Patents Represented by Attorney James W. Williams, Jr.

Find this attorney in the Justia Lawyer Directory

  • Method of preparing bicyclic tetrahydroxylated pyrrolizidines
    Patent number: 5025098
    Abstract: Novel bicyclic tetrahydroxylated pyrrolizidines are disclosed which are inhibitors of glycosidase enzymes. A preferred inhibitor is 1.alpha.,2.alpha.,6.alpha.,7.alpha.,7.alpha..beta.-1,2,6-7-tetrahydroxypyr rolizidine. It is synthesized from D-glycero-D-gulo-heptono-1,4-lactone.
    Type: Grant
    Filed: September 24, 1990
    Date of Patent: June 18, 1991
    Assignee: Monsanto Company
    Inventor: George W. J. Fleet
  • Pyrrolizioines and synthesis thereof
    Patent number: 5023340
    Abstract: Swainsonine and analogs, namely, 1,4-dideoxy-1,4-imino-D-mannitol and the novel ring contacted swainsonines, (1S,2R,7R,7aR)-1,2-trihydroxypyrrolizidine and (1S,2R,7S,7aR)-1,2,7-trihydroxypyrrolizidine, are synthesized from the divergent intermediate, 4,5-anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol. These novel compounds are glycosidase inhibitors.
    Type: Grant
    Filed: October 20, 1989
    Date of Patent: June 11, 1991
    Assignee: Monsanto Company
    Inventor: George W. J. Fleet
  • Method for azide displacement of .alpha.-triflates of 1,5-lactones
    Patent number: 5021562
    Abstract: Reactions of azide ion with 2-O-trifluoromethanesulphonates of both 3,4:6,7-di-O-isopropylidene-D-glycero-D-talo-heltono-1,5-lactone and of 3,4:6,7-di-O-isopropylidene-D-glycero-D-galactoheptono-1,5-lactone are disclosed to give predominantly 2-azido-2-deoxy-3,4:6,7-di-O-isopropylidene-D-glycero-D-galacto-heptono-1, 5-lactone initially which then isomerizes under moderate reaction conditions to 2-azido-2-deoxy-3,4:6,7-di-O-isopropylidene-D-glycero-D-talo-heptono-1, 5-lactone.
    Type: Grant
    Filed: May 17, 1990
    Date of Patent: June 4, 1991
    Assignee: Monsanto Company
    Inventors: George W. J. Fleet, Ian Bruce
  • Method of enhancing peptide immunogenicity
    Patent number: 5021551
    Abstract: A method is disclosed for enhancement of the immunogenicity of a T cell immunogenic peptide which comprises adding an acidic amino acid at the N-terminus and/or a positive charge at the C-terminus of said peptide.
    Type: Grant
    Filed: January 18, 1989
    Date of Patent: June 4, 1991
    Assignee: Washington University
    Inventors: Paul M. Allen, Emil R. Unanue
  • Fucosidase inhibitor
    Patent number: 5017704
    Abstract: The synthesis of the novel fucosidase inhibitor, 2,6-imino-2,6,7-trideoxy-D-glycero-D-gluco heptitol, is disclosed.
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: May 21, 1991
    Assignee: Monsanto Company
    Inventors: George W. J. Fleet, Sung K. Namgoong
  • Synthesis of chiral pyrrolidine and piperidine glycosidase inhibitors
    Patent number: 5013842
    Abstract: There is disclosed a novel method for the syntheses of chiral pyrrolidines and piperidines by the intramolecular ring closure of anomeric mixtures of 4-amino- and 5-amino-2-trifluoromethanesulfonates of methyl furanosides. The novel method preferably provides for the efficient syntheses from diacetone glucose of 1,4-dideoxy-1,4-imino-D-arabinitol--known as DAB1, (2S,3R,4R)-3,4-dihydroxyproline, fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol], and (2S,3R,4R)-3,4-dihydroxypipecolic acid by intramolecular nucleophilic displacement by an amino function of 2-O-trifluoromethanesulphonates of anomeric mixtures of methyl furanosides.
    Type: Grant
    Filed: January 22, 1990
    Date of Patent: May 7, 1991
    Assignee: Monsanto Company
    Inventors: George W. J. Fleet, David R. Witty
  • Pharmaceutical composition and method of inhibiting virus
    Patent number: 5011829
    Abstract: A pharmaceutical composition and a method of inhibiting human immunodeficiency virus (HIV) is disclosed which comprises administering to an HIV infected patient a synergistic combination of 3'-azido-3'-deoxythymidine (AZT) and N-butyl deoxynojirimycin (N-butyl DNJ) in an amount which achieves antiviral efficacy.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: April 30, 1991
    Assignee: G. D. Searle & Co.
