Posted by DIMEB (heptakis(2,6-di-O-methyl)-β-cyclodextrin, DMβCD (CYL-4668), was used for improving the solubility of Olmesartan medoxomil (OLM), the prodrug of olmesartan, an angiotensin II type 1 receptor blocker (Fig. 1). OLM has antihypertensive and antioxidant activities and renal protective properties. [1]
Fig. 1 Phase solubility diagram of OLM with DIMEB in 0.1 M phosphate buffer, pH 7.4. [1]
The solubility of 8-bromobaicalein (BB) was also improved. [2] Additionally, the BB/DMβCD inclusion complex demonstrated significantly higher anticancer activity against MCF-7 human breast cancer cells compared to BB alone (Fig. 2).
Fig. 2 Complexation of bromobaicalein [2]
Phase solubility diagram of oxyresveratrol [3] demonstrating that both SBECD and HPBCD overperform DMBCD:
Fig. 3 Solubility isotherms of oxyresveratrol in the solutions of BCD, DIMEB, HPBCD and SBECD
DIMEB enhanced te solubility of ginsenoid R3 (GR3) in somewhat lower extent than HPBCD [4], but in a higher extent, than HPBCD in case of a series of phenoxy-benzothiazole-phthalimide hybrid compounds [5]. Also the antibiotic efficacy was improved.
Fig. 4 MIC values for phenoxy-benzothiazole-phthalimide complex with BCD and DMBCD [5]
References:
[1] Man, D.E.; Nițu, E.-T.; Temereancă, C.; Sbârcea, L.; Ledeți, A.; Ivan, D.; Ridichie, A.; Andor, M.; Jîjie, A.-R.; Barvinschi, P.; et al. (2024) Host–Guest Complexation of Olmesartan Medoxomil by Heptakis(2,6-di-O-methyl)-β-cyclodextrin: Compatibility Study with Excipients. Pharmaceutics 16, 1557. https://doi.org/10.3390/pharmaceutics16121557
[2] N. Yasuda, S. Ali, A. Aman, K. Krusong, N. Herfindo, W. Chavasiri, K. Choowongkomon, P. Wolschann, P. Mahalapbutr, T. Rungrotmongkol, S. Hannongbua (2024) In vitro and in silico studies of the inclusion complexation of 8-bromobaicalein with β-cyclodextrins. Journal of Molecular Graphics and Modelling 132, 108840.
https://doi.org/10.1016/j.jmgm.2024.108840
[3] S. Ali, A. Aman, K. Hengphasatporn, L. Oopkaew, B. Todee, R. Fujiki, R. Harada, Y. Shigeta, K. Krusong, K. Choowongkomon, W. Chavasiri, P. Wolschann, P. Mahalapbutr, T. Rungrotmongkol (2024) Evaluating solubility, stability, and inclusion complexation of oxyresveratrol with various β-cyclodextrin derivatives using advanced computational techniques and experimental validation. Computational Biology and Chemistry 112, 108111. https://doi.org/10.1016/j.compbiolchem.2024.108111
[4] Pan, S., Shen, W., Ding, X., Li, J., Xu, J., Li, J., … Xu, W. (2025). Formation and stabilization mechanism of Ginsenoside Rg3 inclusion complexes based on molecular simulation. Pharmaceutical Development and Technology, 30(1), 79–89. https://doi.org/10.1080/10837450.2024.2448618
[5] A. Carocci, A. Barbarossa, A. Rosato, G. P- Suranna, R. Grisorio, P. Vitale, A. N. Paparella, An. Buono, F. Corbo, A. Trapani, A. Carrieri (2025) Enhanced antibacterial efficacy of new benzothiazole phthalimide hybrid compounds/methyl-β-cyclodextrin inclusion complexes compared to the free forms: Insights into the possible mode of action. International Journal of Pharmaceutics 674, 125481. https://doi.org/10.1016/j.ijpharm.2025.125481.