TY  - CONF
AU  - Šolaja, Bogdan A.
AU  - Terzić-Jovanović, Nataša
AU  - Smith, K
AU  - Opsenica, Dejan M.
AU  - Smith, PL
AU  - Milhous, WK
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/774
PB  - Amer Chemical Soc, Washington
C3  - ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
T1  - Reductive cleavage of 1,2,4,5-tetraoxane antimalarials
VL  - 230
UR  - https://hdl.handle.net/21.15107/rcub_cherry_774
ER  - 

@conference{
author = "Šolaja, Bogdan A. and Terzić-Jovanović, Nataša and Smith, K and Opsenica, Dejan M. and Smith, PL and Milhous, WK",
year = "2005",
publisher = "Amer Chemical Soc, Washington",
journal = "ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY",
title = "Reductive cleavage of 1,2,4,5-tetraoxane antimalarials",
volume = "230",
url = "https://hdl.handle.net/21.15107/rcub_cherry_774"
}

Šolaja, B. A., Terzić-Jovanović, N., Smith, K., Opsenica, D. M., Smith, P.,& Milhous, W.. (2005). Reductive cleavage of 1,2,4,5-tetraoxane antimalarials. in ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
Amer Chemical Soc, Washington., 230.
https://hdl.handle.net/21.15107/rcub_cherry_774

Šolaja BA, Terzić-Jovanović N, Smith K, Opsenica DM, Smith P, Milhous W. Reductive cleavage of 1,2,4,5-tetraoxane antimalarials. in ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. 2005;230.
https://hdl.handle.net/21.15107/rcub_cherry_774 .

Šolaja, Bogdan A., Terzić-Jovanović, Nataša, Smith, K, Opsenica, Dejan M., Smith, PL, Milhous, WK, "Reductive cleavage of 1,2,4,5-tetraoxane antimalarials" in ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 230 (2005),
https://hdl.handle.net/21.15107/rcub_cherry_774 .

TY  - JOUR
AU  - Opsenica, Igor
AU  - Terzić-Jovanović, Nataša
AU  - Opsenica, Dejan M.
AU  - Milhous, WK
AU  - Šolaja, Bogdan A.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/680
AB  - Several C2 symmetrical mixed tetraoxanes were prepared starting from a gemdihydroperoxide and a ketone. The obtained tetraoxanes showed pronounced antimalarial activity against P falciparum chloroquine resistant W2 and chloroquine susceptible D6 strains, with N-(2-dimethylamino)ethyl-7,8,15,16-tetraoxa-dispiro[5.2.5.2]hexadecaric-3-carboxamide being as active as artermisinin.
AB  - U ovom radu prikazana je sinteza serije C2 mešovitih tetraoksana polazeći od gem-dihidroperoksida cikloheksanona. Dobijenim derivatima ispitana je in vitro aktivnost prema W2 i D6 sojevima P. falciparum. Utvrđeno je da derivat N-(2-dimetilamino)etil 7,8,15,16-tetraoksa-dispiroŠ5.2.5.2Ćheksadekan-3-karboksamid pokazuje aktivnost vrlo blisku aktivnosti poznatog antimalarika artemizinina.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - 7,8,15,16-tetraoxa-dispiro[5.2.5.2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity
T1  - Antimalarijska aktivnost derivata 7,8,15,16-tetraoksa-dispiro5.2.5.2heksadekan-3-karboksilne kiseline
VL  - 69
IS  - 11
SP  - 919
EP  - 922
DO  - 10.2298/JSC0411919O
ER  - 

@article{
author = "Opsenica, Igor and Terzić-Jovanović, Nataša and Opsenica, Dejan M. and Milhous, WK and Šolaja, Bogdan A.",
year = "2004",
abstract = "Several C2 symmetrical mixed tetraoxanes were prepared starting from a gemdihydroperoxide and a ketone. The obtained tetraoxanes showed pronounced antimalarial activity against P falciparum chloroquine resistant W2 and chloroquine susceptible D6 strains, with N-(2-dimethylamino)ethyl-7,8,15,16-tetraoxa-dispiro[5.2.5.2]hexadecaric-3-carboxamide being as active as artermisinin., U ovom radu prikazana je sinteza serije C2 mešovitih tetraoksana polazeći od gem-dihidroperoksida cikloheksanona. Dobijenim derivatima ispitana je in vitro aktivnost prema W2 i D6 sojevima P. falciparum. Utvrđeno je da derivat N-(2-dimetilamino)etil 7,8,15,16-tetraoksa-dispiroŠ5.2.5.2Ćheksadekan-3-karboksamid pokazuje aktivnost vrlo blisku aktivnosti poznatog antimalarika artemizinina.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "7,8,15,16-tetraoxa-dispiro[5.2.5.2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity, Antimalarijska aktivnost derivata 7,8,15,16-tetraoksa-dispiro5.2.5.2heksadekan-3-karboksilne kiseline",
volume = "69",
number = "11",
pages = "919-922",
doi = "10.2298/JSC0411919O"
}

