Oxygen Bonded Directly At The 6- Or 7-position (e.g., Chenodeoxycholic Acids, Ursodeoxycholic Acids, Etc.) Patents (Class 552/551)
  • Patent number: 10323060
    Abstract: The present invention provides compounds of Formula I: pharmaceutical compositions comprising these compounds and methods of using these compounds to treat or prevent a disease or disorder mediated by FXR and/or TGR5.
    Type: Grant
    Filed: February 22, 2017
    Date of Patent: June 18, 2019
    Assignee: ENANTA PHARMACEUTICALS, INC.
    Inventors: Yat Sun Or, Xuechao Xing, Guoqiang Wang, Ruichao Shen, Jing He
  • Patent number: 10266560
    Abstract: The present invention relates to compounds of Formula (I), and pharmaceutically acceptable salts thereof, where R1, R2, R3, R4, R5, R6, R7, R8 and m are as defined herein, pharmaceutical compositions comprising these compounds and methods of use of these compounds for treating a TGR5 mediated disease or condition.
    Type: Grant
    Filed: November 5, 2015
    Date of Patent: April 23, 2019
    Assignee: ENANTA PHARMACEUTICALS, INC.
    Inventors: Yat Sun Or, Guoqiang Wang, Ruichao Shen, Xuechao Xing
  • Patent number: 10155787
    Abstract: The present invention relates to obeticholic acid: or a pharmaceutically acceptable salt, solvate or amino acid conjugate thereof. Obeticholic acid is useful for the treatment or prevention of a FXR mediated disease or condition, cardiovascular disease or cholestatic liver disease, and for reducing HDL cholesterol, for lowering triglycerides in a mammal, or for inhibition of fibrosis. The present invention also relates to processes for the synthesis of obeticholic acid.
    Type: Grant
    Filed: November 20, 2015
    Date of Patent: December 18, 2018
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventors: André Steiner, Heidi Waenerlund Poulsen, Emilie Jolibois, Melissa Rewolinski, Ralf Gross, Emma Sharp, Fiona Dubas-Fisher, Alex Eberlin
  • Patent number: 9732117
    Abstract: The invention relates to compounds of formula (I): wherein R is ethyl, propyl or allyl, and pharmaceutically acceptable salts, solvates or amino acid conjugates thereof. The compounds of formula (I) are useful as FXR agonists.
    Type: Grant
    Filed: February 5, 2016
    Date of Patent: August 15, 2017
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Patent number: 9611289
    Abstract: The present invention provides a compound of formula (I): or a pharmaceutically acceptable salt, solvate, or amino acid conjugate thereof, wherein R1, R2, R3, R4, R5, and R6 are as described herein. The present invention relates generally to selective FXR agonists and to methods of making and using them.
    Type: Grant
    Filed: May 14, 2014
    Date of Patent: April 4, 2017
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Publication number: 20150099022
    Abstract: Phytoecdysones for use in improving muscle quality in obese and/or sarcopenic mammals, preferably, obese mammals subjected to a low-calorie diet. The phytoecdysones are advantageously incorporated into a food composition. The phytoecdysones can be derived from plants, such as quinoa.
    Type: Application
    Filed: December 13, 2012
    Publication date: April 9, 2015
    Inventors: Stanislas Veillet, Rene Lafont, Anne-Sophie Foucault, Waly Dioh, Annie Quignard-Boulange
  • Patent number: 8999964
    Abstract: The invention relates to compounds of Formula (A): (A) or a salt, solvate, hydrate, or amino acid conjugate thereof. The compounds of formula A are TGR5 modulators useful for the prevention and treatment of disease.
    Type: Grant
    Filed: November 19, 2009
    Date of Patent: April 7, 2015
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Patent number: 8969330
    Abstract: The invention relates to compounds of formula (I): wherein R is ethyl, propyl or allyl, and pharmaceutically acceptable salts, solvates or amino acid conjugates thereof. The compounds of formula (I) are useful as FXR agonists.
