Synthesis of some 2-alkyl-5-(4-vinylphenyl)-2H-tetrazole compounds via the Wittig reaction and investigation by X-ray crystallography

Yıldırır, Yılmaz; Doyduk, Doğukan

doi:10.25135/acg.oc.139.2211-2633

Cited by 1 publication

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“…To determine the structure of the major product BF5 derivative compounds, BF5a was obtained through a single crystal, which was elucidated by X‐ray diffraction spectroscopy. [ 16 ] The reaction of pinacol borane addition to BF5 in the presence of silver acetate was carried out in a nitrogen atmosphere using a Schlenk tube. H 2(g) is released during this reaction, and if H 2(g) cannot be isolated, the silver cation is reduced to silver metal, and the reaction terminates.…”

Section: Resultsmentioning

confidence: 99%

“…The structures of the BF3/BF4/BF5 series and Ac1 were elucidated in our previous study (Scheme 2). [ 16 ] The reactions were monitored using silica‐gel‐coated (60F 254 ) thin‐layer chromatography (TLC) aluminum plates, and the spots were observed using a UV lamp. Purification of the compounds was carried out by flash chromatography on a Buechi C‐601 column with ISOLAB silica gel (230–400 Mesh).…”

Section: Methodsmentioning

confidence: 99%

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Molecular docking, synthesis, anticancer activity, and metabolomics study of boronic acid ester‐containing fingolimod derivatives

Doyduk,

Derkus,

Sari

et al. 2023

Archiv der Pharmazie

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In recent years, drugs that contain boronic acid groups, such as ixazomib (Ninlaro™) and bortezomib (Velcade™), have been used in the treatment of bone marrow cancer. The activity of compounds has been found to increase with the addition of boron atoms to the structure. In addition to these compounds, studies have found that fingolimod (FTY720) is more effective against breast cancer than cisplatin. Therefore, in this study, the first examples of boron‐containing derivatives of fingolimod were designed and synthesized; in addition, their structures were confirmed by spectroscopic techniques. The synthesized boron‐containing drug candidates were found to significantly inhibit cell proliferation and induce apoptosis‐mediated cell death in HT‐29 (colorectal cells), SaOs‐2 (osteosarcoma cells), and U87‐MG (glioblastoma cells). Moreover, we revealed that the anticancer effects of boron‐containing fingolimod compounds were found to be significantly enhanced over boron‐free control groups and, strikingly, over the widely used anticancer drug 5‐fluorouracil. The metabolomic analysis confirmed that administration of the boron‐containing drug candidates induces significant changes in the metabolite profiles in HT‐29, SaOs‐2, and U87‐MG cells. Altogether, our results showed that boron‐containing fingolimod compounds can be further examined to reveal their potential as anticancer drug candidates.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%