Patents by Inventor Lukas Spichal

Lukas Spichal 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: 11643413
    Abstract: The invention relates to N2,N6-disubstituted-9-(2-oxacycloalkyl)-9H-purine-2, 6-diamine derivatives and their use as drugs and cosmetics. The compounds of the present invention exhibit a number of biological activities associated with oxidative stress inhibition, especially anti-aging, anti-inflammatory and anti-neurodegenerative biological activities. The invention also relates to cosmetic and pharmaceutical compositions containing such derivatives as active agents.
    Type: Grant
    Filed: April 27, 2018
    Date of Patent: May 9, 2023
    Assignee: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Jana Bibova, Vaclav Mik, Marek Zatloukal, Lucie Plihalova, Jiri Gruz, Lukas Spichal, Karel Dolezal, Miroslav Strnad
  • Patent number: 10774084
    Abstract: Adenine derivatives substituted at the C2, N6, and N9 purine positions having antisenescent and combined photoprotective UVA/UVB effects. These substances are particularly suitable as anti-senescent and UV-photoprotective component in cosmetic preparations, plant protection preparations and in preparations for the treatment/application of tissue cultures.
    Type: Grant
    Filed: August 24, 2016
    Date of Patent: September 15, 2020
    Assignee: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Martin Hönig, Lucie Plihalova, Karel Dolezal, Jiri Voller, Miroslav Strnad, Lukas Spichal, Jitka Vostalova, Alena Rajnochova Svobodova, Jitka Ulrichova, Alena Kadlecova, Ondrej Plihal
  • Patent number: 10662194
    Abstract: The invention relates to substituted 6-anilino-9-heterocyclylpurine derivatives of formula I wherein R denotes one to five substituents independently selected from the group hydrogen, halogen, hydroxy, amino, alkyloxy and alkyl group, R2 is selected from the group comprising amino, halogen, hydroxy, thio, and alkylthio group, Cyc is five- or six-membered heterocyclic ring containing one oxygen atom. The derivatives are useful for inhibition of plant stress.
    Type: Grant
    Filed: December 9, 2015
    Date of Patent: May 26, 2020
    Assignee: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Marek Zatloukal, Lucie Plihalova, Jana Klaskova, Lukas Spichal, Radoslav Koprna, Karel Dolezal, Miroslav Strnad
  • Publication number: 20200157105
    Abstract: The invention relates to N2,N6-disubstituted-9-(2-oxacycloalkyl)-9H-purine-2, 6-diamine derivatives and their use as drugs and cosmetics. The compounds of the present invention exhibit a number of biological activities associated with oxidative stress inhibition, especially anti-aging, anti-inflammatory and anti-neurodegenerative biological activities. The invention also relates to cosmetic and pharmaceutical compositions containing such derivatives as active agents.
    Type: Application
    Filed: April 27, 2018
    Publication date: May 21, 2020
    Applicant: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Jana BIBOVA, Vaclav MIK, Marek ZATLOUKAL, Lucie PLIHALOVA, Jiri GRUZ, Lukas SPICHAL, Karel DOLEZAL, Miroslav STRNAD
  • Publication number: 20180298004
    Abstract: Adenine derivatives substituted at the C2, N6, and N9 purine positions having antisenescent and combined photoprotective UVA/UVB effects.
    Type: Application
    Filed: August 24, 2016
    Publication date: October 18, 2018
    Applicant: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Martin HÖNIG, Lucie PLIHALOVA, Karel DOLEZAL, Jiri VOLLER, Miroslav STRNAD, Lukas SPICHAL, Jitka VOSTALOVA, Alena RAJNOCHOVA SVOBODOVA, Jitka ULRICHOVA, Alena KADLECOVA, Ondrej PLIHAL
  • Patent number: 10100077
    Abstract: 6-aryl-9-glycosidpurines of general formula I and pharmaceutically acceptable salts thereof with alkali metals, ammonia, amines, or addition salts with acids, wherein Gly represents ?-D-arabinofuranosyl or ?-D-2?-deoxyribofuranosyl, Ar represents benzyl or furfuryl, each of which can be unsubstituted or substituted by one or more, preferably one to three, substituents selected from the group comprising hydroxyl, alkyl, halogen, alkoxy, amino, mercapto, carboxyl, cyano, amido, sulfo, sulfamido, acyl, acylamino, acyloxy, alkylamino, dialkylamino, alkylmercapto, trifluoromethyl, trifluoromethoxy, for use as antisenescent and UV protective compounds in animals.
