Solid-state characterization and solubility of a genistein–caffeine cocrystal

Molecular interaction between MeOH and genistein during soy extraction

“…The distance between the two O atoms was measured to be 2.7136 Å and the O–H⋯O hydrogen bond angle was obtained to be 179.4° in the X-ray single-crystal and powder diffraction. 42 Moreover, genistein also reacts with amine by transferring the proton of H a O a hydroxyl group to amine in the crystal packing. 43 All these are in line with our study that H a O a forms the strongest hydrogen bond with the hydrogen bond acceptor.…”

Zwitterionic Cocrystals of Flavonoids and Proline: Solid-State Characterization, Pharmaceutical Properties, and Pharmacokinetic Performance

“…In fact the cocrystals of quercetin have been scrutinized, , where Que-Pro cocrystal has been reported yet the single crystal structure has not been determined. Similarly, the cocrystals of luteolin, baicalein, and genistein have also been explored. ,− In contrast, the cocrystalline form of kaempferol and chrysin has not been exploited to date and previous research mainly focus on their broad biological properties. − Herein, we have utilized the basic concept of crystal engineering to explore the novel cocrystallization behavior of a series of flavonoids with both d -proline and l -proline. We wish to investigate the influence of APIs’ subtle structural difference on the change of crystal packing and interactions, and hence on the changes of physicochemical properties and pharmacokinetic performance.…”

Drug–Drug Cocrystallization Simultaneously Improves Pharmaceutical Properties of Genistein and Ligustrazine

“…21 Moreover, GEN exhibits a significant effect on potentiating the lipid transport 22 and promoting vasodilation. 23 However, as a Biopharmaceutical Classification System (BCS) Class II drug, 24 the low aqueous solubility (approximately 0.029 mg/ mL) of GEN 25 leads to poor oral bioavailability, 26 which limits its therapeutic effectiveness.…”