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Ph sensitive liposomes

Mengjia Zhao, Sang Hoon Lee, Jae Geun Song, Hyeon Young Kim, Hyo-Kyung Han
This study aimed to design the effective formulation of sorafenib (SF) to enhance the oral drug absorption. Three liposomal formulations of SF were prepared including uncoated liposome (SF-Lip), glycol chitosan-coated liposome (GC-SF-Lip), and Eudragit S100-glycol-chitosan coated liposome (SGC-SF-Lip). All formulations showed a narrow size distribution with a high encapsulation efficiency. Both GC-SF-Lip and SGC-SF-Lip exhibited good stability at acidic and neutral pHs without any significant drug leakage, while SF-Lip appeared to be unstable at pH 1...
April 12, 2018: International Journal of Pharmaceutics
Venkanna Muripiti, Hari Krishnareddy Rachamalla, Rajkumar Banerjee, Srilakshmi V Patri
Endosomal escape is one of the barriers for the efficient liposomal gene delivery. To address this and based on earlier encouraging results using tocopherol cationic lipids, we elaborated chemical modifications on tocopherol cationic lipids by introducing a novel hybrid pH sensitive linker "ether-β-hydroxy-triazole" between tocopherol, the anchoring moiety and the basic tris(2-hydroxy ethyl)quaternary ammonium head group (Lp2). As control lipids we designed two lipids (Lp1 and Lp3), one is with only the ether-β-hydroxy linker in between α-tocopherol and quaternary tris(2-hydroxyethyl)ammonium (Lp1) and the other is with the same novel hybrid linker i...
April 6, 2018: Organic & Biomolecular Chemistry
Vincenzo De Leo, Francesco Milano, Erminia Mancini, Roberto Comparelli, Livia Giotta, Angelo Nacci, Francesco Longobardi, Antonella Garbetta, Angela Agostiano, Lucia Catucci
The present study aimed to develop and optimize liposome formulation for the colonic delivery of biologically active compounds. A strategy to facilitate such targeting is to formulate liposomes with a polymer coating sensitive to the pH shifts in the gastrointestinal tract. To this end, liposomes encapsulating curcumin-chosen as the biologically active compound model-and coated with the pH-responsive polymer Eudragit S100 were prepared and characterized. Curcumin was encapsulated into small unilamellar vesicles (SUVs) by the micelle-to-vesicle transition method (MVT) in a simple and organic solvent-free way...
March 23, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
Yan Chen, Yao Cheng, Pengxuan Zhao, Shasha Zhang, Minsi Li, Chuanchuan He, Xiaojuan Zhang, Tan Yang, Ruicong Yan, Peng Ye, Xiang Ma, Guangya Xiang
Multidrug resistance to chemotherapeutic drugs is a major obstacle to breast cancer treatment. In this study, doxorubicin (DOX) and imatinib (IM) were co-loaded into folate receptor targeted (FR-targeted) pH-sensitive liposomes (denoted as FPL-DOX/IM) to fulfill intracellular acid-sensitive release and reverse drug resistance. FPL-DOX/IM could maintain stability in blood circulation with approximate diameters of 100 nm and rapidly release encapsulated drugs in tumor acidic microenvironment. Moreover, the IM in combination therapy could overcome chemoresistance associated with DOX effectively by inhibiting ABC transporter function and improving chemotherapy sensitivity...
March 15, 2018: International Journal of Pharmaceutics
Jiulong Zhang, Chunrong Yang, Shuang Pan, Menghao Shi, Jie Li, Haiyang Hu, Mingxi Qiao, Dawei Chen, Xiuli Zhao
Mitochondrial-targeting therapy was considered to be a promising approach for the efficient treatment of cancer while positive charge induced nonspecific cytotoxicity severely limits its application. To overcome this drawback, a novel mitochondria targeted conjugate triphenylphosphine-docetaxel (TD) has been synthesized successfully and incorporated it into liposomes (EPSLP/TD), which possessed excellent pH-sensitive characteristic, EphA 10 mediated active targetability as well as mitochondria-targeting capability...
November 2018: Drug Delivery
Animesh Pan, Subhash C Bhattacharya, Animesh K Rakshit, Satya P Moulik
Development of stable self-assembled nanostructures (especially vesicles and liposomes), and understanding their physicochemical behaviors in aqueous solution is a long-standing topic of interest in chemical and biochemical research. In this progressive area, we report for the first-time formation of mixed micelles (at pH 12), and vesicles of anionic bolaamphiphiles (dicarboxylic acids viz. [Formula: see text] , with moderate values of n 10, 11, 12, and 14) in combination with a cationic surfactant decyltrimethylammonium bromide (C10 TAB) in buffered aqueous medium at different pH (6...