    Type: Grant
    Filed: September 14, 2015
    Date of Patent: October 16, 2018
    Assignee: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Karel Dolezal, Lucie Plihalova, Hana Vylicilova, Marek Zatloukal, Ondrej Plihal, Jiri Voller, Miroslav Strnad, Magdalena Bryksova, Jitka Vostalova, Alena Rajnochova Svobodova, Jitka Ulrichova, Lukas Spichal
  • Patent number: 9993002
    Abstract: Substituted 1,2,3-thiadiazol-5yl-urea derivatives, their use as anti-senescence and anti-stress factors of plant cells, organs and the whole plant, and preparations containing these derivatives.
    Type: Grant
    Filed: September 2, 2015
    Date of Patent: June 12, 2018
    Assignees: USTAV EXPERIMENTALNI BOTANIKY AV CR, V.V.I., UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Jaroslav Nisler, Marek Zatloukal, Lukas Spichal, Radoslav Koprna, Karel Dolezal, Miroslav Strnad
  • Publication number: 20170342072
    Abstract: The invention relates to substituted 6-anilino-9-heterocyclylpurine derivatives of formula I wherein R denotes one to five substituents independently selected from the group hydrogen, halogen, hydroxy, amino, alkyloxy and alkyl group, R2 is selected from the group comprising amino, halogen, hydroxy, thio, and alkylthio group, Cyc is five- or six-membered heterocyclic ring containing one oxygen atom. The derivatives are useful for inhibition of plant stress.
    Type: Application
    Filed: December 9, 2015
    Publication date: November 30, 2017
    Applicant: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Marek ZATLOUKAL, Lucie PLIHALOVA, Jana KLASKOVA, Lukas SPICHAL, Radoslav KOPRNA, Karel DOLEZAL, Miroslav STRNAD
  • Publication number: 20170334943
    Abstract: 6-aryl-9-glycosidpurines of general formula I and pharmaceutically acceptable salts thereof with alkali metals, ammonia, amines, or addition salts with acids, wherein Gly represents ?-D-arabinofuranosyl or ?-D-2?-deoxyribofuranosyl, Ar represents benzyl or furfuryl, each of which can be unsubstituted or substituted by one or more, preferably one to three, substituents selected from the group comprising hydroxyl, alkyl, halogen, alkoxy, amino, mercapto, carboxyl, cyano, amido, sulfo, sulfamido, acyl, acylamino, acyloxy, alkylamino, dialkylamino, alkylmercapto, trifluoromethyl, trifluoromethoxy, for use as antisenescent and UV protective compounds in animals.
    Type: Application
    Filed: September 14, 2015
    Publication date: November 23, 2017
    Applicant: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Karel DOLEZAL, Lucie PLIHALOVA, Hana VYLICILOVA, Marek ZATLOUKAL, Ondrej PLIHAL, Jiri VOLLER, Miroslav STRNAD, Magdalena BRYKSOVA, Jitka VOSTALOVA, Alena RAJNOCHOVA SVOBODOVA, Jitka ULRICHOVA, Lukas SPICHAL
  • Publication number: 20170280721
    Abstract: Substituted 1,2,3-thiadiazol-5yl-urea derivatives, their use as anti-senescence and anti-stress factors of plant cells, organs and the whole plant, and preparations containing these derivatives.
    Type: Application
    Filed: September 2, 2015
    Publication date: October 5, 2017
    Applicant: USTAV EXPERIMENTALNI BOTANIKY AV CR, V.V.I.
