Patents Assigned to Bryn Mawr College
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Patent number: 9975848Abstract: The disclosure provides compositions and methods for sensitizing primary HIV-1, including transmitted/founder viruses, to neutralization by monoclonal antibodies, e.g., those directed against CD4-induced (CD4i) epitopes and the V3 region. In certain embodiments, the disclosure relates to the use of small molecules as microbicides to inhibit HIV-1 infection directly and to sensitize primary HIV-1 to neutralization by readily elicited antibodies.Type: GrantFiled: August 13, 2015Date of Patent: May 22, 2018Assignees: The Trustees of the University of Pennsylvania, Dana-Farber Cancer Institute, Inc., Bryn Mawr CollegeInventors: Amos B. Smith, III, Joseph Sodroski, Navid Madani, Bruno Melillo, Judith M. LaLonde, Amy M. Princiotto
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Patent number: 9776963Abstract: The invention provides for compounds of formula I: wherein Z is absent or (CRARB)nW; each RA and RB is independently (i) H, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, haloalkyl, each of which may be optionally substituted; (ii) OH, ORc, NH2, NHRc, NRcRc, SH, S(O)mRc; or (iii) RA and RB together form C(O); W is absent, C(O), C(O)O, C(O)NRcRc, O, S(O)m, or NRcRc; Y is an optionally substituted heterocyclic, optionally substituted heteroaryl, optionally substituted cycloalkyl, optionally substituted aryl, or NRXRY; wherein Rx and Ry are each independently H, alkyl or aryl; X1 is selected from the group consisting of halogen, methyl, and hydroxyl; X2 is a halogen; each Rc is independently alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, or heteroaralkyl, each of which may be optionally substituted; m is O, 1, or 2; and n is 1, 2, 3, 4, 5, or 6; and pharmaceutically acceptable salts thereof.Type: GrantFiled: November 10, 2009Date of Patent: October 3, 2017Assignees: The Trustees of the University of Pennsylvania, Dana-Farber Cancer Institute, Inc., The Johns Hopkins University, Bryn Mawr College, The Trustees of Columbia University in the City of New YorkInventors: Joseph G. Sodroski, Navid Madani, Arne Schön, Judith M. LaLonde, Joel R. Courter, Takahiro Soeta, Danny Ng, Ernesto Freire, Amos B. Smith, III, Amy M. Princiotto, Matthew Le-Khac, Wayne A. Hendrickson
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Patent number: 6307088Abstract: The present invention concerns alkyl esters of &bgr;-amino acid derivatives which are useful in the synthesis of taxol and analogs.Type: GrantFiled: April 11, 2000Date of Patent: October 23, 2001Assignees: NaPro BioTherapeutics, Inc., Bryn Mawr CollegeInventors: Charles S. Swindell, Nancy Krauss
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Patent number: 6262281Abstract: The present invention relates to chemical compounds that are useful in the production of taxanes. The chemical compounds according to the present invention have a generalized formula: wherein R1 is NH2, and wherein R2 may be acetyl or hydrogen, and p1 may be hydrogen or a hydroxyl protecting group.Type: GrantFiled: February 9, 1998Date of Patent: July 17, 2001Assignee: Bryn Mawr CollegeInventors: Charles S. Swindell, Nancy Krauss
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Patent number: 6133462Abstract: A compound for use in the production of taxanes and intermediates therefor having the formula: ##STR1## wherein R is an alkyl group.Type: GrantFiled: September 2, 1997Date of Patent: October 17, 2000Assignees: NaPro BioTherapeutics, Inc., Bryn Mawr CollegeInventors: Nicholas J. Sisti, Charles S. Swindell
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Patent number: 6107497Abstract: C7, C10 di-CBZ 10-deacetyl baccatin III of the formula: ##STR1## provides an intermediate for the production of docetaxel. A method of producing this C7, C10 di-CBZ 10-deacetyl Baccatin III is provided. Here, 10-deacetyl Baccatin III is acylated with at least 1.5 equivalents of n-butyl lithium and at least 1.5 equivalents of benzyl chloroformate in tetrahydrofuran. The 10-deacetyl Baccatin III may first be dissolved in tetrahydrofuran after which the n-butyl lithium is added followed by the addition of the benzyl chloroformate. The reaction is preferably at a reduced temperature of less than -20.degree. C. The resulting solution may be quenched with ammonium chloride and reduced to residue. The residue may then be redissolved in an organic solvent, washed, dried and recrystallized to purify the compound.Type: GrantFiled: March 19, 1996Date of Patent: August 22, 2000Assignees: NaPro BioTherapeutics, Inc., Bryn Mawr CollegeInventors: Nicholas J. Sisti, Charles S. Swindell, Madhavi C. Chander