Opsenica, I., Terzić-Jovanović, N., Opsenica, D. M., Milhous, W.,& Šolaja, B. A.. (2004). 7,8,15,16-tetraoxa-dispiro[5.2.5.2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 69(11), 919-922.
https://doi.org/10.2298/JSC0411919O

Opsenica I, Terzić-Jovanović N, Opsenica DM, Milhous W, Šolaja BA. 7,8,15,16-tetraoxa-dispiro[5.2.5.2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity. in Journal of the Serbian Chemical Society. 2004;69(11):919-922.
doi:10.2298/JSC0411919O .

Opsenica, Igor, Terzić-Jovanović, Nataša, Opsenica, Dejan M., Milhous, WK, Šolaja, Bogdan A., "7,8,15,16-tetraoxa-dispiro[5.2.5.2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity" in Journal of the Serbian Chemical Society, 69, no. 11 (2004):919-922,
https://doi.org/10.2298/JSC0411919O . .

TY  - JOUR
AU  - Opsenica, Dejan M.
AU  - Angelovski, G
AU  - Pocsfalvi, G
AU  - Juranić, Z.
AU  - Žižak, Željko S.
AU  - Kyle, D
AU  - Milhous, WK
AU  - Šolaja, Bogdan A.
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/559
AB  - Several cis and trans bis-steroidal 1,2,4,5-tetraoxanes possessing amide terminus were synthesised and evaluated as antimalarials and antiproliferatives. The compounds exhibited submicromolar antimalarial activity against Plasmodium falciparum D6 and W2 strains. The existence of HN-C(O) moiety was found necessary for pronounced antimalarial and antiproliferative activity. In antiproliferative screen, the trans tetraoxane 6 was found to exhibit a pronounced cytotoxicity on 14 cancer cell lines. In addition, tetraoxanes 11 and 12 exhibited significant cytotoxic activity too; microscopic examination of treated HeLa cells showed morphological appearance reminiscent for apoptosis (condensed and/or fragmented nuclei). (C) 2003 Elsevier Science Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Antimalarial and antiproliferative evaluation of bis-steroidal tetraoxanes
VL  - 11
IS  - 13
SP  - 2761
EP  - 2768
DO  - 10.1016/S0968-0896(03)00224-4
ER  - 

@article{
author = "Opsenica, Dejan M. and Angelovski, G and Pocsfalvi, G and Juranić, Z. and Žižak, Željko S. and Kyle, D and Milhous, WK and Šolaja, Bogdan A.",
year = "2003",
abstract = "Several cis and trans bis-steroidal 1,2,4,5-tetraoxanes possessing amide terminus were synthesised and evaluated as antimalarials and antiproliferatives. The compounds exhibited submicromolar antimalarial activity against Plasmodium falciparum D6 and W2 strains. The existence of HN-C(O) moiety was found necessary for pronounced antimalarial and antiproliferative activity. In antiproliferative screen, the trans tetraoxane 6 was found to exhibit a pronounced cytotoxicity on 14 cancer cell lines. In addition, tetraoxanes 11 and 12 exhibited significant cytotoxic activity too; microscopic examination of treated HeLa cells showed morphological appearance reminiscent for apoptosis (condensed and/or fragmented nuclei). (C) 2003 Elsevier Science Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Antimalarial and antiproliferative evaluation of bis-steroidal tetraoxanes",
volume = "11",
number = "13",
pages = "2761-2768",
doi = "10.1016/S0968-0896(03)00224-4"
}

Opsenica, D. M., Angelovski, G., Pocsfalvi, G., Juranić, Z., Žižak, Ž. S., Kyle, D., Milhous, W.,& Šolaja, B. A.. (2003). Antimalarial and antiproliferative evaluation of bis-steroidal tetraoxanes. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 11(13), 2761-2768.
https://doi.org/10.1016/S0968-0896(03)00224-4

Opsenica DM, Angelovski G, Pocsfalvi G, Juranić Z, Žižak ŽS, Kyle D, Milhous W, Šolaja BA. Antimalarial and antiproliferative evaluation of bis-steroidal tetraoxanes. in Bioorganic and Medicinal Chemistry. 2003;11(13):2761-2768.
doi:10.1016/S0968-0896(03)00224-4 .

