Unsaturation Between The 7- And 8-positions (e.g., Ergosterols, 7 Dehydrocholesterols, Provitamin D, Etc.) Patents (Class 552/547)
  • Patent number: 9376462
    Abstract: Processes for preparing lanostane triterpenes from the medicinal mushroom Ganoderma lucidum, and related compounds are described. Compounds, compositions, and methods for treating cancer are also described.
    Type: Grant
    Filed: September 29, 2011
    Date of Patent: June 28, 2016
    Assignee: Indiana University Research and Technology Corporation
    Inventors: Robert Minto, Erin Kennedy
  • Publication number: 20140378645
    Abstract: A problem of the present invention is to provide a liquid crystal aligning agent which never deteriorates even in a method where UV is irradiated such as a liquid crystal dropping method or the like, and is capable of forming a liquid crystal alignment film having high UV resistance.
    Type: Application
    Filed: January 7, 2013
    Publication date: December 25, 2014
    Inventors: Atsushi Kozaki, Michihiko Sato
  • Publication number: 20130331584
    Abstract: Recombinant DNA techniques are used to produce oleaginous recombinant cells that produce triglyceride oils having desired fatty acid profiles and regiospecific or stereospecific profiles. Genes manipulated include those encoding stearoyl-ACP desturase, delta 12 fatty acid desaturase, acyl-ACP thioesterase, ketoacyl-ACP synthase, and lysophosphatidic acid acyltransferase. The oil produced can have enhanced oxidative or thermal stability, or can be useful as a frying oil, shortening, roll-in shortening, tempering fat, cocoa butter replacement, as a lubricant, or as a feedstock for various chemical processes. The fatty acid profile can be enriched in midchain profiles or the oil can be enriched in triglycerides of the saturated-unsaturated-saturated type.
    Type: Application
    Filed: July 12, 2013
    Publication date: December 12, 2013
    Applicant: Solazyme, Inc.
    Inventors: Scott Franklin, Aravind Somanchi, George Rudenko, Riyaz Bhat, Xinhua Zhao, Risha Bond, Walter Rakitsky, Alejandro Marangoni, Diza Braksmayer
  • Publication number: 20130317240
    Abstract: Recombinant DNA techniques are used to produce oleaginous recombinant cells that produce triglyceride oils having desired fatty acid profiles and regiospecific or stereospecific profiles. Genes manipulated include those encoding stearoyl-ACP desturase, delta 12 fatty acid desaturase, acyl-ACP thioesterase, ketoacyl-ACP synthase, and lysophosphatidic acid acyltransferase. The oil produced can have enhanced oxidative or thermal stability, or can be useful as a frying oil, shortening, roll-in shortening, tempering fat, cocoa butter replacement, as a lubricant, or as a feedstock for various chemical processes. The fatty acid profile can be enriched in midchain profiles or the oil can be enriched in triglycerides of the saturated-unsaturated-saturated type.
    Type: Application
    Filed: July 12, 2013
    Publication date: November 28, 2013
    Inventors: Scott Franklin, Aravind Somanchi, George Rudenko, Riyaz Bhat, Xinhua Zhao, Risha Bond, Walter Rakitsky, Alejandro Marangoni, Diza Braksmayer
  • Patent number: 8586770
    Abstract: The invention relates to methods to manipulate stem cells in vivo and in vitro to treat, e.g., a condition where cell or tissue repair is needed.
    Type: Grant
    Filed: February 18, 2011
    Date of Patent: November 19, 2013
    Assignee: Harbor Therapeutics, Inc.
    Inventor: James M. Frincke
  • Patent number: 8575142
    Abstract: To inhibit production of adipocytokines, in particular, adipocytokines that elicit insulin resistance and to prevent onset of pathosis caused by the insulin resistance or ameliorate the pathosis, the present invention provides an agent or a food or drink which contains a compound having a lophenol skeleton, or an organic solvent extract or a hot water extract of a Liliaceae plant or, a fraction thereof containing the compound as an active ingredient.
    Type: Grant
    Filed: September 22, 2006
    Date of Patent: November 5, 2013
    Assignee: Morinaga Milk Industry Co., Ltd.
