Abstract
This contribution discusses methods for transferring exogenous materials and drugs, particularly, into biological tissues. The focus is on matrices such as micelles, vesicles, and oil-based dispersions as well as carbon nanotubes. An ensemble of physical forces takes a fundamental role in drug dispersion and includes van der Waals (vdW), steric (ST), double layer, (DL), osmotic (OS), etc. Combination of these forces is responsible for drug uptake in matrices and for their release in tissues. Uptake of exogenous either macro- or small molecules into cargo particles and their transfer to recipient cells is the result of complex processes, concomitant to drug partition among supramolecular aggregates and the bulk. Similar conclusions apply to drug release, mostly as to the kinetic features are concerned; therefore, adsorption of nutraceuticals and release within target organs are particularly relevant. These complex features can be accounted for on thermodynamic grounds and expressed as the combination of different forces. In what follows some details on the energies to be considered are outlined. These include terms controlling the fate of transfectants. We will consider first the forces responsible for the formation of such supramolecular entities on physicochemical grounds and the drug uptake; finally, we will review the actual possibility of transfecting cargo-mediated aggregates of nanoparticle/drug complexes to cells or tissues of interest and their bioactivity upon release within the cell matrix.
Keywords
Gianfranco Risuleo is on retirement.
Obituary: The chapters authored by C. La Mesa and G. Risuleo are dedicated to the memory of Adalberto Bonincontro, an outstanding collaborator but, mainly, a lifelong friend. Most of the work reviewed here would have not been possible without his continuous, active participation, and support. Many works co-authored by the three of us are to be found among the references.
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“Genius is one percent inspiration, ninety-nine percent perspiration.” Oral statement reported by Harper’s Monthly, September 1932.
References
Aiello C, Andreozzi P, La Mesa C et al (2010) Biological activity of SDS-CTAB cat-anionic vesicles in cultured cells and assessment of their cytotoxicity ending in apoptosis. Colloids Surf B Biointerfaces 78:149–154
Ajayan PM, Ebbesen TW, Ichihashi T et al (1993) Opening carbon nanotubes with oxygen and implications for filling. Nature 362:522–525
Alargova RG, Danov KD, Petkov JT et al (1997) Sphere-to-rod transition in the shape of anionic surfactant micelles determined by surface tension measurements. Langmuir 13:5544–5551
Amenta V, Aschberger K (2015) Carbon nanotubes: potential medical applications and safety concerns. Interdiscip Rev Nanomed Nanobiotechnol 7:371–386
Andersson JT, Schräder W (1999) A method for measuring 1-octanol/water partition coefficients. Anal Chem 71:3610–3614
Arroyo M, Belytschko T (2004) Finite crystal elasticity of carbon nanotubes based on the exponential Cauchy-Born rule. Phys Rev B 69:115415–115420
Bandyopadhyaya R, Nativ-Roth E, Regev O (2002) Stabilization of individual carbon nanotubes in aqueous solutions. Nano Lett 2:25–28
Barbetta A, Pucci C, Tardani F et al (2011) Size and charge modulation of surfactant-based vesicles. J Phys Chem B 115:12751–12758
Barkat A, Barkat AK, Naveed A et al (2011) Basics of pharmaceutical emulsions: a review. Afr J Pharm Pharmacol 525:2715–2725
Bianco A (2013) Graphene: safe or toxic? The two faces of the medal. Angew Chem Int Ed Engl 52:4986–4997
Bianco A, Kostarelos K, Prato M (2005) Applications of carbon nanotubes in drug delivery. Curr Opin Chem Biol 9:674–679
Bianco A, Cheng H-M, Enoki T et al (2013) All in the graphene family—A recommended nomenclature for two-dimensional carbon materials. Carbon 65:1–6