Opsenica, Dejan M., Angelovski, G, Pocsfalvi, G, Juranić, Z., Žižak, Željko S., Kyle, D, Milhous, WK, Šolaja, Bogdan A., "Antimalarial and antiproliferative evaluation of bis-steroidal tetraoxanes" in Bioorganic and Medicinal Chemistry, 11, no. 13 (2003):2761-2768,
https://doi.org/10.1016/S0968-0896(03)00224-4 . .

TY  - JOUR
AU  - Opsenica, Dejan M.
AU  - Kyle, DE
AU  - Milhous, WK
AU  - Šolaja, Bogdan A.
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/555
AB  - Mixed tetraoxanes of the 4"-phenyl-substituted cyclohexyl-spirotetraoxacyclohexyl-spirocholate series have been prepared and evaluated as possible antimalarials, anti-proliferatives and antimycobacterials. The activity of the (4"R or S)-phenyl series against P falciarum 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 Soc, Belgrade
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 M. and Kyle, DE and Milhous, WK and Šolaja, Bogdan A.",
year = "2003",
abstract = "Mixed tetraoxanes of the 4"-phenyl-substituted cyclohexyl-spirotetraoxacyclohexyl-spirocholate series have been prepared and evaluated as possible antimalarials, anti-proliferatives and antimycobacterials. The activity of the (4"R or S)-phenyl series against P falciarum 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 Soc, Belgrade",
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. M., Kyle, D., Milhous, W.,& Šolaja, B. A.. (2003). Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 68(4-5), 291-302.
https://doi.org/10.2298/JSC0305291O

Opsenica DM, Kyle D, Milhous W, Šolaja BA. 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 M., Kyle, DE, Milhous, WK, Šolaja, Bogdan A., "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 . .

TY  - JOUR
AU  - Šolaja, Bogdan A.
AU  - Terzić-Jovanović, Nataša
AU  - Pocsfalvi, G
AU  - Gerena, L
AU  - Tinant, B
AU  - Opsenica, Dejan M.
AU  - Milhous, WK
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/500
AB  - Mixed 1,2,4,5-tetraoxanes possessing simple spirocycloalkane and spirocholic acid-derived substituents were prepared and shown to have significantly higher in vitro antimalarial activity than bis-substituted tetraoxanes. Out of 41 synthesized tetraoxanes, 12 were in vitro more potent against Plasmodium falciparum chloroquine-resistant W2 clone than artemisinin, and the most potent one was 2.4 times as active as arteether. In addition, 9 compounds exhibit higher activity than chloroquine against P. falciparum chloroquine-susceptible D6 clone. Cytotoxicity was assessed for most active compounds against the Vero cell line, showing a cytotoxicity/antimalarial potency ratio of 1/(1400-9500). For the first time, tetraoxanes were screened against Mycobacterium tuberculosis with MICs as low as 4.73 muM against H37Rv strain. Mixed tetraoxanes were synthesized in a simple procedure from cholic acid methyl esters by direct coupling of steroidal gem-dihydroperoxide to simple ketones and further transformed into corresponding acids and amides.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Mixed steroidal 1,2,4,5-tetraoxanes: Antimalarial and antimycobacterial activity
VL  - 45
IS  - 16
SP  - 3331
EP  - 3336
DO  - 10.1021/jm020891g
ER  - 

@article{
author = "Šolaja, Bogdan A. and Terzić-Jovanović, Nataša and Pocsfalvi, G and Gerena, L and Tinant, B and Opsenica, Dejan M. and Milhous, WK",
year = "2002",
abstract = "Mixed 1,2,4,5-tetraoxanes possessing simple spirocycloalkane and spirocholic acid-derived substituents were prepared and shown to have significantly higher in vitro antimalarial activity than bis-substituted tetraoxanes. Out of 41 synthesized tetraoxanes, 12 were in vitro more potent against Plasmodium falciparum chloroquine-resistant W2 clone than artemisinin, and the most potent one was 2.4 times as active as arteether. In addition, 9 compounds exhibit higher activity than chloroquine against P. falciparum chloroquine-susceptible D6 clone. Cytotoxicity was assessed for most active compounds against the Vero cell line, showing a cytotoxicity/antimalarial potency ratio of 1/(1400-9500). For the first time, tetraoxanes were screened against Mycobacterium tuberculosis with MICs as low as 4.73 muM against H37Rv strain. Mixed tetraoxanes were synthesized in a simple procedure from cholic acid methyl esters by direct coupling of steroidal gem-dihydroperoxide to simple ketones and further transformed into corresponding acids and amides.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Mixed steroidal 1,2,4,5-tetraoxanes: Antimalarial and antimycobacterial activity",
volume = "45",
number = "16",
pages = "3331-3336",
doi = "10.1021/jm020891g"
}