    Inventors: Miyuki Tanaka, Eriko Misawa
  • Publication number: 20130144076
    Abstract: Provided herein is a method of preparing a composition of a phytosterol derivative comprising a phytosterol intermediate coupled to a water-soluble carrier. The method controls the molecular structure of the product, resulting in phytosterol derivatives which are soluble in water at high concentration. The phytosterol derivatives provided herein are useful as ingredients for foods and pharmaceuticals, and have cholesterol-reducing effects.
    Type: Application
    Filed: March 10, 2011
    Publication date: June 6, 2013
    Applicant: KIP BIOTECH LLC
    Inventors: Narayana Chatla, Robert William Rambacher, Yao Yao
  • Publication number: 20130053357
    Abstract: Provided is a skin irritation suppressant for transdermal preparations, having a sufficient reduction effect of skin irritation due to a drug. Also provided is a transdermal preparation comprising the skin irritation suppressant. One embodiment of the invention is a skin irritation suppressant for suppressing the skin irritation due to a drug and a pharmaceutical ingredient to be used in a transdermal preparation other than the drug, the skin irritation suppressant comprising a sterol compound selected from the group consisting of cholesterol, cholesterol derivatives and cholesterol analogs, and the drug is one or more basic drugs selected from the group consisting of tolterodine, asenapine, bisoprolol, risperidone, nicotine and citalopram, and their pharmaceutically acceptable salts.
    Type: Application
    Filed: April 27, 2011
    Publication date: February 28, 2013
    Applicant: HISAMITSU PHARMACEUTICAL CO., INC.
    Inventors: Hidekazu Kuma, Kenji Atarashi, Kazuhiro Suzuki, Kazunosuke Aida
  • Publication number: 20120094328
    Abstract: The present invention provides dendritic cells (DCs) having reduced inflammatory activity, a method for producing DCs capable of inducing regulatory T cells and regulatory T cells, and substances useful for such a method, wherein the DCs and regulatory T cells are useful for prevention and treatment of immune diseases. The present invention relates to a cereal plant-derived material fermented with a koji microorganism, which is obtained by fermentation thereof with a koji microorganism, or a processed product thereof. Preferably, the fermented product or a processed product thereof comprises 14-dehydroergosterol. According to the present invention, regulatory DCs and regulatory T cells can be induced and the proliferation of inflammatory T cells can be suppressed using plant-derived materials.
    Type: Application
    Filed: June 25, 2010
    Publication date: April 19, 2012
    Applicant: KIRIN HOLDINGS KABUSHKIK KAISHA
    Inventors: Daisuke Fujiwara, Masaru Kato, Hideki Koizumi, Kumiko Ikado, Yasuhisa Ano
  • Patent number: 8101594
    Abstract: Compounds such as 4-methylcholest-7-en-3-ol, 4-methylergost-7-en-3-ol and 4-methylstigmast-7-en-3-ol which have an activity for improving pancreatic function are used as an active ingredient of a pancreas function improving drug and food or drink.
    Type: Grant
    Filed: February 28, 2006
    Date of Patent: January 24, 2012
    Assignee: Morinaga Milk Industry Co., Ltd.
    Inventors: Miyuki Tanaka, Eriko Misawa, Noriko Habara, Muneo Yamada
  • Patent number: 7884221
    Abstract: The present invention provides a method of separating ergosterol from a solution containing ergosterol in water-insoluble organic solvent, comprising supplying water to the solution and precipitating ergosterol. According to the method of the present invention, ergosterol crystals can be obtained at a high yield. Moreover, controlled water supply provides granular ergosterol aggregates exhibiting good solid-liquid separation character at a high yield.
    Type: Grant
    Filed: November 7, 2003
    Date of Patent: February 8, 2011
    Assignee: Kaneka Corporation
    Inventor: Hideo Kawachi
  • Publication number: 20110009615
    Abstract: An object of the present invention is to provide a novel method for producing a steroid compound. The present invention provides a method for producing 3,7-dioxo-5?-cholanic acid or ester derivatives thereof, which uses, as raw materials, sterols having double bonds at positions 5 and 24, such as cholesta-5,7,24-trien-3?-ol, ergosta-5,7,24(28)-trien-3?-ol, desmosterol, fucosterol, or ergosta-5,24(28)-dien-3?-ol, and which comprises the following 4 steps: (I) a step of performing oxidation of a hydroxyl group at position 3 and isomerization of a double bond at position 5 to position 4; (II) a step of converting position 24 to a carboxyl group or an ester derivative thereof by the oxidative cleavage of a side chain; (III) a step of introducing an oxygen functional group into position 7; and (IV) a step of constructing a 5?-configuration by reduction of a double bond at position 4.
