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Urban Milan Ph.D.

Academic Title: Associate Professor
E-mail: milan.urban@upol.cz
Phone: +420 585 632 197
Curriculum Vitae: download here

My current interest is medicinal chemistry, especially natural products with various biological activities. Our research consists of organic synthesis, evaluation of activities and mechanism of action. Earlier in my career, I was also involved in nucleic acid research, enzymology and biochemistry in general. In addition, I teach classes on bioorganic chemistry, chemical biology, and chemistry of nucleic acids.

Publications (Impact Factor Journals)

  • [26]
    BORKOVÁ, L., I. FRYDRYCH, N. JAKUBCOVÁ, R. ADÁMEK, B. LIŠKOVÁ, S. GURSKÁ, M. MEDVEDÍKOVÁ, M. HAJDÚCH a M. URBAN. Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid. European Journal of Medicinal Chemistry. 2019, 185, 111806. ISSN 0223-5234. IF: 4.833. PMID: 31677446
  • [25]
    PERLÍKOVÁ, P., M. KVASNICA, M. URBAN, M. HAJDÚCH a J. ŠAREK. 2-Deoxyglycoside Conjugates of Lupane Triterpenoids with High Cytotoxic Activity-Synthesis, Activity, and Pharmacokinetic Profile. Bioconjugate Chemistry. 2019, 30(11), 2844-2858. ISSN 1043-1802. IF: 4.349. PMID: 31553559
  • [24]
    HODOŇ, J., L. BORKOVÁ, J. POKORNÝ, A. KOZAKOVA a M. URBAN. Design and synthesis of pentacyclic triterpene conjugates and their use in medicinal research. European Journal of Medicinal Chemistry. 2019, 182, 111653. ISSN 0223-5234. IF: 4.833. PMID: 31499360
  • [23]
    POKORNÝ, J., S. KRAJČOVIČOVÁ, M. HAJDÚCH, M. HOLOUBEK, S. GURSKÁ, P. DŽUBÁK, T. VOLNÁ, I. POPA a M. URBAN. Triterpenic azines, a new class of compounds with selective cytotoxicity to leukemia cells CCRF-CEM. Future Medicinal Chemistry. 2018, 10(5), 483-491. ISSN 1756-8919. IF: 3.566. PMID: 29424548
  • [22]
    KRAJČOVIČOVÁ, S., J. STANKOVÁ, P. DŽUBÁK, M. HAJDÚCH, M. SOURAL a M. URBAN. A Synthetic Approach for the Rapid Preparation of BODIPY Conjugates and their use in Imaging of Cellular Drug Uptake and Distribution. Chemistry- A European Journal. 2018, 24(19), 4957-4966. ISSN 0947-6539. IF: 5.317. PMID: 29411907
  • [21]
    EIGNEROVA, B., M. TICHÝ, J. KRASULOVA, L. RAROVA, R. CHRISTOVÁ, M. URBAN, B. BEDNARCZYK-CWYNAR, M. HAJDÚCH a J. ŠAREK. Q1_Synthesis and antiproliferative properties of new hydrophilic esters of triterpenic acids. European Journal of Medicinal Chemistry. 2017, 140, 403-420. ISSN 0223-5234. IF: 4.519. PMID: 28987603
  • [20]
    ŠIDOVÁ, V., P. ZOUFALÝ, J. POKORNÝ, P. DŽUBÁK, M. HAJDÚCH, I. POPA a M. URBAN. Cytotoxic conjugates of betulinic acid and substituted triazoles prepared by Huisgen Cycloaddition from 30-azidoderivatives. PLOS One. 2017, 12(2), e0171621. ISSN 1932-6203 . IF: 3.057. PMID: 28158265
  • [19]
    BORKOVÁ, L., R. ADÁMEK, P. KALINA, P. DRAŠAR, P. DŽUBÁK, S. GURSKÁ, J. ŘEHULKA, M. HAJDÚCH, M. URBAN a J. ŠAREK. Synthesis and Cytotoxic Activity of Triterpenoid Thiazoles Derived from Allobetulin, Methyl Betulonate, Methyl Oleanonate, and Oleanonic Acid. ChemMedChem. 2017, 12(5), 390-398. ISSN 1860-7179 . IF: 2.980. PMID: 28084676
  • [18]
    BORKOVÁ, L., S. GURSKÁ, P. DŽUBÁK, R. BURIÁNOVÁ, M. HAJDÚCH, J. ŠAREK, I. POPA a M. URBAN. Lupane and 18α-oleanane derivatives substituted in the position 2, their cytotoxicity and influence on cancer cells. European Journal of Medicinal Chemistry. 2016, 121, 120-131. ISSN 0223-5234 . IF: 4.519. PMID: 27236068
  • [17]
    SOURAL, M., J. HODOŇ, N.J. DICKINSON, V. ŠIDOVÁ, S. GURSKÁ, P. DŽUBÁK, M. HAJDÚCH, J. ŠAREK a M. URBAN. Preparation of Conjugates of Cytotoxic Lupane Triterpenes with Biotin. Bioconjugate Chemistry. 2015, 26(12), 2563-70. ISSN 1043-1802. IF: 4.818. PMID: 26537839
  • [16]
    KVASNICA, M., M. URBAN, N.J. DICKINSON a J. ŠAREK. Pentacyclic triterpenoids with nitrogen- and sulfur-containing heterocycles: synthesis and medicinal significance. Natural Product Reports. 2015, 20(32), 1303-1330. ISSN 0265-0568. IF: 10.986. PMID: 26030604