Šolaja, B. A., Terzić-Jovanović, N., Pocsfalvi, G., Gerena, L., Tinant, B., Opsenica, D. M.,& Milhous, W.. (2002). Mixed steroidal 1,2,4,5-tetraoxanes: Antimalarial and antimycobacterial activity. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 45(16), 3331-3336.
https://doi.org/10.1021/jm020891g

Šolaja BA, Terzić-Jovanović N, Pocsfalvi G, Gerena L, Tinant B, Opsenica DM, Milhous W. Mixed steroidal 1,2,4,5-tetraoxanes: Antimalarial and antimycobacterial activity. in Journal of Medicinal Chemistry. 2002;45(16):3331-3336.
doi:10.1021/jm020891g .

Šolaja, Bogdan A., Terzić-Jovanović, Nataša, Pocsfalvi, G, Gerena, L, Tinant, B, Opsenica, Dejan M., Milhous, WK, "Mixed steroidal 1,2,4,5-tetraoxanes: Antimalarial and antimycobacterial activity" in Journal of Medicinal Chemistry, 45, no. 16 (2002):3331-3336,
https://doi.org/10.1021/jm020891g . .

TY  - JOUR
AU  - Opsenica, Dejan M.
AU  - Pocsfalvi, G
AU  - Milhous, WK
AU  - Šolaja, Bogdan A.
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/502
AB  - An intramolecular steroidal 1,2,4,5-tetraoxane has been synthesised in six steps starting from methyl 3-oxo-7alpha,12alpha-diacetoxy-5beta-cholan-24-pate. The synthesised 1,2,4,5-tetra-aoxane has moderate in vitro antimalarial activity against P. falciparum Strains (IC50) (D-6) = 0.35 mug/mL: (IC50 (W2) = 0.29 mug/ML).
AB  - Polazeći od methyl 3-oxo-7α,12α-diacetoxy-5β-cholan-24-oate sintetisan je u šest faza intramolekulski steroidni 1,2,4,5-tetraoksan. Proizvod ima umerenu in vitro antimalarijsku aktivnost prema P. falciparum sojevima (IC50 (D6) = 0.35 µg/mL; IC50 (W2) = 0.29 µg/mL).
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Antimalarial peroxides: the first intramolecular 1,2,4,5-tetraoxane
T1  - Antimalarijski peroksidi - prvi intramolekulski 1,2,4,5-tetraoksan
VL  - 67
IS  - 7
SP  - 465
EP  - 471
DO  - 10.2298/JSC0207465O
ER  - 

@article{
author = "Opsenica, Dejan M. and Pocsfalvi, G and Milhous, WK and Šolaja, Bogdan A.",
year = "2002",
abstract = "An intramolecular steroidal 1,2,4,5-tetraoxane has been synthesised in six steps starting from methyl 3-oxo-7alpha,12alpha-diacetoxy-5beta-cholan-24-pate. The synthesised 1,2,4,5-tetra-aoxane has moderate in vitro antimalarial activity against P. falciparum Strains (IC50) (D-6) = 0.35 mug/mL: (IC50 (W2) = 0.29 mug/ML)., Polazeći od methyl 3-oxo-7α,12α-diacetoxy-5β-cholan-24-oate sintetisan je u šest faza intramolekulski steroidni 1,2,4,5-tetraoksan. Proizvod ima umerenu in vitro antimalarijsku aktivnost prema P. falciparum sojevima (IC50 (D6) = 0.35 µg/mL; IC50 (W2) = 0.29 µg/mL).",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Antimalarial peroxides: the first intramolecular 1,2,4,5-tetraoxane, Antimalarijski peroksidi - prvi intramolekulski 1,2,4,5-tetraoksan",
volume = "67",
number = "7",
pages = "465-471",
doi = "10.2298/JSC0207465O"
}

Opsenica, D. M., Pocsfalvi, G., Milhous, W.,& Šolaja, B. A.. (2002). Antimalarial peroxides: the first intramolecular 1,2,4,5-tetraoxane. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 67(7), 465-471.
https://doi.org/10.2298/JSC0207465O

Opsenica DM, Pocsfalvi G, Milhous W, Šolaja BA. Antimalarial peroxides: the first intramolecular 1,2,4,5-tetraoxane. in Journal of the Serbian Chemical Society. 2002;67(7):465-471.
doi:10.2298/JSC0207465O .

