Patents by Inventor David G. I. Kingston
David G. I. Kingston has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 8558019Abstract: Thioloated taxane derivatives are linked to colloidal metal particles such as gold nanoparticles for use as antitumor agents. The antitumor agents may be targeted to tumors.Type: GrantFiled: November 10, 2008Date of Patent: October 15, 2013Assignees: Virginia Tech Intellectual Properties, Inc., Cytimmune Sciences, Inc.Inventors: David G. I. Kingston, Shugeng Cao, Jielu Zhao, Glullo F. Paciotti, Marja S. Hubta
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Publication number: 20110144163Abstract: Thioloated taxane derivatives are linked to colloidal metal particles such as gold nanoparticles for use as antitumor agents. The antitumor agents may be targeted to tumors.Type: ApplicationFiled: November 10, 2008Publication date: June 16, 2011Inventors: David G. I. Kingston, Shugeng Cao, Jielu Zhao, Mathis Hodge, Giulio F. Paciotti, Marja S. Huhta
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Patent number: 7560536Abstract: Ipomoeassin compounds derived from morning glory plant material (especially Ipomoea sp. from Suriname) are useful as anti-cancer agents. The novel compounds also are useful for treating neurodegenerative disorders (such as Alzheimer's disease) in human patients.Type: GrantFiled: March 3, 2006Date of Patent: July 14, 2009Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Shugeng Cao
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Patent number: 6002023Abstract: The present invention relates to 2-debenzoyl-2-acyl taxol derivatives, analogues thereof and methods for making same.Compounds of the present invention include compounds having the general formula: ##STR1## wherein R.sub.1 is an alkyl or substituted alkyl; R.sub.2 is selected from the group consisting of H and C(O)R.sub.a ; R.sub.3 is selected from the group consisting of H, protecting groups, R.sub.b, and C(O)R.sub.b ; R.sub.4 is selected from the group consisting of H and C(O)R.sub.c, and wherein R.sub.a, R.sub.b, and R.sub.c are independently selected from the group consisting of alkyls, substituted alkyls, alkenyls, alkynyls, aryls, and substituted aryls; provided that R.sub.a is other than phenyl and 3-hydroxyphenyl.Type: GrantFiled: October 15, 1997Date of Patent: December 14, 1999Assignee: Virginia Tech Intellectural Properties, Inc.Inventors: David G. I. Kingston, Ashok Gopal Chaudhary, Milind Moreshwar Gharpure, John Matthew Rimoldi, A.A. Leslie Gunatilaka
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Patent number: 5773461Abstract: The present invention concerns novel paclitaxel derivatives, their use as antitumor agents, and pharmaceutical formulations.Type: GrantFiled: June 4, 1997Date of Patent: June 30, 1998Assignees: Bristol-Myers Squibb Company, Virginia Tech Intellectual Properties, Inc.Inventors: Mark D. Wittman, Thomas J. Altstadt, John F. Kadow, David G. I. Kingston, Xian Liang
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Patent number: 5739359Abstract: The present invention provides methods for making a novel class of 1-deoxy paclitaxel derivatives. These derivatives include 1-deoxy paclitaxel. The derivatives of the present invention are potent cytotoxic agents.Type: GrantFiled: April 14, 1997Date of Patent: April 14, 1998Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Mahendra D. Chordia, Prakash G. Jagtap
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Patent number: 5703247Abstract: Compounds having the general formula: ##STR1## wherein R.sub.1 is an alkyl or substituted alkyl; R.sub.2 is selected from the group consisting of H and C(O)R.sub.a ; R.sub.3 is selected from the group consisting of H, protecting groups, R.sub.b, and C(O)R.sub.b ; R.sub.4 is selected from the group consisting of H and C(O)R.sub.c, and wherein R.sub.a, R.sub.b, and R.sub.c are independently selected from the group consisting of alkyls, substituted alkyls, alkenyls, alkynyls, aryls, and substituted aryls; provided that R.sub.a is other than phenyl and 3-hydroxyphenyl.Type: GrantFiled: February 25, 1994Date of Patent: December 30, 1997Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Ashok Gopal Chaudhary, Milind Moreshwar Gharpure, John Matthew Rimoldi, A. A. Leslie Gunatilaka
