Chitosan-5-aminosalicylic acid conjugates for colon-specific drug delivery: Methods of preparation and in vitro evaluations

Nalinbenjapun, Sirinporn; Ovatlarnporn, Chitchamai

doi:10.1016/j.jddst.2019.101397

Cited by 13 publications

(9 citation statements)

References 28 publications

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“…Nalinbenjapun et al. 187 conjugated 5-ASA to chitosan through a 4-aminobenzoyl spacer. However, this new kind of azo prodrug only released 25% of the 5-ASA load in simulated colonic fluid with rat colon content in 24 h while SSZ released around 70% of the drug load during the same time period.…”

Section: The Influence Of the Gut Microbiota On The Drug Delivery System Designmentioning

confidence: 99%

The influence of the gut microbiota on the bioavailability of oral drugs

Zhang

Han

Huang

et al. 2021

Acta Pharmaceutica Sinica B

141

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Due to its safety, convenience, low cost and good compliance, oral administration attracts lots of attention. However, the efficacy of many oral drugs is limited to their unsatisfactory bioavailability in the gastrointestinal tract. One of the critical and most overlooked factors is the symbiotic gut microbiota that can modulate the bioavailability of oral drugs by participating in the biotransformation of oral drugs, influencing the drug transport process and altering some gastrointestinal properties. In this review, we summarized the existing research investigating the possible relationship between the gut microbiota and the bioavailability of oral drugs, which may provide great ideas and useful instructions for the design of novel drug delivery systems or the achievement of personalized medicine.

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Section: The Influence Of the Gut Microbiota On The Drug Delivery System Designmentioning

confidence: 99%

The influence of the gut microbiota on the bioavailability of oral drugs

Zhang

Han

Huang

et al. 2021

Acta Pharmaceutica Sinica B

141

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“…Especially in the case where a hydrophobic drug is combined with a hydrophilic polymer, improving the stability of that drug in aqueous solutions triggers the release of the drug, enabling its delivery and improving the bioavailability and its circulation time in the body, and avoids failures in drug degradation at the appropriate time. 37 Some examples of this type of conjugates are chitosan-5-aminosalicylic acid, 77 succinylated glycol chitosan-succinyl prednisolone, 78 carboxylated chitosanbased triptolide, 79 chitosan based norcantharidin, 80 chitosan-quercetin, 81 and chitosan oligosaccharidestreptomycin. 82 There are different types of chemical reactions used to obtain chitosan conjugates such as conjugation induced by free radicals, carbodiimide chemistry, coupling forming a Schiff base, coupling assisted by enzymes, and Maillard reaction.…”

Section: Coupling Reactions With Chitosanmentioning

confidence: 99%

“…Some examples of this type of conjugates are chitosan‐5‐aminosalicylic acid, 77 succinylated glycol chitosan‐succinyl prednisolone, 78 carboxylated chitosan‐based triptolide, 79 chitosan based norcantharidin, 80 chitosan‐quercetin, 81 and chitosan oligosaccharide‐streptomycin 82 …”

Section: Coupling Reactions With Chitosanmentioning

confidence: 99%

“…Over the last years, this class of compounds has attracted great attention due to their wide variety of biological activities, such as antitumor, antioxidant, anti‐inflammatory, and anticoagulant 5–8 . The biological activities are greatly affected by the average molecular weight, monosaccharide composition, and type of glycosidic and sulfate contents of the compounds and may end up influencing the pharmaceutical and medicinal applications 9–11 …”

Section: Introductionmentioning

confidence: 99%

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Molecular modifications, biological activities, and applications of chitosan and derivatives: A recent update

2022

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Polysaccharides arouse great interest due to their structure and unique properties, such as biocompatibility, biodegradability, and absence of toxicity. Polysaccharides from marine sources are particularly useful due to the wide variety of applications and biological activities. Chitosan, a deacetylated derivative of chitin, is an example of an interesting bioactive marine-derived polysaccharide. Moreover, a wide variety of chemical modifications and conjugation of chitosan with other bioactive molecules are responsible for improvements in physicochemical properties and biological activities, expanding the range of applications. An overview of the synthetic approaches for preparing chitosan, chitosan derivatives, and conjugates is described and discussed. A recent update of the biological activities and applications in different research fields, mainly focused on the last 5 years, is presented, highlighting current trends.

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“…In a different approach, Nalinbenjapun et al [ 131 ], developed a chitosan-5-ASA azo-conjugate for targeted delivery to the colon. The freeze-dried chitosan-5-ASA azo-conjugates consisted of microparticle aggregates of around 0.5 μm in diameter, which were soluble in basic media (pH 14) and insoluble in simulated GI fluids.…”

Section: Benefits Of a Nanomedicine-based Therapy For Ibdmentioning

confidence: 99%

Drug Targeting of Inflammatory Bowel Diseases by Biomolecules

et al. 2021

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Inflammatory bowel disease (IBD) is a group of disabling, destructive and incurable immune-mediated inflammatory diseases comprising Crohn’s disease (CD) and ulcerative colitis (UC), disorders that are highly prevalent worldwide and demand a large investment in healthcare. A persistent inflammatory state enables the dysfunction and destruction of healthy tissue, hindering the initiation and endurance of wound healing. Current treatments are ineffective at counteracting disease progression. Further, increased risk of serious side effects, other comorbidities and/or opportunistic infections highlight the need for effective treatment options. Gut microbiota, the key to preserving a healthy state, may, alternatively, increase a patient’s susceptibility to IBD onset and development given a relevant bacterial dysbiosis. Hence, the main goal of this review is to showcase the main conventional and emerging therapies for IBD, including microbiota-inspired untargeted and targeted approaches (such as phage therapy) to infection control. Special recognition is given to existing targeted strategies with biologics (via monoclonal antibodies, small molecules and nucleic acids) and stimuli-responsive (pH-, enzyme- and reactive oxygen species-triggered release), polymer-based nanomedicine that is specifically directed towards the regulation of inflammation overload (with some nanosystems additionally functionalized with carbohydrates or peptides directed towards M1-macrophages). The overall goal is to restore gut balance and decrease IBD’s societal impact.

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Chitosan-5-aminosalicylic acid conjugates for colon-specific drug delivery: Methods of preparation and in vitro evaluations

Cited by 13 publications

References 28 publications

The influence of the gut microbiota on the bioavailability of oral drugs

The influence of the gut microbiota on the bioavailability of oral drugs

Molecular modifications, biological activities, and applications of chitosan and derivatives: A recent update

Drug Targeting of Inflammatory Bowel Diseases by Biomolecules

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