Docetaxel/dimethyl-β-cyclodextrin inclusion complexes: preparation, <i>in vitro</i> evaluation and physicochemical characterization

Giri, Bhupendra Raj; Lee, Jaehyeok; Lim, Dong Yu; Kim, Dong Wuk

doi:10.1080/03639045.2021.1879840

Cited by 30 publications

(18 citation statements)

References 52 publications

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“…A similar change in the δ due to the complexation of the drug molecule with the CD moiety has been reported in prior studies (Giri et al. 2021 ). Of course, further investigations, including molecular docking studies, might be important to understand these experimental data.…”

Section: Resultssupporting

confidence: 85%

“…2018 ; Giri et al. 2021 ), such as particle size reduction, prodrug, solid dispersions, cyclodextrin (CD) complex, self-emulsifying, and salt formation. These methods each have their own advantages and disadvantages, depending on the particular drug, polymer, properties, stability, technology transfer from the laboratory to the industrial scale, etc.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Enhanced oral bioavailability of koumine by complexation with hydroxypropyl-β-cyclodextrin: preparation, optimization, ex vivo and in vivo characterization

et al. 2021

Drug Delivery

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Section: Resultssupporting

confidence: 85%

Section: Introductionmentioning

confidence: 99%

Enhanced oral bioavailability of koumine by complexation with hydroxypropyl-β-cyclodextrin: preparation, optimization, ex vivo and in vivo characterization

et al. 2021

Drug Delivery

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“…Several techniques and polymer systems have been developed and reported in the literature to enhance drug solubility and bioavailability. These techniques are solid dispersion [4], inclusion complex [5,6], and micronization/nanonization [7].…”

Section: Introductionmentioning

confidence: 99%

Formulation of Genistein-HP β Cyclodextrin-Poloxamer 188 Ternary Inclusion Complex: Solubility to Cytotoxicity Assessment

et al. 2021

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The current study was designed to prepare the inclusion complex Genistein (GS) using Hydroxypropyl β cyclodextrin (HP β CD) and poloxamer 188 (PL 188). The binary inclusion complex (GS BC) and ternary inclusion complex (GS TC) were developed by microwave irradiation technique and evaluated for a comparative dissolution study. Further, the samples were assessed for FTIR, DSC, XRD, and NMR for the confirmation of complex formation. Finally, antioxidant and antimicrobial studies and cytotoxicity studies on a breast cancer (MCF-7) cell line were conducted. The dissolution study result showed a marked increment in GS dissolution/release after incorporation in binary (GS: HP β CD, 1:1) and ternary (GS: HP β CD: PL 188; 1:1:0.5) inclusion complexes. Moreover, the ternary complex exhibited a significant enhancement (p < 0.05) in dissolution than did the binary complexes. This might be due to the presence of PL 188, which helps in solubility enhancement of GS. DSC, XRD and SEM evaluation confirmed the modification in the structure of GS. FTIR and NMR results indicated the formation of an inclusion complex. The antioxidant and antimicrobial activity results revealed that GS TC has shown significant (p < 0.05) higher activity than pure GS. The cytotoxicity study results also depicted concentration-dependent cytotoxicity. GS TC exhibited significantly (p < 0.05) high cytotoxicity to cancer cells (IC50 = 225 µg/mL) than pure GS (IC50 = 480 µg/mL). Finally, it was concluded that a remarkable enhancement in the dissolution was observed after the inclusion of GS in the ternary complex and it therefore has significant potential for the treatment of breast cancer.

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“…However, it was found that the solubility of FA was too poor to increase yield and the product of FA-CM-β-CD was also difficult to dissolve in water, which was inconsistent with the expectations to enhance the water solubility of the drug. Therefore, we switched to using HOOC-PEG 2000 -NH 2 as the linker to connect CM-β-CD with FA to form FA-modified cyclodextrin of FA-PEG-CM-β-CD [49], in which PEG could provide multiple advantages such as the prolonged half-life, reduced immunogenicity, higher biological stability, better water solubility, and specific targeting ability to cells or tissues.…”

Section: Discussionmentioning

confidence: 99%

A novel dual-prodrug carried by cyclodextrin inclusion complex for the targeting treatment of colon cancer

et al. 2021

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Background There is an obvious correlation between ulcerative colitis and colorectal cancer, and the risk of colorectal cancer in patients with ulcerative colitis is increasing. Therefore, the combination therapy of anti-inflammatory and anti-tumor drugs may show promising to inhibit colon cancer. 5-aminosalicylic acid (5-ASA) with anti-inflammatory function is effective for maintaining remission in patients with ulcerative colitis and may also reduce colorectal cancer risk. Histone deacetylase (HDAC) plays an essential role in the progression of colon cancer. Butyric acid (BA) is a kind of HDAC inhibitor and thus shows tumor suppression to colon cancer. However, the volatile and corrosive nature of BA presents challenges in practical application. In addition, its clinical application is limited due to its non-targeting ability and low bioavailability. We aimed to synthesize a novel dual-prodrug of 5-ASA and BA, referred as BBA, to synergistically inhibit colon cancer. Further, based on the fact that folate receptor (FR) is over-expressed in most solid tumors and it has been identified to be a cancer stem cell surface marker in colon cancer, we took folate as the targeting ligand and used carboxymethyl-β-cyclodextrin (CM-β-CD) to carry BBA and thus prepared a novel inclusion complex of BBA/FA-PEG-CM-β-CD. Results It was found that BBA/FA-PEG-CM-β-CD showed significant inhibition in cell proliferation against colon cancer cells SW620. It showed a pro-longed in vivo circulation and mainly accumulated in tumor tissue. More importantly, BBA/FA-PEG-CM-β-CD gave great tumor suppression effect against nude mice bearing SW620 xenografts. Conclusions Therefore, BBA/FA-PEG-CM-β-CD may have clinical potential in colon cancer therapy. Graphical Abstract

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Docetaxel/dimethyl-β-cyclodextrin inclusion complexes: preparation, in vitro evaluation and physicochemical characterization

Cited by 30 publications

References 52 publications

Enhanced oral bioavailability of koumine by complexation with hydroxypropyl-β-cyclodextrin: preparation, optimization, ex vivo and in vivo characterization

Enhanced oral bioavailability of koumine by complexation with hydroxypropyl-β-cyclodextrin: preparation, optimization, ex vivo and in vivo characterization

Formulation of Genistein-HP β Cyclodextrin-Poloxamer 188 Ternary Inclusion Complex: Solubility to Cytotoxicity Assessment

A novel dual-prodrug carried by cyclodextrin inclusion complex for the targeting treatment of colon cancer

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