    Inventors: Jaroslav NISLER, Marek ZATLOUKAL, Lukas SPICHAL, Radoslav KOPRNA, Karel DOLEZAL, Miroslav STRNAD
  • Patent number: 9220269
    Abstract: The invention relates to 6-substituted 9-halogenalkyl purine derivatives of the general formula I wherein R6 is selected from the group comprising —NH-furfuryl, —NH-(4-hydroxy-3-methylbut-2-en-1-yl), —NH-(3-methylbut-2-en-1-yl), —NH-(4-hydroxy-3-methylbutyl), —NH-(4-hydroxy-1,3-dimethylbut-2-en-1-yl), —NH-(4-hydroxy-1,3-dimethylbutyl), —NH-benzyl, —NH-phenyl, wherein benzyl, furfuryl and phenyl can be unsubstituted or optionally substituted with 1 to 3 substituents selected from the group comprising hydroxy, halogen, methyl and methoxy, and R9 is selected from the group comprising C1-C3 alkyl or C1-C3 alkenyl wherein each of the groups is substituted with one or more halogen atoms, for use in the regulation of growth and development of plant cells, organs and/or whole plants. The invention also relates to preparations containing these derivatives and to novel to 6-substituted 9-halogenalkyl purines.
    Type: Grant
    Filed: September 2, 2011
    Date of Patent: December 29, 2015
    Assignee: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Vaclav Mik, Lucie Szucova, Karel Dolezal, Lukas Spichal, Petr Galuszka, Miroslav Strnad, Jiri Gruz
  • Patent number: 9073961
    Abstract: The invention relates to substitution derivatives of N6-benzyladenosine-5?-monophosphate of the general formula I, wherein (R)n represents 1 to 4 substituents (n is in the range 1-4), which can be the same or different, and R is selected from the group comprising C1 to C8 alkyl, C1 to C8 alkoxy, amino, halogen, hydroxy, mercapto and nitro groups, and the pharmaceutically acceptable salts thereof. This invention also relates to methods of their preparation, their use as medicaments and in other biotechnological applications, and a therapeutic composition containing these derivatives.
    Type: Grant
    Filed: April 28, 2011
    Date of Patent: July 7, 2015
    Assignees: UNIVERZITA PALACKEHO V OLOMOUCI, BIOAPEX, S.R.O.
    Inventors: Marek Zatloukal, Karel Dolezal, Jiri Voller, Lukas Spichal, Miroslav Strnad
  • Publication number: 20140066394
    Abstract: A method of treatment using 2-substituted-6-(substituted benzylamino)purine riboside derivatives of the general formula I. These compounds possess antiapoptotic, anti-inflammatory and differentiating activities.
    Type: Application
    Filed: October 7, 2013
    Publication date: March 6, 2014
    Applicants: Biopatterns, S.R.O, Univerzita Palackeho V Olomouci
    Inventors: Lucie SZUCOVA, Vladimir KRYSTOF, Marek ZATLOUKAL, Karel DOLEZAL, Miroslav STRNAD, Lukas SPICHAL
  • Patent number: 8575182
    Abstract: Certain 6,9-disubstituted purine derivatives and their pharmaceutically acceptable salts of the general formula are provided wherein R6 and R9 are as defined in the specification. These 6,9-disubstituted purine derivatives and their pharmaceutically acceptable salts are useful in compositions for treating mammalian cells, and especially human skin cells, in order to ameliorate the adverse effects of aging, treat skin disease states, treat immunological responses resulting from or associated with inflammation, and the like.
    Type: Grant
    Filed: May 26, 2011
    Date of Patent: November 5, 2013
    Assignee: Institute of Experimental Botany, Academy of Sciences of the Czeck Republic
    Inventors: Lucie Szucova, Marek Zatloukal, Lukas Spichal, Jiri Voller, Karel Dolezal, Miroslav Strnad, Frank J. Massino
  • Publication number: 20130210632
    Abstract: The invention relates to 6-substituted 9-halogenalkyl purine derivatives of the general formula I wherein R6 is selected from the group comprising —NH-furfuryl, —NH-(4-hydroxy-3-methylbut-2-en-1-yl), —NH-(3-methylbut-2-en-1-yl), —NH-(4-hydroxy-3-methylbutyl), —NH-(4-hydroxy-1,3-dimethylbut-2-en-1-yl), —NH-(4-hydroxy-1,3-dimethylbutyl), —NH-benzyl, —NH-phenyl, wherein benzyl, furfuryl and phenyl can be unsubstituted or optionally substituted with 1 to 3 substituents selected from the group comprising hydroxy, halogen, methyl and methoxy, and R9 is selected from the group comprising C1-C3 alkyl or C1-C3 alkenyl wherein each of the groups is substituted with one or more halogen atoms, for use in the regulation of growth and development of plant cells, organs and/or whole plants. The invention also relates to preparations containing these derivatives and to novel to 6-substituted 9-halogenalkyl purines.