Bolhassani A, Rafati S (2011) Non-viral delivery systems in gene therapy and vaccine developments. In: Xu-bo Y (ed) Non-viral gene therapy. Intech, Rijeka, Croatia, pp 27–50
Bombelli C, Bordi F, Ferro S, Giansanti L et al (2008) New cationic liposomes as vehicles of m-tetrahydroxyphenylchlorin in photodynamic therapy of infectious diseases. Mol Pharm 5:672–679
Bomboi F, Tardani F, Gazzoli D et al (2013) Lysozyme binds onto functionalized carbon nanotubes. Colloids Surf B Biointerfaces 108:16–22
Bonincontro A, Risuleo G (2015) Electrorotation: a spectroscopic imaging approach to study the alterations of the cytoplasmic membrane. Adv J Mol Imaging 5:1–15
Bonincontro A, La Mesa C, Proietti C, Risuleo G (2007) A biophysical investigation on the binding and controlled DNA release in a cetyltrimethylammonium bromide-sodium octyl sulfate cat-anionic vesicle system. Biomacromolecules 8:1824–1829
Bonincontro A, Falivene M, La Mesa C, Risuleo G (2008) Dynamics of DNA adsorption on and release from SDS-DDAB cat-anionic vesicles: a multitechnique study. Langmuir 24:1973–1978
Cammasab S, Suzuki K, Sone C et al (1997) Thermo-responsive polymer nanoparticles with a core-shell micelle structure as site-specific drug carriers. J Control Release 48:157–164
Coey AT, Sahu ID, Gunasekera TS et al (2011) Reconstitution of KCNE1 into lipid bilayers: comparing the structural, dynamic, and activity differences in micelle and vesicle environments. Biochemistry 50:10851–10859
Colomer A, Pinazo A, García MT et al (2012) pH-sensitive surfactants from lysine: assessment of their cytotoxicity and environmental behavior. Langmuir 28:5900–5912
Cosimati R, Milardi GL, Bombelli C, Bonincontro A et al (2013) Interactions of DMPC and DMPC/gemini liposomes with the cell membrane investigated by electrorotation. Biochim Biophys Acta 1828:352–356
De Gennes PG (1981) Polymer solutions near an interface. Adsorption and depletion layers. Macromolecules 14:1637–1642
Degouy A, Gomez-Berrada MP, Ferret PJ (2014) Baby care product development: artificial urine in vitro assay is useful for cosmetic product assessment. Toxicol In Vitro 28:3–7
Deshantri AK, Varela Moreira A, Ecker V et al (2018) Nanomedicines for the treatment of hematological malignancies. J Control Release 287:194–215
Fadel TR, Fahmy TM (2014) Immunotherapy applications of carbon nanotubes: from design to safe applications. Trends Biotechnol 32:198–209
Florence AT, Attwood D (1988) Physicochemical principles of pharmacy, II edn. MacMillan, London
Freire JM, Gaspar D, Veiga AS et al (2015) Shifting gear in antimicrobial and anticancer peptides biophysical studies: from vesicles to cells. J Pept Sci 21:178–185
Gollavelli G, Ling YC (2012) Multi-functional graphene as an in vitro and in vivo imaging probe. Biomaterials 33:2532–2545
Grumezescu AM (2018) Vesicle-based drug carriers: liposomes, polymersomes, and niosomes. In: Dan N (ed) Design and development of new nanocarriers. Elsevier, Oxford,. Chapt. 1, pp 1–55
Guo X, Dong S, Petersen EJ et al (2013) Biological uptake and depuration of radio-labeled graphene by Daphnia magna. Environ Sci Technol 47:12524–12531
Hamblin MR, Hasan T (2004) Photodynamic therapy: a new antimicrobial approach to infectious disease? Photochem Photobiol Sci 3:436–450
Han L, Xu J, Xu Q et al (2017) Extracellular vesicles in the tumor microenvironment: therapeutic resistance, clinical biomarkers, and targeting strategies. Med Res Rev 37(6):1318–1349
Hayashi S, Ikeda SJ (1980) Micelle size and shape of sodium dodecyl sulfate in concentrated sodium chloride solutions. J Phys Chem 84:744–751
Heidarli E, Dadashzadeh S, Haeri A (2017) State of the art of stimuli-responsive liposomes for cancer therapy. Iran J Pharm Res. 16:1273–1304
Heister E, Brunner EW et al (2013) Are carbon nanotubes a natural solution? Applications in biology and medicine. ACS Appl Mater Interfaces 5:1870–1891
Holt BD, Short PA, Rape AD et al (2010) Carbon nanotubes reorganize actin structures in cells and ex vivo. ACS Nano 4:4872–4878
