Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes
Antimalarijska, antimikobakterijska i antiproliferativna aktivnost fenil-supstituisanih tetraoksana
Apstrakt
Mixed tetraoxanes of the 4"-phenyl-substituted cyclohexyl-spirotetraoxacyclohexyl- spirocholate series have been prepared and evaluated as possible antimalarials, antiproliferatives and antimycobacterials. The activity of the (4"R or S)-phenyl series against P. falciparum D6 and W2 strains was found to be at the level of artemisinin with two compounds, the acid 4 and the amide 6, exhibiting encouraging anti-TB activity as well. Very promising in vitro results of the said tetraoxanes were obtained against solid tumours and, in some instances, the activity against a selected number of cell lines was higher than that of the antitumor drug Paclitaxel.
U ovom radu prikazana je sinteza serije mešovitih tetraoksana 4"-fenil-supstituisanih cikloheksil-spirotetraoksacikloheksil-spiroholata, a ispitana je i njihova in vitro aktivnost kao mogućih antimalarika, anti-TBC agenasa i antiproliferativnih jedinjenja. Aktivnost (4"R ili S)-fenil serije na D6 i W2 sojeve P. falciparum vrlo je slična aktivnosti poznatog antimalarika artemizinina. Izraženu anti-TBC aktivnost iskazala su jedinjenja 4 i 6, čija antiproliferativna in vitro aktivnost prema nekim kompaktnim tumorima prevazilazi aktivnost leka paklitaksela.
Ključne reči:
mixed tetraoxane / malaria / tuberculosis / cancer / peroxide / steroidIzvor:
Journal of the Serbian Chemical Society, 2003, 68, 4-5, 291-302Izdavač:
- Serbian Chemical Society
DOI: 10.2298/JSC0305291O
ISSN: 0352-5139
WoS: 000183423800008
Scopus: 2-s2.0-0037835603
Institucija/grupa
IHTMTY - JOUR AU - Opsenica, Dejan AU - Dennis, Kyle E. AU - Milhous, Wilbur K. AU - Šolaja, Bogdan PY - 2003 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/116 AB - Mixed tetraoxanes of the 4"-phenyl-substituted cyclohexyl-spirotetraoxacyclohexyl- spirocholate series have been prepared and evaluated as possible antimalarials, antiproliferatives and antimycobacterials. The activity of the (4"R or S)-phenyl series against P. falciparum D6 and W2 strains was found to be at the level of artemisinin with two compounds, the acid 4 and the amide 6, exhibiting encouraging anti-TB activity as well. Very promising in vitro results of the said tetraoxanes were obtained against solid tumours and, in some instances, the activity against a selected number of cell lines was higher than that of the antitumor drug Paclitaxel. AB - U ovom radu prikazana je sinteza serije mešovitih tetraoksana 4"-fenil-supstituisanih cikloheksil-spirotetraoksacikloheksil-spiroholata, a ispitana je i njihova in vitro aktivnost kao mogućih antimalarika, anti-TBC agenasa i antiproliferativnih jedinjenja. Aktivnost (4"R ili S)-fenil serije na D6 i W2 sojeve P. falciparum vrlo je slična aktivnosti poznatog antimalarika artemizinina. Izraženu anti-TBC aktivnost iskazala su jedinjenja 4 i 6, čija antiproliferativna in vitro aktivnost prema nekim kompaktnim tumorima prevazilazi aktivnost leka paklitaksela. PB - Serbian Chemical Society T2 - Journal of the Serbian Chemical Society T1 - Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes T1 - Antimalarijska, antimikobakterijska i antiproliferativna aktivnost fenil-supstituisanih tetraoksana VL - 68 IS - 4-5 SP - 291 EP - 302 DO - 10.2298/JSC0305291O ER -
@article{ author = "Opsenica, Dejan and Dennis, Kyle E. and Milhous, Wilbur K. and Šolaja, Bogdan", year = "2003", abstract = "Mixed tetraoxanes of the 4"-phenyl-substituted cyclohexyl-spirotetraoxacyclohexyl- spirocholate series have been prepared and evaluated as possible antimalarials, antiproliferatives and antimycobacterials. The activity of the (4"R or S)-phenyl series against P. falciparum D6 and W2 strains was found to be at the level of artemisinin with two compounds, the acid 4 and the amide 6, exhibiting encouraging anti-TB activity as well. Very promising in vitro results of the said tetraoxanes were obtained against solid tumours and, in some instances, the activity against a selected number of cell lines was higher than that of the antitumor drug Paclitaxel., U ovom radu prikazana je sinteza serije mešovitih tetraoksana 4"-fenil-supstituisanih cikloheksil-spirotetraoksacikloheksil-spiroholata, a ispitana je i njihova in vitro aktivnost kao mogućih antimalarika, anti-TBC agenasa i antiproliferativnih jedinjenja. Aktivnost (4"R ili S)-fenil serije na D6 i W2 sojeve P. falciparum vrlo je slična aktivnosti poznatog antimalarika artemizinina. Izraženu anti-TBC aktivnost iskazala su jedinjenja 4 i 6, čija antiproliferativna in vitro aktivnost prema nekim kompaktnim tumorima prevazilazi aktivnost leka paklitaksela.", publisher = "Serbian Chemical Society", journal = "Journal of the Serbian Chemical Society", title = "Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes, Antimalarijska, antimikobakterijska i antiproliferativna aktivnost fenil-supstituisanih tetraoksana", volume = "68", number = "4-5", pages = "291-302", doi = "10.2298/JSC0305291O" }
Opsenica, D., Dennis, K. E., Milhous, W. K.,& Šolaja, B.. (2003). Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes. in Journal of the Serbian Chemical Society Serbian Chemical Society., 68(4-5), 291-302. https://doi.org/10.2298/JSC0305291O
Opsenica D, Dennis KE, Milhous WK, Šolaja B. Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes. in Journal of the Serbian Chemical Society. 2003;68(4-5):291-302. doi:10.2298/JSC0305291O .
Opsenica, Dejan, Dennis, Kyle E., Milhous, Wilbur K., Šolaja, Bogdan, "Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes" in Journal of the Serbian Chemical Society, 68, no. 4-5 (2003):291-302, https://doi.org/10.2298/JSC0305291O . .