Opsenica, Dejan M., Pocsfalvi, G, Milhous, WK, Šolaja, Bogdan A., "Antimalarial peroxides: the first intramolecular 1,2,4,5-tetraoxane" in Journal of the Serbian Chemical Society, 67, no. 7 (2002):465-471,
https://doi.org/10.2298/JSC0207465O . .

TY  - JOUR
AU  - Opsenica, Dejan M.
AU  - Pocsfalvi, G
AU  - Juranić, Z.
AU  - Tinant, B
AU  - Declercq, JP
AU  - Kyle, DE
AU  - Milhous, WK
AU  - Šolaja, Bogdan A.
PY  - 2000
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/441
AB  - Cholic acid-derived 1,2,4,5-tetraoxanes were synthesized in order to explore the influence of steroid carrier on its antimalarial and antiproliferative activity in vitro. Starting with chiral ketones, cis and trans series of diastereomeric tetraoxanes were obtained, and the cis series was found to be similar to 2 times as active as the trans against Plasmodium falciparum DG and W2 clones. The same tendency was observed against human melanoma (Fem-X) and human cervix carcinoma (HeLa) cell lines. The amide C(24) termini, for the first time introduced into the carrier molecule of a tetraoxane pharmacophore, significantly enhanced both antimalarial and antiproliferative activity, as compared to the corresponding methyl esters, with cis-bis(N-propylamide) being most efficient against the chloroquine-susceptible D6 clone (IC50 = 9.29 nM). cis- and trans-bis(N-propylamides) were also screened against PBMC, and PRA-stimulated PBMC, showing a cytotoxicity/antimalarial potency ratio of 1/10 000.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Cholic acid derivatives as 1,2,4,5-tetraoxane carriers: Structure and antimalarial and antiproliferative activity
VL  - 43
IS  - 17
SP  - 3274
EP  - 3282
DO  - 10.1021/jm000952f
ER  - 

@article{
author = "Opsenica, Dejan M. and Pocsfalvi, G and Juranić, Z. and Tinant, B and Declercq, JP and Kyle, DE and Milhous, WK and Šolaja, Bogdan A.",
year = "2000",
abstract = "Cholic acid-derived 1,2,4,5-tetraoxanes were synthesized in order to explore the influence of steroid carrier on its antimalarial and antiproliferative activity in vitro. Starting with chiral ketones, cis and trans series of diastereomeric tetraoxanes were obtained, and the cis series was found to be similar to 2 times as active as the trans against Plasmodium falciparum DG and W2 clones. The same tendency was observed against human melanoma (Fem-X) and human cervix carcinoma (HeLa) cell lines. The amide C(24) termini, for the first time introduced into the carrier molecule of a tetraoxane pharmacophore, significantly enhanced both antimalarial and antiproliferative activity, as compared to the corresponding methyl esters, with cis-bis(N-propylamide) being most efficient against the chloroquine-susceptible D6 clone (IC50 = 9.29 nM). cis- and trans-bis(N-propylamides) were also screened against PBMC, and PRA-stimulated PBMC, showing a cytotoxicity/antimalarial potency ratio of 1/10 000.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Cholic acid derivatives as 1,2,4,5-tetraoxane carriers: Structure and antimalarial and antiproliferative activity",
volume = "43",
number = "17",
pages = "3274-3282",
doi = "10.1021/jm000952f"
}

Opsenica, D. M., Pocsfalvi, G., Juranić, Z., Tinant, B., Declercq, J., Kyle, D., Milhous, W.,& Šolaja, B. A.. (2000). Cholic acid derivatives as 1,2,4,5-tetraoxane carriers: Structure and antimalarial and antiproliferative activity. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 43(17), 3274-3282.
https://doi.org/10.1021/jm000952f

Opsenica DM, Pocsfalvi G, Juranić Z, Tinant B, Declercq J, Kyle D, Milhous W, Šolaja BA. Cholic acid derivatives as 1,2,4,5-tetraoxane carriers: Structure and antimalarial and antiproliferative activity. in Journal of Medicinal Chemistry. 2000;43(17):3274-3282.
doi:10.1021/jm000952f .

Opsenica, Dejan M., Pocsfalvi, G, Juranić, Z., Tinant, B, Declercq, JP, Kyle, DE, Milhous, WK, Šolaja, Bogdan A., "Cholic acid derivatives as 1,2,4,5-tetraoxane carriers: Structure and antimalarial and antiproliferative activity" in Journal of Medicinal Chemistry, 43, no. 17 (2000):3274-3282,
https://doi.org/10.1021/jm000952f . .