5,5′-Di((<i>E</i>)-buta-1,3-dien-1-yl)-2,2′,3,3′-tetramethoxy-1,1′-biphenyl

Phenylbutanoids, commonly found in various medicinal plants, have attracted significant attention due to their remarkable biological activities, including antioxidant, anti-inflammatory, and neuroprotective effects, as well as for their versatility as starting materials in organic synthesis. Among p...

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Bibliographic Details
Main Authors: Maria Antonietta Dettori, Davide Fabbri, Roberto Dallocchio, Paola Carta
Format: Article
Language:English
Published: MDPI AG 2025-06-01
Series:Molbank
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Online Access:https://www.mdpi.com/1422-8599/2025/2/M2018
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Summary:Phenylbutanoids, commonly found in various medicinal plants, have attracted significant attention due to their remarkable biological activities, including antioxidant, anti-inflammatory, and neuroprotective effects, as well as for their versatility as starting materials in organic synthesis. Among phenylbutanoids, phenyl-1,3-butadienes represent a unique class of conjugated dienes, characterized by a phenyl (C<sub>6</sub>H<sub>5</sub>) group attached to a 1,3-butadiene (-CH=CH-CH=CH<sub>2</sub>) backbone. In this study, we synthesized the hydroxylated biphenyl 5,5′-di((<i>E</i>)-buta-1,3-dien-1-yl)-2,2′,3,3′-tetramethoxy-1,1′-biphenyl <b>1</b>, closely related to its corresponding monomer <b>2</b>, which is known for its broad range of pharmacological activities. The synthesis was carried out using microwave-assisted technologies. The structure of the synthesized compound was confirmed through elemental analysis, <sup>13</sup>C-NMR, <sup>1</sup>H-NMR, and ESI-MS spectrometry. Furthermore, we computed this novel compound’s conformational energy profile (CEP), evaluating how its energy varies with changes in the dihedral bond angle.
ISSN:1422-8599