A novel pH-sensitive carrier for the delivery of antitumor drugs: histidine-modified auricularia auricular polysaccharide nano-micelles

Wang, Yingying; Li, Pingfei; Chen, Fen; Lu, Jia; Xu, Qihao; Gai, Xiumei; Yu, Yancun; Yan, Donghang; Zhu, Zhihong; Liang, Yanyao; Liu, Mengqi; Pan, Weisan; Yang, Xinggang

doi:10.1038/s41598-017-04428-8

Cited by 36 publications

(28 citation statements)

References 42 publications

(54 reference statements)

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“…The simplest way to develop micelles containing histidine is to attach hydrophobic histidine to hydrophilic macromolecules, such as hyaluronic acid ( Wu et al, 2016 ), dextran ( Yin et al, 2020 ), and auricularia auricular polysaccharide (AAP) ( Wang et al, 2017 ). In the above micelles, histidine is usually used as a micellar core.…”

Section: Histidine-based Micellesmentioning

confidence: 99%

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Micelles Based on Lysine, Histidine, or Arginine: Designing Structures for Enhanced Drug Delivery

Liu

Chen

et al. 2021

Front. Bioeng. Biotechnol.

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Natural amino acids and their derivatives are excellent building blocks of polymers for various biomedical applications owing to the non-toxicity, biocompatibility, and ease of multifunctionalization. In the present review, we summarized the common approaches to designing and constructing functional polymeric micelles based on basic amino acids including lysine, histidine, and arginine and highlighted their applications as drug carriers for cancer therapy. Different polypeptide architectures including linear polypeptides and dendrimers were developed for efficient drug loading and delivery. Besides, polylysine- and polyhistidine-based micelles could enable pH-responsive drug release, and polyarginine can realize enhanced membrane penetration and gas therapy by generating metabolites of nitric oxide (NO). It is worth mentioning that according to the structural or functional characteristics of basic amino acids and their derivatives, key points for designing functional micelles with excellent drug delivery efficiency are importantly elaborated in order to pave the way for exploring micelles based on basic amino acids.

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Section: Histidine-based Micellesmentioning

confidence: 99%

“…Next, paclitaxel was loaded into His-AAP micelles. Compared to that at pH 7.4, the paclitaxel accumulated release rate was increased by about 18% for 12 h at pH 5.0 ( Wang et al, 2017 ). Research by Chang et al (2010) also confirmed that micelles based on histidine had the characteristic of pH-sensitive drug release.…”

Section: Histidine-based Micellesmentioning

confidence: 99%

Micelles Based on Lysine, Histidine, or Arginine: Designing Structures for Enhanced Drug Delivery

Liu

Chen

et al. 2021

Front. Bioeng. Biotechnol.

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“…A. auricular lacks cholesterol and is relatively rich in polysaccharides, minerals, and protein (Zheng et al, ). This mushroom has been shown to prevent thrombosis (Fan et al, ), tumors (Ma, Wang, Zhang, Zhang, & Ding, ), and to reduce cytotoxicity (Wang et al, ) and oxidative damage (Oke & Aslim, ) and to have an antiradiation effect (Xun et al, ).…”

Section: Introductionmentioning

confidence: 99%

Structure and radio‐protective effects of sulfated Auricularia auricula polysaccharides

