Open Access
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volume 4 issue 3 pages 5682-5689

Antiproliferative Organic Salts Derived from Betulinic Acid: Disclosure of an Ionic Liquid Selective Against Lung and Liver Cancer Cells

Ana Teresa Silva 1
Maria João Cerqueira 2
Cristina Prudêncio 2, 3
M. Fernandes 4, 5
João Costa-Rodrigues 2, 3, 5, 6
Cátia Teixeira 1
P S. C. Gomes 1
Ricardo Ferraz 1, 2
Publication typeJournal Article
Publication date2019-03-21
scimago Q1
wos Q2
SJR0.773
CiteScore7.1
Impact factor4.3
ISSN24701343
General Chemistry
General Chemical Engineering
Abstract
In the last few years, we have been witnessing an increasing interest in ionic liquids (ILs) and organic salts, given their potential applications in biological and pharmaceutical sciences. We report the synthesis and in vitro evaluation of novel organic salts combining betulinate, known for its anticancer properties, with antimalarial drugs, primaquine, chloroquine, and mepacrine, and also with the trihexyltetradecylphosphonium ([P6,6,6,14]) cation. The salts were screened for their in vitro activity against tumor lines HepG2 (liver), MG63 (osteosarcoma), T47D (breast), A459 (lung), and RKO (colon), and also on normal human fibroblasts. All betulinates prepared displayed antiproliferative properties, with the trihexyltetradecylphosphonium betulinate standing out for its higher selectivity. This unprecedented disclosure of a betulinic acid (BA)-derived IL with selective antitumor activity constitutes a relevant first step toward development of novel anticancer therapies based on BA-derived IL.
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GOST Copy
Silva A. T. et al. Antiproliferative Organic Salts Derived from Betulinic Acid: Disclosure of an Ionic Liquid Selective Against Lung and Liver Cancer Cells // ACS Omega. 2019. Vol. 4. No. 3. pp. 5682-5689.
GOST all authors (up to 50) Copy
Silva A. T., Cerqueira M. J., Prudêncio C., Fernandes M., Costa-Rodrigues J., Teixeira C., Gomes P. S. C., Ferraz R. Antiproliferative Organic Salts Derived from Betulinic Acid: Disclosure of an Ionic Liquid Selective Against Lung and Liver Cancer Cells // ACS Omega. 2019. Vol. 4. No. 3. pp. 5682-5689.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acsomega.8b03691
UR - https://doi.org/10.1021/acsomega.8b03691
TI - Antiproliferative Organic Salts Derived from Betulinic Acid: Disclosure of an Ionic Liquid Selective Against Lung and Liver Cancer Cells
T2 - ACS Omega
AU - Silva, Ana Teresa
AU - Cerqueira, Maria João
AU - Prudêncio, Cristina
AU - Fernandes, M.
AU - Costa-Rodrigues, João
AU - Teixeira, Cátia
AU - Gomes, P S. C.
AU - Ferraz, Ricardo
PY - 2019
DA - 2019/03/21
PB - American Chemical Society (ACS)
SP - 5682-5689
IS - 3
VL - 4
SN - 2470-1343
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2019_Silva,
author = {Ana Teresa Silva and Maria João Cerqueira and Cristina Prudêncio and M. Fernandes and João Costa-Rodrigues and Cátia Teixeira and P S. C. Gomes and Ricardo Ferraz},
title = {Antiproliferative Organic Salts Derived from Betulinic Acid: Disclosure of an Ionic Liquid Selective Against Lung and Liver Cancer Cells},
journal = {ACS Omega},
year = {2019},
volume = {4},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acsomega.8b03691},
number = {3},
pages = {5682--5689},
doi = {10.1021/acsomega.8b03691}
}
MLA
Cite this
MLA Copy
Silva, Ana Teresa, et al. “Antiproliferative Organic Salts Derived from Betulinic Acid: Disclosure of an Ionic Liquid Selective Against Lung and Liver Cancer Cells.” ACS Omega, vol. 4, no. 3, Mar. 2019, pp. 5682-5689. https://doi.org/10.1021/acsomega.8b03691.