Sulfo-butyl ether β-cyclodextrin inclusion complexes of bosutinib: in silico, in vitro and in vivo evaluation in attenuating the fast-fed variability

Vadlapatla RK, Patel M, Paturi DK, Pal D, Mitra AK. Clinically relevant drug-drug interactions between antiretrovirals and antifungals. Expert Opin Drug Metab Toxicol. 2014;10:561–80.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Kotla NG, Rana S, Sivaraman G, Sunnapu O, Vemula PK, Pandit A, et al. Bioresponsive drug delivery systems in intestinal inflammation: state-of-the-art and future perspectives. Adv Drug Deliv Rev. 2019;146:248–66.

Article  CAS  PubMed  Google Scholar 

Zhang G, Wang C, Wu L, Xu J, Hu X, Shakya S, et al. Identification of beagle food taking patterns and protocol for food effects evaluation on bioavailability. Sci Rep. 2018;8.

Vinarov Z, Abdallah M, Agundez JAG, Allegaert K, Basit AW, Braeckmans M, et al. Impact of gastrointestinal tract variability on oral drug absorption and pharmacokinetics: an UNGAP review. Eur J Pharm Sci. 2021;162.

Yamamiya I, Hunt A, Yamashita F, Sonnichsen D, He Y, Benhadji KA. Evaluation of potential food effects and drug interactions with lansoprazole in healthy adult volunteers receiving futibatinib. Clin Pharmacol Drug Dev. 2023;12:294–303.

Article  CAS  PubMed  Google Scholar 

Biersack B, Polat S, Höpfner M. Anticancer properties of chimeric HDAC and kinase inhibitors. Semin Cancer Biol. 2022;83:472–86.

Article  CAS  PubMed  Google Scholar 

Kota V, Brümmendorf TH, Gambacorti-Passerini C, Lipton JH, Kim DW, An F, et al. Efficacy and safety following bosutinib dose reduction in patients with Philadelphia chromosome‒positive leukemias. Leuk Res. 2021;111.

Singh P, Singh N, Mishra N, Nisha R, Alka, Maurya P, et al. Functionalized bosutinib liposomes for target specific delivery in management of estrogen-positive cancer. Colloids Surfaces B Biointerfaces. 2022;218.

Abbas R, Hug BA, Leister C, El GM, Chalon S, Sonnichsen D. A phase i ascending single-dose study of the safety, tolerability, and pharmacokinetics of bosutinib (SKI-606) in healthy adult subjects. Cancer Chemother Pharmacol. 2012;69:221–7.

Article  CAS  PubMed  Google Scholar 

Vinarov Z, Abrahamsson B, Artursson P, Batchelor H, Berben P, Bernkop-Schnürch A, et al. Current challenges and future perspectives in oral absorption research: an opinion of the UNGAP network. Adv Drug Deliv Rev. 2021;171:289–331.

Article  CAS  PubMed  Google Scholar 

Bruni PS, Schürch S. Fragmentation mechanisms of protonated cyclodextrins in tandem mass spectrometry. Carbohydr Res. 2021;504.

Fenyvesi, Vikmon M, Szente L. Cyclodextrins in food technology and human nutrition: benefits and limitations. Crit Rev Food Sci Nutr. 2016;56:1981–2004.

Higuchi T, Connors KA. Phase solubility techniques. Adv Anal Chem Instrum. 1965;117–212.

Zhang X, Peng Y, He G. Improved water-solubility of phytosterol by hydroxypropyl-β-cyclodextrin. Adv Mater Res. 2012;554–556:922–5.

Google Scholar 

Lodagekar A, Borkar RM, Thatikonda S, Chavan RB, Naidu VGM, Shastri NR, et al. Formulation and evaluation of cyclodextrin complexes for improved anticancer activity of repurposed drug: niclosamide. Carbohydr Polym. 2019;212:252–9.

Article  CAS  PubMed  Google Scholar 

Loftsson T, Brewster ME. Cyclodextrins as functional excipients: methods to enhance complexation efficiency. J Pharm Sci. 2012;101:3019–32.

Article  CAS  PubMed  Google Scholar 

Loftsson T, Vogensen SB, Desbos C, Jansook P. Carvedilol: solubilization and cyclodextrin complexation: a technical note. AAPS PharmSciTech. 2008;9:425–30.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Couto VM, de Oliveira-Nascimento L, Cabeça LF, Geraldes DC, Costa JSR, Riske KA, et al. Capsaicin-cyclodextrin complex enhances mepivacaine targeting and improves local anesthesia in inflamed tissues. Int J Mol Sci. 2020;21:1–17.

