RESUMEN

The first example of one-electron oxidation of thia-bridged triarylamine heterohelicenes to the corresponding exceptionally stable radical cations, fully characterized, as hexafluoroantimonate salts, by means of UV-Vis, EPR, ENDOR, density functional theory calculations and X-ray analyses, is reported. Chemical and electrochemical reversible redox processes are solidly demonstrated.

RESUMEN

2,3-dihydrobenzo[b][1,4]oxathiine represents a valuable pharmacophoric heterocyclic nucleus known since very long time. Initially, together with some patents reporting the use of these compounds as herbicides or lipogenesis inhibitors, several papers reported their ability as melatonin, histamine and serotonin receptor ligands, alpha-adrenoreceptor blockers as well as non-glycoside sweeteners. This wide range of biological activities has been recently further improved by studies stating their activity as antimycotics, multi-defense antioxidants and estrogen receptor ligands. The last insights regarding the preparation, the biological activity and the structure activity relationship (SAR) of derivatives containing the dihydrobenzoxathiine skeleton will be discussed in this review.

Asunto(s)

Antagonistas Adrenérgicos alfa/química , Herbicidas/química , Compuestos Heterocíclicos/química , Oxatiinas/química , Antagonistas Adrenérgicos alfa/síntesis química , Antagonistas Adrenérgicos alfa/farmacología , Antiinfecciosos/síntesis química , Antiinfecciosos/química , Antiinfecciosos/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/química , Antineoplásicos/farmacología , Antioxidantes/síntesis química , Antioxidantes/química , Antioxidantes/farmacología , Herbicidas/síntesis química , Herbicidas/farmacología , Oxatiinas/síntesis química , Oxatiinas/farmacología , Receptores de Estrógenos/química , Receptores de Estrógenos/metabolismo , Edulcorantes/síntesis química , Edulcorantes/química , Edulcorantes/farmacología