et al. 2018

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Radiation‐protective effects of sulfated polysaccharides (SNAAP80) from Auricularia auricular were studied. Crude polysaccharides were extracted using ultrasound‐assisted water extraction. Bioactive polysaccharide fragments were screened using ethanol precipitation with an in vitro antioxidant activity test. The chlorosulfonic acid‐dimethylformamide method was used to obtain the sulfated polysaccharide. Monosaccharide composition and molecular weight were determined using GC‐MS and HPLC‐GPC, respectively. IR, UV, and SEM were used for structural characterization. The antiradiation effect of SNAAP80 was studied using a 60Co‐γ radiation model in mice. The results showed that the SNAAP80, with a degree of substitution of 0.514, was composed of glucose and mannose. A bioactivity analysis showed that the SNAAP80 increased the organ indexes, phagocytosis index, stimulation index, and the superoxide dismutase, glutathione peroxidase, catalase, and lactate dehydrogenase activity. The SNAAP80 decreased TBARS, IL‐2, IL‐12, INF‐γ, protein carbonyls, creatinine, and blood urea nitrogen. The results suggested that SNAAP80 had an effective radiation‐protective effect. Practical applications Auricularia auricula is a commonly cultivated commercial mushroom in East Asia; it is also called “wood ear” in China and “black fungus” in Russia. Many published studies regarding polysaccharides from A. auricula have shown their beneficial health effects for both humans and animals. A. auricula is acknowledged for its pharmaceutical effects such as inhibiting lipid peroxidation, decreasing liver damage, hypolipidemic properties and so on. Functional activity of polysaccharides is related to their solubility. The activities of polysaccharide NAAP80 from A. auricular were restricted because of its poor solubility. Therefore, it was modified by chlorosulphonic acid‐N,N dimethylformamide to obtain SNAAP80 which has a significantly higher solubility. Antiradiation effect of SNAAP80 has been studied in this paper, and its potential application in antiradiation may be relevant to space exploration, the military, daily health care, and therapeutic medications.

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“…Trigger by pH is one of the well-explored internal stimuli, especially in the drug delivery eld. 11,12 For the intracellular delivery of therapeutics, upon endocytosis, cargoes and carriers usually experience a pH drop during intracellular trafficking, from neutral ($pH 7.4) extracellular environment to slightly acidic ($pH 6.5) in early endosome, then more acidic ($pH 5.5) late endosome and nally lysosome ($pH 4.5).…”

Section: Introductionmentioning

confidence: 99%

“…11,14 Ultrasound is one of the noninvasive external stimuli, which is able to enhance/disrupt or recongure the peptide self-assemblies through adjustable mechanical perturbation. For example, short brils of 20-100 nm could be generated through ultra-sonication of mature brils, 15 which is a routine method to make self-assembly seeds.…”

Section: Introductionmentioning

confidence: 99%

Ultrasound-facilitated assembly and disassembly of a pH-sensitive self-assembly peptide

Liu

Chau

2018

RSC Adv.

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In this report, we investigated the impact of external stimulus (ultrasound) and internal stimulus (pH) on peptide assembly and disassembly. Two short rationally designed peptides K3C6SPD and F20H differing in the presence of a single pH-sensitive histidine residue were studied as the model peptides. The assembly kinetics studies demonstrated that the substitution of phenylalanine in K3C6SPD with histidine (F20H) significantly slowed down the peptide assembly rate at all three tested pHs (pH 9.5, pH 7.4 and pH 5.0). At the same time, this F to H substitution led to the increased pH-responsive assembly kinetics.By treating the peptide sample at the beginning of the assembly process at pH 9.5 for 5 min with the ultrasound power of 2.1 W cm À2, the assembly rate of peptide F20H was significantly accelerated with the lag phase being shortened from 10 days to 2 days. For the disassembly of F20H peptide nanofibrils preformed at pH 9.5, upon pH adjustment from pH 9.5 to pH 5.0, 5 min ultrasonication of the nanofibrils resulted in the nanofibril disassembly within 6 hours, instead of 5 days in the absence of ultrasound. On the contrary, similar ultrasound treatment of the peptide K3C6SPD did not produce any obvious effect on both assembly and disassembly processes. This study offers an effective strategy to modulate the stimuli-responsiveness of the peptide-based biomaterials.

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A novel pH-sensitive carrier for the delivery of antitumor drugs: histidine-modified auricularia auricular polysaccharide nano-micelles

Cited by 36 publications

References 42 publications

Micelles Based on Lysine, Histidine, or Arginine: Designing Structures for Enhanced Drug Delivery

Micelles Based on Lysine, Histidine, or Arginine: Designing Structures for Enhanced Drug Delivery

Structure and radio‐protective effects of sulfated Auricularia auricula polysaccharides

Ultrasound-facilitated assembly and disassembly of a pH-sensitive self-assembly peptide

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