Patents Assigned to Biotech Research Laboratories
  • Patent number: 6172110
    Abstract: Betulin and dihydrobetulin acyl derivatives according to the present invention have been found to have potent anti-HIV activity. The compounds of the present invention have the following formulae: or pharmaceutically acceptable salts thereof, wherein R1 is a C2-C20 substituted or unsubstituted carboxyacyl, R2 is a C2-C20 substituted or unsubstituted carboxyacyl; and R3 is hydrogen, halogen, amino, optionally substituted mono- or di-alkylamino, or —OR4, where R4 is hydrogen, C1-4 alkanoyl, benzoyl, or C2-C20 substituted or unsubstituted carboxyacyl; wherein the dashed line represents an optional double bond between C20 and C29.
    Type: Grant
    Filed: March 2, 1999
    Date of Patent: January 9, 2001
    Assignees: The University of North Carolina at Chapel Hill, BBI Biotech Research Laboratories, Inc.
    Inventors: Kuo-Hsiung Lee, I-Chen Sun, Hui-Kang Wang, Louis Mark Cosentino
  • Patent number: 5726204
    Abstract: The present invention is directed to compounds that are analogs of the natural product suksdorfin. Compounds of the present invention include those having Formula I: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are defined herein. The invention is also directed to methods of making these compounds, pharmaceutical compositions including these compounds and methods of using the compounds to inhibit retroviral infections in cells and tissues of animals. A method for stereoselectively preparing compounds within the scope of the invention by catalytic asymmetric dihydroxylation is also disclosed.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: March 10, 1998
    Assignees: Biotech Research Laboratories, University of North Carolina at Chapel Hill
    Inventors: Kuo-Hsiung Lee, Yoshiki Kashiwada, Li Huang, Thomas Tung-Ying Lee, Mark Cosentino, Jim Snider, Mark Manak, Lan Xie
  • Patent number: 5637589
    Abstract: Compounds, including compositions and methods of making and using these compounds for treating retroviral infections, are provided according to formula (G-1): ##STR1## wherein M is O or NH; Z is O, NH or S; R.sup.240, and R.sup.250 are each H, C.sub.1-10 alkyl, C.sub.1-10 aryl, alkyl, amide, or CH.sub.2 COOR.sup.260, where R.sup.260 is C.sub.1-10 alkyl or acyl; R.sup.200, R.sup.210, R.sup.220 and R.sup.230 are each H, halogen, hydroxyl, NH.sub.2, NH-alkyl, N-(alkyl).sub.2, O-alkyl, O-acyl, COCF.sub.3, OCF.sub.3 or CH.sub.2 COO NH-alkyl; or R.sup.200 and R.sup.210 form C.sub.5 -C.sub.10 cyclo or heterocyclo optionally substituted with one or more of halogen, hydroxyl, NH.sub.2, NH-alkyl, N-(alkyl).sup.2, O-acyl, O-alkyl, CO, CF.sub.3, OCF.sub.3 or CH.sub.2 COONH-alkyl; wherein C3 and C4 can be bound by a single or double bond; configurations at 3' or 4' can be (R) or (S); and R.sup.240 and R.sup.250 are either cis-.beta. or cis.alpha., or trans-3'-.alpha. or trans-3'-.beta. oriented.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: June 10, 1997
    Assignees: University of North Carolina at Chapel Hill, Biotech Research Laboratories
    Inventors: Kuo-Hsiung Lee, Yoshiki Kashiwada, Li Huang, Thomas T. Lee, Mark Cosentino, Jim Snider, Mark Manax, Lan Xie
  • Patent number: 5612341
    Abstract: Disclosed herein are derivatives of 4,4'-dimethoxy-5,6,5'6'-bimethylenedioxy 2,2'-dimethoxycarbonyl biphenyl (DDB) which were synthesized and found to have anti-HIV activity. Of the compounds studied, 3,3'-dibromo DDB and 3-bromo-DDB initially exhibited the greatest anti-HIV activity.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 18, 1997
    Assignees: Biotech Research Laboratories, University of North Carolina at Chapel Hill
    Inventors: Kuo-Hsiung Lee, Yoshiki Kashiwada, Lan Xie, Louis M. Cosentino, Mark Manak, Jing-Xi Xie, Yung-Chi Cheng, Robert Kilkulskie
  • Patent number: 4780529
    Abstract: An endotoxin inactivator is isolated from human plasma by anion exchange (DEAE-Sephadex), dye-affinity (Cibracron Blue-Sepharose), and adsorption (on hydroxyapatite) chromatography. The endotoxin inactivator, isolated in essentially pure form, may be used to depyrogenate clinical blood products.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: October 25, 1988
    Assignee: Biotech Research Laboratories, Inc.
    Inventor: Yu-Lee Hao
  • Patent number: 4738177
    Abstract: An apparatus for obtaining highly uniform thin rectangular strips from solid support sheets, such as antigen-laden nitrocellulose sheets used in immunoassays, is disclosed which includes a rectangular-shaped base plate having longitudinal parallel grooves, a hinged rectangular-shaped top plate having longitudinal parallel slots and a fastening element to secure the top plate to the base plate so that the longitudinal slots of the top plate register precisely above the longitudinal grooves of the base plate. The apparatus also includes cutting blades, a holder for holding the cutting blades, a sliding mechanism to move the holder and the blades through the longitudinal parallel slots, solid support sheet and across the longitudinal parallel grooves, and hold down bars and trackways to guide the cutting blades through the longitudinal parallel slots and across the longitudinal parallel grooves.
    Type: Grant
    Filed: March 19, 1986
    Date of Patent: April 19, 1988
    Assignees: Biotech Research Laboratories, Inc., SNS Incorporated
    Inventors: Thomas H. Jones, III, Maurice M. Smith
  • Patent number: 4677194
    Abstract: An endotoxin inactivator is isolated from human plasma by anion exchange (DEAE-Sephadex), dye-affinity (Cibracron Blue-Sepharose), and adsorption (on hydroxyapatite) chromatography. The endotoxin inactivator, isolated in essentially pure form, may be used to depyrogenate clinical blood products.
    Type: Grant
    Filed: August 9, 1985
    Date of Patent: June 30, 1987
    Assignee: Biotech Research Laboratories, Inc.
    Inventor: Yu-Lee Hao
  • Patent number: 4455842
    Abstract: An enclosed device and method for controlled freezing of cell cultures, especially eucaryotic cell cultures, contained in cell culture vials by means of a conventional freezer includes a container and top, a supporting grid and supporting grid base within the container for supporting the culture vials and a compatible liquid refrigerant in a volume of at least fifteen times the culture volume and at a level to totally immerse all of the cultures to be frozen. Compatible liquid refrigerants include the straight chain aliphatic alcohols, preferrably ethanol and methanol.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: June 26, 1984
    Assignee: Biotech Research Laboratories, Inc.
    Inventor: David J. Granlund
  • Patent number: 4377077
    Abstract: An enclosed device and method for controlled freezing of cell cultures, especially eucaryotic cell cultures, contained in cell culture vials by means of a conventional freezer includes a container and top, a supporting grid and supporting grid base within the container for supporting the cultire vials and a compatible liquid refrigerant in a volume of at least fifteen times the culture volume and at a level to totally immerse all of the cultures to be frozen. Compatible liquid refrigerants include the straight chain aliphatic alcohols, preferrably ethanol and methanol.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: March 22, 1983
    Assignee: Biotech Research Laboratories, Inc.
    Inventor: David J. Granlund