Synthesis of Gemini analogs of 19-norcalcitriol and their platinum(II) complexes

Brzeminski, Pawel; Fabisiak, Adrian; Berkowska, Klaudia; Rárová, Lucie; Marcinkowska, Ewa; Siciński, Rafał R.

doi:10.1016/j.bioorg.2020.103883

Cited by 6 publications

(4 citation statements)

References 48 publications

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“…Figure 30 (2020-2022) [384][385][386][387][388][389]. Des-C-ring aromatic D-ring analogs 1712 and 1713 [373] showed a remarkable lack of calcemic activity together with significant antiproliferative and transcriptional properties in breast cancer cell lines, suggesting a therapeutical potential for 1712 and 1713 in breast tumor treatment.…”

Section: Resultsmentioning

confidence: 99%

The Centennial Collection of VDR Ligands: Metabolites, Analogs, Hybrids and Non-Secosteroidal Ligands

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Seoane

2022

Nutrients

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Section: Resultsmentioning

confidence: 99%

The Centennial Collection of VDR Ligands: Metabolites, Analogs, Hybrids and Non-Secosteroidal Ligands

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Seoane

2022

Nutrients

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“…Remarkably, the anticancer activity of complex 64 is one order of magnitude lower than 63. Unfortunately, they are also both cytotoxic towards normal BJ fibroblast cells [120]. Ruthenium phenanthroline complexes including a vitamin moiety were reported by Gasser group in 2022 [121].…”

Section: Metal-based Vitamin Drug Conjugatesmentioning

confidence: 99%

“…It is noteworthy to mention that complex Remarkably, the anticancer activity of complex 64 is one order of magnitude lower than 63. Unfortunately, they are also both cytotoxic towards normal BJ fibroblast cells [120].…”

Section: Metal-based Vitamin Drug Conjugatesmentioning

confidence: 99%

Recent Advances in Bioconjugated Transition Metal Complexes for Cancer Therapy

2023

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The introduction of biologically relevant organic moieties in the coordination sphere of transition metal complexes has recently become a well-established strategy to increase the selectivity and biocompatibility of metallodrugs. In this review, the major advances achieved in this area of research in the last three years are described in detail. Particular attention is given to the metal complexes bearing the main biomolecules of life: carbohydrates, lipids, nucleotides, proteins and vitamins. Each paragraph summarizes the synthetic strategy employed to obtain the complexes of interest as well as the most interesting biological results obtained with these potential metallodrugs. Moreover, the structure–activity relationships observed by the different research groups are described and discussed, with the goal of suggesting to the reader the ligand/metal centre combinations that provide the most promising results in the fight against cancer. Some of the compounds examined in this review as well as other bioconjugated metal complexes published in recent decades exhibit interesting selectivity towards cancer cells over normal ones and a specific mode of action. These latter aspects are the basis of what is commonly known as anticancer target therapy.

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“…On the contrary, vitamin D analogues have more than 70 atoms. Some analogues described in the literature have even more than 100–120 atoms [ 18 ]. The number of atoms and their flexibility is a reason for difficulties with vitamin D crystallization.…”

Section: Introductionmentioning

confidence: 99%

First Experimental Quantitative Charge Density Studies of Advanced Intermediate of Vitamin D Analogues

et al. 2022

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Vitamins D are a group of fat-soluble secosteroids which play a regulatory role in the functioning of most cells. Rational design of new vitamin D analogs, of increased therapeutic potency and lowered calcemic side effects, requires high-resolution initial structures and a deep understanding of interactions with the molecular targets. In this paper, using quantum crystallography, we present the first determination of the experimental quantitative charge density of an advanced intermediate of vitamin D analogues as well as a reconstruction of the theoretical electron density of final vitamin D analogues. Application of these methods allows for topological and electrostatic interaction energy analysis. We showed that the A-ring chair conformation has a significant influence on the topological properties of vitamin D compounds. Moreover, the interactions between the CD-ring and side-chain additionally stabilize the crystal structure. These results are supported by our theoretical calculations and previous biological studies.

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Synthesis of Gemini analogs of 19-norcalcitriol and their platinum(II) complexes

Cited by 6 publications

References 48 publications

The Centennial Collection of VDR Ligands: Metabolites, Analogs, Hybrids and Non-Secosteroidal Ligands

The Centennial Collection of VDR Ligands: Metabolites, Analogs, Hybrids and Non-Secosteroidal Ligands

Recent Advances in Bioconjugated Transition Metal Complexes for Cancer Therapy

First Experimental Quantitative Charge Density Studies of Advanced Intermediate of Vitamin D Analogues

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