    Type: Grant
    Filed: February 7, 2013
    Date of Patent: March 3, 2015
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Patent number: 8829213
    Abstract: Compounds of formula (I): in which R1, R2, R3, R3?, R4, R5, R6, R6?, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, A, D, X, Y, and Z are defined in the specification. Also disclosed is a method of using one of the compounds to lower the blood cholesterol level and treat cancer, atherosclerosis, diabetes, Alzheimer's disease, and corneal arcus.
    Type: Grant
    Filed: July 29, 2010
    Date of Patent: September 9, 2014
    Assignee: The University of Chicago
    Inventors: Dacheng Peng, John Kokontis, Richard Hiipakka, Shutsung Liao
  • Patent number: 8796249
    Abstract: The invention relates to compounds of Formula A: (A) or a salt, solvate, or hydrate thereof. The compounds of formula A are TGR5 modulators useful for the treatment of disease.
    Type: Grant
    Filed: July 30, 2009
    Date of Patent: August 5, 2014
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Publication number: 20140045808
    Abstract: A method of treating a patient to reduce risk of developing Clostridium difficile-associated disease or reducing existing Clostridium difficile-associated disease in a mammalian subject involves administering to a mammalian subject an effective amount of a germination-inhibiting compound derived from taurocholate. Novel compounds of this class are also provided.
    Type: Application
    Filed: August 8, 2013
    Publication date: February 13, 2014
    Applicants: of Nevada, Las Vegas
    Inventors: Ernesto Abel-Santos, Amber Howerton
  • 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
  • Publication number: 20130261317
    Abstract: This invention relates generally to methods for preparing certain bile acids from non-mammalian sourced starting materials as well as to synthetic bile acids and compositions comprising such acids wherein the acids are characterized by a different C14 population than naturally occurring bile acids as well as being free from any mammalian pathogens. This invention is also directed to the synthesis of intermediates useful in the synthesis of such bile acids. Accordingly, the C ring of the steroidal scaffold is oxidized to provide a synthetic route and intermediates to DCA. This invention also provides synthetic methods for preparing deoxycholic acid or a salt thereof starting from aromatic steroids such as estrogen, equilenin, and derivatives thereof. This invention is also directed to intermediates such as 12-oxo or delta-9,11-ene steroids as well as novel processes for their preparation.
    Type: Application
    Filed: September 19, 2011
    Publication date: October 3, 2013
    Applicant: KYTHERA BIOPHARMACEUTICALS, INC.
    Inventors: Robert M. Moriarty, Photon Rao
  • Patent number: 8293726
    Abstract: The present invention relates to a novel compound (e.g., 24-ethyl-cholestane-3?,5?,6?-triol), its production, its use, and to methods of treating neoplasms and other tumors as well as other diseases including hypercholesterolemia, autoimmune diseases, viral diseases (e.g., hepatitis B, hepatitis C, or HIV), and diabetes.
    Type: Grant
    Filed: November 30, 2006
    Date of Patent: October 23, 2012
    Assignee: Vianova Labs, Inc.
    Inventor: Nabil Francois Habib
  • Patent number: 8173627
    Abstract: The present disclosure provides compositions and methods for treating, ameliorating, or relieving at least one symptom associated with loss of blood flow to the brain including, without limitation, ischemic stroke. Compositions of the disclosure may comprise a bile acid compound and a carbohydrate, wherein both materials remain in solution for all pH values of the solution within a selected range of pH values. Symptoms may include infarct volume, functional recovery, apoptosis, and/or eNOS expression.
    Type: Grant
    Filed: August 30, 2005
    Date of Patent: May 8, 2012
    Inventor: Seo Hong Yoo
  • Patent number: 7994352
    Abstract: Process for preparing 3?-7?(?)-dihydroxy-6?(?)-alkyl-5?-cholanic acid (I) in which R is a linear or branched C1-C5 alkyl and the relative intermediates 3?-hydroxy-6?-alkyl-7-keto-5?-cholanic (VIII) and 3?-hydroxy-6?-alkyl-7-keto-5?-cholanic (IX).
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: August 9, 2011
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventors: Massimo Ferrari, Roberto Pellicciari
  • Patent number: 7982062
    Abstract: A process for the preparation of high purity cholanic acids, typically in purity equal to or higher than 99%.