    Type: Application
    Filed: June 30, 2010
    Publication date: January 13, 2011
    Applicant: MITSUBISHI CHEMICAL GROUP SCIENCE AND TECHNOLOGY RESEARCH CENTER, INC.
    Inventors: Jun Takehara, Naoya Fujiwara, Junya Kawai, Kyouko Endou, Kiyoshi Ooyama
  • Publication number: 20100305341
    Abstract: The present invention provides methods for production of one or more sterol compounds. Further provided are methods and systems for producing engineered oleaginous yeast or fungi that are capable of production of one or more sterol compounds, and compositions which utilize the produced sterol compound(s).
    Type: Application
    Filed: September 28, 2007
    Publication date: December 2, 2010
    Applicant: MICROBIA PRECISION ENGINEERING
    Inventors: Richard Bailey, Joshua Trueheart, Kevin T. Madden
  • Patent number: 7825269
    Abstract: Anti-nematode compounds, compositions, and methods for identifying such compounds are disclosed, where the compounds have the formula I: where Q, Q?, R1, R2, and n are defined herein.
    Type: Grant
    Filed: March 8, 2007
    Date of Patent: November 2, 2010
    Assignee: Board of Regents, University of Texas System
    Inventors: David J. Mangelsdorf, Richard J. Auchus, Daniel L. Motola, Carolyn L. Cummins, Kamalesh K. Sharma
  • Publication number: 20100120735
    Abstract: The present invention refers to a compound having anti-inflammatory and antiviral activity according to the following structural formula: wherein, R1 and R3 are selected from H, HO—, R5—O—, HCOO—, R5—COO—, —OOC—R6—COO—, p-toluene sulphonate, phosphate, tartrate, maleate, sulphate, fluorine, chlorine, bromine, iodine and methanesulphonate, R2 is selected from H, HO—, R5—O—, HCOO—, R5—COO—, —OOC—R6—COO—, p-toluene sulphonate, phosphate, tartrate, maleate, sulphate, fluorine, chlorine, bromine, and iodine, or —R1 and —R2 can be together —O—, (CH3)2—(CO)2-(ó-(CH3—CH2)2—(CO)2— R4 and R5 are selected from H and linear or branched C1-C4 alkyl, R6 is —(CH2)n equals to 1, 2 ó 3, and, can be a single bond or double bond, to the pharmaceutical compositions comprising the same, to a process for preparing the same and to the use of the same for preparing pharmaceutical compositions.
    Type: Application
    Filed: July 4, 2008
    Publication date: May 13, 2010
    Applicants: Consejo Nacional de Investigaciones Cientificas Y Tecnicas (Conicet), Inis Biotech LLC
    Inventors: Javier Alberto Ramirez, Flavia Mariana Michelini, Lydia Raquel Galagovsky, Alejandro Berra, Laura Edith Alche
  • Publication number: 20100036140
    Abstract: The invention provides sterols modified by polyethylene glycol represented by the following formula, the preparation and the use thereof, wherein each symbol is defined as in the description.
    Type: Application
    Filed: December 13, 2007
    Publication date: February 11, 2010
    Inventor: Wenfang Zhang
  • Patent number: 7615546
    Abstract: This invention relates to certain sugar esters of phytosterols of formula (I).
    Type: Grant
    Filed: September 15, 2008
    Date of Patent: November 10, 2009
    Assignee: BioDerm Research
    Inventor: Shyam K Gupta
  • Publication number: 20090247497
    Abstract: An isolated and purified form of ergosta-7,22-dien-3?-ol and its use as a marker for identifying Coriolus versicolor (Yunzhi) are provided. A composition used for treatment of cancer and other related diseases or disorders comprising ergosta-7,22-dien-3?-ol is also provided.
