Self-assembled drug delivery systems. Part 5: Self-assemblies of a bolaamphiphilic prodrug containing dual zidovudine

Jin, Yiguang; Ning-ning, QI; Li, Tong; Chen, Fan

doi:10.1016/j.ijpharm.2009.11.018

Cited by 24 publications

(20 citation statements)

References 39 publications

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“…A novel technology involving antiretroviral prodrugs with amphiphilic properties have been developed by Jin and co-workers (Jin et al, 2008(Jin et al, , 2009(Jin et al, , 2010. The molecular selfassembly properties of those prodrugs in aqueous media permit the formation of nanostructures with amphiphilic characteristics, allowing them to cross biomembranes and deliver themselves in vivo without carriers (Jin et al, 2008).…”

Section: Self-assembled Drug Delivery Systems Of Antiretroviral Prodrugsmentioning

confidence: 99%

“…This system degraded quickly in biological environments and showed high anti-HIV activity; in addition, the system targeted the mononuclear phagocyte system (MPS) and was followed by degradation at the targeted organs (Jin et al, 2009). Furthermore, a study was recently published on the synthesis of an amphiphilic prodrug containing dual zidovudine (Jin et al, 2010). The stable and concentrated vesicular self-assemblies were prepared through injecting the prodrug solution into water followed by adding stabilizers and removing solvents.…”

Section: Self-assembled Drug Delivery Systems Of Antiretroviral Prodrugsmentioning

confidence: 99%

“…Properties, such as their nanoscale size, stability, anti-HIV activity and macrophage targeting effects, have demonstrated that the prodrug is a promising self assembled drug delivery system. Moreover, this kind of system containing different drugs would benefit a combination therapy for AIDS treatment (Jin et al, 2010).…”

Section: Self-assembled Drug Delivery Systems Of Antiretroviral Prodrugsmentioning

confidence: 99%

“…The surfactant systems are formed by amphiphilic compounds and include several types of arrangements; these systems selforganize with different physicochemical properties, which can be used to design new drug delivery systems. The most popular surfactant system that incorporates antiretroviral drugs are the liposomes (Zidan et al, 2010;Clayton et al, 2009;Kaur et al, 2008); however, anti-HIV drugs were also found to be associated with microemulsions (Vyas et al, 2008), polymeric micelles (Chiappetta et al 2010;Kaparissides et al, 2006), self-assembled drug delivery systems (Jin et al, 2010) and liquid crystals (Carvalho et al, 2010a). In addition to surfactant systems, polymeric nanoparticles have been extensively studied as nanometric carriers, and these carriers presenting different morphologies, including nanospheres or nanocapsules.…”

mentioning

confidence: 99%

See 3 more Smart Citations

Exploring the Nanotechnology-Based Drug Delivery Systems for AIDS Treatment

Carvalho¹,

Mainardes²,

Gremião³

2011

Understanding HIV/AIDS Management and Care - Pandemic Approaches in the 21st Century

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Section: Self-assembled Drug Delivery Systems Of Antiretroviral Prodrugsmentioning

confidence: 99%

Section: Self-assembled Drug Delivery Systems Of Antiretroviral Prodrugsmentioning

confidence: 99%

Section: Self-assembled Drug Delivery Systems Of Antiretroviral Prodrugsmentioning

confidence: 99%

mentioning

confidence: 99%

See 2 more Smart Citations

Exploring the Nanotechnology-Based Drug Delivery Systems for AIDS Treatment

Carvalho¹,

Mainardes²,

Gremião³

2011

Understanding HIV/AIDS Management and Care - Pandemic Approaches in the 21st Century

View full text Add to dashboard Cite

“…Compared to traditional drug carriers, SADDS can deliver themselves in vivo with the unique advantages of high drug loads, no drug leakage, and controlled drug release at the targets. Some anti-HIV SADDSs has been prepared in our lab, including cholesteryl-succinyl didanosine (CSD), cholesteryl-adipoyl didanosine (CAD), cholesteryl-succinyl zidovudine (CSZ), cholesterylphosphonyl zidovudine (CPNZ), pentadecanedioyl dizidovudine (PDDZ), zidovudinephosphoryl-deoxycholyl didanosine (ZPDD) [25][26][27][28]. They likely self-assembled to nanoassemblies with different morphologies in water [29].…”

Section: Introductionmentioning

confidence: 99%

Self-assemblies of 5′-cholesteryl-ethyl-phosphoryl zidovudine

Jia

et al. 2016

Colloids and Surfaces B: Biointerfaces

Self Cite

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From lab to market: An integrated bioprocess design approach for new‐to‐nature biosurfactants produced by Starmerella bombicola

Renterghem

Roelants

Baccile

et al. 2018

Biotech & Bioengineering

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Glycolipid microbial biosurfactants, such as sophorolipids (SLs), generate high industrial interest as 100% biobased alternatives for traditional surfactants. A well-known success story is the efficient SL producer Starmerella bombicola, which reaches titers well above 200 g/L. Recent engineering attempts have enabled the production of completely new types of molecules by S. bombicola, e.g. the bolaform SLs. Scale-up of bolaform SL production was performed at 150 L scale. The purified product was evaluated in detergent applications, as classic SLs are mostly applied in eco-friendly detergents. In this paper, we show that they can be used as green and non-irritant surfactants in for example (automatic) dishwashing applications. However, due to the presence of an ester function in the biosurfactant molecule a limited chemical stability at higher pH values (>6.5) was noticed, (therefore called 'non-symmetrical' (nsBola)) which, is a major drawback that will most likely inhibit market introduction. An integrated bioprocess design (IBPD) strategy was thus applied to resolve this issue. The strategy was to replace the fed fatty acids with fatty alcohols, to generate so-called "symmetrical bolaform (sBola) sophorosides (SSs)," containing two instead of one glycosidic bond. Next to a change in feeding strategy, the blocking of the fatty alcohols from metabolizing/oxidizing through the suggested ω-oxidation pathway was necessary. For the latter, two putative fatty alcohol oxidase genes (fao1 and fao2) were identified in the S. bombicola genome and deleted in the bolaform SL producing strain (ΔatΔsble). Shake flask experiments for these new strains (ΔatΔsbleΔfao1 and ΔatΔsbleΔfao2) were performed to evaluate if the fed fatty alcohols were directly implemented into the SL biosynthesis pathway. Indeed, sBola sophorosides (SSs) production up to 20 g/L was observed for the ΔatΔsbleΔfao1 strain. Unexpectedly, the ΔatΔsbleΔfao2 strain only produced minor amounts of sBola sophorosides (SSs), and mainly nsBola SLs (alike the parental ΔatΔsble strain). The sBola sophorosides (SSs) were purified and their symmetrical structure was confirmed by NMR. They were found to be significantly more stable at higher pH, opening up the application potential of the biosurfactant by enhancing its stability properties.

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Self-assembled drug delivery systems. Part 5: Self-assemblies of a bolaamphiphilic prodrug containing dual zidovudine

Cited by 24 publications

References 39 publications

Exploring the Nanotechnology-Based Drug Delivery Systems for AIDS Treatment

Exploring the Nanotechnology-Based Drug Delivery Systems for AIDS Treatment

Self-assemblies of 5′-cholesteryl-ethyl-phosphoryl zidovudine

From lab to market: An integrated bioprocess design approach for new‐to‐nature biosurfactants produced by Starmerella bombicola

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