    Type: Grant
    Filed: September 11, 2007
    Date of Patent: July 19, 2011
    Assignee: Dipharma Francis s.r.l.
    Inventors: Pietro Allegrini, Tiziano Scubla, Fausto Gorassini, Andrea Finco
  • Publication number: 20110172198
    Abstract: The invention relates to compounds of Formula A: (A) or a salt, solvate, or hydrate thereof. The compounds of formula A are TGR5 modulators useful for the treatment of disease.
    Type: Application
    Filed: July 30, 2009
    Publication date: July 14, 2011
    Applicant: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Patent number: 7932243
    Abstract: The present disclosure relates to methods and compositions to offset, ameliorate and/or alleviate one or more unwanted and/or adverse gastrointestinal effects. For example, in some embodiments, the present disclosure relates to compositions that include a bile acid, a carbohydrate and/or a pharmaceutical compound, wherein the pharmaceutical is associated with an adverse gastrointestinal effect in a subject (e.g., mammal or human). Non-limiting examples of pharmaceutical compounds may include a nonsteroidal anti-inflammatory drug, a gastric irritating drug (e.g., an antibiotic, an adrenal cortocoid steroid and an anti-cancer drug) and combinations thereof. The disclosure further relates to methods of ameliorating or eliminating at least one adverse gastrointestinal effects of a composition, comprising administering to a subject an aqueous solution comprising a bile acid and a carbohydrate.
    Type: Grant
    Filed: March 10, 2006
    Date of Patent: April 26, 2011
    Inventor: Seo Hong Yoo
  • Publication number: 20110059932
    Abstract: Compounds of formula (I): in which R1, R2, R3, R3?, R4, R5, R6, R6?, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, A, D, X, Y, and Z are defined in the specification. Also disclosed is a method of using one of the compounds to lower the blood cholesterol level and treat cancer, atherosclerosis, diabetes, Alzheimer's disease, and corneal arcus.
    Type: Application
    Filed: July 29, 2010
    Publication date: March 10, 2011
    Applicant: The University of Chicago
    Inventors: Dacheng Peng, John Kokontis, Richard Hiipakka, Shutsung Liao
  • Publication number: 20110003782
    Abstract: The invention relates to compounds of Formula A: (A) or a pharmaceutically acceptable salt, solvate, hydrate, or prodrug thereof. The compounds of Formula A are TGR5 modulators useful for the treatment of various diseases, including obesity, insulin sensitivity, inflammation, cholestasis, and bile desaturation.
    Type: Application
    Filed: January 18, 2008
    Publication date: January 6, 2011
    Inventor: Roberto Pellicciari
  • Patent number: 7812011
    Abstract: The invention relates to a FXR agonist of formula (I) and pharmaceutically acceptable salts, solvates or amino acid conjugates thereof.
    Type: Grant
    Filed: February 28, 2005
    Date of Patent: October 12, 2010
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Patent number: 7786102
    Abstract: The invention relates to compounds of formula (I): wherein R is ethyl, and pharmaceutically acceptable salts, solvates or amino acid conjugates thereof. The compounds of formula (I) are useful as FXR agonists.
    Type: Grant
    Filed: November 21, 2006
    Date of Patent: August 31, 2010
    Assignee: Intercept Pharmaceuticals, Inc.
    Inventor: Roberto Pellicciari
  • Publication number: 20100093687
    Abstract: A method of treating a disorder related to a high cholesterol concentration, comprising administering to a subject in need thereof a compound of formula (I): Also disclosed are methods, kits, combinations, and compositions for treating a disorder in a subject where an activator of liver X alpha is indicated, such as in, for example, treating a high cholesterol disease.
    Type: Application
    Filed: December 14, 2009
    Publication date: April 15, 2010
    Applicant: University of Chicago
    Inventors: Ching Song, Shutsung Liao, Qing Dai
  • Patent number: 7601706
    Abstract: This invention is directed to compounds that provide for sustained systemic concentrations of therapeutic or prophylactic agents following administration to animals. This invention is also directed to pharmaceutical compositions including and methods using such compounds.
