Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 8, Issue 12, Pages 3032-3041Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201300859
Keywords
crystal engineering; isostructurality; medicinal chemistry; natural products; X-ray diffraction
Categories
Funding
- UGC
- CSIR
- Department of Science and Technology [SR/S2/JCB-06/2009]
- Council of Scientific and Industrial Research (Pharmaceutical Cocrystals) [01/2410)/10/EMR-II]
- Science and Engineering Research Board (Novel Solid-State APIs) [SR/S1/OC-37/2011]
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The bioactive agent andrographolide was screened with pharmaceutically acceptable coformers to discover a novel solid form that will solve the chemical instability and poor solubility problems of this herbal medicine. Liquid-assisted grinding of andrographolide with GRAS (generally regarded as safe) coformers in a fixed stoichiometry resulted in cocrystals with vanillin (1:1), vanillic acid (1:1), salicylic acid (1:1), resorcinol (1:1), and guaiacol (1:1). All the crystalline products were characterized by thermal, spectroscopic, and diffraction methods. Interestingly, even though the cocrystals are isostructural, their physicochemical properties are quite different. The andrographolide-salicylic acid cocrystal completely inhibited the chemical transformation of andrographolide to its inactive sulfate metabolite, and moreover, the cocrystal exhibited a dissolution rate that was three times faster and a drug release that was two times higher than pure andrographolide.
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