    Type: Application
    Filed: March 18, 2009
    Publication date: October 1, 2009
    Inventor: Hei Ling Helen CHAN
  • Publication number: 20080255077
    Abstract: Compounds such as 4-methylcholest-7-en-3-ol, 4-methylergost-7-en-3-ol and 4-methylstigmast-7-en-3-ol which have an activity for improving pancreatic function are used as an active ingredient of a pancreas function improving drug and food or drink.
    Type: Application
    Filed: February 28, 2006
    Publication date: October 16, 2008
    Inventors: Miyuki Tanaka, Eriko Misawa, Noriko Habara, Muneo Yamada
  • Patent number: 6989456
    Abstract: According to the present invention, there is provided a process for enzymatically producing dietary sterol fatty acid esters having physiological activities from phytosterols and fatty acids or oils and fats using lipase as a catalyst; the synthetic reaction conditions and the purification steps are so structured that dietary sterol fatty acid esters superior in sensory qualities including color, odor and taste, and safety, which is applicable as a general food, a health food or pharmaceuticals can be produced.
    Type: Grant
    Filed: September 26, 2001
    Date of Patent: January 24, 2006
    Assignee: Ikeda Food Research Co., Ltd.
    Inventors: Naoko Seo, Shoji Kaneko, Fumi Sato, Seiji Norinobu, Mitsumasa Mankura
  • Patent number: 6800317
    Abstract: This invention relates to phytosterols and phytostanols, in particular to fatty acid esters of phytosterols and phytostanols with a specified fatty acid composition. The invention further relates to methods for preparation of the phytosterol and phytostanol esters and their uses.
    Type: Grant
    Filed: May 16, 2003
    Date of Patent: October 5, 2004
    Assignee: Raisio Benecol Oy
    Inventors: Ingmar Wester, Jari Ekblom
  • Patent number: 6589588
    Abstract: This invention relates to phytosterols and phytostanols, in particular to fatty acid esters of phytosterols and phytostanols with a specified fatty acid composition. The invention further relates to methods for preparation of the phytosterol and phytostanol esters and their uses.
    Type: Grant
    Filed: December 20, 2000
    Date of Patent: July 8, 2003
    Assignee: Raisio Benecol Oy
    Inventors: Ingmar Wester, Jari Ekblom
  • Patent number: 6518262
    Abstract: The invention relates to 22R-hydroxycholesta-8,14-diene derivatives having general formula (I) wherein R1 is OR, OS03H or ═NOR; with R being H, (C1-6)alkyl or (C1-6)acyl; each of R2 and R3 is independently hydrogen or (C1-6)alkyl; R4 is hydrogen, (C1-6)alkyl or (C1-6)acyl; R5 is hydrogen; or R5 designates, together with R6, an additional bond between the carbon atoms at which R5 and R6 are placed; R6 is hydrogen, hydroxy or halogen; or R6 designates, together with R5, an additional bond between the carbon atoms at which R6 and R5 are placed; each of R7 and R8 is independently hydrogen or (C1-4)alkyl, optionally substituted with OH, (C1-4)alkoxy, or halogen; or a pharmaceutically acceptable salt thereof. The compounds of the invention have meiosis inhibiting activity and can be used for the control of fertility.
    Type: Grant
    Filed: August 22, 2001
    Date of Patent: February 11, 2003
    Assignee: Akzo Nobel N.V.
    Inventors: D. Leysen, J. van der Louw, R. G. J. M. Hanssen, Anja Wiersma
  • Patent number: 6429320
    Abstract: Processes for purifying compounds are disclosed which include reacting (i) a mixture of at least one tocopherol compound or sterol compound, and an alcohol having from about 10 to 30 carbons with (i) one or more boron-containing compounds to form a second mixture of orthoborate esters, wherein the mole ratio of tocopherol, sterol and alcohol to boron is at least about 2.5:1; heating the second mixture to form a residue containing the orthoborate esters; contacting the residue with a compound capable of solvolyzing the orthoborate esters to form a third mixture including the boron-containing compound(s), the alcohol and the tocopherol and/or sterol compound(s); and recovering the tocopherol and/or sterol compound(s).