    Type: Grant
    Filed: March 24, 2006
    Date of Patent: October 13, 2009
    Assignee: XenoPort, Inc.
    Inventors: Kenneth C. Cundy, Mark A. Gallop, Cindy X. Zhou
  • Patent number: 7598235
    Abstract: This invention is directed to compounds that provide for sustained systemic concentrations of therapeutic or prophylactic agents following administration to animals. This invention is also directed to pharmaceutical compositions including and methods using such compounds.
    Type: Grant
    Filed: September 6, 2005
    Date of Patent: October 6, 2009
    Assignee: XenoPort, Inc.
    Inventors: Kenneth C. Cundy, Mark A. Gallop
  • Publication number: 20090226431
    Abstract: The present invention relates to a novel compound (e.g., 24-ethyl-cholestane-3?,5?,6?-triol), its production, its use, and to methods of treating neoplasms and other tumors as well as other diseases including hypercholesterolemia, autoimmune diseases, viral diseases (e.g., hepatitis B, hepatitis C, or HIV), and diabetes.
    Type: Application
    Filed: November 30, 2006
    Publication date: September 10, 2009
    Inventor: Nabil Habib
  • Patent number: 7501403
    Abstract: The present invention relates to the use of a bile acid or bile salt fatty acid conjugate of general formula II W-X-G in which G is a bile acid or bile salt radical, which, if desired, is conjugated in position 24 with a suitable amino acid, W stands for one or two fatty acid radicals having 14-22 carbon atoms and X stands for a suitable bonding member or for a direct C?C bond between said bile acid or bile salt radical and the fatty acid(s) or of a pharmaceutical composition comprising same for the reduction of Cholesterol in blood, for the treatment of Fatty Liver, Hyperglycemia and Diabetes.
    Type: Grant
    Filed: April 15, 2002
    Date of Patent: March 10, 2009
    Assignee: Galmed International Limited
    Inventor: Tuvia Gilat
  • Publication number: 20080138285
    Abstract: A steroid ester compound of a terminally-fluorinated alkyl fatty acid, a steroid compound having bis(trifluoromethyl)phenyl group, a phosphatidylserine compound having a terminally-fluorinated alkyl group, a glyceride compound having bis(trifluoromethyl phenyl group, or a glyceride compound having a terminally-fluorinated alkyl group. A vascular lesion can be selectively imaged by using a contrast medium comprising a liposome containing said compound or a salt thereof.
    Type: Application
    Filed: September 18, 2007
    Publication date: June 12, 2008
    Inventors: Kazunobu Takahashi, Kazuhiro Aikawa
  • Publication number: 20080064888
    Abstract: A process for the preparation of high purity cholanic acids, typically in purity equal to or higher than 99%.
    Type: Application
    Filed: September 11, 2007
    Publication date: March 13, 2008
    Applicant: DIPHARMA FRANCIS S.R.L.
    Inventors: Pietro ALLEGRINI, Tiziano SCUBLA, Fausto GORASSINI, Andrea FINCO
  • Patent number: 7160733
    Abstract: The cholesterol derivative, represented by the following formula (1): wherein R represents a C3–C23 saturated or unsaturated aliphatic hydrocarbon residue having an optional substituent, and, to the cholesterol backbone, —OH, —CHO, —COOH, —OOH, or an epoxy group may be added, specifically binds to ?2-glycoprotein. By use of the derivative, ?2-glycoprotein or a similar substance can be assayed in a very practical manner. Through the assay, a disease can be detected in a very practical manner.
    Type: Grant
    Filed: January 30, 2002
    Date of Patent: January 9, 2007
    Inventors: Eiji Matsuura, Kazuko Kobayashi
  • Patent number: 7144877
    Abstract: Disclosed are methods for providing enhanced systemic blood concentrations of orally delivered drugs that are incompletely translocated across the intestinal wall of an animal. Also disclosed are methods for the sustained release of drugs, whether poorly or readily bioavailable via oral delivery to animals. Still further, disclosed are compounds and pharmaceutical compositions that are used in such methods.
