New method for recognition of sterol signalling molecules: methinium salts as receptors for sulphated steroids
Jazyk angličtina Země Spojené státy americké Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
25478679
DOI
10.1016/j.steroids.2014.10.009
PII: S0039-128X(14)00277-3
Knihovny.cz E-zdroje
- Klíčová slova
- Molecular recognition, Polymethinium salts, Sulphated sterols, Synthetic receptors,
- MeSH
- antitumorózní látky farmakologie MeSH
- benzothiazoly chemie MeSH
- estery cholesterolu chemie farmakologie MeSH
- estron analogy a deriváty chemie farmakologie MeSH
- heterocyklické sloučeniny chemie farmakologie MeSH
- karbocyaniny chemie MeSH
- myši nahé MeSH
- nádory prsu farmakoterapie MeSH
- pregnenolon chemie farmakologie MeSH
- xenogenní modely - testy antitumorózní aktivity MeSH
- zvířata MeSH
- Check Tag
- ženské pohlaví MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- antitumorózní látky MeSH
- benzothiazole MeSH Prohlížeč
- benzothiazoly MeSH
- cholesteryl sulfate MeSH Prohlížeč
- estery cholesterolu MeSH
- estron MeSH
- estrone sulfate MeSH Prohlížeč
- heterocyklické sloučeniny MeSH
- karbocyaniny MeSH
- pregnenolon MeSH
In this work, we studied indolium and benzothiazolium pentamethine salts 1-3 as novel type of receptors for the recognition of sulphated signalling molecules (sulphated steroids: oestrone, pregnenolone and cholesterol sulphate). A recognition study was performed in an aqueous medium (1mM phosphate buffer (H2O:MeOH; 99:1 (v/v))) at pH 7.34. The tested salts displayed a high affinity for these sulphated analytes, mainly for cholesterol sulphate. However, no interaction between the salts and control, non-sulphated sterol analytes (cholesterol and bile acid) was observed. The highest affinity for the sulphated steroids was observed for benzothiazole salt 1. This salt also displayed different spectral behaviour from that observed for carbocyanine salts 2 and 3. In this presence of cholesterol sulphate, benzothiazole salt 1 displayed significant spectral changes depending on the medium used: a blue shift in the aqueous medium and a red shift in the methanolic one (H2O:MeOH; 2:1 (v/v)). Subsequently preliminary in vivo study showed that, salt 1 significantly inhibits a growth of breast carcinoma on Nu/nu mice model.
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