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Calcium Coordination Solids for pH-Triggered Release of Olsalazine

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. 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.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1002/cmdc.201700540DOIArticle
http://onlinelibrary.wiley.com/doi/10.1002/cmdc.201700540/abstractPublisherArticle
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.
Funders:
Funding AgencyGrant Number
Department of Energy (DOE)DE-SC0001015
Department of Energy (DOE)DE-AC02-06CH11357
Department of Energy (DOE)DE-AC02-05CH11231
National Defense Science and Engineering Graduate (NDSEG) FellowshipUNSPECIFIED
NSF Graduate Research FellowshipUNSPECIFIED
Subject Keywords:calcium; coordination polymers; crystal engineering; drug delivery; metal-organic frameworks
Issue or Number:21
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:03 Oct 2019 18:42

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