygen to which it is attached with a glycoside bond,on condition, however, that at least either R.sub.1 or R.sub.2 or R.sub.Type: GrantFiled: November 29, 1988Date of Patent: November 13, 1990Assignee: Adir et CieInventors: Yves Rolland, Jacques DuHault
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Patent number: 4963527Abstract: Complexes resulting from the reaction of phospholipids, synthetic or of vegetable or animal origin, with flavonoids extracted from Vitis vinifera, their use in therapeutics and in cosmetics.Type: GrantFiled: January 14, 1988Date of Patent: October 16, 1990Assignees: INDENA S.p.A., SANOFIInventors: Ezio Bombardelli, Michel Sabadie
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Patent number: 4937257Abstract: New flavanone derivatives of the formula I ##STR1## wherein Ar.sup.1 and Ar.sup.2 are each phenyl which is unsubstituted or monosubstituted to trisubstituted by OH, alkyl, alkoxy, acylamino, halogen, COOalkyl and/or NO.sub.2 and/or substituted by a methylenedioxy group, and the alkyl, alkoxy and acyl groups each have 1-7 C atoms, but wherein the HO group is only in the 6-position if at least one of the radicals Ar.sup.1 and Ar.sup.2 is substituted phenyl, and the phosphoric acid esters thereof and the salts of these compounds display antiallergic effects. Salts of the I-phosphoric acid esters with aminoglycoside antibiotics are outstandingly stable and possess advantageous kinetics of liberation.Type: GrantFiled: August 28, 1985Date of Patent: June 26, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rolf Gericke, Helmut Wahlig, Elvira Dingeldein
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Patent number: 4894449Abstract: The invention refers to the preparation of diosmin octakis (hydrogen sulfate) aluminum complex, a new derivative of diosmin, by reaction of diosmin with a sulfating agent, such as sulfur trioxide-pyridine complex, sulfur trioxide-trimethylamine complex and sulfur trioxide-triethylamine complex, at a temperature between 40.degree. and 110.degree. C., in an appropriate medium, with preference pyridine, dimethylformamide and dimethylacetamide, and final addition of aluminum hydroxychloride.Type: GrantFiled: July 28, 1988Date of Patent: January 16, 1990Inventors: Aurelio O. Venero, Ramon M. Pestana
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Patent number: 4831129Abstract: Directly compressible powdered maltitol having a richness in maltitol higher than 85% by weight and a compressibility, determined in a test A, higher than 80 N.Type: GrantFiled: September 30, 1986Date of Patent: May 16, 1989Assignee: Roquette FreresInventor: Michel Serpelloni
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Patent number: 4774229Abstract: A mixture of an extract from a plant belonging to the Zygophyllaceae family containing phenolic compositions and a nonalkali metal salt is useful as a pharmaceutical agent, for example, in the treatment of cancer, nonmalignant tumors, osteomyelitis, psoriasis and warts.Type: GrantFiled: May 7, 1986Date of Patent: September 27, 1988Assignee: Chemex Pharmaceuticals, Inc.Inventor: Russell T. Jordan
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Patent number: 4771130Abstract: A target-entrapped drug comprising three chemically joined components(1) the active drug component;(2) a linking chain; and(3) an activatable group;the activatable group on exposure of the drug to activation liberating components (1) and (2) so that the drug component (1) is bound to a selected target site through the linking chain (2). The drug is administered and then activated by exposure to electromagnetic radiation or other energy such as thermal energy at the anatomic target site.Type: GrantFiled: February 17, 1984Date of Patent: September 13, 1988Inventor: William Cohen
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Patent number: 4755504Abstract: A pharmaceutical composition containing saponin and quercetin, derived from Tienchi, is effective in treatment of circulatory disease and as health food. Processes for producing these components are provided.Type: GrantFiled: December 22, 1986Date of Patent: July 5, 1988Inventor: Yaguang Liu
