Patents by Inventor David S. Fukuda
David S. Fukuda 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: 5039789Abstract: A new group of cyclic peptides, the A54145 cyclic peptides, which have the general formula: ##STR1## wherein: R is selected from the group consisting of hydrogen, an amino-protecting group, 8-methylnonanoyl, 8-methyldecanoyl and n-decanoyl;(Lys-R.sup.1) represents --NH(CH.sub.2).sub.4 CH(NHR.sup.1)CO--;R.sup.1 is hydrogen or an amino-protecting group;X is Ile or Val: andY is Glu or 3-MG; provided that R.sup.1 cannot be hydrogen when R is 8-methylnonanoyl, 8-methyldecanoyl or n-decanoyl;and their salts are useful intermediates in the preparation of anitbacterial agents.Type: GrantFiled: April 11, 1988Date of Patent: August 13, 1991Assignee: Eli Lilly and CompanyInventors: David S. Fukuda, Jon S. Mynderse
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Patent number: 5028590Abstract: A new group of cyclic peptide derivatives, the A54145 cyclic peptide derivatives, which have the general formula: ##STR1## wherein: R is C.sub.8 -C.sub.18 -alkyl, optionally substituted C.sub.8 -C.sub.18 -alkanoyl or C.sub.8 -C.sub.18 -alkenoyl;(R,R.sup.2)-Trp represents a group of formula ##STR2## (Lys-R.sup.1) represents --NH(CH.sub.2).sub.4 CH(NHR.sup.1)CO--; R.sup.1 is hydrogen or an amino-protecting group; andR.sup.2 is hydrogen; orR and R.sup.2, taken together, represent a C.sub.8 -C.sub.18 -alkylidene group;X is Ile or Val; andY is Glu or 3-MG;provided that: 1) when R.sup.1 =H, X=Ile and Y=Glu or 3-MG, R cannot be 8-methylnonanoyl, 8-methyldecanoyl or n-decanoyl; 2) when R.sup.1 =H, X=Val and Y=3-MG, R cannot be 8-methyldecanoyl; and 3) when R.sup.1 =H, X=Val and Y=Glu, R cannot be 8-methylnonanoyl; and 4) when R.sup.1 is an amino protecting group, R cannot be 8-methylnonanoyl, 8-methyldecanoyl, or n-decanoyl; and their salts are antibacterial agents or intermediates to such agents.Type: GrantFiled: April 11, 1988Date of Patent: July 2, 1991Assignee: Eli Lilly and CompanyInventors: David S. Fukuda, Jon S. Mynderse
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Patent number: 4994270Abstract: New peptide antibiotic A54145, individual A54145 components A, A.sub.1, B, B.sub.1, C, D, E and F and their pharmaceutically acceptable salts, are useful antibacterial agents which also improve growth performance in animals, especially poultry. Biologically pure cultures of the A54145-producing Streptomyces fradiae cultures NRRL 18158, NRRL 18159 and NRRL 18160 cultures and methods of making antibiotic A54145 using those cultures are also provided.Type: GrantFiled: April 11, 1988Date of Patent: February 19, 1991Assignee: Eli Lilly and CompanyInventors: LaVerne D. Boeck, David S. Fukuda, Jon S. Mynderse, Marvin M. Hoehn, Ralph E. Kastner, Harold R. Papiska
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Patent number: 4904590Abstract: New antibiotic A80915 and its dehydrochlorination derivatives are useful antibacterial agents. Methods of making antibiotic A80915 by culture of Streptomyces aculeolatus, NRRL 18422, and compositions containing an A80915 antibiotic also are provided.Type: GrantFiled: December 27, 1988Date of Patent: February 27, 1990Assignee: Eli Lilly and CompanyInventors: David S. Fukuda, Jon S. Mynderse, Raymond C. Yao
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Patent number: 4675408Abstract: Octahydro-5-oxoindolizine-6-propanoic acids and octahydro-6-oxopyrido[1,2-a]pyridine-7-propanoic acids, the decarboxy and related ester and perhydro derivatives thereof inhibit angiotensin I converting enzyme and are hypotensive agents. Hydrogenation of A58365 factors A and B, obtained by culturing Streptomyces chromofuscus, provides the ACE inhibitors. Also provided are O-acyl and O-sulfonyl derivatives of A and B factors which are useful in preparing deoxy factors A and B via hydrogenolysis.Type: GrantFiled: June 5, 1986Date of Patent: June 23, 1987Assignee: Eli Lilly and CompanyInventors: Jon S. Mynderse, David S. Fukuda
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Patent number: 4656258Abstract: New macrocin and lactenocin ester derivatives of the formula: ##STR1## wherein R is formyl or hydroxymethyl; R.sup.1 is hydrogen, acetyl or propionyl; R.sup.2 is hydrogen or ##STR2## and R.sup.3 is hydrogen, acetyl, propionyl, n-butyryl or isovaleryl; provided that one of R.sup.1 or R.sup.3 must be other than hydrogen; and the acid addition salts thereof; prepared by bioconversion of macrocin or lactenocin with an acylating enzyme system produced by Streptomyces thermotolerans strains, have improved activity against Mycoplasma species.Type: GrantFiled: June 11, 1985Date of Patent: April 7, 1987Assignee: Eli Lilly and CompanyInventors: Jan R. Turner, Veronica M. Krupinski, David S. Fukuda, Richard H. Baltz
