ArticleActa crystallographica. Section C, Structural chemistry2014
Weak C-H···X (X = O, N) hydrogen bonds in the crystal structure of dihydroberberine.
Article in Acta crystallographica. Section C, Structural chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Role of O-H⋯O/S conventional hydrogen bonds in considerable CRSC advances · 2022Article
- Nanoparticles of ZnO/Berberine complex contract COVID-19 and respiratory co-bacterial infection in addition to elimination of hydroxychloroquine toxicity.Journal of pharmaceutical investigation · 2021Article
- Polymorphism of bis-(1,3-benzo-thia-zol-2-yl) tri-thio-carbonate.Acta crystallographica. Section E, Crystallographic communications · 2020Article
- Comparative pharmacokinetics and safety assessment of transdermal berberine and dihydroberberine.PloS one · 2018Article
- Tetrahydroberberine, a pharmacologically active naturally occurring alkaloid.Acta crystallographica. Section C, Structural chemistry · 2015Article
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3 authors.
Funding
Abstract
Dihydroberberine (systematic name: 9,10-dimethoxy-6,8-dihydro-5H-1,3-dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline), C20H19NO4, a reduced form of pharmacologically important berberine, crystallizes from ethanol without interstitial solvent. The molecule shows a dihedral angle of 27.94 (5)° between the two arene rings at the ends of the molecule, owing to the partial saturation of the inner quinolizine ring system. Although lacking classical O-H or N-H donors, the packing in the crystalline state is clearly governed by C-H···N and C-H···O hydrogen bonds involving the two acetal-type C-H bonds of the 1,3-dioxole ring. Each dihydroberberine molecule is engaged in four hydrogen bonds with neighbouring molecules, twice as donor and twice as acceptor, thus forming a two-dimensional sheet network that lies parallel to the (100) plane.
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