The crucial role of the inter-ring hydrogen bond to explain the properties of morin

Abstract

The acid-base properties of morin and its complexation with the ZnII cation are investigated by experimental and theoretical approaches.

Spectroscopic Studies on Dual Role of Natural Flavonoids in Detoxification of Lead Poisoning: Bench-to-Bedside Preclinical Trial

“…Morin is very special among flavonols as it is one of those few natural flavonols that bears a OH group in position 2′ that can be involved in a hydrogen bond with 3-OH, leading to far reaching consequences. 13 Despite being the most abundant polyphenol in our diet or in nature, this unique structural feature along with previously reported antiradical activity 41 made morin our molecule of interest. The absorbance spectra of morin ( Figure 1 b) show two absorption maxima centered at ∼255 nm (band II) and ∼354 nm (band I) corresponding to the Π → Π* electronic transition originating at benzoyl (flavonoid ring A) and cinnamoyl (flavonoid ring B) systems, respectively.…”

“…Several studies have reported interactions between flavonoids and metal ions leading to chelate formation, which are only slightly active in the promotion of free-radical reactions. 13 , 20 − 22 Although several studies have shown that plants use this chelation property for the detoxification of heavy metals, 23 − 25 in-depth study on the interaction of heavy metals with flavonoids is sparse in contemporary literature. Some of the recent studies focus on the antioxidation properties of flavonoid–transition-metal complex (e.g., Fe 3+ , Cr 3+ , Cu 2+ , and Al 3+ ).…”

Antioxidant Activity and Hepatotoxicity of Flavonoids and Their Metal Complexes Through Co‐Administration of β‐Cyclodextrin

“…[18] Antioxidant activity of flavonoids (Fls) is reported to be enhanced through metal complexation. [19][20] In one of such investigation we have reported metal (Cu (II) and Fe (III)) complexes of three flavonoids (morin (mo), quercetin (quer) and primuletin (prim)) to be better radical scavenger than parent flavonoid in direct radical scavenging trials [21] and synthesis of these complexes have been reported somewhere else by our group. [22] That is why we performed in-vivo assay to determine whether these metal complexes exhibit better invivo antioxidant power or not?…”

pH dependency of the structural and photophysical properties of the atypical 2′,3-dihydroxyflavone

“…It is satisfactory to observe that both D r E and D r G are almost identical to those obtained for morin. 56 The energy barrier of rotation of the B ring has been evaluated in methanol, by computing the energy of a set of geometries connecting A to B. The results are shown on the graph of Fig.…”

“…For comparison purposes, the structural parameters of 3HF, calculated at the same level of theory in methanol solution, and morin, taken from the literature, 56 have been added in the table. 3HF is almost completely planar, in opposite with 2 0 3HF and morin; it can be noticed that the O4H3 HB length is shorter in 3HF.…”