February 8, 2018: Journal of Colloid and Interface Science
Xunan Zhang, Wei Zong, Hongmei Bi, Kunming Zhao, Thomas Fuhs, Ying Hu, Wenlong Cheng, Xiaojun Han
As promising drug delivery vehicles, previous investigations of liposomes as carriers are primarily focused on insertion and modification of lipid membrane interfaces. The utility of inner core seems to be overlooked. Herein, we developed PSLs containing aqueous two phase system (ATPS), and intriguingly discovered their hierarchical release under acidic stimuli. ATPS containing two polymers (poly(ethylene glycol) (PEG) and dextran) is homogeneous beyond phase transition temperature when producing ATPS-liposomes, and separated into PEG-rich phase and dextran-rich phase after cooling down to room temperature...
February 17, 2018: European Journal of Pharmaceutics and Biopharmaceutics
Jinyuan Ma, Hongjie Wu, Yang Li, Zehua Liu, Guihua Liu, Yuxin Guo, Zhenqing Hou, Qingliang Zhao, Dengyue Chen, Xuan Zhu
PURPOSE: This work was intended to develop novel doxorubicin (DOX)/zinc (II) phthalocyanine (ZnPc) co-loaded mesoporous silica (MSNs)@ calcium phosphate (CaP)@PEGylated liposome nanoparticles (NPs) that could efficiently achieve collaborative anticancer therapy by the combination of photodynamic therapy (PDT) and chemotherapy. The interlayer of CaP could be utilized to achieve pH-triggered controllable drug release, promote the cellular uptake, and induce cell apoptosis to further enhance the anticancer effects...
February 8, 2018: Pharmaceutical Research
M G Simões, A Hugo, P Alves, P F Pérez, A Gómez-Zavaglia, P N Simões
Liposomes are exceptional carriers for therapeutic drug delivery. However, they generally suffer from poor cell penetration, low half-life in bloodstream and loss of functionality during storage. To overcome these problems some strategies can be applied, such as functionalization with polymers and the use of protective molecules during dehydration processes. This work reports a complete study about the stability, including freeze-drying in the presence of trehalose, storage and internalization into HEp-2 cells, of stable formulations of pH sensitive polymer-liposome complexes (PLC) composed of soybean lecithin and crosslinked/non-crosslinked poly(acrylic acid) with a cholesterol end-group (CHO-PAA)...
January 23, 2018: Colloids and Surfaces. B, Biointerfaces
Yi-Ping Fang, Pei-Yu Hu, Yaw-Bin Huang
Introduction: Mitomycin C is an anticancer antibiotic agent that has the potential for broad-spectrum use against several cancers, including mammary cancers. Because its half-life is 17 min after a 30 mg intravenous bolus administration, the suitability of mitomycin C for wide use in the clinical setting is limited. Based on tumor pathophysiology, pH-sensitive liposomes could provide better tumor-targeted effects. The aim of this study was to investigate the possibility of diminishing the side effect of mitomycin C by using pH-sensitive liposomes...
2018: Drug Design, Development and Therapy
Daniel Calle, Paloma Ballesteros, Sebastián Cerdán
Clinical imaging modalities have reached a prominent role in medical diagnosis and patient management in the last decades. Different image methodologies as Positron Emission Tomography, Single Photon Emission Tomography, X-Rays, or Magnetic Resonance Imaging are in continuous evolution to satisfy the increasing demands of current medical diagnosis. Progress in these methodologies has been favored by the parallel development of increasingly more powerful contrast agents. These are molecules that enhance the intrinsic contrast of the images in the tissues where they accumulate, revealing noninvasively the presence of characteristic molecular targets or differential physiopathological microenvironments...
2018: Methods in Molecular Biology
Seiji Okazaki, Tadashi Iwasaki, Eiji Yuba, Shinobu Watarai
pH-Sensitive fusogenic polymer-modified (pH-sensitive) liposomes co-loaded with tumor model antigen, ovalbumin (OVA), and adjuvant, α-galactosylceramide (α-GalCer) were fabricated and administered subcutaneously into mice. The ability of pH-sensitive liposomes containing OVA and α-GalCer to stimulate cellular and humoral immune responses in vivo was compared with OVA-encapsulating pH-sensitive liposomes as well as with OVA alone. After immunization, significant OVA-specific antibodies were detected in the serum...
February 9, 2018: Journal of Veterinary Medical Science
Mahantesh Jadhav, Rahul S Kalhapure, Sanjeev Rambharose, Chunderika Mocktar, Sanil Singh, Tetsuya Kodama, Thirumala Govender
The acidic environment at bacterial infection sites is a potential external stimulus for targeted antibiotic delivery. This paper reports new biocompatible pH-sensitive lipids (PSLs) with three hydrocarbon tails, and a head group with a secondary amine and carboxylate function for site-specific nano delivery of vancomycin (VCM). PSLs formed stable liposomes with mean vesicle diameters and polydispersity indices between 99.38 ± 6.59 nm to 105.60 ± 5.38 nm and 0.161 ± 0.003 to 0.219 ± 0...
January 2, 2018: Chemistry and Physics of Lipids
Jiongxi Lei, Shuangchen Cong, Maoyuan Song, Wenxi Zhang, Guanghua Peng, Xinru Li, Yan Liu
CONTEXT: Long-circulation (PEGLip), pH-sensitive (PEOzLip), and active targeted liposomes (PEG-TATLip)-loading doxorubicin (DOX) and harmine (HM) were prepared. Their physicochemical properties and antitumor effect were investigated. OBJECTIVES: The aims of the present study were to evaluate synergistic antitumor efficacy. MATERIALS AND METHODS: Liposomes were prepared by using thin-film dispersion, active drug-loading and target post-insertion method...
