Synthese und1H-NMR-spektroskopische Untersuchungen neuer Curcuminanaloga

Abstract

Synthesis and 1H‐NMR Spectroscopic Investigations of New Curcumin Analoga The synthesis of numerous symmetric and non‐symmetric curcumin(hetero) analoga (1–3) systematic variation of the conjugated chain and substituents is described. The structure of most compounds is confirmed by 1H‐n.m.r.‐spectroscopy. All compounds show E‐configuration. Conjugation and tautomerism are discussed based on spectroscopic data.

Curcumin: A naturally occurring long‐wavelength photosensitizer for diaryliodonium salts

“…Accordingly, we undertook the preparation of derivative V by the condensation of acetylacetone with cinnamaldehyde. The addition of two double bonds further extends the conjugation, and this is reflected by the generation of a weak band in the UV–vis spectrum at 454 nm 40. As can be seen in the OP study given in Figure 15, V is an active photosensitizer for the diaryliodonium salt induced cationic ring‐opening polymerization of CHO.…”

Conjugation and hydrogen bonding in a curcumin analogue

“…The title compound was prepared by condensation from 5-methylfurfural and benzoylacetone (Arrieta et al, 1992). Plate-shaped crystals were grown from absolute ethanol.…”

“…The fact that the coloured matters of the Curcuma lomga L. (Zingiberaceae) are biologically active compounds (Ammon & Wahl, 1991) and contain a -dicarbonyl group has made these molecules, as well as synthetic analogues (Pedersen et al, 1985;Mann et al, 1987;Mostad et al, 1983), interesting targets for structural study. Because of their strong colour, the family name, curcumin analogues, was introduced for diaryl and heteroaryl unsaturated open-chain fully enolized -diketones (Arrieta et al, 1992), and their ,-tricarbonyl analogues (Arrieta, 1993). These compounds may also be regarded as vinyl analogues of dibenzoylmethane.…”

Curcumin-benzodioxaborole chelates

“…[30][31][32][33][34][35] More recently, Párkányi and coworkers reported the experimental dipole moments, solvatochromic behavior, and theoretical correlations for curcuminoid dyes.…”