TY  - JOUR
AU  - Milić, Dragana
AU  - Kapor, A
AU  - Markov, B
AU  - Ribar, B
AU  - Strumpel, M
AU  - Juranić, Z.
AU  - Gasic, MJ
AU  - Šolaja, Bogdan A.
PY  - 1999
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/426
AB  - Based on the biological properties of epoxyquinols from natural sources, the title compound was synthesised as a potential antitumor agent. Its molecular structure was partially confirmed by NMR studies. The detailed structure was established by X-ray analysis revealing two symmetry independent molecules in the asymmetric unit each consisting of four fused rings with the C(10) beta-oriented hydroxy group and beta-oriented O atom bridging C(4) and C(5). The conformation of A ring in both conformers A and B is boat (B-3,B-6), while rings B and C are chairs (C-1(4)) and the five-membered D ring is in an envelope (E-2) conformation. The in vitro antitumor activity of title compound and its 17 beta-acetoxy analogue against HeLa and Fem-x cells revealed IC50 values of 5.7 and 7.1 mu M, and 2.25 and 1.58 mu M, respectively. Corresponding quinols were tested on 47 cell lines with 10 beta-hydroxy-17 beta-acetoxyestra-1,4-dien-3-one being most active against leukemia SR cells (GI(50) = 0.17 mu M).
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners
VL  - 4
IS  - 12
SP  - 338
EP  - 352
DO  - 10.3390/41200338
ER  - 

@article{
author = "Milić, Dragana and Kapor, A and Markov, B and Ribar, B and Strumpel, M and Juranić, Z. and Gasic, MJ and Šolaja, Bogdan A.",
year = "1999",
abstract = "Based on the biological properties of epoxyquinols from natural sources, the title compound was synthesised as a potential antitumor agent. Its molecular structure was partially confirmed by NMR studies. The detailed structure was established by X-ray analysis revealing two symmetry independent molecules in the asymmetric unit each consisting of four fused rings with the C(10) beta-oriented hydroxy group and beta-oriented O atom bridging C(4) and C(5). The conformation of A ring in both conformers A and B is boat (B-3,B-6), while rings B and C are chairs (C-1(4)) and the five-membered D ring is in an envelope (E-2) conformation. The in vitro antitumor activity of title compound and its 17 beta-acetoxy analogue against HeLa and Fem-x cells revealed IC50 values of 5.7 and 7.1 mu M, and 2.25 and 1.58 mu M, respectively. Corresponding quinols were tested on 47 cell lines with 10 beta-hydroxy-17 beta-acetoxyestra-1,4-dien-3-one being most active against leukemia SR cells (GI(50) = 0.17 mu M).",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners",
volume = "4",
number = "12",
pages = "338-352",
doi = "10.3390/41200338"
}

Milić, D., Kapor, A., Markov, B., Ribar, B., Strumpel, M., Juranić, Z., Gasic, M.,& Šolaja, B. A.. (1999). X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners. in Molecules
Mdpi Ag, Basel., 4(12), 338-352.
https://doi.org/10.3390/41200338

Milić D, Kapor A, Markov B, Ribar B, Strumpel M, Juranić Z, Gasic M, Šolaja BA. X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners. in Molecules. 1999;4(12):338-352.
doi:10.3390/41200338 .

Milić, Dragana, Kapor, A, Markov, B, Ribar, B, Strumpel, M, Juranić, Z., Gasic, MJ, Šolaja, Bogdan A., "X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners" in Molecules, 4, no. 12 (1999):338-352,
https://doi.org/10.3390/41200338 . .