    Inventors: Martin S. Hirsch, Victoria A. Johnson
  • Synthesis of mannojirimycin derivatives
    Patent number: 5011929
    Abstract: .alpha.-Homojirimycin and 6-dpi-homojirimycin are each synthesized from 2-azido-2-deoxy-3,4:6,7-di-O-isopropylidene-D-glycero-D-talo-heptono-1,5-l actone in which the side chain acetonide is hydrolyzed to give the corresponding diol which is then protected with a silyl protecting agent to form a silyl ether. The latter compound is used as a divergent intermediate in which the piperidine ring is formed by joining the nitrogen function at C-2 to C-6 (A) with inversion of configuration at C-6 to form 6-epi-homomannojirimycin or (B) with retention of configuration at C-6 to form .alpha.-homomannojirimycin.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: April 30, 1991
    Assignee: Monsanto Company
    Inventors: George W. J. Fleet, Ian Bruce
  • Reagent and method for determining activity of retroviral protease
    Patent number: 5011910
    Abstract: Novel fluorogenic substrates for retroviral protease, e.g. HIV protease, having the chemical structure X--Thr--Ile--Nle--Phe(Y)--Gln--Arg--NH.sub.2 wherein X is a fluorogenic group and Y is an acceptor for the fluorogenic group, and their use in a fluorometric method for the determination of retroviral protease is disclosed.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: April 30, 1991
    Assignee: Washington University
    Inventors: Garland R. Marshall, Mihaly V. Toth
  • Stimulation of endothelial cell growth
    Patent number: 5008196
    Abstract: A method of stimulating endothelial cell growth is provided which comprises subjecting said cells to a growth stimulating amount of a highly purified vascular permeability factor having the following characteristics:(a) it has a M.sub.r about 34,000-40,000 as determined by sodium dodecylsulfate polyacrylamide gel electrophoresis;(b) it is a disulfide-linked protein dimer;(c) it has a N-terminal amino acid sequence as follows: ##STR1## (d) it exhibits substantial mitogenic activity to endothelial cells in culture.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: April 16, 1991
    Assignee: Monsanto Company
    Inventors: Daniel T. Connolly, Joseph Feder
  • Peptide inhibitors of motor neuron attachment to s-laminin
    Patent number: 5003044
    Abstract: Novel peptides having inhibitor activity toward the binding of motor neurons to s-laminin are disclosed which are selected from the group consisting ofAEKQLREQVGDQYQTVRALAEand fragments thereof containing the essential sequence LRE.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: March 26, 1991
    Assignee: Washington University
    Inventors: Dale D. Hunter, Joshua R. Sanes, John P. Merlie, Steven P. Adams
  • 1,5-dideoxy-1,5-imino-D-glucitol derivatives
    Patent number: 5003072
    Abstract: O-acylated derivatives of 1,5-dideoxy-1,5-imino-D-glucitol and their N-alkyl, N-acyl and N-aryl derivatives in which from one to four of the free hydroxyl groups are acylated with acyl groups having from one to eight carbon atoms and in which the N-alkyl and N-acyl substituents contain from four to fourteen carbon atoms and the N-aryl substituents contain from seven to fourteen carbon atoms are disclosed, provided that when N-aryl is benzyloxycarbonyl, the O-acyl groups contain four to eight carbon atoms.
    Type: Grant
    Filed: October 12, 1989
    Date of Patent: March 26, 1991
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Phosphatidylinositol 4-kinase
    Patent number: 5001064
    Abstract: A novel phosphatidylinositol 4-kinase isolated from bovine uterus having the following characteristics:(a) molecular weight of about 55 kDa as determined by sodium dodecylsulfate polyacrylamide gel electrophoresis;(b) K.sub.m of about 18 .mu.M for ATP;(c) K.sub.m of about 22 .mu.g/ml for phosphatidylinositol;(d) pH optimum of about 6.0 to 7.0;(e) activated by Mg.sup.2+ ;(f) inhibited by Ca.sup.2+ ;(g) utilizes ATP and 2'-dioxy-ATP as phosphoryl donors and specifically phosphorylates phosphatidylinositol on the 4-position; and(h) essentially free of phosphatidylinositol-4-phosphate 5-kinase activity determined by treatment with phorphoryl donors ADP, GTP, ITP or CTP.
