文摘
Curcumin is the principal curcuminoid of the popular Indian spice turmeric. Despite the diverse pharmacological activities of this bioactive phenol, its application as a drug is severely limited by poor aqueous solubility. We report novel cocrystals of curcumin (<b>1b>) with resorcinol and pyrogallol obtained by liquid-assisted grinding. Curcumin鈥搑esorcinol (<b>1ab>) (1:1) and curcumin鈥損yrogallol (<b>1bb>) (1:1) were characterized by X-ray diffraction, thermal analysis, FT-IR, FT-Raman, and solid-state up>13up>C NMR spectroscopy. The 1:1 cocrystal stoichiometry is sustained by O鈥揌路路路O hydrogen bonds between the phenolic OH groups of the coformers to the carbonyl group of curcumin. The melting point of the cocrystals is in between that of curcumin and the coformer and the lower melting cocrystal <b>1bb> is more soluble than higher melting <b>1ab>. The dissolution rates of curcumin鈥搑esorcinol (<b>1ab>) and curcumin鈥損yrogallol (<b>1bb>) in 40% EtOH鈥搘ater are 5 and 12 times faster than that for curcumin.