    Type: Grant
    Filed: August 3, 2001
    Date of Patent: August 6, 2002
    Assignee: Cognis Corporation
    Inventors: Patrick M. McCurry, Jr., Stephen W. Turner, Carl Pickens
  • Patent number: 6413571
    Abstract: Novel sterol/stanol esters of a conjugated fatty acid are provided through the esterification or transesterification of a sterol such as beta-sitosterol or a hydrogenated form thereof (stanol). Such novel esters exhibit the combined properties normally possess by the sterol/stanol compound and the conjugated fatty acid and as such are excellent additives for dietetic foods and supplements.
    Type: Grant
    Filed: October 20, 2000
    Date of Patent: July 2, 2002
    Assignee: The Board of Regents for Oklahoma State University
    Inventor: Linsen Liu
  • Patent number: 6391370
    Abstract: Plant sterols have been shown to be cholesterol-reducing agents in human serum. In the present invention, plant sterols, plant stanols, plant sterol esters and other non-toxic sterols are micromilled with emulsifiers in a solvent (water or edible oil) to produce dispersion which can be incorporated into full-fat, reduced-fat, low-fat, fat-free and triglyceride-free food products. Such water-based or edible oil-based dispersions can be used to incorporate relatively high levels of such sterols/stanols in food products without the adverse organoleptic effect normally associated with the use of such plant sterols and plant stanols.
    Type: Grant
    Filed: April 6, 2000
    Date of Patent: May 21, 2002
    Assignee: Kraft Foods, Inc.
    Inventors: Richard B. Rogers, John B. Topinka, Elizabeth Gwartney, Johnny Casanovas, Scott T. Ostergaard, Daniel G. Lis, John A. DeWalt, Anilkumar G. Gaonkar
  • Patent number: 6352737
    Abstract: The invention relates to the use of nanoscale sterols and/or sterol esters with particle diameters of 10 to 300 nm as food additives and as active substances for the production of hypocholesterolemic agents. The particular fineness of the particles promotes more rapid absorption by the blood serum after oral ingestion by comparison with conventional sterols and sterol esters.
    Type: Grant
    Filed: June 20, 2000
    Date of Patent: March 5, 2002
    Assignee: Cognis Deutschland GmbH
    Inventors: Hans Dolhaine, Christian Kropf, Peter Christophliemk, Bernd Fabry, Manfred Biermann, Christine Schroeder
  • Patent number: 6310225
    Abstract: Steroid derivatives useful as intermediates for producing vitamin D derivates as well as processes for producing the steroid derivatives are provided. The steroid derivatives include halide compounds represented by the following formulae: wherein X, R1 and R2 are as defined by the specification.
    Type: Grant
    Filed: November 20, 2000
    Date of Patent: October 30, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshihisa Tsuji, Toshimichi Mitani
  • Patent number: 6147068
    Abstract: A pharmaceutical composition of matter for delivering nitric oxide. The composition is an amine that was reacted with nitric oxide. The composition of matter is lipophilic and insoluble and therefore delivers nitric oxide to the specific area of the body where it is introduced. Also, a method of synthesizing an amine and reacting it with nitric oxide to form the pharmaceutical composition of matter. Finally, a method of using the pharmaceutical composition of matter to deliver nitric oxide to the body.
    Type: Grant
    Filed: September 21, 1998
    Date of Patent: November 14, 2000
    Assignee: The University of Akron
    Inventors: Daniel J. Smith, Dominick Roselle
  • Patent number: 5952516
    Abstract: Cationic amphiphiles are provided that facilitate transport of biologically active (therapeutic) molecules into cells. There are provided also therapeutic compositions prepared typically by contacting a dispersion of one or more cationic amphiphiles with the therapeutic molecules. Therapeutic molecules that can be delivered into cells according to the practice of the invention include DNA, RNA, and polypeptides. Representative uses of the therapeutic compositions of the invention include providing gene therapy, and delivery of antisense polynucleotides or biologically active polypeptides to cells. With respect to therapeutic compositions for gene therapy, the DNA is provided typically in the form of a plasmid for complexing with the cationic amphiphile.