Hone J, Whitney M, Piskoti C et al (1999) Thermal conductivity of single-walled carbon nanotubes. Phys Rev B 59:R2514–R2516
Hu X, Zhou Q (2013) Health and ecosystem risks of graphene. Chem Rev 113:3815–3835
Huang YY, Terentjev EM (2012) Dispersion of carbon nanotubes: mixing, sonication, stabilization, and composite properties. Polymers 4:275–295
Islam MF, Rojas E, Bergey DM et al (2003) High weight fraction surfactant solubilization of single-wall carbon nanotubes in water. Nano Lett 3:269–273
Israelachvili J, Mitchell DJ, Ninham BWJ (1976) Theory of self-assembly of hydrocarbon amphiphiles into micelles and bilayers. J Chem Soc Faraday Trans 72:1525–1568
Israelachvili JN, Mitchell DJ, Ninham BW (1977) Theory of self-assembly of lipid bilayers and vesicles. Biochim Biophys Acta 470:185–201
Joseph A, Itskovitz-Copper N, Samira S et al (2006) A new intranasal influenza vaccine based on a novel polycationic lipid—ceramide carbamoyl-spermine (CCS): I. Immunogenicity and efficacy studies in mice. Vaccine 24:3990–4006
Jung HT, Coldren B, Zasadzinski JA et al (2001) The origins of stability of spontaneous vesicles. Proc Natl Acad Sci USA 98:1353–1357
Karthik VV (2016) Excipients used in the formulation of tablets. Res Rev J Chem 5:143–154
Krishna VD, Wu K, Su D et al (2018) Nanotechnology: of concepts and potential application of sensing platforms in food safety. Food Microbiol 75:47–54
Kuo JH, Jan MS, Chang CH et al (2005) Cytotoxicity characterization of catanionic vesicles in RAW 264.7 murine macrophage-like cells. Colloids Surf B Biointerfaces 41:189–196
La Mesa C (2005) Polymer-surfactant and protein-surfactant interactions. J Colloid Interface Sci 286:148–157
Leo A, Hansch C, Elkins D (1971) Partition coefficients and their uses. Chem Rev 71:525–616
Letizia C, Andreozzi P, Scipioni A et al (2007) Protein binding onto surfactant-based synthetic vesicles. J Phys Chem B 111:898–908
Liang F, Chen B (2010) A review on biomedical applications of single-walled carbon nanotubes. Curr Med Chem 17:10–24
Liu P (2005) Modifications of carbon nanotubes with polymers. Eur Polym J 41:2693–2703
Lo CT, Jahn A, Locascio LE et al (2010) Controlled self-assembly of monodisperse niosomes by microfluidic hydrodynamic focusing. Langmuir 26:8559–8566
Loftsson T, Jarho P, Másson M et al (2005) Cyclodextrins in drug delivery. Expert Opin Drug Deliv 2:335–351
Lonez C, Vandenbranden M, Ruysschaert J-M (2008) Cationic liposomal lipids: from gene carriers to cell signaling. Progr Lipid Res 47:340–347
Louzao I, van der Hest JCM (2013) Permeability effects on the efficiency of antioxidant nanoreactors. Biomacromolecules 14:2364–2372
Lozano N, Pinazo A, La Mesa C et al (2009) Catanionic vesicles formed with arginine-based surfactants and 1,2-dipalmitoyl-sn-glycero-3-phosphate monosodium salt. Phys Chem B 113:6321–6327
Lozano N, Perez L, Pons R, Pinazo A (2011) Diacyl glycerol arginine-based surfactants: biological and physicochemical properties of catanionic formulations. Amino Acids 40:721–729
Ménard-Moyon C, Kostarelos K, Prato M et al (2010) Functionalized carbon nanotubes for probing and modulating molecular functions. Chem Biol 17:107–115
Mezei A, Pérez L, Pinazo A et al (2012) Self-assembly of pH-sensitive cationic lysine based surfactants. Langmuir 28:16761–16771
Mohajeri M, Behnam B, Sahebkar A (2018) Biomedical applications of carbon nanomaterials: drug and gene delivery potentials. J Cell Physiol. https://doi.org/10.1002/jcp.26899
Monk CB (1961) Electrolytic dissociation. Academic, New York
Moriguchi I, Shuichi Hirono S, Qian Liu Q et al (1992) Simple method of calculating octanol/water partition coefficient. Chem Pharm Bull 40:127–130
Moroi Y, Matuura RJ (1988) Thermodynamics of solubilization into surfactant micelles: effect of hydrophobicity of both solubilizate and surfactant molecules. J Colloid Interface Sci 125:456–462