    Type: Grant
    Filed: October 5, 2001
    Date of Patent: December 5, 2006
    Assignee: XenoPort, Inc.
    Inventors: Mark A. Gallop, Kenneth C. Cundy
  • Patent number: 7138390
    Abstract: The invention relates to compounds of formula (I): wherein R is ethyl and pharmaceutically acceptable salts, solvates or amino acid conjugates thereof. The compounds of formula (I) are useful as FXR agonists.
    Type: Grant
    Filed: February 21, 2002
    Date of Patent: November 21, 2006
    Assignee: Intercept Pharmaceuticals
    Inventor: Roberto Pellicciari
  • Patent number: 7074778
    Abstract: This invention relates to methods for treating asthma or allergy in a mammal by administering a 3-aminosteroid compound to a mammal in need thereof. The 3-aminosteroid compound being capable of down regulating the IL-9 pathway and alleviating asthmatic responses to allergen. Exemplary 3-aminosteroid compounds used in the methods of the invention include compounds having the chemical formula (I), wherein X, R1, R2, R3, and R4 groups are as defined herein. The invention also relates to certain novel compounds of formula (I). Moreover, the invention also provides methods for identifying an immunomodulatory 3-aminosteroid compound.
    Type: Grant
    Filed: December 11, 2000
    Date of Patent: July 11, 2006
    Assignee: Genaera Corporation
    Inventors: Roy C. Levitt, Nicholas C. Nicolaides, William A. Kinney, Steve Jones
  • Patent number: 6984634
    Abstract: This invention is directed to compounds that provide for sustained systemic concentrations of therapeutic or prophylactic agents following administration to animals. This invention is also directed to pharmaceutical compositions including and methods using such compounds.
    Type: Grant
    Filed: October 9, 2001
    Date of Patent: January 10, 2006
    Assignee: XenoPort, Inc.
    Inventors: Kenneth C. Cundy, Mark A. Gallop
  • Patent number: 6909007
    Abstract: Steroidal compounds or their salts having general formulas (I) and (II) wherein: s is an integer equal to 1 or 2, preferably s=2; b0=0 or 1; A?R—, wherein R is the steroidal drug radical, C and C1 are two bivalent radials. The precursors of the radicals B and B1 are such as to the pharmacological tests repotted in the description.
    Type: Grant
    Filed: April 11, 2000
    Date of Patent: June 21, 2005
    Assignee: Nicox S.A.
    Inventor: Piero del Soldato
  • Patent number: 6900192
    Abstract: This invention is directed to compounds that provide for sustained systemic concentrations of therapeutic or prophylactic agents following administration to animals. This invention is also directed to pharmaceutical compositions including and methods using such compounds.
    Type: Grant
    Filed: October 5, 2001
    Date of Patent: May 31, 2005
    Assignee: XenoPort, Inc.
    Inventors: Kenneth C. Cundy, Mark A. Gallop, Cindy X. Zhou
  • Patent number: 6803030
    Abstract: Compounds able to chelate paramagnetic metal ions and the use thereof as contrast agents in the technique known as “Magnetic Resonance Imaging” (M.R.I.).
    Type: Grant
    Filed: August 27, 2002
    Date of Patent: October 12, 2004
    Assignee: Bracco Imaging S.p.A.
    Inventors: Christoph De Haen, Andrea Beltrami, Enrico Cappelletti, Luciano Lattuada, Mario Virtuani
  • Patent number: 6624156
    Abstract: The present invention provides hybrid molecules and methods of synthesizing such hybrid molecules from a cholinergic agent and a bile acid. The hybrid molecules function as cholinergic agents and may be either cholinergic agonists or cholinergic antagonists. Further disclosed herein are compositions comprising hybrid cholinergic agents and methods of making such compositions. Methods of treating a patient having a cholinergic disorder are also disclosed.