    Type: Grant
    Filed: May 8, 1997
    Date of Patent: September 14, 1999
    Assignee: Genzyme Corporation
    Inventors: Craig S. Siegel, Edward R. Lee, David J. Harris
  • Patent number: 5925628
    Abstract: Cationic amphiphiles are provided that facilitate transport of biologically active (therapeutic) molecules into cells. There are provided also therapeutic compositions prepared typically by contacting a dispersion of one or more cationic amphiphiles with the therapeutic molecules. Therapeutic molecules that can be delivered into cells according to the practice of the invention include DNA, RNA, and polypeptides. Representative uses of the therapeutic compositions of the invention include providing gene therapy, and delivery of antisense polynucleotides or biologically active polypeptides to cells. With respect to therapeutic compositions for gene therapy, the DNA is provided typically in the form of a plasmid for complexing with the cationic amphiphile.
    Type: Grant
    Filed: March 31, 1997
    Date of Patent: July 20, 1999
    Assignee: Genzyme Corporation
    Inventors: Edward R. Lee, David J. Harris, Craig S. Siegel
  • Patent number: 5686435
    Abstract: The invention pertains to vitamin D amide derivatives of formula (I). These novel 1.alpha.-hydroxy vitamin D derivatives and their 20-epi analogues comprise compounds of formula (I) and corresponding 5,6-trans isomers, where Y represents an alkylene or alkenylene group containing up to four carbon atoms; R.sup.1 and R.sup.2 independently represent a hydrogen atom or a lower alkyl or cycloalkyl group, or R.sup.1 R.sup.2 N-- represents a heterocyclic group; and R.sup.3 and R.sup.4 independently represent a hydrogen atom or an O-protecting group. Active compounds, in which R.sup.3 and R.sup.4 are hydrogen atoms or metabolically labile O-protecting groups exhibit potent cell modulating effect, but minimal effect on calcium metabolism.
    Type: Grant
    Filed: December 7, 1995
    Date of Patent: November 11, 1997
    Assignee: Research Institute for Medicine and Chemistry
    Inventors: Robert Henry Hesse, Gaddam Subba Reddy, Sundara Katugam Srinivasasetty Setty
  • Patent number: 5591733
    Abstract: Method, compositions, and compounds for modulating brain excitability to alleviate stress, anxiety, insomnia and seizure activity using certain steroid derivatives that act at a newly identified site on the gamma-aminobutyric acid receptor-chloride ionophore (GR) complex.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: January 7, 1997
    Assignee: University of Southern California
    Inventors: Michael B. Bolger, Kelvin W. Gee, Nancy C. Lan, Robert H. Purdy, Seid Mirsadeghi, Syed Hasan Tahir, Delia Belelli
  • Patent number: 5496813
    Abstract: There are described spontaneously dispersible agents containing sterolester and/or sterolphosphor compounds having a pronounced antitumour activity. Novel sterolesters and sterolphosphor compounds, their use for treating tumors, and processes for their preparation are disclosed.
    Type: Grant
    Filed: August 13, 1992
    Date of Patent: March 5, 1996
    Assignee: Marigen S.A.
    Inventors: Carl Eugster, Conrad H. Eugster, Walter Haldemann, Giorgio Rivara
  • Patent number: 5494905
    Abstract: The invention pertains to vitamin D amide derivatives of formula (I). These novel 1.alpha.-hydroxy vitamin D derivatives and their 20-epi analogues comprise compounds of formula (I) and corresponding 5,6-trans isomers, where Y represents an alkylene or alkenylene group containing up to four carbon atoms; R.sup.1 and R.sup.2 independently represent a hydrogen atom or a lower alkyl or cycloalkyl group, or R.sup.1 R.sup.2 N-- represents a heterocyclic group; and R.sup.3 and R.sup.4 independently represent a hydrogen atom or an 0-protecting group. Active compounds, in which R.sup.3 and R.sup.4 are hydrogen atoms or metabolically labile 0-protecting groups exhibit potent cell modulating effect, but minimal effect on calcium metabolism.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: February 27, 1996
    Assignee: Research Institute for Medicine and Chemistry
    Inventors: Robert H. Hesse, Gaddam S. Reddy, Sundara K. S. Setty
  • Patent number: 5359055
    Abstract: There are provided pregnane derivatives represented by formula ##STR1## wherein A.sup.1 represents a hydrogen atom or a hydroxyl group, A.sup.2 represents a substituent such as a hydroxyl group when A.sup.1 represents a hydrogen atom, or A.sup.2 represents a hydrogen atom when A.sup.1 represents a hydroxyl group, or A.sup.1 and A.sup.2 are combined together to form an oxo group; D.sup.1 represents a substituent such as a hydroxyl group, and D.sup.2 represents a hydrogen atom, or D.sup.1 and D.sup.2 are combined together to form an epoxy group or a single bond; D.sup.3, D.sup.5 and D.sup.7 each represents a hydrogen atom, D.sup.4 represents a hydroxyl group, and D.sup.6 represents a substituent such as a hydroxyl group, or D.sup.3 and D.sup.4 may be combined together to form an epoxy group or a single bond, or D.sup.4 and D.sup.5 may be combined together to form a single bond, or D.sup.5 and D.sup.6 may be combined together to form an epoxy group or a single bond, or D.sup.6 and D.sup.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: October 25, 1994
    Assignee: Kuraray Co., Ltd.
