{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,20]],"date-time":"2026-05-20T22:49:30Z","timestamp":1779317370007,"version":"3.51.4"},"reference-count":33,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2023,11,6]],"date-time":"2023-11-06T00:00:00Z","timestamp":1699228800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Pharmaceutics"],"abstract":"<jats:p>Permeability has an important effect on drug absorption. In this study, the effect of different concentrations of sodium sulfobutyl ether-\u03b2-cyclodextrin (SBE-\u03b2-CD) on the absorption of ranitidine was investigated to examine the mechanism of permeability changes. The results of a parallel artificial membrane permeability assay (PAMPA) showed that increasing the concentration of sodium sulfobutyl ether-\u03b2-cyclodextrin, 0, 0.12% (w\/v), 0.36% (w\/v) and 3.6% (w\/v), respectively, caused the apparent permeability coefficient of ranitidine to decrease to 4.62 \u00d7 10\u22125, 4.5 \u00d7 10\u22125, 3.61 \u00d7 10\u22125 and 1.08 \u00d7 10\u22125 in Caco-2 cells, respectively. The same results were obtained from an oral pharmacokinetic study in rats. Further studies indicated that SBE-\u03b2-CD significantly increased the zeta potential of ranitidine. SBE-\u03b2-CD interacted with ranitidine charges to form a complex that reduced ranitidine permeability, and SBE-\u03b2-CD should be chosen with caution for drugs with poor permeability.<\/jats:p>","DOI":"10.3390\/pharmaceutics15112593","type":"journal-article","created":{"date-parts":[[2023,11,6]],"date-time":"2023-11-06T08:15:56Z","timestamp":1699258556000},"page":"2593","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Decreased Penetration Mechanism of Ranitidine Due to Application of Sodium Sulfobutyl Ether-\u03b2-Cyclodextrin"],"prefix":"10.3390","volume":"15","author":[{"given":"Rui","family":"Yang","sequence":"first","affiliation":[{"name":"NMPA Key Laboratory for Quality Research and Evaluation of Pharmaceutical Excipients, National Institutes for Food and Drug Control, Beijing 100050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jing","family":"Zhang","sequence":"additional","affiliation":[{"name":"NMPA Key Laboratory for Quality Research and Evaluation of Pharmaceutical Excipients, National Institutes for Food and Drug Control, Beijing 100050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jiaqi","family":"Huang","sequence":"additional","affiliation":[{"name":"NMPA Key Laboratory for Quality Research and Evaluation of Pharmaceutical Excipients, National Institutes for Food and Drug Control, Beijing 100050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiaofeng","family":"Wang","sequence":"additional","affiliation":[{"name":"NMPA Key Laboratory for Quality Research and Evaluation of Pharmaceutical Excipients, National Institutes for Food and Drug Control, Beijing 100050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Huiying","family":"Yang","sequence":"additional","affiliation":[{"name":"NMPA Key Laboratory for Quality Research and Evaluation of Pharmaceutical Excipients, National Institutes for Food and Drug Control, Beijing 100050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Qingri","family":"Jin","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Hangzhou Medical College, Hangzhou 311399, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,11,6]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"2347","DOI":"10.1021\/acs.jmedchem.2c01577","article-title":"Trends in Molecular Properties, Bioavailability, and Permeability across the Bayer Compound Collection","volume":"66","author":"Donovan","year":"2023","journal-title":"J. Med. Chem."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"526","DOI":"10.2174\/1567201819666220411115108","article-title":"A Comprehensive Review on Recent Advances and Considerations for the Selection of Cell-based In-vitro Techniques for the Assessment of Permeability of Drug Molecules","volume":"20","author":"Garg","year":"2023","journal-title":"Curr. Drug Deliv."},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Jacobsen, A.-C., Visentin, S., Butnarasu, C., Stein, P.C., and di Cagno, M.P. (2023). Commercially Available Cell-Free Permeability Tests for Industrial Drug Development: Increased Sustainability through Reduction of In Vivo Studies. Pharmaceutics, 15.","DOI":"10.3390\/pharmaceutics15020592"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1080\/00498254.2023.2180454","article-title":"Experimental and computational models to investigate intestinal drug permeability and metabolism","volume":"53","author":"Chen","year":"2023","journal-title":"Xenobiotica"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"2310","DOI":"10.1021\/acs.molpharmaceut.0c00023","article-title":"Effect of Common Excipients on Intestinal Drug Absorption in Wistar Rats","volume":"17","author":"Bermejo","year":"2020","journal-title":"Mol. Pharm."