Article  Google Scholar 

Rudrangi SRS, Bhomia R, Trivedi V, Vine GJ, Mitchell JC, Alexander BD, et al. Influence of the preparation method on the physicochemical properties of indomethacin and methyl-β-cyclodextrin complexes. Int J Pharm. 2015;479:381–90.

Article  CAS  PubMed  Google Scholar 

Bayat F, Homami SS, Monzavi A, Olyai MRTB. Synthesis and characterization of ataluren-cyclodextrins complexes. J Mol Struct. 2023;1272.

Famta P, Shah S, Fernandes V, Charan Kumar K, Bagasariya D, Sabiya Samim K, et al. Quality by design (QbD) assisted fabrication & evaluation of Simvastatin loaded nano-enabled thermogel for melanoma therapy. Int J Pharm. 2022;628.

Shah S, Famta P, Fernandes V, Bagasariya D, Charankumar K, Kumar Khatri D, et al. Quality by design steered development of niclosamide loaded liposomal thermogel for melanoma: in vitro and ex vivo evaluation. Eur J Pharm Biopharm. 2022;180:119–36.

Article  CAS  PubMed  Google Scholar 

Cuoco A, Eriksen JB, Luppi B, Brandl M, Bauer-Brandl A. When interactions between bile salts and cyclodextrin cause a negative food effect: dynamic dissolution/permeation studies with itraconazole (Sporanox®) and biomimetic media. J Pharm Sci. 2022.

Dressman J. Evolution of dissolution media over the last twenty years. Dissolution Technol. 2014;21:6–10.

Article  Google Scholar 

Paras Famta, Shah S, Vambhurkar G, Srinivasarao DA, Jain N, Begum N, et al. Quality by design endorsed fabrication of ibrutinib-loaded human serum albumin nanoparticles for the management of leukemia. Eur J Pharm Biopharm. 2023;94–106.

Li T, Guo R, Zong Q, Ling G. Application of molecular docking in elaborating molecular mechanisms and interactions of supramolecular cyclodextrin. Carbohydr Polym. 2022;276.

Pal A, Roy S, Kumar A, Mahmood S, Khodapanah N, Thomas S, et al. Physicochemical characterization, molecular docking, and in vitro dissolution of glimepiride-captisol inclusion complexes. ACS Omega. 2020;5:19968–77.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Oliva R, Battista F, Cozzolino S, Notomista E, Winter R, Del Vecchio P, et al. Encapsulating properties of sulfobutylether-β-cyclodextrin toward a thrombin-derived antimicrobial peptide. J Therm Anal Calorim. 2019;138:3249–56.

Article  CAS  Google Scholar 

Liu K, Liu H, Li Z, Li W, Li L. In vitro dissolution study on inclusion complex of piperine with ethylenediamine-β-cyclodextrin. J Incl Phenom Macrocycl Chem. 2020;96:233–43.

Article  CAS  Google Scholar 

Salústio PJ, Cabral-Marques HM, Costa PC, Pinto JF. Comparison of ibuprofen release from minitablets and capsules containing ibuprofen: β-cyclodextrin complex. Eur J Pharm Biopharm. 2011;78:58–66.

Article  PubMed  Google Scholar 

Messner M, Kurkov SV, Flavià-Piera R, Brewster ME, Loftsson T. Self-assembly of cyclodextrins: the effect of the guest molecule. Int J Pharm. 2011;408:235–47.

Article  CAS  PubMed  Google Scholar 

Fateminasab F, Bordbar AK, Shityakov S, Saboury AA. Molecular insights into inclusion complex formation between β- and γ-cyclodextrins and rosmarinic acid. J Mol Liq. 2020;314.

Devasari N, Dora CP, Singh C, Paidi SR, Kumar V, Sobhia ME, et al. Inclusion complex of erlotinib with sulfobutyl ether-β-cyclodextrin: preparation, characterization, in silico, in vitro and in vivo evaluation. Carbohydr Polym. 2015;134:547–56.

Article  CAS  PubMed  Google Scholar 

Nakhle L, Kfoury M, Greige-Gerges H, Fourmentin S. Effect of dimethylsulfoxide, ethanol, α- and β-cyclodextrins and their association on the solubility of natural bioactive compounds. J Mol Liq. 2020;310.