    Type: Grant
    Filed: June 25, 2002
    Date of Patent: September 23, 2003
    Assignee: Board of Trustees of the University of Arkansas
    Inventors: Jean-Pierre Raufman, Piotr Zimniak, Kunrong Cheng
  • Patent number: 6624155
    Abstract: The present invention provides hybrid molecules and methods of synthesizing such hybrid molecules from a cholinergic agent and a bile acid. The hybrid molecules function as cholinergic agents and may be either cholinergic agonists or cholinergic antagonists. Further disclosed herein are compositions comprising hybrid cholinergic agents and methods of making such compositions. Methods of treating a patient having a cholinergic disorder are also disclosed.
    Type: Grant
    Filed: May 1, 2001
    Date of Patent: September 23, 2003
    Assignee: Board of Trustees of the University of Arkansas
    Inventors: Jean-Pierre Raufman, Piotr Zimniak, Kunrong Cheng
  • Patent number: 6589946
    Abstract: The present invention relates to bile acid or bile salt fatty acid conjugates (hereinafter called “BAFAC), to their use in dissolving cholesterol gallstones in bile, preventing their occurrence or recurrence, to their use in reducing or preventing arteriosclerosis and to methods for the treatment of said diseases. The conjugates are of the formula W—X—G in which G is a bile acid or bile salt radical, W stands for one or two saturated fatty acid radicals and X is either a direct bond or a bonding member between bile acid or bile salt and the fatty acid(s). The conjugation is advantageously performed at a position selected among the 3, 6, 7, 12 and 24 positions of the bile acid or bile salt nucleus. The fatty acids are preferably saturated fatty acids having 6-26 carbon atoms.
    Type: Grant
    Filed: February 21, 2002
    Date of Patent: July 8, 2003
    Assignee: Galmed International Limited
    Inventor: Tuvia Gilat
  • Patent number: 6555530
    Abstract: Analysis of full-blood glucose, serum insulin, serum triglycerides and total serum cholesterol were performed. Glucose levels in blood samples from the oral glucose tolerance test were used for calculation of the incremental Area Under the Curve (AUC0-120 min−baseline). All data are expressed as percentage change of vehicle treated animals (cf. FIGS. 1 and 2).
    Type: Grant
    Filed: January 31, 2000
    Date of Patent: April 29, 2003
    Assignee: Novo Nordisk A/S
    Inventor: Karsten Wassermann
  • Patent number: 6437156
    Abstract: The invention relates to a method of altering hypothalamic function in an individual. The method comprises nasally administering a human vomeropherin, e.g. a 19-nor cholane steroid, or a pharmaceutical composition containing a vomeropherin, such that the vomeropherin binds to a specific neuroepithelial receptor. The steroid or steroids is/are preferably administered in the form of a pharmaceutical composition containing one or more pharmaceutically acceptable carriers. Other embodiments of the invention include pharmaceutical compositions containing the steroids.
    Type: Grant
    Filed: February 2, 1999
    Date of Patent: August 20, 2002
    Assignee: Pherin Corporation
    Inventors: Clive L. Jennings-White, David L. Berliner, Nathan W. Adams
  • Patent number: 6342489
    Abstract: Bile acid metal salts of therapeutic interest and pharmaceutical and veterinary composition containing same for the treatment of anemias and other conditions are described.
    Type: Grant
    Filed: April 4, 2000
    Date of Patent: January 29, 2002
    Assignees: ICE s.r.l.
    Inventors: Beniamino Palmieri, Alessandro Medici, Enzo Bartoli
  • Patent number: 5834452
    Abstract: A compound of the formula ##STR1## having progestomimetic activity, wherein the substituents are as defined in the specification and compositions of a compound of formula I and an estrogen compound.
