Ascorbyl palmitate/d-&amp;alpha;-tocopheryl polyethylene glycol 1000 succinate monoester mixed micelles for prolonged circulation and targeted delivery of compound K for antilung cancer therapy in vitro and in vivo

Zhang, Youwen; Deyin, Tong; Che, Daobiao; Pei, Bing; Xia, Xiaodong; Gao, Yuan; Jin, Xin

doi:10.2147/ijn.s119226

Cited by 31 publications

(37 citation statements)

References 31 publications

(29 reference statements)

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“…The results indicated that ginsenoside compound K might have the potential to be a new effective structure for atherosclerosis therapy. However, there are still some issues with compound K pharmacological profiles, and poor water solubility is one of the major challenges [ 15 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Ginsenoside Compound K Derivatives as a Novel Class of LXRα Activator

Huang

Zhang

et al. 2017

Molecules

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Compound K is one of the active metabolites of Panaxnotoginseng saponins, which could attenuate the formation of atherosclerosis in mice modelsvia activating LXRα. We synthesized and evaluated a series of ginsenoside compound K derivatives modified with short chain fatty acids. All of the structures of this class of ginsenoside compound K derivative exhibited comparable or better biological activity than ginsenoside compound K. Especially structure 1 exhibited the best potency (cholesteryl ester content: 41.51%; expression of ABCA1 mRNA: 319%) and low cytotoxicity.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Ginsenoside Compound K Derivatives as a Novel Class of LXRα Activator

Huang

Zhang

et al. 2017

Molecules

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“…The GCKT-liposomes significantly increased the cellular uptake and its cytotoxicity in vitro and also showed higher antitumor efficacy by grafting A549 cells into nude mice in vivo [ 67 ]. Zhang's group used a novel ascorbyl palmitate (AP)/TPGS mixed micellar system with compound K and reported an increased antitumor effect in vitro [ 68 ]. The compound K-loaded AP/TPGS mixed micelles significantly enhanced cellular uptake and tumor targeting resulting in decreased tumor volumes in the A549 xenograft models [ 68 ].…”

Section: Overview Of Compound Kmentioning

confidence: 99%

“…Zhang's group used a novel ascorbyl palmitate (AP)/TPGS mixed micellar system with compound K and reported an increased antitumor effect in vitro [ 68 ]. The compound K-loaded AP/TPGS mixed micelles significantly enhanced cellular uptake and tumor targeting resulting in decreased tumor volumes in the A549 xenograft models [ 68 ]. Furthermore, Yang's group used TPGS/PEG-poly( ε -caprolactone) (PCL) mixed micelles with compound K to increase the water solubility and the cellular uptake in tumor tissue [ 69 ].…”

Section: Overview Of Compound Kmentioning

confidence: 99%

An Insight into Ginsenoside Metabolite Compound K as a Potential Tool for Skin Disorder

Kim

2018

Evidence-Based Complementary and Alternative Medicine

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Ginsenosides are the major bioactive natural compounds derived from Panax ginseng. Several studies report the pharmaceutical benefits of several ginsenosides, including antidementia, antitumor, and anti-inflammatory activity. Biotransformations by gut microbiome contribute to the biological function of these ginsenosides. After ingestion ginsenosides are hydrolyzed to Rg2, Rg3, compound K, and others by human gut flora. Compound K is considered the representative active metabolite after oral administration of ginseng or ginsenosides. Various studies report the diverse biological functions of compound K, such as antitumor, antidiabetic, antiallergic, and anti-inflammatory activity. Recent clinical trial and in vitro studies demonstrate the antiaging activities of ginsenosides in human skin. Ginsenosides have been considered as an important natural dermatological agent. In this review, we will cover the modern tools and techniques to understand biotransformation and delivery of compound K. Also the biological function of compound K on skin disorder and its potential dermatological application will be discussed.

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“…[6][7][8] Once the intrinsic properties required by AsP to form self-assembly aggregates, attributed to the amphiphilic structure consisting of a hydrophilic ascorbic acid moiety and hydrophobic hydrocarbon chain, have been considered, its applicability can be signifi-cantly extended as they can become an excipient via selfassembly. [8][9][10][11][12][13][14][15] To date, it has been reported that self-assembly aggregates of AsP can be used as drug carriers in the forms of aspasoms, [8] coagels (or liquid crystal), [9][10][11] gels, [12] micelles, [13] emulsions, [14] and nanoparticles. [15] Meanwhile, the pure bulk form of AsP should be exhaustively studied, particularly regarding whether or not it might exhibit a liquid crystalline (LC) phase when the temperature is varied.…”

Section: Introductionmentioning

confidence: 99%

Thermal Behavior of Anhydrous Ascorbic Acid 6‐Palmitate with Trace of Decomposition

et al. 2020

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Ascorbic acid 6‐palmitate (AsP) is an industrially utilized antioxidant and amphiphilic lipid, which forms a liquid crystalline (LC) phase. Herein, we describe the basic thermal behavior of AsP under anhydrous condition. Grazing‐incidence wide‐angle X‐ray‐diffraction (GI‐WAXD) measurements using a two‐dimensional detector (2D‐GI‐WAXD) and perpendicularly aligned AsP films, together with thermal analysis, showed that the AsP forms only a lamellar LC phase above its melting point (Tm); however, when the LC phase was cooled to facilitate annealing and recrystallization, crystals (Cr) formed with a low degree of crystallinity. Furthermore, a composite system, consisting of the Cr phase and LC phase of AsP, was obtained upon reheating. These anomalous phenomena were likely caused by trace dimerization and decomposition of AsP at a temperature just above Tm, although thermal decomposition accompanied by weight reduction occurred at a much higher temperature in the isotropic phase (IL). Thus, the basic thermal behavior of AsP, which is essential for its use, was unveiled.

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Ascorbyl palmitate/d-α-tocopheryl polyethylene glycol 1000 succinate monoester mixed micelles for prolonged circulation and targeted delivery of compound K for antilung cancer therapy in vitro and in vivo

Cited by 31 publications

References 31 publications

Synthesis and Biological Evaluation of Ginsenoside Compound K Derivatives as a Novel Class of LXRα Activator

Synthesis and Biological Evaluation of Ginsenoside Compound K Derivatives as a Novel Class of LXRα Activator

An Insight into Ginsenoside Metabolite Compound K as a Potential Tool for Skin Disorder

Thermal Behavior of Anhydrous Ascorbic Acid 6‐Palmitate with Trace of Decomposition

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