Morris J, Olsson U, Wennerström H (1997) Homogeneous nucleation in a mono-disperse oil-in-water emulsion. Langmuir 13:606–608
Mouchet F, Landois P, Datsyuk V et al (2011) International amphibian micronucleus standardized procedure (ISO 21427-1) for in vivo evaluation of double-walled carbon nanotubes toxicity and genotoxicity in water. Environ Toxicol 26:136–145
Muzi L, Ménard-Moyon C, Russier J et al (2015a) Diameter-dependent release of a cisplatin pro-drug from small and large functionalized carbon nanotubes. Nanoscale 7:5383–5394
Muzi L, Ménard-Moyon C, Russier J et al (2015b) A comparative study on the anticancer efficacy of two types of functionalized multi-walled carbon nanotubes filled with a cisplatin prodrug. Nanoscale 7:5383–5394
Muzi L, Tardani F, La Mesa C et al (2016a) Interactions and effects of BSA-functionalized single-walled carbon nanotubes on different cell lines. Nanotechnology 15:155704
Muzi L, Mouchet F, Cadarsi S et al (2016b) Examining the impact of multi-layer graphene using cellular and amphibian models. 2D Mater 3:1–10
Muzzalupo R, Gente G, La Mesa C et al (2006) Micelles in mixtures of sodium dodecyl sulfate and a bolaform surfactant. Langmuir 22:6001–6009
Muzzalupo R, Nicoletta FP, Trombino S et al (2007) A new crown ether as vesicular carrier for 5-fluorouracil: synthesis, characterization and drug delivery evaluation. Colloids Surf B Biointerfaces 58:197–202
Muzzalupo R, Pérez L, Pinazo A et al (2017) Pharmaceutical versatility of cationic noises derived from amino acid-based surfactants: skin penetration behavior and controlled drug release. Int J Pharm 29:245–252
Nagarajan R (2002) Molecular packing parameter and surfactant self-assembly: the neglected role of the surfactant tail. Langmuir 18:31–38
Nakamura F, Isobe H (2003) Functionalized fullerenes in water. The First 10 Years of their chemistry, biology, and nanoscience. Acc Chem Res 36:807–815
Novoselov KS, Fal’ko VI, Colombo L et al (2012) A roadmap for graphene. Nature 490:192–200
Olusanya TOB, Haj Ahmad RR, Ibegbu DM et al (2018) Liposomal drug delivery systems and anticancer drugs. Molecules 23:907–911
Patri AK, Kukowska-Latallo JF, Baker JR Jr (2005) Targeted drug delivery with dendrimers: comparison of the release kinetics of covalently conjugated drug and non-covalent drug inclusion complex. Adv Drug Deliv Rev 57:2203–2214
Piccioni F, Borioni A, Delfini M, Del Giudice MR et al (2007) Metabolic alterations in cultured mouse fibroblasts induced by an inhibitor of the tyrosine kinase receptors fibroblast growth factor receptor 1. Anal Biochem 367(1):111–121
Pinazo A, Lozano N, Perez L et al (2011) Arginine diacyl-glycerolipid conjugates as multifunctional biocompatible surfactants. Compt Rend Chim 14:726–735
Popov AM, Lozovik YE, Fiorito S et al (2007) Biocompatibility and applications of carbon nanotubes in medical nanorobots. Int J Nanomed 2:361–372
Porter WL (1993) Paradoxical behavior of antioxidants in food and biological systems. Toxicol Ind Health 9:93–122
Prato M, Kostarelos K, Bianco A (2008) Functionalized carbon nanotubes in drug design and discovery. Acc Chem Res 41:60–68
Pretti C, Oliva M, Di Pietro R et al (2014) Ecotoxicity of pristine graphene to marine organisms. Ecotoxicol Environ Saf 101:138–145
Pucci C, Barbetta A, Sciscione F et al (2014a) Ion distribution around synthetic vesicles of the cat-anionic Type. J Phys Chem B 118:557–566
Pucci C, Pérez L, La Mesa C et al (2014b) Characterization and stability of catanionic vesicles formed by pseudo-tetraalkyl surfactant mixtures. Soft Matter 10:9657–9667
Pucci C, Scipioni A, La Mesa C (2014c) Albumin binding onto synthetic vesicles. Soft Matter 10:9669–9675
Qiu Y, Park K (2012) Environment-sensitive hydrogels for drug delivery. Adv Drug Deliv Rev 64:49–60
Risuleo G, La Mesa C (2016) Dispersibility of carbon nanotubes in biopolymer-based fluids and their potential biotechnological applications. Trends Nanotechnol Mater Sci 1:1–7
