Projects funded by the NCN


Information on the principal investigator and host institution

Information of the project and the call

Keywords

Equipment

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New anticancer derivatives from lupane triterpenes. Microreactors in the synthesis of saponins.

2012/07/B/ST5/00823

Keywords:

glycosylation saponins lupanes betulin biological activity microreactors flow chemistry

Descriptors:

  • ST5_23:
  • ST5_20:
  • ST5_16:

Panel:

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

Host institution :

Instytut Chemii Organicznej PAN

woj. mazowieckie

Other projects carried out by the institution 

Principal investigator (from the host institution):

dr hab. Zbigniew Pakulski 

Number of co-investigators in the project: 7

Call: OPUS 4 - announced on 2012-09-15

Amount awarded: 454 280 PLN

Project start date (Y-m-d): 2013-07-19

Project end date (Y-m-d): 2016-07-18

Project duration:: 36 months (the same as in the proposal)

Project status: Project settled

Equipment purchased [PL]

  1. generator ozonu (5 498 PLN)
  2. bramka antyelektrostatyczna, punkt poboru gazu, sprzęt drobny, kartridże do chromatografii flash. (25 000 PLN)
  3. pompa próżniowa..
  4. miernik próżni.
  5. mikroreaktory i mikromieszalniki z oprzyrządowaniem, pompy perystaltyczne / strzykawkowe z oprzyrządowaniem (45 000 PLN)

Information in the final report

  • Publication in academic press/journals (11)
  • Articles in post-conference publications (9)
  1. 6-Deoxyheptoses in nature, chemistry, and medicine
    Authors:
    Pakulski, Z.; Poly, F.; Dorabawila, N.; Guerry, P.; Monteiro, M. A.
    Academic press:
    Curr. Org. Chem. (rok: 2014, tom: 18, strony: 1818-1845), Wydawca: Bentham Science
    Status:
    Published
    DOI:
    10.2174/1385272819666140527231937 - link to the publication
  2. Sugar migration induced by the Wagner-Meerwein rearrangement of 28-O-glycosyl-betulin derivatives
    Authors:
    Korda, A.; Pakulski, Z.; Cmoch, P.; Gwardiak, K.; Karczewski, R.
    Academic press:
    Tetrahedron (rok: 2017, tom: 73, strony: 1740-1744), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.tet.2017.02.024 - link to the publication
  3. Synthesis and cytotoxicity of 28a-homothiolupanes and 28a-homothiolupane saponins
    Authors:
    Sidoryk, K.; Korda, A.; Rárová, L.; Okleš ková, J.; Pakulski, Z.; Strnad, M.; Cmoch, P.; Gwardiak, K.; Karczewski, R.
    Academic press:
    Eur. J. Org. Chem. (rok: 2016, tom: -, strony: 373-383), Wydawca: Wiley
    Status:
    Published
    DOI:
    10.1002/ejoc.201501147 - link to the publication
  4. Influence of intramolecular hydrogen bonds on regioselectivity of glycosylation. Synthesis of lupane-type saponins bearing the OSW-1 saponin disaccharide unit and its isomers
    Authors:
    Kuczynska, K.; Cmoch, P.; Rárová, L.; Okleš ková, J.; Korda, A.; Pakulski, Z.; Strnad, M.
    Academic press:
    Carbohydr. Res. (rok: 2016, tom: 423, strony: 49-69), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.carres.2016.01.010 - link to the publication
  5. Study on the synthesis of regio- and stereoisomers of the disaccharide unit of the OSW-1 saponin
    Authors:
    Pakulski, Z.; Cmoch, P.
    Academic press:
    Tetrahedron (rok: 2015, tom: 71, strony: 4757–4769), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.tet.2015.05.058 - link to the publication
  6. Synthesis and biological activity of new homolupanes and homolupane saponins
    Authors:
    Sidoryk, K.; Korda, A.; Rárová, L.; Okleš ková, J.; Strnad, M.; Cmoch, P.; Pakulski, Z.; Gwardiak, K.; Karczewski, R.; Luboradzki, R.
    Academic press:
    Tetrahedron (rok: 2015, tom: 71, strony: 2004-2012), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.tet.2015.02.008 - link to the publication
  7. Synthesis of 28a-homoselenolupanes and 28a-homoselenolupane saponins
    Authors:
    Sidoryk, K.; Rárová, L.; Okleš ková, J.; Pakulski, Z.; Strnad, M.; Cmoch, P.; Luboradzki, R.
    Academic press:
    Org. Biomol. Chem. (rok: 2016, tom: 14, strony: 10238-10248), Wydawca: Royal Society of Chemistry
    Status:
    Published
    DOI:
    10.1039/c6ob01938b - link to the publication
  8. Synthesis and cytotoxicity of S-(28a-homobetulin-28a-yl) thiophosphate, thiophosphonate, and thiophosphinate
    Authors:
    Sidoryk, K.; Rárová, L.; Okleš ková, J.; Cmoch, P.; Pakulski, Z.; Strnad, M.
    Academic press:
    Phosphorus Sulfur Silicon Relat. Elem. (rok: 2016, tom: 191, strony: 1240-1244), Wydawca: Taylor & Francis
    Status:
    Published
    DOI:
    10.1080/10426507.2016.1165679 - link to the publication
  9. Synthesis and structure–activity relationship study of cytotoxic lupane-type 3-beta-O-monodesmosidic saponins with an extended C-28 side chain
    Authors:
    Cmoch, P.; Korda, A.; Rárová, L.; Okleš ková, J.; Strnad, M.; Luboradzki, R.; Pakulski, Z.
    Academic press:
    Tetrahedron (rok: 2014, tom: 70, strony: 2717-2730), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.tet.2014.03.006 - link to the publication
  10. Synthesis of lupane saponins from acetylated glycosyl donors by acetonitrile directed glycosylation
    Authors:
    Kuczynska, K.; Pakulski, Z.
    Academic press:
    Tetrahedron (rok: 2015, tom: 71, strony: 2900–2905), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.tet.2015.03.057 - link to the publication
  11. Synthesis of lupane-type saponins containing an unusual alpha-D-idopyranoside fragment as potent cytotoxic agents
    Authors:
    Cmoch, P.; Korda, A.; Rárová, L.; Okleš ková, J.; Strnad, M.; Gwardiak, K.; Karczewski, R.; Pakulski, Z.
    Academic press:
    Eur. J. Org. Chem. (rok: 2014, tom: nie dotyczy, strony: 4089-4098), Wydawca: Wiley
    Status:
    Published
    DOI:
    10.1002/ejoc.201402187 - link to the publication
  1. Synteza saponin lupanowych z wykorzystaniem peracetylowanych donorów Schmidta
    Authors:
    Kuczyńska, K.; Pakulski, Z.
    Conference:
    10. Ogólnopolskie Sympozjum Chemii Organicznej (rok: 2015, ), Wydawca: komitet organizacyjny
    Data:
    konferencja 16–18. April
    Status:
    Published
  2. Synthesis of new cytotoxic derivatives of betulin and betulinic acid
    Authors:
    Sidoryk, K.; Cmoch, P.; Korda, A.; Okleš ková, J.; Pakulski, Z.; Rárová, L.; Strnad, M.
    Conference:
    2nd Symposium on Biotransformations for pharmaceutical and cosmetic industry (rok: 2014, ), Wydawca: Komitet Organizacyjny
    Data:
    konferencja 23–24 October
    Status:
    Published
  3. A simple method for the synthesis of homobetulin, homobetulinic acid, and homolupane saponins – their cytotoxic activity and SAR studies
    Authors:
    Sidoryk, K.; Pakulski, Z.; Korda, A.; Cmoch, P.; Rárová, L.; Okleš ková, J.; Strnad, M.
    Conference:
    Trends in Natural Products Research (rok: 2014, ), Wydawca: Komitet Organizacyjny
    Data:
    konferencja 45468
    Status:
    Published
  4. Influence of the side chain on the cytotoxicity of betulin derivatives
    Authors:
    Sidoryk, K.; Korda, A.; Cmoch, P.; Pakulski, Z.; Rárová, L.; Okleš ková, J.; Strnad, M.
    Conference:
    IX Multidyscyplinarna Konferencja Nauki o Leku (MKNOL 2014) (rok: 2014, ), Wydawca: Komitet Organizacyjny
    Data:
    konferencja 12–14 May
    Status:
    Published
  5. Synthesis of lupane saponins from acetylated glycosyl donors
    Authors:
    Kuczynska, K.; Pakulski, Z.
    Conference:
    19th European Symposium of Organic Chemistry (ESOC2015) (rok: 2015, ), Wydawca: komitet organizacyjny
    Data:
    konferencja 12–16 July
    Status:
    Published
  6. Influence of the hydrogen bond on the regioselectivity of glycosylation
    Authors:
    Kuczyńska, K.; Pakulski, Z.
    Conference:
    17th Tetrahedron Symposium (rok: 2016, ), Wydawca: komitet organizacyjny
    Data:
    konferencja 28 June – 1 July
    Status:
    Published
  7. Synthesis of biologically active derivatives of betulin
    Authors:
    Kuczyńska, K.; Pakulski, Z.
    Conference:
    Balticum Organicum Syntheticum Conference (rok: 2016, ), Wydawca: komitet organizacyjny
    Data:
    konferencja 3–6 July
    Status:
    Published
  8. Synthesis of lupane saponins from acetylated glycosyl donors by acetonitrile directed glycosylation
    Authors:
    Kuczynska, K.; Pakulski, Z.
    Conference:
    Anatolian Conference on Synthetic Organic Chemistry (rok: 2015, ), Wydawca: komitet organizacyjny
    Data:
    konferencja 16–19 March
    Status:
    Published
  9. Nowe pochodne betuliny w syntezie biologicznie aktywnych saponin
    Authors:
    Pakulski, Z.; Sidoryk, K.
    Conference:
    58th Annual Meeting of the Polish Chemical Society (rok: 2015, ), Wydawca: komitet organizacyjny
    Data:
    konferencja 21–25 September
    Status:
    Published