Synthesis and characterization of a novel mucoadhesive derivative of xyloglucan

Madgulkar, Ashwini; Bhalekar, Mangesh R.; Asgaonkar, Kalyani; Dikpati, Amrita

doi:10.1016/j.carbpol.2015.08.045

Cited by 38 publications

(17 citation statements)

References 8 publications

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“…Previously reported DSC studies on xyloglucan and thiomer (modified L-cysteine HCl) showed a broad endotherm at 54 °C and 74.59 °C respectively. The thermogram of thiomer exhibited a sharp endothermic peak 212.57 °C with heat flow-113.96 mJ/g which might be due to combustion of thiomer [41]. Previously reported DSC studies on xyloglucan and thiomer (modified thioglycolic acid) showed broad endotherm at 85.29 °C while the thermal curve of thiolated TSP showed a broad endotherm at 81.78 °C [42].…”

Section: Differential Scanning Calorimetry (Dsc)mentioning

confidence: 89%

Synthesis and Characterization of a Novel Mucoadhesive Derivative of Psyllium Seed Polysaccharide

Rao¹,

Gaikwad²,

Shevate³

2017

Int J Pharm Pharm Sci

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Objective: In the present study, thiol-functionalization of psyllium seed polysaccharide (PSY) was cross-linked with thioglycolic acid by esterification in an attempt to reveal the mucoadhesive properties of thiolated psyllium seed polysaccharide (TPSY). Methods:The crosslinking was carried out by the microwave-assisted method. A simplex centroid design was employed to systematically study the mucoadhesive strength, mucoadhesive retention time and drug release profile. Comparative evaluation of carbopol-based ciprofloxacin hydrochloride (HCl) tablets containing PSY and TPSY was carried out. Acute oral toxicity studies and repeated oral toxicity for TPSY were also conducted.Results: Thiol-functionalization was confirmed by-SH stretch in Fourier Transform infra-red spectra at 2353 cm -1 . Thiolation was observed in thiolated PSY (TPSY) by a change in the surface morphology of psyllium from fibrous to granular and resulted in 82 %swelling in deionized water. TPSY was found to contain 102.35 mmol of thiol groups/g as determined by the Ellman's method. The percent increase in mucoadhesive strength of TPSY was found to be 50.31 % as compared to PSY and 128.30 % as compared to carbopol. The percent increase in mucoadhesive retention time of TPSY was found to be 110 % as compared to PSY and 50 % as compared to carbopol. Conclusion:Mucoadhesion strength and mucoadhesive retention time were greater of tablets containing a higher amount of TPSY. Further, the acute oral toxicity studies and repeated oral toxicity for TPSY proved it as non-toxic and hence safe for human use.

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Section: Differential Scanning Calorimetry (Dsc)mentioning

confidence: 89%

Synthesis and Characterization of a Novel Mucoadhesive Derivative of Psyllium Seed Polysaccharide

Rao¹,

Gaikwad²,

Shevate³

2017

Int J Pharm Pharm Sci

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“…[26] Briefly, 1 mg mL −1 HA-SH and 0.01 mg mL −1 PDA were separately prepared and dispersed with 0.02 m NaOH solution. [26] Briefly, 1 mg mL −1 HA-SH and 0.01 mg mL −1 PDA were separately prepared and dispersed with 0.02 m NaOH solution.…”

Section: Methodsmentioning

confidence: 99%

“…Ellman's Reaction: The amount of thiol content in HA-SH was assayed to investigate the gelling process of PDA-HA using an Ellman's reagent. [26] Briefly, 1 mg mL −1 HA-SH and 0.01 mg mL −1 PDA were separately prepared and dispersed with 0.02 m NaOH solution. 4 mg of 5,5′-dithiobis-2-nitrobenzoic acid (DNTB) were dissolved with 100 mL of NaOH (0.02 m).…”