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Patent number: 4753929Abstract: A flavone glycoside having the formula is isolated from the natural source and is found to be effective to amelioration of the hemolinetic disturbance.Type: GrantFiled: March 10, 1987Date of Patent: June 28, 1988Assignee: Daicel Chemical Industries, Ltd.Inventors: Takeshi Matsumoto, Tsuyoshi Sei
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Patent number: 4686206Abstract: A pharmaceutical or veterinary composition for activating the function of phygocytes comprising as an effective ingredient a certain tocopheryl glycoside. The composition is useful for treating infectious diseases and malignant tumor.Type: GrantFiled: November 22, 1985Date of Patent: August 11, 1987Assignee: Sunstar Kabushiki KaishaInventors: Yasuhiro Katsuragi, Naoki Matsuda, Yoshiko Saiga, Yasunobu Kobayashi, Masakazu Nakamura, Toshio Satoh
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Patent number: 4617293Abstract: Flavonoid phosphates of aminoglycoside antibiotics are useful sparingly soluble salts, e.g., for achieving a depot effect.Type: GrantFiled: May 23, 1984Date of Patent: October 14, 1986Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Helmut Wahlig, Elvira Dingeldein, Richard Kirchlechner, Dieter Orth, Werner Rogalski
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Patent number: 4617292Abstract: A pharmaceutical composition for producing antiallergic activity containing as an active ingredient a certain tocopherol derivative having a sugar residue at 6-position of the 3,4-dihydrobenzopyrane ring thereof. A method for producing antiallergic activity using such a tocopherol derivative and some novel tocopherol derivatives are also disclosed.Type: GrantFiled: July 17, 1985Date of Patent: October 14, 1986Assignee: Sunstar Kabushiki KaishaInventors: Toshio Satoh, Hideki Miyataka, Yukimitsu Masamoto, Takashi Asai, Kenji Hasegawa, Hisao Kakegawa
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Patent number: 4603046Abstract: Skin treatment compositions such as sunscreen compositions and moisturizer compositions are provided which include a tri(hydroxyalkyl)rutoside as a UV-A absorber and moisturizer, such as troxerutin preferably in combination with 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester.Type: GrantFiled: August 23, 1985Date of Patent: July 29, 1986Assignee: Charles of the Ritz Group Ltd.Inventors: Arthur C. W. Georgalas, George E. Deckner
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Patent number: 4496548Abstract: A novel composition and method is disclosed for preventing hangover effects in humans caused by consumption of alcoholic beverages. The composition comprises thiamine, ascorbic acid, at least one of cystein or cysteic acid, and at least one flavonoid or flavonoid complex selected from hesperidin, rutin, and hesperidin-methyl-chalcone. Preferred administration is orally, before consumption of alcohol.Type: GrantFiled: February 4, 1983Date of Patent: January 29, 1985Inventors: Mervin J. Moldowan, Carol Moldowan
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Patent number: 4457918Abstract: A water soluble vitamin compound of the formula selected from the group consisting of: ##STR1## wherein R.sup.1 is a straight or branched chain glycosidic residue containing 1-20 glycosidic units per residue, and R.sup.2 and R.sup.3 are hydrogen or R.sup.1, with the proviso that at least one of R.sup.2 or R.sup.3 is R.sup.1.Type: GrantFiled: May 12, 1982Date of Patent: July 3, 1984Assignee: The General Hospital CorporationInventors: Michael F. Holick, Sally A. Holick
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Patent number: 4428876Abstract: A process for isolating saponins and flavonoids from leguminous plant which comprises extracting a part or the whole of the said plant with an aqueous alkaline solution, separating the extract from insoluble matters comprising fibrous materials, applying the extract on non-polar or slightly polar adsorbent resin to adsorb the saponins and flavonoids on the said resin, and treating the resin with a polar solvent to elute the saponins and the flavonoids adsorbed on the said resin.Type: GrantFiled: June 17, 1983Date of Patent: January 31, 1984Assignee: Tokiwa Kanpo Pharmaceutical Co., Ltd.Inventor: Junichi Iwamura