    Type: Application
    Filed: September 2, 2011
    Publication date: August 15, 2013
    Applicant: UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Vaclav Mik, Lucie Szucova, Karel Dolezal, Lukas Spichal, Petr Galuszka, Miroslav Strnad, Jiri Gruz
  • Publication number: 20130072505
    Abstract: The present invention provides methods and compositions for countering the adverse effects of aging on mammalian cells in vitro and in vivo, especially human skin cells and human skin, and treatment of hyperproliferative and related skin diseases in mammals by administering compositions containing 6,9-disubstituted purine derivatives.
    Type: Application
    Filed: September 28, 2012
    Publication date: March 21, 2013
    Inventors: Lucie Szucova, Marek Zatioukai, Lukas Spichal, Ludek Frohich, Karel Dolezal, Miroslav Stmad, Frank J. Massino
  • Publication number: 20130072506
    Abstract: 6,8-Disubstituted purines which can be used in drug and cosmetic compositions and/or applications are provided. These 6,8-disubstituted purines have a wide range of biological activities, including for example anti-inflammatory, anti-senescent, as well as well as other activities which are especially useful in pharmaceutical and cosmetic applications. The 6,8-disubstituted purine compounds and compositions containing such 6,8-disubstituted purines provide growth-regulatory, differentiating, antisenescent and antiaging properties with improved selectivities and efficiencies and lower toxicities than analogues known heretofore.
    Type: Application
    Filed: September 12, 2012
    Publication date: March 21, 2013
    Inventors: Lenka ZAHAJSKA, Jan Hanus, Lukas Spichal, Jiri Voller, Miroslav Strnad
  • Publication number: 20130040908
    Abstract: Substitution derivatives of N6-benzyladenosine-5?-monophosphate of the general formula I, wherein (R)n represents 1 to 4 substituents (n is in the range 1-4), which can be the same or different, and R is selected from the group comprising C1 to C8 alkyl, C1 to C8 alkoxy, amino, halogen, hydroxy, mercapto and nitro groups, and the pharmaceutically acceptable salts thereof. A Method for their preparation, their use as medicaments and in other applications, and a therapeutic composition containing these derivatives is also disclosed.
    Type: Application
    Filed: April 28, 2011
    Publication date: February 14, 2013
    Applicants: BIOAPEX, S.R.O., UNIVERZITA PALACKEHO V OLOMOUCI
    Inventors: Marek Zatloukal, Karel Dolezal, Jiri Voller, Lukas Spichal, Miroslav Strnad
  • Patent number: 8222260
    Abstract: The invention relates to substituted 6-anilinopurine derivatives of the general formula I, wherein R denotes one to five substituents independently selected from the group consisting of hydrogen, halogen, hydroxyl, amino, alkyloxy and alkyl group, and R2 denotes amino, halogen, nitro, thio, alkylthio or alkyl group for use as inhibitors of cytokinin oxidase/dehydrogenase. The invention also relates to the compositions containing these derivatives.
    Type: Grant
    Filed: July 2, 2008
    Date of Patent: July 17, 2012
    Assignees: Univerzita Palackego V Olomouci, Freie Universitat Berlin
    Inventors: Lukas Spichal, Marketa Gemrotova, Marek Zatloukal, Jitka Frebortova, Petr Galuszka, Tomas Werner, Thomas Schmulling, Karel Dolezal, Miroslav Strnad
  • Publication number: 20120071433
    Abstract: The invention relates to 2-substituted-6-(substituted benzylamino)purine riboside derivatives of the general formula I. These compounds possess antiapoptotic, anti-inflammatory and differentiating activities. The invention relates also to the compositions, which contain these derivatives as active ingredients.
    Type: Application
    Filed: May 12, 2010
    Publication date: March 22, 2012
    Inventors: Lucie Szucova, Viadimir Krystof, Marek Zatloukal, Karel Dolezal, Miroslav Strnad, Lukas Spichal