Calcium Coordination Solids for pH-Triggered Release of Olsalazine
Abstract
Abstract Calcium coordination solids were synthesized and evaluated for delivery of olsalazine (H 4 olz), an anti‐inflammatory compound used for treatment of ulcerative colitis. The materials include one‐dimensional Ca(H 2 olz)⋅4 H 2 O chains, two‐dimensional Ca(H 2 olz)⋅2 H 2 O sheets, and a three‐dimensional metal‐organic framework Ca(H 2 olz)⋅2DMF (DMF= N , N ‐dimethylformamide). The framework undergoes structural changes in response to solvent, forming a dense Ca(H 2 olz) phase when exposed to aqueous HCl. The compounds Ca(H 2 olz)⋅ x H 2 O ( 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 2 olz), the commercial formulation, illustrating how formulation of a drug within an extended coordination solid can serve to tune its solubility and performance.
- Authors:
-
[1];
[2];
[2];
[2];
[3]
- Univ. of California, Berkeley, CA (United States); California Inst. of Technology (CalTech), Pasadena, CA (United States)
- Univ. of California, Berkeley, CA (United States)
- Univ. of California, Berkeley, CA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
- Publication Date:
- Research Org.:
- Energy Frontier Research Centers (EFRC) (United States). Center for Gas Separations Relevant to Clean Energy Technologies (CGS); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1420116
- Alternate Identifier(s):
- OSTI ID: 1407822
- Grant/Contract Number:
- AC02-05CH11231
- Resource Type:
- Accepted Manuscript
- Journal Name:
- ChemMedChem
- Additional Journal Information:
- Journal Volume: 12; Journal Issue: 21; Journal ID: ISSN 1860-7179
- Publisher:
- ChemPubSoc Europe
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; calcium; coordination polymers; crystal engineering; drug delivery; metal-organic frameworks
Citation Formats
Levine, Dana J., Gonzalez, Miguel I., Legendre, Christina M., Runcevski, Tomce, Oktawiec, Julia, Colwell, Kristen A., and Long, Jeffrey R. Calcium Coordination Solids for pH-Triggered Release of Olsalazine. United States: N. p., 2017.
Web. doi:10.1002/cmdc.201700540.
Levine, Dana J., Gonzalez, Miguel I., Legendre, Christina M., Runcevski, Tomce, Oktawiec, Julia, Colwell, Kristen A., & Long, Jeffrey R. Calcium Coordination Solids for pH-Triggered Release of Olsalazine. United States. https://doi.org/10.1002/cmdc.201700540
Levine, Dana J., Gonzalez, Miguel I., Legendre, Christina M., Runcevski, Tomce, Oktawiec, Julia, Colwell, Kristen A., and Long, Jeffrey R. Tue .
"Calcium Coordination Solids for pH-Triggered Release of Olsalazine". United States. https://doi.org/10.1002/cmdc.201700540. https://www.osti.gov/servlets/purl/1420116.
@article{osti_1420116,
title = {Calcium Coordination Solids for pH-Triggered Release of Olsalazine},
author = {Levine, Dana J. and Gonzalez, Miguel I. and Legendre, Christina M. and Runcevski, Tomce and Oktawiec, Julia and Colwell, Kristen A. and Long, Jeffrey R.},
abstractNote = {Abstract Calcium coordination solids were synthesized and evaluated for delivery of olsalazine (H 4 olz), an anti‐inflammatory compound used for treatment of ulcerative colitis. The materials include one‐dimensional Ca(H 2 olz)⋅4 H 2 O chains, two‐dimensional Ca(H 2 olz)⋅2 H 2 O sheets, and a three‐dimensional metal‐organic framework Ca(H 2 olz)⋅2DMF (DMF= N , N ‐dimethylformamide). The framework undergoes structural changes in response to solvent, forming a dense Ca(H 2 olz) phase when exposed to aqueous HCl. The compounds Ca(H 2 olz)⋅ x H 2 O ( 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 2 olz), the commercial formulation, illustrating how formulation of a drug within an extended coordination solid can serve to tune its solubility and performance.},
doi = {10.1002/cmdc.201700540},
journal = {ChemMedChem},
number = 21,
volume = 12,
place = {United States},
year = {Tue Sep 12 00:00:00 EDT 2017},
month = {Tue Sep 12 00:00:00 EDT 2017}
}
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Figures / Tables:
Figure 1: Structure and recommended oral dose2 for (a) 5-ASA and (b) azo-linked prodrugs, which release 5-ASA and a carrier molecule. In olsalazine, the arrier is another equivalent of 5-ASA.
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