    Type: Grant
    Filed: May 22, 1997
    Date of Patent: November 10, 1998
    Assignee: Roussel Uclaf
    Inventors: Jacques Biton, Jean-Pierre Marchandeau, Robert Azerad, Isabelle Lacroix
  • Patent number: 5637691
    Abstract: Compounds having a broad range of antimicrobial activity generally have a structure including asteroid nucleus with a cationic, preferably polyamine, side chain (X) and an anionic side chain (Y). The invention is also directed to compounds of the Formula III: ##STR1## preferably where the steroid ring nucleus is saturated; the steroid ring substituent Z.sub.5 is .alpha.-H; one Z.sub.7 is .beta.-H and the other is .alpha.-H or .alpha.-OH; both substituents Z.sub.12 are hydrogen; X' is a polyamine side chain of the formula --NH--(CH.sub.2).sub.p --NH--(CH.sub.2).sub.q --N(R.sup.II)(R.sup.III) where p and q are each independently 3 or 4, and R.sup.II and R.sup.III are each independently hydrogen or methyl; R' is methyl; and Y' is (C.sub.1 -C.sub.10)-alkyl substituted with a group such as --CO.sub.2 H or --SO.sub.3 H.
    Type: Grant
    Filed: August 18, 1994
    Date of Patent: June 10, 1997
    Assignee: Magainin Pharmaceuticals, Inc.
    Inventors: Leah L. Frye, Michael A. Zasloff, William A. Kinney, Robert Moriarty
  • Patent number: 5610151
    Abstract: Monomeric bile acid derivatives, processes for their preparation and the use of these compounds as medicamentsMonomeric bile acid derivatives of the formula IZ--X--GS I,in which GS, X and Z have the meanings given, and processes for their preparation are described. The compounds have useful pharmacological properties and can therefore be used as medicaments.
    Type: Grant
    Filed: May 5, 1994
    Date of Patent: March 11, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heiner Glombik, Alfons Enhsen, Werner Kramer, G unther Wess
  • Patent number: 5559258
    Abstract: Ethylenically unsaturated bile acid derivatives of the formula IG--X--A Iin which G, X and A have the meanings indicated, are described. They are suitable for the preparation of polymeric bile acid derivatives. Bile acid derivatives of the formula IVaG--X' IVain which G and X' have the meanings indicated, are also described. They are useful synthesis components for the preparation of pharmaceuticals.
    Type: Grant
    Filed: November 22, 1994
    Date of Patent: September 24, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Alfons Enhsen, Heiner Glombik, Stefan M ullner, G unther Wess
  • Patent number: 5541348
    Abstract: Novel bile acids according to the general formula ##STR1## wherein R.sub.1 represents a hydroxyl group, R.sub.2 and R.sub.3 both represent a hydrogen or a hydroxyl group, or R.sub.2 represents a hydroxyl group or a .beta. hydroxyl group and R.sub.3 represents a hydrogen or R.sub.3 represents a hydroxyl group and R.sub.2 represents a hydrogen, and R.sub.4 represents a (CH.sub.2).sub.n R.sub.5 wherein n is from 1 to 6, and R.sub.5 represents --0--PO(OH).sub.2, --CH(OH)COOH, a nitrogen containing saturated heterocyclic ring group, NR.sub.6 R.sub.7, wherein R.sub.6 and R.sub.7 are the same or different and each represent hydrogen or a C.sub.1 -C.sub.10 alkyl group or CO--R.sub.8 wherein R.sub.8 represents an amino acid moiety, R-phenylglycine, 12-aminododecanoic acid or 4-aminohippuric acid are synthesized from cholic, deoxycholic, chenodeoxycholic, ursodeoxycholic and lithocholic acids and iodo-derivatives thereof by known processes and/or by novel processes according to the present invention.
    Type: Grant
    Filed: March 10, 1994
    Date of Patent: July 30, 1996
    Assignee: National Research Council of Canada
    Inventors: Prabhat Ayra, Graham W. Burton
  • Patent number: 5349074
    Abstract: Process for pharmaceutical grade high purity hyodeoxycholic acid preparation starting from swine bile, consisting in the treatment of swine bile with sodium hydroxide, isolation of hyodeoxycholic, chenodeoxycholic and hyocholic acids by precipiation of their zinc salts and subsequent selective precipitation of the hyodeoxycholic acid magnesium salt, from which the acid is freed by acidification and then crystallized.
    Type: Grant
    Filed: January 28, 1993
    Date of Patent: September 20, 1994
    Assignee: Erregierre Industria Chimica S.p.A.
    Inventor: Antonio Bonaldi