Two new jatrophane diterpenes from the roots of Euphorbia nicaeensis Scientific paper

Main Article Content

Gordana Krstić
https://orcid.org/0000-0001-6945-6178
Ana Kostić
https://orcid.org/0000-0003-3006-3902
Milka Jadranin
https://orcid.org/0000-0002-4235-3504
Milica Pešić
Miroslav Novaković
Ivana Aljančić
Vlatka Vajs

Abstract

In the previous study fifteen jatrophane diterpenes were isolated from the Euphorbia nicaeensis latex. Fourteen of them have been shown to be potent P-glycoprotein (P-gp) inhibitor in two MDR cancer cells (NCI-H460/R and DLD1-TxR). The aim of this study was to determine whether and which jatro­phane diterpenes can be isolated from the root of the plant, and then to examine their inhibition power on P-glycoprotein of selected cancer cell lines (NCI-H460, DLD1, U87, NCI-H460/R, DLD1-TxR and U87-TxR). Two previously undes­cribed jatrophane diterpenes were isolated from the root of E. nicaeensis col­lected in Deliblato Sand (Serbia). The structures of the isolated compounds were determined using 1D and 2D NMR, as well as HRESIMS data. The results obtained by MTT assay showed different antitumor potential of these two jatrophanes. Compound 1 inhibited cell growth of non-small cell lung car­cinoma cell lines NCI-H460 and NCI-H460/R, as well as glioblastoma cell lines U87 and U87-TxR, while jatrophane 2 was almost completely inactive in the suppression of cancer cell growth in a given range of concentrations. The obtained results also showed that the isolated compounds have an inhibitory effect on P-glycoprotein, as well as that their inhibitory potential is similar.

Article Details

How to Cite
[1]
G. Krstić, “Two new jatrophane diterpenes from the roots of Euphorbia nicaeensis: Scientific paper”, J. Serb. Chem. Soc., vol. 86, no. 12, pp. 1219–1228, Dec. 2021.
Section
Theme issue honoring Professor Emeritus Slobodan Milosavljevićs 80th birthday

References

D. Zhou, T. Guo, N. Li, in Stud. Nat. Prod. Chem., 1st ed., Elsevier B.V., Amsterdam, 2020, p. 301 (http://dx.doi.org/10.1016/B978-0-12-817905-5.00009-3)

M. Fattahian, M. Ghanadian, Z. Ali, I. A. Khan, Phytochem. Rev. 19 (2020) 265 (http://dx.doi.org/10.1007/s11101-020-09667-8)

H. Engi, A. Vasas, D. Rédei, J. Molár, J. Hohmann, Anticancer Res. 27 (2007) 3451 (https://ar.iiarjournals.org/content/anticanres/27/5A/3451.full.pdf)

G. Corea, A. D. Pietro, C. Dumontet, E. Fattorusso, V. Lanzotti, Phytochem. Rev. 8 (2009) 431 (http://dx.doi.org/10.1007/s11101-009-9126-8)

M. A. Reis, O. B. Ahmed, G. Spengler, J. Molán, H. Lage, M. J. U. Ferreira, Phytomedicine 23 (2016) 968 (http://dx.doi.org/10.1016/j.phymed.2016.05.007)

J. Zhu, R. Wang, L. Lou, W. Li, G. Tang, X. Bu, S. Yin, J. Med. Chem. 59 (2016) 6353 (http://dx.doi.org/10.1021/acs.jmedchem.6b00605))

S. Nobili, I. Landini, B. Giglioni, E. Mini, Curr. Drug Targets 7 (2006) 861 (http://dx.doi.org/10.2174/138945006777709593)

N. A. Colabufo, F. Berardi, M. Cantore, M. Contino, C. Inglese, M. Niso, R. Perrone, J. Med. Chem. 53 (2010) 1883 (http://dx.doi.org/10.1021/jm900743c)

G. Krstić, M. Jadranin, N. M. Todorović, M. Pešić, T. Stanković, I. S. Aljančić, V. V. Tešević, Phytochemistry 148 (2018) 104 (http://dx.doi.org/10.1016/j.phytochem. 2018.01.016)

M. Pesic, J. Z. Markovic, D. Jankovic, S. Kanazir, I. D. Markovic, L. Rakic, S. Ruzdijic, J. Chemother. 18 (2006) 66 (http://dx.doi.org/10.1179/joc.2006.18.1.66)

A. Podolski-Renić, T. Anđelković, J. Banković, N. Tanić, S. Ruždijić, M. Pešić, Biomed. Pharmacother. 65 (2011) 345 (http://dx.doi.org/10.1016/j.biopha.2011.04.015)

G. Corea, C. Fattorusso, E. Fattorusso, V. Lanzotti, Tetrahedron 61 (2005) 4485 (http://dx.doi.org/10.1016/j.tet.2005.02.031)

C. O. Fakunle, J. Nat. Prod. 52 (1989) 279 (http://dx.doi.org/10.1021/np50062a010)

J. Jakupovic, F. Jeskle, F. Tsichiritzis, J. A. Marco, W. Berendsohn, Phytochemistry 47 (1998) 1583 (http://dx.doi.org/10.1016/s0031-9422(97)00830-3)

G. Appendino, S. Jakupovic, G. C. Tron, J. Jakupovic, V. Milon, J. Nat. Prod. 8 (1998) 749 (http://dx.doi.org/10.1021/np970507w)

I. S. Aljančić, M. Pešić, S. M. Milosavljević, N. M. Todorović, M. Jadranin, G. Milo-savljević, D. Povrenović, J. Banković, N. Tanić, I. D. Marković, S. Ruždijić, V. E. Vajs, V. V Tešević, J. Nat. Prod. 74 (2011) 1613 (http://dx.doi.org/10.1021/np200241c)

M. Jadranin, M. Pešić, I.S. Aljančić, S. M. Milosavljević, N. M. Todorović, A. Podolski-Renić, J. Banković, N. Tanić, I. Marković, V. E. Vajs, V. V Tešević, Phytochemistry 86 (2013) 208 (http://dx.doi.org/10.1016/j.phytochem.2012.09.003)

M. Pešić, J. Banković, I. S. Aljančić, N. M. Todorović, M. Jadranin, V. E. Vajs, V. V Tešević, I. Vučković, M. Momčilović, I. D. Marković, N. Tanić, S. Ruždijić, Food Chem. Toxicol. 49 (2011) 3165 (http://dx.doi.org/10.1016/j.fct.2011.09.035)

C. Martin, G. Berridge, P. Mistry, C. Higgins, P. Charlton, R. Callaghan, Br. J. Pharmacol. 128 (1999) 403 (http://dx.doi.org/10.1038/sj.bjp.0702807).

Most read articles by the same author(s)