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Patent number: 4594431Abstract: Octahydro-5-oxoindolizine-6-propanoic acids and octahydro-6-oxopyrido[1,2-A]pyridine-7-propanoic acids, the decarboxy and related ester and perhydro derivatives thereof inhibit angiotensin I converting enzyme and are hypotensive agents. Hydrogenation of A58365 factors A and B, obtained by culturing Streptomyces chromofuscus, provides the ACE inhibitors. Also provided are O-acyl and O-sulfonyl derivatives of A and B factors which are useful in preparing deoxy factors A and B via hydrogenolysis.Type: GrantFiled: August 1, 1983Date of Patent: June 10, 1986Assignee: Eli Lilly CompanyInventors: Jon S. Mynderse, David S. Fukuda
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Patent number: 4559301Abstract: New macrocin and lactenocin ester derivatives of the formula: ##STR1## wherein R is formyl or hydroxymethyl; R.sup.1 is hydrogen, acetyl or propionyl; R.sup.2 is hydrogen or ##STR2## and R.sup.3 is hydrogen, acetyl, propionyl, n-butyryl or isovaleryl; provided that one of R.sup.1 or R.sup.3 must be other than hydrogen; and the acid addition salts thereof; prepared by bioconversion of macrocin or lactenocin with an acylating enzyme system produced by Streptomyces thermotolerans strains, have improved activity against Mycoplasma species.Type: GrantFiled: March 3, 1983Date of Patent: December 17, 1985Assignee: Eli Lilly and CompanyInventors: Jan R. Turner, Veronica M. Krupinski, David S. Fukuda, Richard H. Baltz
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Patent number: 4537717Abstract: A-21978C cyclic peptide derivatives of the formula ##STR1## in which R, R.sup.1 and R.sup.2 are, independently, hydrogen, C.sub.4 -C.sub.14 -alkyl, optionally substituted C.sub.2 -C.sub.19 -alkanoyl, C.sub.5 -C.sub.19 -alkenoyl or an amino-protecting group; R.sup.3, R.sup.4 and R.sup.5 are hydrogen or (i) R.sup.3 and R.sup.1 and/or (ii) R.sup.4 and R and/or (iii) R.sup.5 and R.sup.2, taken together, may represent a C.sub.4 -C.sub.14 alkylidene group; provided that (1) at least one of R, R.sup.1 or R.sup.2 must be other than hydrogen or an amino-protecting group, (2) at least one of R.sup.1 or R.sup.2 must be hydrogen or an amino-protecting group, (3) the R, R.sup.1 and R.sup.2 groups must together contain at least four carbon atoms, and (4) when R.sup.1 and R.sup.2 are both selected from hydrogen or an amino-protecting group, R cannot be 8-methyldecanoyl, 10-methyldodecanoyl, 10-methylundecanoyl, the mixed C.sub.10 -alkanoyl group of A-21978C.sub.0 or the specific C.sub.Type: GrantFiled: September 21, 1984Date of Patent: August 27, 1985Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, Manuel Debono, David S. Fukuda
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Patent number: 4524135Abstract: A-21978C cyclic peptides of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, an amino-protecting group , 8-methyldecanoyl, 10-methylundecanoyl, 10-methyldodecanoyl, the specific C.sub.10 -alkanoyl group of A-21978C factor C.sub.0 and the specific C.sub.12 -alkanoyl groups of A-21978C factors C.sub.4 and C.sub.5 ; R.sup.1 and R.sup.2 are, independently, hydrogen or an amino-protecting group, and salts thereof, are prepared by enzymatic deacylation of an antibiotic selected from A-21978C complex, A-21978C factors C.sub.0, C.sub.1, C.sub.2, C.sub.3, C.sub.4 and C.sub.5 and blocked A-21978C complex and factors C.sub.0, C.sub.1, C.sub.2, C.sub.3, C.sub.4 and C.sub.5, using an enzyme produced by the Actinoplanaceae, preferably by Actinoplanes utahensis. The A-21978C cyclic peptides and salts thereof are useful intermediates to prepare new semi-synthetic antibacterial agents.Type: GrantFiled: August 3, 1984Date of Patent: June 18, 1985Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, Manuel Debono, David S. Fukuda