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Patent number: 5614645Abstract: The present invention relates a method of making to 2-debenzoyl-2-acyl taxol derivatives, and analogues thereof.Type: GrantFiled: June 7, 1995Date of Patent: March 25, 1997Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Ashok G. Chaudhary, Milind M. Gharpure, John M. Rimoldi, A. A. Leslie Gunatilaka
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Patent number: 5470866Abstract: The natural product cephalomannine can be converted to the important anticancer natural product taxol by a simple process involving the steps of dihydroxylation to give cephalomannine-diols, diol cleavage, benzoylation at the 2'-position and reaction with a 1,2-diamine. The same process when applied to mixtures of taxol and cephalomannine makes it possible to separate taxol from cephalomannine-diols by simple flash-chromatography after the dihydroxylation step. If the benzoylation step is avoided in the above sequence of conversions, the process leads to the free amine (N-debenzoyltaxol). In addition, the selection of an acylating reagent other than that with the benzoyl group for acylation of the free amine (N-debenzoyltaxol), allows the preparation of taxol analogs with other N-acyl substituents.Type: GrantFiled: March 9, 1994Date of Patent: November 28, 1995Assignee: Virginia Polytechnic Institute and State UniversityInventors: David G. I. Kingston, Anthony A. Molinero, A. A. Leslie Gunatilaka
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Patent number: 5411984Abstract: Substituted 2'-benzoyl and 2', 7-dibenzoyl taxol derivatives are synthesized which have improved water solubility and stability while maintaining bioactivity. In a preferred embodiment, taxol 2',7-di(sodium 1,2-benzenedicarboxylate) is synthesized by reacting taxol with phthalic anhydride, and subsequently neutralizing the resulting acid by an ion exchange resin. Taxol 2'-(sodium 1,4-benzenedicarboxylate) is prepared by reacting the monobenzyl ester of 1,4-benzene dicarboxylic acid with taxol in the presence of dicyclohexyl carbodiimide and dimethylaminopyridine, hydrogenolysing the resulting ester to remove the benzyl group, and neutralizing with ion exchange resin. Other taxol prodrugs are prepared by modifications of these routes. In a preferred embodiment, the compounds prepared have improved water-solubility as compared with taxol and demonstrate activity in the M109 mouse bioassay system.Type: GrantFiled: October 16, 1992Date of Patent: May 2, 1995Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Jingyu Liang
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Patent number: 5352805Abstract: Sulfonated 2'-acryloyltaxol and sulfonated 2'-O-acyl acid taxol derivatives are synthesized which have improved water solubility and stability while maintaining bio-activity. In particular, 2'-[(3-sulfo-1-oxopropyl)oxy]taxol sodium salt is synthesized by reacting taxol with acrylic acid, and subsequently reacting the 2'-acryloyltaxol with bisulfite in a Michael reaction. 2'-{[4-((2-sulfoethyl)amino)-l,4-dioxobutyl]oxy} taxol sodium salt and 2'-{[4-((3-sulfopropyl)amino)-1,4-dioxobutyl]oxy} taxol sodium salt are synthesized by reacting 2'-succinyltaxol with the tetrabutylammonium salts of taurine and 3-aminopropyl sulfonic acid, respectively, and subsequently exchanging the ammonium with sodium. Glycol derivatives of 2'-O-acyl acid taxols with improved water solubility are synthesized by reaction of a glycol with 2'-O-acyl acid taxol.Type: GrantFiled: May 1, 1991Date of Patent: October 4, 1994Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Zhi-Yang Zhao
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Patent number: 5319112Abstract: The natural product cephalomannine can be converted to the important anticancer natural product taxol by a simple process involving the steps of hydrogenation, benzoylation at the C-2'-position, protection of the C-7 position, and reaction with oxalyl chloride, followed by reaction with diphenylcarbodiimide and deprotection. The same process can be applied to mixtures of taxol and cephalomannine, thus obviating the need for the separation of these closely related compounds. In addition, the selection of an acylating reagent other than the benzoyl group allows the preparation of taxol analogs with other N-acyl substituents.Type: GrantFiled: August 18, 1992Date of Patent: June 7, 1994Assignee: Virgnia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Anthony A. Molinero