Section: Methodsmentioning

confidence: 99%

Mussel‐Inspired Adhesive Polydopamine‐Functionalized Hyaluronic Acid Hydrogel with Potential Bacterial Inhibition

Zhang

Jiang

et al. 2019

Global Challenges

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etc. Among them, hyaluronic acid (HA)derived hydrogel is one of the ideal candidates due to its inherent biological homology, feasible structure modification, as well as good degradability. [9,10] The high water retention capacity and high viscoelasticity of HA also allow it to be suitable for wound dressings.To construct desirable HA-based hydrogels, different strategies have been established. Relying on the intermolecular noncovalent interactions, the physical cross-linking HA hydrogels emerged. Rodell et al. developed a shearthinning and self-healing HA hydrogel due to the host-guest interaction between β-cyclodextrin (β-CD) and adamantine (AD) appended HA. [11] The hydrogel properties could be rationally tailored through the material concentration, degree of modification, and the ratio of β-CD to AD. Nevertheless, the physical hydrogels may exhibit undesirable mechanical properties and suffer from premature dissociation. Chemical crosslinking of pendant reactive groups by coordination chemistry or polymerization ignites an alternative route to fabricate HAbased hydrogels. In the meanwhile, transition metal ions or exogenous cross-linking agents usually involve, [12] which may impair the systemic biocompatibility due to their possible cytotoxicity. Recently, various compatible strategies have been proposed to develop biocompatible hydrogels, such as enzymemediated covalent linking, [13,14] disulfide cross-linking, [15,16] and Diels-Alder reaction. [17,18] Indeed, these chemical cross-linked hydrogels exhibit good mechanical property and are cytocompatible. However, their further applications are restricted by their limited functions. Thus, endowing HA hydrogels with multiple functions seems to be very promising, and fabricating HA-based functional hydrogels with good biocompatibility is still challengeable.In this study, a multifunctional hydrogel (PDA-HA) comprising of polydopamine (PDA) and thiolated hyaluronic acid (HA-SH) is developed (Scheme 1). PDA was introduced because of its good biocompatibility, strong tissue adhesion and effective free radical scavenging ability. Specially, it could act as the nanosized cross-linking agent that reacts with thiolated HA via Michael addition. The biocompatibility, gelling ability, tissue adhesion, free radical scavenging, and bacterial inhibition of the hybrid hydrogel were evaluated. The potential bacterial inhibition and good tissue adhesion endow the hydrogel with great potential for wound dressing.As shown in Figure 1A, thiolated hyaluronic acid (HA-SH) was obtained by two steps that referred to the amidation of Hyaluronic acid (HA)-based hydrogels have been receiving increasing attention for wound management. However, pure HA hydrogels usually exhibit weak mechanical strength and poor anti-infection. Herein, a hybrid HA-based hydrogel (PDA-HA) comprised of polydopamine (PDA) and thiolated hyaluronic acid (HA-SH) is developed based on the Michael addition reaction. The introduction of PDA into HA hydrogel can decrease the critical gel concentration, improve the c...

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“…2) The details of preparation and characterization of the synthesized thiomer have been discussed in another paper. [20] …”

Section: Preparation Of Xyloglucan Thiomermentioning

confidence: 97%

Improving oral bioavailability of acyclovir using nanoparticulates of thiolated xyloglucan

Madgulkar¹,

Bhalekar²,

Dikpati³

2016

International Journal of Biological Macromolecules

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Synthesis and characterization of a novel mucoadhesive derivative of xyloglucan

Cited by 38 publications

References 8 publications

Synthesis and Characterization of a Novel Mucoadhesive Derivative of Psyllium Seed Polysaccharide

Synthesis and Characterization of a Novel Mucoadhesive Derivative of Psyllium Seed Polysaccharide

Mussel‐Inspired Adhesive Polydopamine‐Functionalized Hyaluronic Acid Hydrogel with Potential Bacterial Inhibition

Improving oral bioavailability of acyclovir using nanoparticulates of thiolated xyloglucan

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