Abstract
The title compound (systematic name: 5-hydroxy-3,6,7,8-tetramethoxy-2-phenyl-4H-chromen-4-one), C19H18O7, is a flavone that was isolated from a butanol extract of the herb Scutellaria nepetoides M. Pop. The flavone mol-ecule is almost planar, with a dihedral angle between the planes of the benzo-pyran-4-one group and the attached phenyl ring of 6.4 (4)°. The 5-hy-droxy group forms a strong intra-molecular hydrogen bond with the carbonyl group, resulting in a six-membered hydrogen-bonded ring. The crystal structure has triclinic (P ) symmetry. In the crystal, the mol-ecules are linked by C-H⋯O hydrogen bonds into a two dimensional network parallel to the ab plane. The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (53.9%) and H⋯O/O⋯H (20.9%) inter-actions.
Highlights
The title compound, C19H18O7, is a flavone that was isolated from a butanol extract of the herb Scutellaria nepetoides M
The molecules are linked by C—HÁ Á ÁO hydrogen bonds into a two dimensional network parallel to the ab plane
The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from HÁ Á ÁH (53.9%) and HÁ Á ÁO/OÁ Á ÁH (20.9%) interactions
Summary
Flavonoids are the most numerous class of natural phenolic compounds, which are characterized by structural diversity, high and versatile activity and low toxicity. Plants of the genus Scutellaria L. are widespread in Europe, North America, East Asia and are extensively used in traditional Chinese medicine (Shang et al, 2010). Flavonoids isolated from plants of the genus Scutellaria L. exhibit antitumor (Yu et al, 2007), hepatoprotective (Jang et al, 2003), antioxidant (Sauvage et al, 2010), anti-inflammatory (Dai et al, 2013), anticonvulsant (Park et al, 2007), antimicrobial (Arituluk et al, 2019) and antiviral activity (Leonova et al, 2020). The creation of drugs based on flavonoids is based on the establishment of the ‘chemical structure–pharmacological properties’ relationship, and the determination of the structure of a new flavonoid may become a key starting point
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Schedule a callMore From: Acta crystallographica. Section E, Crystallographic communications
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