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Patent number: 6072060Abstract: An efficient protocol for the synthesis of taxol, taxol analogs and their intermediates is described. The process incudes the attachment of the taxol A-ring side chain to baccatin III and for the synthesis of taxol and taxol analogs with variable A-ring side chain structures. A rapid and highly efficient esterification of O-protected isoserine and 3-phenylisoserine acids having N-benzyoloxycarbonyl groups to the C-13 hydroxyl of 7-O-protected baccatin III is followed by a deprotection-acylation sequence to make taxol, cephalomanninne and various analogs, including photoaffinity labeling candidates.Type: GrantFiled: February 19, 1999Date of Patent: June 6, 2000Assignee: Bryn Mawr CollegeInventors: Charles S. Swindell, Nancy Krauss
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Patent number: 5973170Abstract: A chemical compound having the formula: wherein R is an alkyl group and M.sup.+ counterion is an alkali metal, and a process of making the same.Type: GrantFiled: February 19, 1999Date of Patent: October 26, 1999Assignees: NaPro BioTherapuetics, Inc., Bryn Mawr CollegeInventors: Nicholas J. Sisti, Charles S. Swindell
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Patent number: 5948919Abstract: An efficient protocol for the synthesis of taxol, taxol analogs and their intermediates is described. The process incudes the attachment of the taxol A-ring side chain to baccatin III and for the synthesis of taxol and taxol analogs with variable A-ring side chain structures. A rapid and highly efficient esterification of O-protected isoserine and 3-phenylisoserine acids having N-benzyoloxycarbonyl groups to the C-13 hydroxyl of 7-O-protected baccatin III is followed by a deprotection-acylation sequence to make taxol, celphalomanninne and various analogs, including photoaffinity labeling candidates.Type: GrantFiled: June 7, 1995Date of Patent: September 7, 1999Assignees: NaPro BioTherapeutics, Inc., Bryn Mawr CollegeInventors: Nicholas J. Sisti, Charles S. Swindell, Madhavi C. Chander
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Patent number: 5939566Abstract: An efficient protocol for the synthesis of taxol, taxol analogs and their intermediates is described. The process includes the attachment of the taxol A-ring side chain to baccatin III and for the synthesis of taxol and taxol analogs with variable A-ring side chain structures. A rapid and highly efficient esterification of O-protected isoserine and 3-phenylisoserine acids having N-benzyoloxycarbonyl groups to the C-13 hydroxyl of 7-O-protected baccatin III is followed by a deprotection-acylation sequence to make taxol, celphalomanninne and various analogs, including photoaffinity labeling candidates.Type: GrantFiled: June 7, 1995Date of Patent: August 17, 1999Assignee: Bryn Mawr CollegeInventors: Charles S. Swindell, Nancy Krauss
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Patent number: 5770745Abstract: An efficient protocol for the synthesis of taxol, taxol analogs and their intermediates is described. The process incudes the attachment of the taxol A-ring side chain to baccatin III and for the synthesis of taxol and taxol analogs with variable A-ring side chain structures. A rapid and highly efficient esterification of O-protected isoserine and 3-phenylisoserine acids having N-benzyoloxycarbonyl groups to the C-13 hydroxyl of 7-O-protected baccatin III is followed by a deprotection-acylation sequence to make taxol, celphalomanninne and various analogs, including photoaffinity labeling candidates.Type: GrantFiled: December 15, 1994Date of Patent: June 23, 1998Assignee: Bryn Mawr CollegeInventors: Charles S. Swindell, Nancy Krauss
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Patent number: 5688977Abstract: A method of producing docetaxel comprises the esterification of C7, C10 di-CBZ 10-deacetyl baccatin III and an N-CBZ C2'-protected 3-phenyl isoserine side chain wherein C2' is protected by a hydrogenatable benyl-type protecting group. The C7, C10 carbobenzyloxy groups are then replaced with hydrogen and the carbobenzyloxy group at the C3' nitrogen site is replaced with t-butoxycarbonyl. Finally, the resulting compound is deprotected at C2' by replacing the benzyl-type protecting group with hydrogen to produce docetaxel. The esterification preferably employs an excess, such as six equivalents, of the side chain for each equivalent of the C7, C10 di-CBZ 10-deacetyl baccatin III. Benzyloxymethyl is the preferred protecting group at C2'.Type: GrantFiled: March 19, 1996Date of Patent: November 18, 1997Assignees: NaPro BioTherapeutics, Inc., Bryn Mawr CollegeInventors: Nicholas J. Sisti, Charles S. Swindell
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Patent number: 5684175Abstract: The synthesis of paclitaxel obtained from the semi-synthesis of taxol using a protected baccatin III backbone which is esterified with a suitably protected side chain acid, thereby producing an intermediate which may be acylated and deprotected to produce paclitaxel.Type: GrantFiled: June 7, 1995Date of Patent: November 4, 1997Assignees: NaPro BioTherapeutics, Inc., Bryn Mawr CollegeInventors: Nicholas J. Sisti, Charles S. Swindell, Madhavi C. Chander