Selective antitumour activity and ERα molecular docking studies of newly synthesized<scp>d</scp>-homo fused steroidal tetrazoles

Penov-Gaši, Katarina M.; Oklješa, Aleksandar M.; Petri, Edward T.; Ćelić, Andjelka; Djurendić, Evgenija A.; Klisurić, Olivera R.; Csanádi, János; Batta, Gyula; Nikolić, Andrea R.; Jakimov, Dimitar; Sakač, Marija N.

doi:10.1039/c2md20327h

Cited by 25 publications

(4 citation statements)

References 43 publications

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“…Penov-Gaši K. M., et al, synthesized the compound V and gives a big inhibition to breast cancer cell lines (MCF-7) [37]. 6.7 Antioxidants: Seliverstova D. V., synthesized novel compounds AB and AS with antioxidant activity comparable to that of gallic acid and no cytotoxic effects on human lymphocytes [40].…”

Section: Anticancer Activitymentioning

confidence: 99%

Tetrazole Derivatives and Role of Tetrazole in Medicinal Chemistry:An Article Review

Jawad¹,

Jber²,

Rasool³

et al. 2023

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Section: Anticancer Activitymentioning

confidence: 99%

Tetrazole Derivatives and Role of Tetrazole in Medicinal Chemistry:An Article Review

Jawad¹,

Jber²,

Rasool³

et al. 2023

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“…Numerous privileged structures based on the steroid scaffold are recognized, in which even simple modifications can lead to drastic alterations of their biological effect [32] . Quite a few steroids can act as anticancer agents, with modes of action that involve enzymes, receptors, or other non‐hormonal mechanisms; [33,34] some of such compounds were prepared by our group [35–39] …”

Section: Introductionmentioning

confidence: 99%

“…[32] Quite a few steroids can act as anticancer agents, with modes of action that involve enzymes, receptors, or other non-hormonal mechanisms; [33,34] some of such compounds were prepared by our group. [35][36][37][38][39] Ferrocene-steroid conjugates are molecules in which the steroid scaffold and ferrocene core are bound together with or without the use of a linker group; such compounds are too of great interest in the medicinal chemistry of ferrocene, particularly as potential, selective anticancer drugs. Ferrocenes vectorized with biomolecules were already a subject of extensive reviews.…”

Section: Introductionmentioning

confidence: 99%

Toward Selective Anticancer Agents: Ferrocene‐Steroid Conjugates

Raičević

Radulović²,

Sakač

2022

Eur J Inorg Chem

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The medicinal chemistry of ferrocene is a diverse and rapidly growing field. In the search for selective and more efficient anticancer drugs, ferrocene‐steroid conjugates were explored in the past as a tool to target hormone‐dependent cancer cells, notably those of breast and prostate cancers. The mechanisms by which ferrocene compounds induce cytotoxicity are first examined, as well as how they can be exploited to design conjugates of ferrocene with steroid hormones potentially acting as selective antineoplastics. We sought to cover all relevant literature related to ferrocene‐steroid conjugates, from early works published in the 1970s up to now. Particular attention was bestowed upon research where the conjugates were tested for their antitumor potential.

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“…In this way, derivatives of bile acid, androstene, and cholestane were prepared, with the tetrazole ring not being fused to the steroid core [30][31][32][33]. Some fused steroidal tetrazole derivatives were obtained by intramolecular 1,3-dipolar cycloaddition [34,35]. It should be noted that the Schmidt reaction, employing hydrazoic acid, was used in transformations of some steroidal ketones to the corresponding lactams and tetrazoles.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of new bile acid-fused tetrazoles using the Schmidt reaction

Škorić¹,

Klisurić²,

Jakimov³

et al. 2021

Beilstein J. Org. Chem.

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A practical and high-yielding Schmidt reaction for the synthesis of fused tetrazoles from bile acid precursors was developed. Mild reaction conditions using TMSN3 instead of hydrazoic acid as an azide source produced good yields of the desired tetrazoles. These conditions could be applied to other steroidal precursors. Additionally, an improved methodology for the synthesis of different ketone and enone precursors from cholic acid, deoxycholic acid, and chenodeoxycholic acid was established. Newly obtained tetrazole derivatives were characterized by NMR and X-ray diffraction spectroscopy. In a number of cases, preliminary antiproliferative tests of new compounds showed strong and selective activity towards certain tumor cell lines.

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Selective antitumour activity and ERα molecular docking studies of newly synthesizedd-homo fused steroidal tetrazoles

Cited by 25 publications

References 43 publications

Tetrazole Derivatives and Role of Tetrazole in Medicinal Chemistry:An Article Review

Tetrazole Derivatives and Role of Tetrazole in Medicinal Chemistry:An Article Review

Toward Selective Anticancer Agents: Ferrocene‐Steroid Conjugates

Synthesis of new bile acid-fused tetrazoles using the Schmidt reaction

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