    Type: Grant
    Filed: June 20, 1988
    Date of Patent: March 19, 1991
    Assignee: Washington University
    Inventor: Thomas F. Deuel
  • Method of inhibiting virus
    Patent number: 4999360
    Abstract: A group of five- and six-membered heterocyclic compounds having a nitrogen in the ring and 2 to 3 hydroxyl substituents on the ring are effective inhibitory agents of human immunodeficiency virus.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: March 12, 1991
    Assignee: Monsanto Company
    Inventors: George W. J. Fleet, Thomas W. Rademacher, Raymond A. Dwek
  • Derivatives of 1,4-dideoxy-1,4-imino-D-mannitol and a process for their preparation
    Patent number: 4996329
    Abstract: Novel derivatives of 1,4-dideoxy-1,4-imino-D-mannitol and method for their synthesis from 4,5-anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol or its triflate derivative are disclosed. The novel derivatives, 6-fluoro-1,4-imino-1,4,6-trideoxy-D-mannitol and the N-butyl and N-benzyl derivatives of 1,4-dideoxy-1,4-amino-D-mannitol, have useful mannosidase inhibitory activity.
    Type: Grant
    Filed: January 8, 1990
    Date of Patent: February 26, 1991
    Assignee: Monsanto Company
    Inventors: George W. J. Fleet, Bryan Winchester, Neil M. Carpenter
  • Asymmetric catalytic hydrogenation of .alpha.-arylpropenic acids
    Patent number: 4994607
    Abstract: Process for preparing .alpha.-arylpropionic acids by catalytically asymmetrically hydrogenating .alpha.-arylpropenoic acids utilizing an asymmetric hydrogenation catalyst at low temperatures and, optionally, at high pressures.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: February 19, 1991
    Assignee: Monsanto Company
    Inventor: Albert S. C. Chan
  • Synthesis of nojirimycin derivatives
    Patent number: 4994572
    Abstract: Nojirimycin .delta.-lactam and deoxynojirimycin are each synthesized from 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-idofuranose as a divergent intermediate by a method which comprises formation of the piperidine ring by connection of nitrogen between C-1 and C-5 with inversion of configuration at C-5 to form nojirimycin .delta.-lactam or between C-2 and C-6 with inversion of configuration at C-2.
    Type: Grant
    Filed: October 12, 1989
    Date of Patent: February 19, 1991
    Assignee: Monsanto Company
    Inventor: George W. J. Fleet
  • cDNA encoding 92-kDA type IV collagenase
    Patent number: 4992537
    Abstract: A novel 92-kDa type IV collagenase has been purified to homogeneity from SV-40 transformed fetal lung fibroblasts, its primary structure determined and characterized and a cDNA clone representing the full size protein has been developed.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: February 12, 1991
    Assignee: Washington University
    Inventors: Gregory I. Goldberg, Arthur Z. Eisen
  • Bicyclic tetrahydroxylated pyrrolizidines
    Patent number: 4992460
    Abstract: Novel bicyclic tetrahydroxylated pyrrolizidines are disclosed which are inhibitors of glycosidase enzymes. A preferred inhibitor is 1.alpha., 2.alpha., 6.alpha., 7.alpha., 7.alpha..beta.-1,2,6,7-tetrahydroxypyrrolizidine. It is synthesized from D-glycero-D-gulo-heptono-1,4-lactone.Novel Intermediate compounds prepared during this synthesis are 7-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-gulo-h ept ono-1,4-lactone and 1.alpha., 2.alpha., 6.alpha., 7.alpha., 7.alpha..beta.-1,2:6,7-di-O-isopropylidene-1,2,6,7-tetrahydroxypyrrolizidi ne.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: February 12, 1991
    Assignee: Monsanto Company
    Inventor: George W. J. Fleet
  • Thienyl peptide mimetic compounds which are useful in inhibiting platelet aggregation
    Patent number: 4992463
    Abstract: Novel peptide mimetic compounds are provided which have useful activity as inhibitors of platelet aggregation. These compounds have the chemical structure ##STR1## wherein x=6 to 10,y=0 to 4,Z=H, COOH, CONH.sub.2 or C.sub.1-6 alkyl,Ar=phenyl, biphenyl or napthyl, each substituted with 1 to 3 methoxy groups, or an unsubstituted phenyl, biphenyl, napthyl, pyridyl or thienyl group, andAsp=aspartic acid residue.
    Type: Grant
    Filed: August 18, 1989
    Date of Patent: February 12, 1991
    Assignee: Monsanto Company
    Inventors: Foe S. Tjoeng, Steven P. Adams