Functionalization of 14-membered lactone ring of Erythromycins as a source of new semisynthetic macrolide antibiotics

2015/19/B/ST5/00231

Keywords

Descriptors

  • ST5_20: Chemia pojedynczych cząsteczek i makrocząsteczek
  • ST5_16: Chemia biologiczna
  • ST5_23: Chemia organiczna

Panel

ST5 – Materials: materials synthesis, structure-properties relations, advanced and functional materials with designed properties, (macro)molecular architecture, material engineering

Host institution

Uniwersytet im. Adama Mickiewicza w Poznaniu, Wydział Chemii

Voivodeship: wielkopolskie

Other projects carried out by the institution »

Principal investigator (from the host institution)

dr hab. Piotr Przybylski

Number of co-investigators in the project: 4

Call

OPUS 10 – announced on 2015-09-15

Amount awarded
745 500 PLN
Project start date
2016-09-15
Project end date
2020-03-14
Project duration
42 months (the same as in the proposal)
Project status
Project settled

Project description

Download the project description in a pdf file

Note — project descriptions were prepared by the authors of the applications themselves and placed in the system in an unchanged form.

Equipment purchased [PL]

  1. Mieszadło magnetyczne. Cost: 4 000 PLN
  2. Tabletkarka. Cost: 5 000 PLN
  3. kolumna do HPLC (półpreparatywna). Cost: 10 000 PLN
  4. komputer z oprogramowaniem. Cost: 3 500 PLN
  5. laptop z oprogramowaniem. Cost: 5 000 PLN
  6. linia próżniowa z argonem (kompletna z butlą, pompą i kolumnami osuszającymi). Cost: 70 000 PLN
  7. program do edycji widm 1D i 2D NMR (2 pcs). Cost: 10 000 PLN
  8. waga analityczna. Cost: 15 000 PLN
  9. wyparka laboratoryjna z systemem próżniowym. Cost: 35 000 PLN

Information in the final report

Publication in academic press/journals (5)

  1. Synthesis and antibacterial activity of new N-alkylammonium and carbonate-triazole derivatives within desosamine of 14- and 15- membered lactone macrolides

    Authors:
    A. Janas, P. Pecyna, M. Gajecka, F. Bartl, P. Przybylski*
    Academic press:
    ChemMedChem (year: 2020, volume: 15, pages: 1529–1551), Publisher: WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
    Status:
    Published
    DOI:
    10.1002/cmdc.202000273 – link to the publication
  2. Cascade reactions as efficient and universal tools for construction and modification of 6-, 5-, 4- and 3-membered sulfur heterocycles of biological relevance

    Authors:
    P. Przybylski, K. Pyta-Klich, K. Pyta, A. Janas
    Academic press:
    Tetrahedron (year: 2018, volume: 74, pages: 6335-6365), Publisher: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.tet.2018.09.022 – link to the publication
  3. Synthesis, docking and antibacterial studies of more potent amine and hydrazone rifamycin congeners than rifampicin

    Authors:
    K. Pyta, A. Janas, M. Szukowska, P. Pecyna, M. Jaworska, M. Gajecka, F. Bartl, P. Przybylski
    Academic press:
    European Journal of Medicinal Chemistry (year: 2019, volume: 167, pages: 96-104), Publisher: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.ejmech.2019.02.009 – link to the publication
  4. 14- and 15-membered lactone macrolides and their analogues and hybrids: structure, molecular mechanism of action and biological activity

    Authors:
    A. Janas and P. Przybylski*
    Academic press:
    European Journal of Medicinal Chemistry (year: 2019, volume: 182, pages: 111662), Publisher: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.ejmech.2019.111662 – link to the publication
  5. An approach to modify 14-membered lactone macrolide antibiotic scaffolds

    Authors:
    A. Janas, K. Pyta, M. Gdaniec, P. Przybylski*
    Status:
    Accepted for publication

Articles in post-conference publications (5)

  1. Synthesis and structure-activity relationship of a new derivatives of 14- and 15-membered macrolide antibiotics containing rebuilt saccharide arms

    Authors:
    A. Janas, K. Pyta, P. Przybylski
    Conference:
    10th World Congress on Medicinal Chemistry & Drug Design (year: 2018, pages: vol. 8, p. 46), Publisher: Med Chem (Los Angeles, USA)
    Date:
    conference June 14-15, Barcelona
    Status:
    Published
  2. Synthesis and structure-activity relationship of a new derivatives of 14-, 15- and 16-membered macrolide antibiotics containing rebuilt saccharide arms

    Authors:
    Anna Janas, Krystian Pyta and Piotr Przybylski
    Conference:
    24th Conference on Isoprenoids, Białystok, Poland (year: 2018, pages: P5), Publisher: Bialystok University
    Date:
    conference September 9-12
    Status:
    Published
  3. Modyfikacje aglikonu erytromycyny poprzez reakcje dipolarnej cykloaddycji Huisgena

    Authors:
    A. Janas, K. Pyta, P. Przybylski
    Conference:
    60 Zjazd PTCHem (year: 2017, pages: 590), Publisher: PTCh, European Chemical Sciences
    Date:
    conference 17-21 września
    Status:
    Published
  4. Synthesis, structure, antibacterial and anticancer activity of new macrolide antibiotics analogs

    Authors:
    A. Janas, K. Pyta, K. Pyta-Klich, J. Domagalska, P. Przybylski
    Conference:
    6th World Conference on physico-chemical methods in drug discovery & 3rd World conference on ADMET and DMPK (year: 2017, pages: 92), Publisher: Interantional Association of Physical Chemists, Ed. Zoran Mandic, Zagreb, Croatia
    Date:
    conference 4-7 September
    Status:
    Published
  5. Synthesis, antibacterial and anticancer potency of new lactone and lactam macrolide derivatives

    Authors:
    P. Przybylski, A. Janas, K. Pyta-Klich, J. Domagalska, K. Pyta, F. Bartl
    Conference:
    2nd International Conference on Pharmaceutical Chemistry (year: 2017, pages: 43), Publisher: Med Chem (Los Angeles, USA)
    Date:
    conference 2-4 October
    Status:
    Published

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Graphic design and implementation: Jakub Piotrowski