Double Bond Between Ring Members Of The Lactone Ring Patents (Class 549/294)
  • Patent number: 4908445
    Abstract: A new class of novel, biologically active sesquiterpene compounds, pharmaceutical compositions containing them, methods of producing the compounds and compositions and methods of using them are disclosed. This new class of compounds have the generic formulae: ##STR1## and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 =H or lower alkyl.
    Type: Grant
    Filed: January 9, 1989
    Date of Patent: March 13, 1990
    Assignee: Harbor Branch Oceanographic Institution, Inc.
    Inventors: Kenneth L. Rinehart, Ashok D. Patil
  • Patent number: 4792522
    Abstract: A novel complex designated herein as rigolettone complex is produced by fermentation of Streptomyces aburaviensis strain C-38,242 (ATCC 39290). The complex and its purified bioactive components, jildamycin and mantuamycin, exhibit antitumor activity in mouse tumor systems.
    Type: Grant
    Filed: August 22, 1985
    Date of Patent: December 20, 1988
    Assignee: Bristol-Myers Company
    Inventors: Donald E. Nettleton, Jr., Stanley W. Bray, James A. Bush, William T. Bradner
  • Patent number: 4771070
    Abstract: A purified isolate of an actinomycete identified as ATCC 39366 is capable of producing the anti-microbial compound CL-1957A which also exhibits antitumor properties.The antimicrobial compound CL-1957A is produced by cultivating isolate ATCC 39366 under aerobic conditions in a culture medium containing assimilable sources of carbon and nitrogen until a substantial quantity of the CL-1957A compound is produced, and subsequently isolating the CL-1957A compound.The antibiotic compound CL-1957A and pharmaceutical compositions comprising this substance together with a pharmaceutically acceptable carrier is also disclosed, as are methods of treating microbial infections and tumors in mammals, employing these pharmaceutical compositions.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: September 13, 1988
    Assignee: Warner-Lambert Company
    Inventors: Gerard C. Hokanson, John P. Schaumberg, James C. French, Josefino B. Tunac
  • Patent number: 4725621
    Abstract: A purified isolate of an actinomycete identified as ATCC 39366 is capable of producing the antimicrobial compound CL-1957E which also exhibits antitumor properties.The antimicrobial compound CL-1957E is produced by cultivating isolate ATCC 39366 under aerobic conditions in a culture medium containing assimilable sources of carbon and nitrogen until a substantially quantity of the CL-1957E compound is produced, and subsequently isolating the CL-1957E compound.The antibiotic compound CL-1957E and pharmaceutical compositions comprising this substance together with a pharmaceutically acceptable carrier is also disclosed, as are methods of treating microbial infections and tumors in mammals, employing these pharmaceutical compositions.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: February 16, 1988
    Assignee: Warner-Lambert Company
    Inventors: Richard H. Bunge, James C. French, Timothy R. Hurley, Neil E. Willmer
  • Patent number: 4701539
    Abstract: Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted methyl-3-oxabicyclo[3.1.0]hexan-2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: October 20, 1987
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Toshiyuki Takashima, Minoru Suda
  • Patent number: 4680416
    Abstract: Novel pyranone compounds and related compounds, methods of preparing the compounds, and their use as cytotoxic and/or antileukemic agents or precursors, are provided.
    Type: Grant
    Filed: July 16, 1985
    Date of Patent: July 14, 1987
    Assignee: Warner-Lambert Company
    Inventors: Gerard C. Hokanson, Richard H. Bunge, Timothy R. Hurley, James C. French
  • Patent number: 4673751
    Abstract: A method for the preparation of 3,4-dihydro-alpha-pyrones by the thermolysis of 5-hydroxymethyl-gamma-butyrolactone in a liquid medium at temperatures between 300.degree. and 400.degree. C. and in the presence of aluminosilicates as catalysts is disclosed. The dihydropyrone that forms is distilled out of the reaction medium together with the reaction water immediately after its formation. Heat transfer oils, including, for example, polynuclear aromatic compounds joined together by methylene bridges or other bridge groupings, are especially suitable as heat transfer oils. The method has the advantage of permitting the temperature to be regulated within a definable range so that secondary reactions due to local overheating or imprecise temperature control occur to only a limited degree if at all.