  • [15]
    BORKOVÁ, L., L. JASILKOVA, J. ŘEHULKA, K. FRISONSOVA, M. URBAN, I. FRYDRYCH, I. POPA, M. HAJDÚCH, N.J. DICKINSON, M. VLK, P. DŽUBÁK a J. ŠAREK. Synthesis of cytotoxic 2,2-difluoroderivatives of dihydrobetulinic acid and allobetulin and study of their impact on cancer cells. European Journal of Medicinal Chemistry. 2015, 96(-), 482-490. ISSN 0223-5234. IF: 3.902. PMID: 25942059
  • [14]
    OLSON, A.C., J.N. PATRO, M. URBAN a R.D. KUCHTA. The Energetic Difference between Synthesis of Correct and Incorrect Base Pairs Accounts for Highly Accurate DNA Replication. Journal of the American Chemical Society. 2013, 135(4), 1205-1208. ISSN 0002-7863. IF: 11.444. PMID: 23316816
  • [13]
    URBAN, M., M. VLK, P. DŽUBÁK, M. HAJDÚCH a J. ŠAREK. Cytotoxic heterocyclic triterpenoids derived from betulin and betulinic acid. Bioorganic & Medicinal Chemistry. 2012, 20(11), 3666-3674. ISSN 0968-0896. IF: 2.903. PMID: 22551630
  • [12]
    URBAN, M., J. ŠAREK, M. KVASNICA, I. TIŠLEROVÁ a M. HAJDÚCH. Triterpenoid Pyrazines and Benzopyrazines with Cytotoxic Activity. Journal of Natural products. 2007, 70(4), 526-532. ISSN 0163-3864. IF: 2.418. PMID: 17371067
  • [11]
    URBAN, M., J. ŠAREK, I. TIŠLEROVÁ, P. DŽUBÁK a M. HAJDÚCH. Influence of esterification and modification of A-ring in a group of lupane acids on their cytotoxicity. Bioorganic & Medicinal Chemistry. 2005, 13(19), 5527-5535. ISSN 0968-0896. IF: 2.018. PMID: 16087342
  • [10]
    ŠAREK, J., M. KVASNICA, M. URBAN, J. KLINOT a M. HAJDÚCH. Correlation of cytotoxic activity of betulinines and their hydroxy analogues. Bioorganic & Medicinal Chemistry Letters. 2005, 15(19), 4196-4200. ISSN 0960-894X. IF: 2.333. PMID: 16051489
  • [9]
    URBAN, M., J. ŠAREK, J. KLINOT, G. KOŘÍNKOVÁ a M. HAJDÚCH. Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity. Journal of Natural Products. 2004, 67(7), 1100-1105. ISSN 0163-3864. IF: 1.849. PMID: 15270560
  • [8]
    VLK, M., M. URBAN, T. ELBERT a J. ŠAREK. Synthesis of selectively deuterated and tritiated lupane derivatives with cytotoxic activity. Journal of Radioanalytical and Nuclear Chemistry. 2013, 298(2), 1149-1157. ISSN 0236-5731. IF: 1.415.
  • [7]
    BIEDERMANN, D., M. URBAN, M. BUDESINKY, M. KVASNICA a J. ŠAREK. Study of addition of difluorocarbene on double bond of triterpenes. Journal of Fluorine Chemistry. 2013, 148(-), 30-35. ISSN 0022-1139. IF: 1.952.
  • [6]
    VLK, M., P. MICOLOVA, M. URBAN, M. KVASNICA, D. SAMAN a J. ŠAREK. N-15-labelled pyrazines of triterpenic acids. Journal of Radioanalytical and Nuclear Chemistry. 2016, 308(2), 733-739. ISSN 0236-5731. IF: 1.282.
  • [5]
    DŽUBÁK, P., M. HAJDÚCH, D. VYDRA, A. HÚŠŤOVÁ, M. KVASNICA, D. BIEDERMANN, L. MARKOVÁ, M. URBAN a J. ŠAREK. Pharmacological activities of natural triterpenoids and their therapeutic implications. Natural Product Reports. 2006, 23(3), 394-411. ISSN 0265-0568. IF: 7.325.
  • [4]
    URBAN, M., J. KLINOT, I. TIŠLEROVÁ, D. BIEDERMANN, M. HAJDÚCH a I. CISAROVA. Reactions of activated lupane oxo-compounds with diazomethane: An approach to new derivatives of cytotoxic triterpenes. Synthesis-Stuttgart. 2006, 23(-), 3979-3986. ISSN 0039-7881. IF: 2.401.
  • [3]
    POKORNÝ, J., K.. HORKA, V. ŠIDOVÁ a M. URBAN. Synthesis and characterization of new conjugates of betulin diacetate and bis(triphenysilyl)betulin with substituted triazole. Monatchefte fur Chemie. 2018, 149(4), 839-845. ISSN 0026-9247. IF: 1.282.
  • [2]
    BORKOVÁ, L., J. HODOŇ a M. URBAN. Synthesis of Betulinic Acid Derivatives with Modified A-Rings and their Application as Potential Drug Candidates. Asian Journal of Organic Chemistry. 2018, 7(8), 1542-1560. ISSN 2193-5807. IF: 2.496.
  • [1]
    POKORNÝ, J., L. BORKOVÁ a M. URBAN. Click Reactions in Chemistry of Triterpenes - Advances Towards Development of Potential Therapeutics. Current Medical Chemistry. 2018, 25(5), 636-658. ISSN 0929-8673. IF: 3.469.