    Inventors: Jiro Tsuji, Takashi Takahashi, Masao Tsuji, Naoshi Nakagawa, Tetsuo Takigawa
  • Patent number: 5352781
    Abstract: The process of the invention comprises reacting a C-22-halo-23,24-bisnorsteroid or C-22-halo-23,24-bisnor-9,10-secosteroid with a nickel complex of an electron withdrawing alkene of the formula ##STR1## wherein R.sub.1 is hydrogen, hydroxycarbonyl, lower alkoxycarbonyl, lower alkylcarbonyl or unsubstituted or substituted lower alkyl, and R.sub.2 is hydroxyl, lower alkoxy, or unsubstituted or substituted lower alkyl, to yield a C-25 or C-26 precursor of the formula ##STR2## which is appropriately functionalized for conversion into the corresponding steroid or secosteroid by treatment as hereinafter described.
    Type: Grant
    Filed: March 19, 1993
    Date of Patent: October 4, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: George P. Yiannikouros, Percy S. Manchand
  • Patent number: 5270041
    Abstract: There are described antitumour sterols, their fatty acid esters and glucosides, processes for their preparation, spontaneously dispersible agents containing these sterols, their fatty acid esters and glucosides, and their use for treating tumours.
    Type: Grant
    Filed: February 15, 1991
    Date of Patent: December 14, 1993
    Assignee: Marigen S.A.
    Inventors: Carl Eugster, Conrad Eugster, Walter Haldemann, Giorgio Rivara
  • Patent number: 5206230
    Abstract: Fluorine-containing vitamin D.sub.3 analogues of the formula[I]: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently hydrogen atom, a chemically inactive hydroxy-protecting group, an acyl having 2 to 8 carbon atoms, or an alkyl having 1 to 8 carbon atoms, X is a straight carbon chain having 4 to 6 carbon atoms which contains at least one double or triple bond, which have excellent vitamin D.sub.3 -like activities, particularly anti-tumor activity owing to differentiation-inducing activity and are useful for the prophylaxis and treatment of various tumors, and intermediates therefor.
    Type: Grant
    Filed: June 5, 1991
    Date of Patent: April 27, 1993
    Assignee: Daikin Industries, Ltd.
    Inventors: Nobuo Ikekawa, Yoshiro Kobayashi, Takeo Taguchi, Yoko Tanaka, Yutaka Ohira
  • Patent number: 5023250
    Abstract: New 14.alpha.-carboxyalkyl sterols are regulators of HMG-CoA reductase and inhibitors of mammalian 14.alpha.-methyl demethylase and are useful in lowering serum cholesterol levels and treating fungal infections.
    Type: Grant
    Filed: August 24, 1989
    Date of Patent: June 11, 1991
    Assignee: SmithKline Beecham Corporation
    Inventors: Jerry L. Adams, Timothy F. Gallagher, Ruth J. Mayer, Brian W. Metcalf
  • Patent number: RE35517
    Abstract: Method, compositions, and compounds for modulating brain excitability to alleviate stress, anxiety, and seizure activity using certain steroid derivatives that act at a newly identified site on the gamma-ammobutyric acid/benzodiazepine receptor-chloride ionpore (GBR) complex.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: May 20, 1997
    Assignee: University of Southern California
    Inventors: Kelvin W. Gee, Michael B. Bolger, Nancy C. Lan