},{"key":"ref_6","first-page":"1005","article-title":"Effect of excipients on oral absorption process according to the different gastrointestinal segments","volume":"18","author":"Bermejo","year":"2020","journal-title":"Expert Opin. Drug Deliv."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"645","DOI":"10.1007\/s13318-020-00631-7","article-title":"Influene of Pharmaceutical Excipients on the Membrane Transport of a P-glycoprotein Substrate in the Rat Small Intestine","volume":"45","author":"Takizawa","year":"2020","journal-title":"Eur. J. Drug Metab. Pharmacokinet."},{"key":"ref_8","first-page":"120663","article-title":"Transdermal Delivery of Vancomycin Hydrochloride: Influence of Chemical and Physical Permeation Enhancers","volume":"609","author":"Deepanjan","year":"2021","journal-title":"Int. J. Pharm."},{"key":"ref_9","first-page":"6149","article-title":"A Comparative Evaluation of Permeation Enhancers for Ropinirole Hydrochloride a Bcs Class Iii Drug to Be Formulated as Transdermal Drug Delivery System","volume":"11","author":"Sadashivaiah","year":"2020","journal-title":"Int. J. Pharm. Sci. Res."},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Sidat, Z., Marimuthu, T., Kumar, P., du Toit, L.C., Kondiah, P.P.D., Choonara, Y.E., and Pillay, V. (2019). Ionic Liquids as Potential and Synergistic Permeation Enhancers for Transdermal Drug Delivery. Pharmaceutics, 11.","DOI":"10.3390\/pharmaceutics11020096"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"350","DOI":"10.1016\/j.xphs.2018.08.014","article-title":"Skin Permeation Enhancement in Aqueous Solution: Correlation with Equilibrium Enhancer Concentration and Octanol\/Water Partition Coefficient","volume":"108","author":"Li","year":"2018","journal-title":"J. Pharm. Sci."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"63","DOI":"10.1208\/s12249-021-01936-9","article-title":"Orally Administered Drug Solubility-Enhancing Formulations: Lesson Learnt from Optimum Solubility-Permeability Balance","volume":"22","author":"Pawar","year":"2021","journal-title":"Aaps. Pharmscitech."},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"Carvalho Feitosa, R., Souza Ribeiro Costa, J., van Vliet Lima, M., Sawa Akioka Ishikawa, E., Cogo M\u00fcller, K., Bonin Okasaki, F., Sabadini, E., Garnero, C., Longhi, M.R., and Lavayen, V. (2023). Supramolecular Arrangement of Doxycycline with Sulfobutylether-\u03b2-Cyclodextrin: Impact on Nanostructuration with Chitosan, Drug Degradation and Antimicrobial Potency. Pharmaceutics, 15.","DOI":"10.3390\/pharmaceutics15041285"},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Eid, E.E.M., Almaiman, A.A., Alshehade, S.A., Alsalemi, W., Kamran, S., Suliman, F.O., and Alshawsh, M.A. (2023). Characterization of Thymoquinone-Sulfobutylether-Beta-Cyclodextrin Inclusion Complex for Anticancer Applications. Molecules, 28.","DOI":"10.3390\/molecules28104096"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Franco, D., Zagami, R., De Plano, L.M., Burduja, N., Guglielmino, S.P.P., Scolaro, L.M., and Mazzaglia, A. (2023). Antimicrobial and Antibiofilm Photodynamic Action of Photosensitizing Nanoassemblies Based on Sulfobutylether-\u03b2-Cyclodextrin. Molecules, 28.","DOI":"10.3390\/molecules28062493"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"315","DOI":"10.1007\/s00604-023-05908-7","article-title":"Enantioseparation by Zeolitic Imidazolate Framework-8-Silica Hybrid Monolithic Column with Sulfobutylether-Beta-Cyclodextrin as a Chiral Additive in Capillary Electrochromatography","volume":"190","author":"Gao","year":"2023","journal-title":"Microchimica Acta"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"2064","DOI":"10.1111\/bph.16063","article-title":"Veklury\u00ae (Remdesivir) Formulations Inhibit Initial Membrane-Coupled Events of Sars-Cov-2 Infection Due to Their Sulfobutylether-Beta-Cyclodextrin Content","volume":"180","author":"Kovacs","year":"2023","journal-title":"Br. J. Pharmacol."},{"key":"ref_18","doi-asserted-by":"crossref","unstructured":"Wang, H., Li, J., Liang, H., Huang, X., Meng, N., and Zhou, N. (2023). Silver Nanoparticles Based on Sulfobutylether-Beta-Cyclodextrin Functionalized Graphene Oxide Nanocomposite: Synthesized, Characterization, and Antibacterial Activity. Colloids Surf. B-Biointerfaces, 221.","DOI":"10.1016\/j.colsurfb.2022.113009"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"239","DOI":"10.1016\/j.molliq.2018.04.007","article-title":"Physicochemical Characterization and in Vitro Dissolution Performance of Ibuprofen-Captisol\u00ae (Sulfobutylether Sodium Salt of Beta-Cd) Inclusion Complexes","volume":"261","author":"Das","year":"2018","journal-title":"J. Mol. Liq."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"452","DOI":"10.3389\/fchem.2019.00452","article-title":"Supramolecular Nanorods of (N-Methylpyridyl) Porphyrin With Captisol: Effective Photosensitizer for Anti-bacterial and Anti-tumor Activities","volume":"7","author":"Khurana","year":"2019","journal-title":"Front. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"113936","DOI":"10.1016\/j.molliq.2020.113936","article-title":"Enhanced Solubility, Stability, Permeation and Anti-Cancer Efficacy of Celastrol-\u0392-Cyclodextrin Inclusion Complex","volume":"318","author":"Shukla","year":"2020","journal-title":"J. Mol. Liq."},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Niu, Y., Zhou, L., Wang, H., Dai, J., Bao, Y., Hou, B., and Yin, Q. (2023). Enhancing the Water Solubility of 9-Fluorenone Using Cyclodextrin Inclusions: A Green Approach for the Environmental Remediation of OPAHs. Crystals, 13.","DOI":"10.3390\/cryst13050775"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"1561","DOI":"10.1007\/s10311-022-01415-y","article-title":"Huge Solubility Increase of Poorly Water-Soluble Pharmaceuticals by Sulfobutylether-Beta-Cyclodextrin Complexation in a Low-Melting Mixture","volume":"20","author":"Petitprez","year":"2022","journal-title":"Environ. Chem. Lett."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1007\/s10847-017-0710-z","article-title":"Cyclodextrin complexation improves aqueous solubility of the antiepileptic drug, rufinamide: Solution and solid state characterization of compound-cyclodextrin binary systems","volume":"88","author":"Vancea","year":"2017","journal-title":"J. Incl. Phenom. Macrocycl. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","unstructured":"Christaki, S., Spanidi, E., Panagiotidou, E., Athanasopoulou, S., Kyriakoudi, A., Mourtzinos, I., and Gardikis, K. (2023). Cyclodextrins for the Delivery of Bioactive Compounds from Natural Sources: Medicinal, Food and Cosmetics Applications. Pharmaceuticals, 16.","DOI":"10.3390\/ph16091274"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"244","DOI":"10.1208\/s12248-012-9337-6","article-title":"The Solubility\u2013Permeability Interplay and Its Implications in Formulation Design and Development for Poorly Soluble Drugs","volume":"14","author":"Dahan","year":"2012","journal-title":"AAPS J."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"120295","DOI":"10.1016\/j.ijpharm.2021.120295","article-title":"Adequate Formulation Approach for Oral Chemotherapy: Etoposide Solubility, Permeability, and Overall Bioavailability from Cosolvent- Vs. Vitamin E Tpgs-Based Delivery Systems","volume":"597","author":"Beig","year":"2021","journal-title":"Int. J. Pharm."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"84","DOI":"10.1016\/j.ijpharm.2017.10.058","article-title":"Active intestinal drug absorption and the solubility-permeability interplay","volume":"537","author":"Porat","year":"2018","journal-title":"Int. J. Pharm."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"272","DOI":"10.1016\/j.ijpharm.2017.11.018","article-title":"Cyclodextrins: Structure, physicochemical properties and pharmaceutical applications","volume":"535","author":"Jansook","year":"2018","journal-title":"Int. J. Pharm."},{"key":"ref_30","doi-asserted-by":"crossref","unstructured":"Biedrzycki, G., Wolszczak-Biedrzycka, B., Dorf, J., Michalak, D., \u017bendzian-Piotrowska, M., Zalewska, A., and Maciejczyk, M. (2023). Antioxidant and Anti-Glycation Potential of H2 Receptor Antagonists\u2014In Vitro Studies and a Systematic Literature Review. Pharmaceuticals, 16.","DOI":"10.3390\/ph16091273"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"249","DOI":"10.2174\/1567201820666230428122845","article-title":"Preparation and Evaluation of Liposomes Containing Ethanol and Propylene Glycol as Carriers for Nicotine","volume":"21","author":"Wang","year":"2024","journal-title":"Curr. Drug Deliv."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1208\/s12248-021-00670-1","article-title":"Evaluation of Excipient Risk in BCS Class I and III Biowaivers","volume":"24","author":"Metry","year":"2022","journal-title":"AAPS J."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"931","DOI":"10.1080\/03639045.2020.1764019","article-title":"Impact of cyclodextrin derivatives on systemic release of duloxetine HCl via buccal route","volume":"46","author":"Kumar","year":"2020","journal-title":"Drug Dev. Ind. Pharm."}],"container-title":["Pharmaceutics"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1999-4923\/15\/11\/2593\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T21:18:17Z","timestamp":1760131097000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1999-4923\/15\/11\/2593"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,11,6]]},"references-count":33,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2023,11]]}},"alternative-id":["pharmaceutics15112593"],"URL":"https:\/\/doi.org\/10.3390\/pharmaceutics15112593","relation":{},"ISSN":["1999-4923"],"issn-type":[{"value":"1999-4923","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,11,6]]}}}