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Patent number: 5296506Abstract: In a preferred embodiment, taxol is treated with mesyl chloride to prepare a taxol derivative with a contracted A-ring, which has comparable activity to taxol in a tubulin depolymerization assay, and which shows cytotoxicity against KB cells in a cell culture assay. In an alternate preferred embodiment, taxol is treated with triethyloxonium tetrafluoroborate (Meerwein's reagent) to produce a taxol derivative with an opened oxetane ring. In another alternate preferred embodiment, reaction of taxol with acetyl chloride yields a taxol derivative in which the oxetane ring is opened and the A-ring is contracted. All of the aforementioned products show in vivo activity in KB cell culture assays. Further, the preferred compounds have different in vivo activities, which makes them ideal to form a range of standards for use in biological testing of other compounds.Type: GrantFiled: November 19, 1992Date of Patent: March 22, 1994Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Gamini Samaranyake
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Patent number: 5278324Abstract: Sulfonated 2'-acryloyltaxol and sulfonated 2'-O-acyl acid taxol derivatives are synthesized which have improved water solubility and stability while maintaining bioactivity. In particular, 2'-[(3-sulfo-1-oxopropyl)oxy]taxol sodium salt is synthesized by reacting taxol with acrylic acid, and subsequently reacting the 2'-acryloyltaxol with bisulfite in a Michael reaction. 2'-{[4-((2-sulfoethyl)amino)-1,4-dioxobutyl]oxy}taxol sodium salt and 2'-{[4-((3-sulfopropyl)amino)-1,4-dioxobutyl]oxy}taxol sodium salt are synthesized by reacting 2'-succinyltaxol with the tetrabutylammonium salts of taurine and 3-aminopropyl sulfonic acid, respectively, and subsequently exchanging the ammonium with sodium. Glycol derivatives of 2'-O-acyl acid taxols with improved water solubility are synthesized by reaction of a glycol with 2'-O-acyl acid taxol.Type: GrantFiled: October 15, 1991Date of Patent: January 11, 1994Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Zhi-Yang Zhao
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Patent number: 5194635Abstract: In a preferred embodiment, taxol is treated with mesyl chloride to prepare a taxol derivative with a contracted A-ring, which has comparable activity to taxol in a tubulin depolymerization assay, and which shows cytotoxicity against KB cells in a cell culture assay. In an alternate preferred embodiment, taxol is treated with triethyloxonium tetrafluoroborate (Meerwein's reagent) to produce a taxol derivative with an opened oxetane ring. In another alternate preferred embodiment, reaction of taxol with acetyl chloride yields a taxol derivative in which the oxetane ring is opened and the A-ring is contracted. All of the aforementioned products show in vivo activity in KB cell culture assays. Further, the preferred compounds have different in vivo activities, which makes them ideal to form a range of standards for use in biological testing of other compounds.Type: GrantFiled: February 24, 1992Date of Patent: March 16, 1993Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Gamini Samaranyake
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Patent number: 5059699Abstract: Sulfonated 2'-acryloyltaxol and sulfonated 2'-O-acyl acid taxol derivatives are synthesized which have improved water solubility and stability while maintaining bio-activity. In particular, 2'-[(3-sulfo-1-oxopropyl)oxy]taxol sodium salt is synthesized by reacting taxol with acrylic acid, and subsequently reacting the 2'-acryloyltaxol with bisulfite in a Michael reaction. 2'-{[4-((2-sulfoethyl)amino)-1,4-dioxobutyl]oxy}taxol sodium salt and 2'-{[4-((3-sulfopropyl)amino-1,4-dioxobutyl]oxy}taxol sodium salt are synthesized by reacting 2'-succinyltaxol with the tetrabutylammonium salts of taurine and 3-aminopropyl sulfonic acid, respectively, and subsequently exchanging the ammonium with sodium. Glycol derivatives of 2'-O-acyl acid taxols with improved water solubility are synthesized by reaction of a glycol with 2'-O-acyl acid taxol.Type: GrantFiled: August 28, 1990Date of Patent: October 22, 1991Assignee: Virginia Tech Intellectual Properties, Inc.Inventors: David G. I. Kingston, Zhi-Yang Zhao