DOCSLIB.ORG

Artificial and Natural Photosensitizers in Photodynamic Therapy: Expanded Porphycene Conjugates and Hypericin

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
Artificial and Natural Photosensitizers in Photodynamic Therapy: Expanded Porphycene Conjugates and Hypericin Artificial and natural photosensitizers in Photodynamic Therapy: Expanded porphycene conjugates and hypericin Cormac Elías Hally Garcia http://hdl.handle.net/10803/669899 Rgtre. Fund. Generalitat de Catalunya núm. 472 (28-02-90) ADVERTIMENT. L'accés als continguts d'aquesta tesi doctoral i la seva utilització ha de respectar els drets de la persona autora. Pot ser utilitzada per a consulta o estudi personal, així com en activitats o materials d'investigació i docència en els termes establerts a l'art. 32 del Text Refós de la Llei de Propietat Intelꞏlectual (RDL 1/1996). Per altres utilitzacions es requereix l'autorització prèvia i expressa de la persona autora. En qualsevol cas, en la utilització dels seus continguts caldrà indicar de forma clara el nom i cognoms de la persona autora i el títol de la tesi doctoral. No s'autoritza la seva reproducció o altres formes d'explotació efectuades amb finalitats de lucre ni la seva comunicació pública des d'un lloc aliè al servei TDX. Tampoc s'autoritza la presentació del seu contingut en una finestra o marc aliè a TDX (framing). Aquesta reserva de drets afecta tant als continguts de la tesi com als seus resums i índexs. ADVERTENCIA. El acceso a los contenidos de esta tesis doctoral y su utilización debe respetar los derechos de la persona autora. Puede ser utilizada para consulta o estudio personal, así como en actividades o materiales de investigación y docencia en los términos establecidos en el art. 32 del Texto Refundido de la Ley de Propiedad Intelectual (RDL 1/1996). Para otros usos se requiere la autorización previa y expresa de la persona autora. En cualquier caso, en la utilización de sus contenidos se deberá indicar de forma clara el nombre y apellidos de la persona autora y el título de la tesis doctoral. No se autoriza su reproducción u otras C.I.F. G: 59069740 Universitat Ramon Llull Fundació formas de explotación efectuadas con fines lucrativos ni su comunicación pública desde un sitio ajeno al servicio TDR. Tampoco se autoriza la presentación de su contenido en una ventana o marco ajeno a TDR (framing). Esta reserva de derechos afecta tanto al contenido de la tesis como a sus resúmenes e índices. WARNING . The access to the contents of this doctoral thesis and its use must respect the rights of the author. It can be used for reference or private study, as well as research and learning activities or materials in the terms established by the 32nd article of the Spanish Consolidated Copyright Act (RDL 1/1996). Express and previous authorization of the author is required for any other uses. In any case, when using its content, full name of the author and title of the thesis must be clearly indicated. Reproduction or other forms of for profit use or public communication from outside TDX service is not allowed. Presentation of its content in a window or frame external to TDX (framing) is not authorized either. These rights affect both the content of the thesis and its abstracts and indexes. C. Claravall, 1-3 | 08022 Barcelona | Tel. 93 602 22 00 | Fax 93 602 22 49 | [email protected] | www.url.edu 90) - 02 - DOCTORAL THESIS Generalitat de Catalunya núm. 472 (28 472 núm. Catalunya de Generalitat Title Artificial and natural photosensitizers in Photodynamic Therapy: Expanded porphycene conjugates and hypericin Rgtre. Fund. Rgtre. Fundació Fundació l ul Presented by Cormac Elías Hally Garcia Centre IQS School of Engineering Universitat Ramon Ll Ramon Universitat Department Analytical and Applied Chemistry G: 59069740 59069740 G: . C.I.F Directed by Prof. Dr. Santi Nonell Marrugat Prof. Dr. Cristiano Viappiani C. Claravall, 1-3 | 08022 Barcelona | Tel. 93 602 22 00 | Fax 93 602 22 49 | [email protected] | www.url.edu UNIVERSITA’ DEGLI STUDI DI PARMA DOTTORATO DI RICERCA IN FISICA CICLO XXXIII in CO-TUTELA con UNIVERSITAT RAMON LLULL ARTIFICIAL AND NATURAL PHOTOSENSITIZERS IN PHOTODYNAMIC THERAPY: EXPANDED PORPHYCENE CONJUGATES AND HYPERICIN Coordinatore: Chiar.mo Prof. Stefano Carretta Tutore: Chiar.mo Prof. Cristiano Viappiani Chiar.mo Prof. Santi Nonell Marrugat Dottorando: Cormac Elías Hally Garcia Anni 2017/2020 A la meva família, Al Pol, Agraïments Primerament voldria agrair al Dr. Santi Nonell, a Barcelona, i al Dr. Cristiano Viappiani, a Parma, per acompanyar-me en el llarg camí que és una tesi doctoral. Segurament en una tesi doctoral un sap com hi entra, però poques vegades sap com en sortirà. Al final és la ciència que va marcant el pas i el camí a seguir. Gràcies per totes les explicacions en el laboratori, les discussions sobre ciència, els viatges i congressos i en definitiva, el dia a dia d’un doctorat en co-tutela. Vull donar un sentit agraïment a la Dra. Montserrat Agut pel suport microbiològic de la tesi, però sobretot totes les estones compartides i de suport durant aquests anys. Als FotoQs actuals, Mireia, Elena, Jaume pels riures i drames al laboratori i escapades fora de IQS. Als FotoQs “vells”, que em van introduir a la Fotoquímica, Oriol, Bea, Joaquim, Roger i Íngrid ja tots doctors. Als FotoQs itinerants, Miguel Ángel i Matias. Als companys de sala, Eli, Raul i Ángel. I finalment al incombustible Òscar del lab de microbiologia. A tutti i amici di Parma, specialmente a Stefania. Anche a Chiara, Eleonora, Ludovica, Lucrezia, Andrea, Anjali, Víctor e Michele. A la família pel suport durant tots els anys al Químic I al Pol, que tot i estar a distància, ha estat allà sempre de forma incondicional. Senza tutti voi questa tesi non sarebbe stata possibile! