Biological Activity and In Silico Study of 3-Modified Derivatives of Betulin and Betulinic Aldehyde
A series of 3-substituted derivatives of betulin and betulinic aldehyde were synthesized as promising anticancer agents. The newly triterpenes were tested against five human cancer cell lines like biphenotypic B myelomonocytic leukaemia (MV-4-11), adenocarcinoma (A549), prostate (Du-145), melanoma (Hs294T), breast adenocarcinoma (MCF-7) and normal human mammary gland (MCF-10A). The compound 9 showed towards Du-145, MCF-7 and Hs294T cells significant antiproliferative activity with IC50 ranging from 7.3 to 10.6 μM. The evaluation of ADME properties of all compounds also includes their pharmacokinetic profile. The calculated TPSA values for synthetized derivatives are in the range between 43.38 Ų and 55.77 Ų suggesting high oral bioavailability. The molecular docking calculations showed that triterpene 9 fits the active site of the serine/threonine protein kinase Akt.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2019 |
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| Erschienen: |
2019 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:20 |
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| Enthalten in: |
International journal of molecular sciences - 20(2019), 6 vom: 19. März |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Bębenek, Ewa [VerfasserIn] |
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| Links: |
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| Themen: |
6W70HN7X7O |
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| Anmerkungen: |
Date Completed 10.07.2019 Date Revised 25.02.2020 published: Electronic Citation Status MEDLINE |
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| doi: |
10.3390/ijms20061372 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM295165286 |
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| 500 | |a Date Revised 25.02.2020 | ||
| 500 | |a published: Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a A series of 3-substituted derivatives of betulin and betulinic aldehyde were synthesized as promising anticancer agents. The newly triterpenes were tested against five human cancer cell lines like biphenotypic B myelomonocytic leukaemia (MV-4-11), adenocarcinoma (A549), prostate (Du-145), melanoma (Hs294T), breast adenocarcinoma (MCF-7) and normal human mammary gland (MCF-10A). The compound 9 showed towards Du-145, MCF-7 and Hs294T cells significant antiproliferative activity with IC50 ranging from 7.3 to 10.6 μM. The evaluation of ADME properties of all compounds also includes their pharmacokinetic profile. The calculated TPSA values for synthetized derivatives are in the range between 43.38 Ų and 55.77 Ų suggesting high oral bioavailability. The molecular docking calculations showed that triterpene 9 fits the active site of the serine/threonine protein kinase Akt | ||
| 650 | 4 | |a Journal Article | |
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| 650 | 4 | |a antiproliferative activity | |
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| 650 | 4 | |a betulinic aldehyde | |
| 650 | 4 | |a molecular docking | |
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| 650 | 7 | |a 6W70HN7X7O |2 NLM | |
| 700 | 1 | |a Chrobak, Elwira |e verfasserin |4 aut | |
| 700 | 1 | |a Marciniec, Krzysztof |e verfasserin |4 aut | |
| 700 | 1 | |a Kadela-Tomanek, Monika |e verfasserin |4 aut | |
| 700 | 1 | |a Trynda, Justyna |e verfasserin |4 aut | |
| 700 | 1 | |a Wietrzyk, Joanna |e verfasserin |4 aut | |
| 700 | 1 | |a Boryczka, Stanisław |e verfasserin |4 aut | |
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