Russo L, Berardi V, Tardani F, Risuleo G (2013) Delivery of RNA and its intracellular translation into protein mediated by SDS-CTAB vesicles: potential use in nanobiotechnology. Biomed Res Int 734596:1–6
Safran SA, Pincus P, Andelman D (1990) Theory of spontaneous vesicle formation in surfactant mixtures. Science 248:354–356
Sallustio S, Galantini L, Gente G et al (2004) Hydrophobically modified pullulans: characterization and physicochemical properties. J Phys Chem B 108:18876–18883
Shtansky DV, Firestein KL, Golberg DV (2018) Fabrication and application of BN nanoparticles, nanosheets and their nanohybrids. Nanoscale 10:17477–17493
Simberg D, Weisman S, Talmon Y et al (2004) DOTAP (and other cationic lipids): chemistry, biophysics, and transfection. Crit Rev Ther Drug Carrier Syst 21:257–319
Spitalsky Z, Tasis D, Papagelis K et al (2010) Carbon nanotube–polymer composites: chemistry, processing, mechanical and electrical properties. Prog Polym Sci 35:357–401
Stefanutti E, Papacci F, Sennato S et al (2014) Cationic liposomes formulated with DMPC and a gemini surfactant traverse the cell membrane without causing a significant bio-damage. Biochim Biophys Acta 1838:2646–2655
Tanford C (1980) The hydrophobic effect; formation of micelles, vesicles and biological membranes. Wiley-Interscience, New York
Tardani F, Sennato S (2014) Phase behavior of DNA-stabilized carbon nanotubes dispersions: association with oppositely-charged additives. J Phys Chem 118:9268–9274
Tardani F, La Mesa C, Poulin P et al (2012) Phase behavior of DNA-based dispersions containing carbon nanotubes: effects of added polymers and ionic strength on excluded volume. J Phys Chem C 2012(116):9888–9894
Tardani F, Strobbia P, Scipioni A (2013) Encapsulating carbon nanotubes in aqueous ds-DNA anisotropic phases: shear orientation and rheological properties. RSC Adv 3:25917–25923
Tavano L, Mazzotta E, Muzzalupo R (2017) Nanovesicular formulations for cancer gene therapy. Curr Pharm Des 23:5327–5335
Tsang SC, Harris PJF, Green MLH (1993) Thinning and opening of carbon nanotubes by oxidation using carbon dioxide. Nature 362:520–522
Vaisman L, Wagner HD, Marom G (2006) The role of surfactants in dispersion of carbon nanotubes. Adv Colloid Interface Sci 128–130:37–46
Venkatesan J, Pallela R, Kim SK (2014) Applications of carbon nanomaterials in bone tissue engineering. J Biomed Nanotechnol 10:3105–3123
Vintiloiu A, Leroux J-CJ (2008) Organogels and their use in drug delivery—a review. J Control Release 125:179–192
Vlachy N, Touraud D, Heilmann J et al (2009) Determining the cytotoxicity of catanionic surfactant mixtures on HeLa cells. Colloids Surf B Biointerfaces 70:278–280
Wang H (2009) Dispersing carbon nanotubes using surfactants. Curr Opin Colloid Interface Sci 14:364–371
Weinstein JN, Leserman LD (1984) Liposomes as drug carriers in cancer chemotherapy. Pharmacol Ther 24:207–233
Wright PK (2008) Targeting vesicle trafficking: an important approach to cancer chemotherapy. Recent Pat Anticancer Drug Discov 3(2):137–147
Zanni E, De Bellis G, Bracciale MP et al (2012) Graphite nanoplatelets and Caenorhabditis elegans: insights from an in vivo model. Nano Lett 12:2740–2744
Zhao J, Wang Z, White JC, Xing B (2014) Graphene in the aquatic environment: adsorption, dispersion, toxicity and transformation. Environ Sci Technol 48:9995–10009
Zoeller N, Blankschtein D (1998) Experimental determination of micelle shape and size in aqueous solutions of dodecyl ethoxy sulfates. Langmuir 14:7155–7165
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Risuleo, G., La Mesa, C. (2019). Nanoparticles and Molecular Delivery System for Nutraceuticals Bioavailability. In: Gupta, R., Srivastava, A., Lall, R. (eds) Nutraceuticals in Veterinary Medicine. Springer, Cham. https://doi.org/10.1007/978-3-030-04624-8_53
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