    • Patents, Utility models & other IP's :

    [3] C-28 BIOTINYLATED TRITERPENES OF A LUPANINE TYPE AND THEIR USE, PV 2016-408

    Patent: CZ 307 229; Granted: 28. 2. 2018; Ownership: Palacky University, Olomouc; Inventors: Urban Milan, Soural Miroslav, Šarek Jan

    ​Status: Terminated 

    [2] C-28 BIOTINYLATED HETEROCYCLIC TRITERPENES OF A LUPANINE TYPE AND THEIR USE, PV 2016-407

    Patent: CZ 307 165; Granted: 3. 1. 2018; Ownership: Palacky University, Olomouc; Inventors: Urban Milan, Soural Miroslav, Šarek Jan

    ​Status: Terminated 

    [1] C-3 BIOTINYLATED TRITERPENES OF A LUPANINE TYPE AND THEIR USE, PV 2015-549

    Patent: CZ 307 227; Granted: 28. 2. 2018; Ownership: Palacky University, Olomouc; Inventors: Urban Milan, Soural Miroslav, Šarek Jan

    ​Status: Terminated


    Doctoral students mentor:

    [5] Jan Bachořík, Preparation of semisynthetic triterpenes,
    Ph.D. specialization: , status: Ongoing, from: 2019
    [4] Jiří Hodoň, Cytotoxic active triterpenes and their mechanism of action,
    Ph.D. specialization: , status: Ongoing, from: 2017
    [3] Jan Pokorný, Modifications of double bonds in triterpenes with antitumor activity,
    Ph.D. specialization: , status: Ongoing, from: 2015
    [2] Veronika Šidová, Synthesis of cytotoxic triterpenes modified at position 30,
    Ph.D. specialization: , status: Interrupted, from: 2015
    [1] Lucie Borková, Modification of triterpenes with the use of transition metal catalyzed reactions and nucleophilic substitution,
    Ph.D. specialization: , status: Graduated, from: 2014 to 2018


    Master students mentor:

    [9] Denisa Olejníková, Synthesis of new lupane derivatives modified at position 20 or 30,
    status: Ongoing, from: 2018
    [8] Vladimír Horka, Conjugates of betulin prepared by cycloaddition reactions,
    status: Ongoing, from: 2018
    [7] Martin Pisár, Preparation of semisynthetic derivatives of betulinic acid with cytotoxic activity,
    status: Ongoing, from: 2017
    [6] Marek Šebrle, Study on metathesis triterpenoids with exoskeletarnimi double bonds,
    status: Graduated, from: 2011 to 2017
    [5] Jiří Hodoň, Cytotoxic active triterpenes and their mechanism of action,
    status: Graduated, from: 2015 to 2017
    [4] Pavel Zoufalý, Exploraton of click reaction approach in triterpenoids containing propargyl substituent,
    status: Graduated, from: 2014 to 2016
    [3] Veronika Šidová, Synthesis of new cytotoxic triterpenoid derivatives using click chemistry,
    status: Graduated, from: 2013 to 2015
    [2] Lucie Borková, Modification of the position 2 in betulin, allobetulin and betulinic acid with polar substituents,
    status: Graduated, from: 2012 to 2014
    [1] Klára Piskořová, Reactions of triterpenes with Grignard salts,
    status: Interrupted, from: 2013


    Bachelor students mentor:

    [6] Ondřej Jurčeka, Triterpenes modified at the position 30,
    status: Ongoing, from: 2018
    [5] Šimon Orság, Preparation of new heterocyclic derivatives of triterpene,
    status: Ongoing, from: 2018
    [4] Denisa Olejníková, Synthesis of new lupane derivatives modified at position 20 or 30,
    status: Graduated, from: 2016 to 2018
    [3] Vladimír Horka, Conjugates of betulin prepared by cycloaddition reactions,
    status: Graduated, from: 2016 to 2018
    [2] Zdeňka Trhlíková, Preparation of heterocyclic triterpenes,
    status: Graduated, from: 2013 to 2017
    [1] Jiří Hodoň, Attempt to find the mechanizm of action in cytotoxic active triterpenes ,
    status: Graduated, from: 2012 to 2015