    Type: Grant
    Filed: November 21, 1984
    Date of Patent: June 16, 1987
    Assignee: Dynamit Nobel AG
    Inventors: Klaus-Dieter Steffen, Gunther Meyer
  • Patent number: 4628118
    Abstract: The following process steps are shown: ##STR1## Intermediates I, II and IV are new. End product III is known, useful as an intermediate in the manufacture of pesticides, pharmaceuticals and dyestuffs.
    Type: Grant
    Filed: October 10, 1985
    Date of Patent: December 9, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Dieter Arlt
  • Patent number: 4616089
    Abstract: Synthetic analogs of the marine natural product manoalide include 3,7-Bis(hydroxymethyl)-4-hydroxy-11-methyl-13-(2',6',6'-trimethylcyclohexe nyl)-2,6,10-tridecatrienoic acid .gamma.-lactone, manoalide .delta.-lactone, manoalide .delta.-lactone acetate and dehydro-seco-manoalide.The method of treating mammals including humans in need of a drug having analgesic and/or anti-inflammatory activity comprising the administration of a therapeutically effective amount of a synthetic analog of manoalide.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: October 7, 1986
    Assignee: University of California
    Inventors: Robert S. Jacobs, D. John Faulkner
  • Patent number: 4568757
    Abstract: A group of retinoids having "vitamin A type" activity which have the structure ##STR1## wherein R3 is a trimethylcyclohexenylethylene, tetramethyltetrahydronaphthalene or methoxytrimethylphenylethylene group;R1 and R2 which are different are selected from --OH, --OR4 and --NHR, provided one of R1 and R2 is OH; R4 is alkyl of 1 to 20 carbons; and R is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, hydroxyalkyl of 1 to 4 carbons, alkylhydroxyalkyl of 1 to 4 carbons, phenyl, hydroxyphenyl and carboxyphenyl, and R5 is a lactone or lactam of the structure ##STR2## and X is oxygen or NR where R is as above, and the pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: February 4, 1986
    Assignee: Research Triangle Institute
    Inventors: Frank I. Carroll, Anita H. Lewin
  • Patent number: 4562270
    Abstract: There are disclosed and claimed substituted cyclic lactones and process for preparation thereof. In particular, there are disclosed substituted cyclic lactones having alkyl substituents on the ring, especially such lactones having substituents on the ring of which two on the same carbon atom.Additionally, the invention herein disclosed and claimed relates to a process for the preparation of lactones by heating a six-membered hydroxy substituted lactone in the presence of a catalyst.
    Type: Grant
    Filed: October 11, 1983
    Date of Patent: December 31, 1985
    Assignee: Dynamit Nobel AG
    Inventor: Hans-Georg Schmidt
  • Patent number: 4547579
    Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atoms, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6- membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: October 15, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Mockli
  • Patent number: 4424369
    Abstract: There are disclosed substituted lactones of the formula ##STR1## wherein A stands for --CH--CH.sub.2 X (X being Cl, Br or OH), --CHY--CHY--(Y being Cl or Br), or ##STR2## and R.sup.1, R.sup.2 and R.sup.3 are the same or different radicals from the group of hydrogen and C.sub.1 to C.sub.10 alkyls, at least one of the radicals R.sup.1, R.sup.2 and R.sup.3 being such an alkyl radical, and process for making the same.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: January 3, 1984
    Assignee: Dynamit Nobel AG
    Inventor: Hans-Georg Schmidt
  • Patent number: 4348535
    Abstract: There are disclosed substituted lactones of the formula ##STR1## wherein A stands for --CH--CH.sub.2 X (X being Cl, Br or OH), --CHY--CHY-- (Y being Cl or Br), or ##STR2## and R.sup.1, R.sup.2 and R.sup.3 are the same or different radicals from the group of hydrogen and C.sub.1 to C.sub.10 alkyls, at least one of the radicals R.sup.1, R.sup.2 and R.sup.3 being such an alkyl radical, and process for making the same.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: September 7, 1982
    Assignee: Dynamit Nobel AG
    Inventor: Hans-Georg Schmidt