April 2018: Drug Development and Industrial Pharmacy
Parvin Zamani, Amir Abbas Momtazi-Borojeni, Maryam Ebrahimi Nik, Reza Kazemi Oskuee, Amirhossein Sahebkar
Cancer immunotherapy is one of the commonly used methods in the treatment of cancer. The aim of this approach is to strengthen or restore immune function for effective diagnosis of aberrant cells antigens. For this reason, cancer specific peptides or proteins are used as antigens to induce an immune response capable of removing cancer cells. Liposomal formulations are an important carrier system frequently used for delivery of antigen because the specific properties of this component such as lipid composition, charge, size, encapsulation of antigens, or adjuvants can be changed...
December 7, 2017: Journal of Cellular Physiology
Maiko Miyazaki, Eiji Yuba, Hiroshi Hayashi, Atsushi Harada, Kenji Kono
For the enhancement of therapeutic effects and reduction of side effects derived from anticancer drugs in cancer chemotherapy, it is imperative to develop drug delivery systems with cancer-specificity and controlled release function inside cancer cells. pH-sensitive liposomes are useful as an intracellular drug delivery system because of their abilities to transfer their contents into the cell interior through fusion or destabilization of endosome, which has weakly acidic environment. We earlier reported liposomes modified with various types of pH-sensitive polymers based on synthetic polymers and biopolymers as vehicles for intracellular drug delivery systems...
January 17, 2018: Bioconjugate Chemistry
Yuan Ding, Wei Cui, Dan Sun, Gui-Ling Wang, Yu Hei, Shuai Meng, Jian-Hua Chen, Ying Xie, Zhi-Qiang Wang
In vivo evaluation of drug delivery vectors is essential for clinical translation. In BALB/c nude mice bearing human breast cancer tumors, we investigated the biocompatibility, pharmacokinetics, and pharmacodynamics of doxorubicin (DOX)-loaded novel cell-penetrating peptide (CPP)-modified pH-sensitive liposomes (CPPL) (referred to as CPPL(DOX)) with an optimal CPP density of 4%. In CPPL, a polyethylene glycol (PEG) derivative formed by conjugating PEG with stearate via acid-degradable hydrazone bond (PEG2000-Hz-stearate) was inserted into the surface of liposomes, and CPP was directly attached to liposome surfaces via coupling with stearate to simultaneously achieve long circulation time in blood and improve the selectivity and efficacy of CPP for tumor targeting...
2017: Drug Design, Development and Therapy
Yu Zheng, Xin Liu, Nataliya M Samoshina, Vyacheslav V Samoshin, Andreas H Franz, Xin Guo
Recently developed lipids with the trans-2-aminocyclohexanol (TACH) moiety represent unique pH-sensitive conformational switches ("flipids") that can trigger the membrane of liposome-based drug delivery systems at lowered pH as seen in many pathological scenarios. A library of flipids with various TACH-based headgroups and hydrocarbon tails were designed, prepared, and characterized to systematically elucidate the relationship between their chemical structures and their ability to form and to trigger liposomes...
October 27, 2017: Chemistry and Physics of Lipids
Huachao Chen, Yurong Wang, Yongrong Yao, Shenglin Qiao, Hao Wang, Ninghua Tan
A programmed drug delivery system that can achieve sequential release of multiple therapeutics under different stimulus holds great promise to enhance the treatment efficacy and overcome multi-drug resistance (MDR) in tumor. Herein, multi-organelle-targeted and pH/ cytochrome c (Cyt c) dual-responsive nanoparticles were designed for combination therapy on resistant tumor. In this system (designated DGLipo NPs), doxorubicin (Dox) was intercalated into the DNA duplex containing a Cyt c aptamer, which subsequently loaded in the dendrigraftpoly-L-lysines (DGL) cores of DGLipo NPs, while cyclopeptide RA-V was doped into the pH-sensitive liposomal shells...
2017: Theranostics
Mohadeseh Hashemi, Meisam Omidi, Bharadwaj Muralidharan, Lobat Tayebi, Matthew J Herpin, Mohammad Ali Mohagheghi, Javad Mohammadi, Hugh D C Smyth, Thomas E Milner
Stimuli responsive polyelectrolyte nanoparticles have been developed for chemo-photothermal destruction of breast cancer cells. This novel system, called layer by layer Lipo-graph (LBL Lipo-graph), is composed of alternate layers of graphene oxide (GO) and graphene oxide conjugated poly (l-lysine) (GO-PLL) deposited on cationic liposomes encapsulating doxorubicin. Various concentrations of GO and GO-PLL were examined and the optimal LBL Lipo-graph was found to have a particle size of 267.9 ± 13 nm, zeta potential of +43...
January 2018: Acta Biomaterialia
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