Levine, Dana J. and Gonzalez, Miguel I. and Legendre, Christina M. and Runčevski, Tomče and Oktawiec, Julia and Colwell, Kristen A. and Long, Jeffrey R. (2017) Calcium Coordination Solids for pH-Triggered Release of Olsalazine. ChemMedChem, 12 (21). pp. 1739-1742. ISSN 1860-7179. doi:10.1002/cmdc.201700540. https://resolver.caltech.edu/CaltechAUTHORS:20170913-101813095
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Abstract
Calcium coordination solids were synthesized and evaluated for delivery of olsalazine (H_4olz), an anti-inflammatory compound used for treatment of ulcerative colitis. The materials include one-dimensional Ca(H_2olz)⋅4 H_2O chains, two-dimensional Ca(H_2olz)⋅2 H_2O sheets, and a three-dimensional metal-organic framework Ca(H_2olz)⋅2DMF (DMF=N,N-dimethylformamide). The framework undergoes structural changes in response to solvent, forming a dense Ca(H_2olz) phase when exposed to aqueous HCl. The compounds Ca(H_2olz)⋅x H_2O (x=0, 2, 4) were each pressed into pellets and exposed to simulated gastrointestinal fluids to mimic the passage of a pill from the acidic stomach to the pH-neutral intestines. All three calcium materials exhibited a delayed release of olsalazine relative to Na_2(H_2olz), the commercial formulation, illustrating how formulation of a drug within an extended coordination solid can serve to tune its solubility and performance.
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| Additional Information: | © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Accepted manuscript online: 12 September 2017; Manuscript Accepted: 8 September 2017; Manuscript Received: 7 September 2017. This work was supported through the Center for Gas Separations Relevant to Clean Energy Technologies, an Energy Frontier Research Center funded by the US Department of Energy, Office of Science, Office of Basic Energy Sciences under Award DE-SC0001015. Powder X-ray diffraction data were collected on the 17-BM Beamline at the Advanced Photon Source at Argonne National Laboratory, which is supported by the US Department of Energy, Office of Science, Office of Basic Energy Sciences, under Contract No. DE-AC02-06CH11357. Single-crystal X-ray diffraction data were collected on the 11.3.1 Beamline at the Advanced Light Source User Facility at Lawrence Berkeley National Laboratory, which is supported by the Director, Office of Science, Office of Basic Energy Sciences, of the US Department of Energy under Contract No. DE-AC02-05CH11231. We also acknowledge the NDSEG and NSF graduate programs for fellowship support for D.J.L. and J.O., respectively. Conflict of interest: .C. Berkeley has applied for a patent on some of the materials discussed herein, on which D.J.L., M.I.G., and J.R.L. are included as inventors. | ||||||||||||
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| Subject Keywords: | calcium; coordination polymers; crystal engineering; drug delivery; metal-organic frameworks | ||||||||||||
| Issue or Number: | 21 | ||||||||||||
| DOI: | 10.1002/cmdc.201700540 | ||||||||||||
| Record Number: | CaltechAUTHORS:20170913-101813095 | ||||||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170913-101813095 | ||||||||||||
| Official Citation: | D. J. Levine, M. I. Gonzalez, C. M. Legendre, T. Runčevski, J. Oktawiec, K. A. Colwell, J. R. Long, ChemMedChem 2017, 12, 1739 | ||||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||
| ID Code: | 81406 | ||||||||||||
| Collection: | CaltechAUTHORS | ||||||||||||
| Deposited By: | Tony Diaz | ||||||||||||
| Deposited On: | 13 Sep 2017 22:31 | ||||||||||||
| Last Modified: | 15 Nov 2021 19:43 |
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