Cholestane-derived gem-dihydroperoxides and tetraoxanes were synthesized starting from 5e~- and 5~3-cholestan3-ones by acid-catalyzed addition of hydrogen peroxide to the ketone. They were characterized by IR, NMR, and
mass spectroscopy analysis aided by molecular mechanics calculations, and, in the instance of 5~3-cholestane3et,3~5-dihydroperoxide (6), by x-ray analysis. The synthesized compounds were tested in vitro against Plasmodium falciparum Sierra Leone (D6) and Indochina (W2) malaria clones. All compounds" were inactive to
both clones, with the exception of tetraoxane 7a, which exhibited modest activity toward D6 clone with IC5o =
155 nM
TY - JOUR
AU - Todorović, Nina
AU - Stefanović, Milutin
AU - Tinant, Bernard
AU - Declercq, Jean-Paul
AU - Makler, Michael T
AU - Šolaja, Bogdan
PY - 1996
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3995
AB - Cholestane-derived gem-dihydroperoxides and tetraoxanes were synthesized starting from 5e~- and 5~3-cholestan3-ones by acid-catalyzed addition of hydrogen peroxide to the ketone. They were characterized by IR, NMR, and
mass spectroscopy analysis aided by molecular mechanics calculations, and, in the instance of 5~3-cholestane3et,3~5-dihydroperoxide (6), by x-ray analysis. The synthesized compounds were tested in vitro against Plasmodium falciparum Sierra Leone (D6) and Indochina (W2) malaria clones. All compounds" were inactive to
both clones, with the exception of tetraoxane 7a, which exhibited modest activity toward D6 clone with IC5o =
155 nM
PB - Elsevier
T2 - Steroids
T1 - Steroidal geminal dihydroperoxides and 1,2,4,5-tetraoxanes: Structure determination and their antimalarial activity
VL - 61
IS - 12
SP - 688
EP - 696
DO - 10.1016/S0039-128X(96)00203-6
ER -
@article{
author = "Todorović, Nina and Stefanović, Milutin and Tinant, Bernard and Declercq, Jean-Paul and Makler, Michael T and Šolaja, Bogdan",
year = "1996",
abstract = "Cholestane-derived gem-dihydroperoxides and tetraoxanes were synthesized starting from 5e~- and 5~3-cholestan3-ones by acid-catalyzed addition of hydrogen peroxide to the ketone. They were characterized by IR, NMR, and
mass spectroscopy analysis aided by molecular mechanics calculations, and, in the instance of 5~3-cholestane3et,3~5-dihydroperoxide (6), by x-ray analysis. The synthesized compounds were tested in vitro against Plasmodium falciparum Sierra Leone (D6) and Indochina (W2) malaria clones. All compounds" were inactive to
both clones, with the exception of tetraoxane 7a, which exhibited modest activity toward D6 clone with IC5o =
155 nM",
publisher = "Elsevier",
journal = "Steroids",
title = "Steroidal geminal dihydroperoxides and 1,2,4,5-tetraoxanes: Structure determination and their antimalarial activity",
volume = "61",
number = "12",
pages = "688-696",
doi = "10.1016/S0039-128X(96)00203-6"
}
Todorović, N., Stefanović, M., Tinant, B., Declercq, J., Makler, M. T.,& Šolaja, B.. (1996). Steroidal geminal dihydroperoxides and 1,2,4,5-tetraoxanes: Structure determination and their antimalarial activity. in Steroids
Elsevier., 61(12), 688-696.
https://doi.org/10.1016/S0039-128X(96)00203-6
Todorović N, Stefanović M, Tinant B, Declercq J, Makler MT, Šolaja B. Steroidal geminal dihydroperoxides and 1,2,4,5-tetraoxanes: Structure determination and their antimalarial activity. in Steroids. 1996;61(12):688-696.
doi:10.1016/S0039-128X(96)00203-6 .
Todorović, Nina, Stefanović, Milutin, Tinant, Bernard, Declercq, Jean-Paul, Makler, Michael T, Šolaja, Bogdan, "Steroidal geminal dihydroperoxides and 1,2,4,5-tetraoxanes: Structure determination and their antimalarial activity" in Steroids, 61, no. 12 (1996):688-696,
https://doi.org/10.1016/S0039-128X(96)00203-6 . .
, 