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Patent number: 4482487Abstract: A-21978C cyclic peptides of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, an amino-protecting group, 8-methyldecanoyl, 10-methylundecanoyl, 10-methyldodecanoyl, the specific C.sub.10 -alkanoyl group of A-21978C factor C.sub.0 and the specific C.sub.12 -alkanoyl groups of A-21978C factors C.sub.4 and C.sub.5 ; R.sup.1 and R.sup.2 are, independently, hydrogen or an amino-protecting group, and salts thereof, are prepared by enzymatic deacylation of an antibiotic selected from A-21978C complex, A-21978C factors C.sub.0, C.sub.1, C.sub.2, C.sub.3, C.sub.4 amd C.sub.5 and blocked A-21978C complex and factors C.sub.0, C.sub.1, C.sub.2, C.sub.3, C.sub.4 and C.sub.5, using an enzyme produced by the Actinoplanaceae, preferably by Actinoplanes utahensis. The A-21978C cyclic peptides and salts thereof are useful intermediates to prepare new semi-synthetic antibacterial agents.Type: GrantFiled: January 31, 1984Date of Patent: November 13, 1984Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, Manuel Debono, David S. Fukuda
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Patent number: 4322338Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is C.sub.6 -C.sub.24 alkyl or C.sub.6 -C.sub.24 alkenyl, have antifungal activity.Type: GrantFiled: August 25, 1980Date of Patent: March 30, 1982Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4320052Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is C.sub.6 -C.sub.24 alkyl or C.sub.6 -C.sub.24 alkenyl, have antifungal activity.Type: GrantFiled: August 25, 1980Date of Patent: March 16, 1982Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4320054Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is C.sub.6 -C.sub.24 alkyl or C.sub.6 -C.sub.24 alkenyl and R.sup.2 is C.sub.1 -C.sub.6 alkyl, have antifungal activity.Type: GrantFiled: August 25, 1980Date of Patent: March 16, 1982Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4320053Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is C.sub.6 -C.sub.24 alkyl or C.sub.6 -C.sub.24 alkenyl, have antifungal activity.Type: GrantFiled: August 25, 1980Date of Patent: March 16, 1982Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4304716Abstract: S 31794/F-1 nucleus, which is prepared by enzymatic deacylation of antibiotic S 31794/F-1 using an enzyme produced by the Actinoplanaceae, preferably by Actinoplanes utahensis. S 31794/F-1 nucleus and salts thereof are useful intermediates for the preparation of new semi-synthetic antifungal agents.Type: GrantFiled: August 25, 1980Date of Patent: December 8, 1981Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4299763Abstract: A-30912B nucleus, which is prepared by enzymatic deacylation of an antibiotic selected from A-30912 factor B and tetrahydro-A-30912B using an enzyme produced by the Actinoplanaceae, preferably by Actinoplanes utahensis. A-30912B nucleus and salts thereof are useful intermediates to prepare new semisynthetic antifungal agents.Type: GrantFiled: August 25, 1980Date of Patent: November 10, 1981Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4299762Abstract: A-30912D nucleus, which is prepared by enzymatic deacylation of an antibiotic selected from A-30912 factor D and tetrahydro-A-30912D using an enzyme produced by the Actinoplanaceae, preferably by Actinoplanes utahensis. A-30912D nucleus and salts thereof are useful intermediates to prepare new semi-synthetic antifungal agents.Type: GrantFiled: August 25, 1980Date of Patent: November 10, 1981Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4293490Abstract: A-30912H-type nuclei of formula 1, which are prepared by enzymatic deacylation of an antibiotic having formula 2 using an enzyme produced by the Actinoplanaceae, preferably by Actinoplanes utahensis. A-30912H-type nuclei and salts thereof are useful intermediates for preparing new semi-synthetic anti-fungal agents.Type: GrantFiled: August 25, 1980Date of Patent: October 6, 1981Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda
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Patent number: 4293482Abstract: A-30912A nucleus, which is prepared by enzymatic deacylation of an antibiotic selected from A-30912 factor A, tetrahydro-A-30912A, and aculeacin A using an enzyme produced by the Actinoplanaceae, preferably by Actinoplanes utahensis. A-30912A nucleus and salts thereof are useful intermediates to prepare new semi-synthetic antifungal agents.Type: GrantFiled: August 25, 1980Date of Patent: October 6, 1981Assignee: Eli Lilly and CompanyInventors: Bernard J. Abbott, David S. Fukuda