Elbashir AA, Dsugi NFA, Aboul-Enein HY. Supramolecular study on the interaction between ofloxacin and methyl β-cyclodextrin by fluorescence spectroscopy and its analytical application. J Fluoresc. 2014;24:355–61.

Article  CAS  PubMed  Google Scholar 

Savic-Gajic I, Savic IM, Nikolic VD, Nikolic LB, Popsavin MM, Kapor AJ. Study of the solubility, photostability and structure of inclusion complexes of carvedilol with β-cyclodextrin and (2-hydroxypropyl)-β-cyclodextrin. J Incl Phenom Macrocycl Chem. 2016;86:7–17.

Article  CAS  Google Scholar 

Kato K, Ito K, Hoshino T. Anisotropic amorphous X-ray diffraction attributed to the orientation of cyclodextrin. J Phys Chem Lett. 2020;11:6201–5.

Article  CAS  PubMed  Google Scholar 

Wang J, Huang B, Dai J, Chen G, Ren L. Inclusion complex of lurasidone hydrochloride with sulfobutylether-β-cyclodextrin has enhanced oral bioavailability and no food effect. Am J Transl Res. 2022;14:1495–506.

PubMed  PubMed Central  Google Scholar 

Sun Sohn J, Park JW, Choi DH, Choi JS. Design of telmisartan-weak acid solid dispersion to improve its solubility and stability. Mater Sci Eng B Solid-State Mater Adv Technol. 2020;261.

Redenti E, Szente L, Szejtli J. Drug/cyclodextrin/hydroxy acid multicomponent systems. Properties and pharmaceutical applications. J Pharm Sci. 2000;89:1.

Das M, Solanki A, Joshi A, Devkar R, Seshadri S, Thakore S. Β-Cyclodextrin based dual-responsive multifunctional nanotheranostics for cancer cell targeting and dual drug delivery. Carbohydr Polym. 2019;206:694–705.

Article  CAS  PubMed  Google Scholar 

Russell EG, Cotter TG. New insight into the role of reactive oxygen species (ROS) in cellular signal-transduction processes. Int Rev Cell Mol Biol. 2015;319:221–54.

Article  CAS  PubMed  Google Scholar 

Aggarwal V, Tuli HS, Varol A, Thakral F, Yerer MB, Sak K, et al. Role of reactive oxygen species in cancer progression: molecular mechanisms and recent advancements. Biomolecules. 2019;9.

Chatzidaki M, Kostopoulou I, Kourtesi C, Pitterou I, Avramiotis S, Xenakis A, et al. β-Cyclodextrin as carrier of novel antioxidants: a structural and efficacy study. Colloids Surfaces A Physicochem Eng Asp. 2020;603.

López-Nicolás JM, Rodríguez-Bonilla P, García-Carmona F. Cyclodextrins and antioxidants. Crit Rev Food Sci Nutr. 2014;54:251–76.

Ono N, Hirayama F, Arima H, Uekama K, Rytting JH. Model analysis for oral absorption of a drug/cyclodextrin complex involving competitive inclusion complexes. J Incl Phenom. 2002;44:93–6.

Article  CAS  Google Scholar 

Marçon F, Guittet C, Manso MA, Burton I, Granier LA, Jacqmin P, et al. Population pharmacokinetic evaluation of ADV6209, an innovative oral solution of midazolam containing cyclodextrin. Eur J Pharm Sci. 2018;114:46–54.

Article  PubMed  Google Scholar 

Kamboj S, Rana V. Quality-by-design based development of a self-microemulsifying drug delivery system to reduce the effect of food on nelfinavir mesylate. Int J Pharm. 2016;501:311–25.

Article  CAS  PubMed  Google Scholar 

Murakami T, Bodor E, Bodor N. Factors and dosage formulations affecting the solubility and bioavailability of P-glycoprotein substrate drugs. Expert Opin Drug Metab Toxicol. 2021;17:555–80.

Article  CAS  PubMed  Google Scholar 

Taupitz T, Dressman JB, Klein S. New formulation approaches to improve solubility and drug release from fixed dose combinations: case examples pioglitazone/glimepiride and ezetimibe/simvastatin. Eur J Pharm Biopharm. 2013;84:208–18.

Article  CAS  PubMed  Google Scholar 

留言 (0)

沒有登入
gif