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).

  • Patent number: 5039789
    Abstract: 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: Grant
    Filed: April 11, 1988
    Date of Patent: August 13, 1991
    Assignee: Eli Lilly and Company
    Inventors: David S. Fukuda, Jon S. Mynderse
  • Patent number: 5028590
    Abstract: 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: Grant
    Filed: April 11, 1988
    Date of Patent: July 2, 1991
    Assignee: Eli Lilly and Company
    Inventors: David S. Fukuda, Jon S. Mynderse
  • Patent number: 4994270
    Abstract: 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: Grant
    Filed: April 11, 1988
    Date of Patent: February 19, 1991
    Assignee: Eli Lilly and Company
    Inventors: LaVerne D. Boeck, David S. Fukuda, Jon S. Mynderse, Marvin M. Hoehn, Ralph E. Kastner, Harold R. Papiska
  • Patent number: 4904590
    Abstract: 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: Grant
    Filed: December 27, 1988
    Date of Patent: February 27, 1990
    Assignee: Eli Lilly and Company
    Inventors: David S. Fukuda, Jon S. Mynderse, Raymond C. Yao
  • Patent number: 4675408
    Abstract: 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: Grant
    Filed: June 5, 1986
    Date of Patent: June 23, 1987
    Assignee: Eli Lilly and Company
    Inventors: Jon S. Mynderse, David S. Fukuda
  • Patent number: 4656258
    Abstract: 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: Grant
    Filed: June 11, 1985
    Date of Patent: April 7, 1987
    Assignee: Eli Lilly and Company
    Inventors: Jan R. Turner, Veronica M. Krupinski, David S. Fukuda, Richard H. Baltz
  • Patent number: 4594431
    Abstract: 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: Grant
    Filed: August 1, 1983
    Date of Patent: June 10, 1986
    Assignee: Eli Lilly Company
    Inventors: Jon S. Mynderse, David S. Fukuda
  • Patent number: 4559301
    Abstract: 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: Grant
    Filed: March 3, 1983
    Date of Patent: December 17, 1985
    Assignee: Eli Lilly and Company
    Inventors: Jan R. Turner, Veronica M. Krupinski, David S. Fukuda, Richard H. Baltz
  • Patent number: 4537717
    Abstract: 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: Grant
    Filed: September 21, 1984
    Date of Patent: August 27, 1985
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, Manuel Debono, David S. Fukuda
  • Patent number: 4524135
    Abstract: 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: Grant
    Filed: August 3, 1984
    Date of Patent: June 18, 1985
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, Manuel Debono, David S. Fukuda
  • Patent number: 4482487
    Abstract: 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: Grant
    Filed: January 31, 1984
    Date of Patent: November 13, 1984
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, Manuel Debono, David S. Fukuda
  • Patent number: 4322338
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: March 30, 1982
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4320052
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: March 16, 1982
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4320054
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: March 16, 1982
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4320053
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: March 16, 1982
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4304716
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: December 8, 1981
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4299763
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: November 10, 1981
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4299762
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: November 10, 1981
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4293490
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: October 6, 1981
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda
  • Patent number: 4293482
    Abstract: 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: Grant
    Filed: August 25, 1980
    Date of Patent: October 6, 1981
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Abbott, David S. Fukuda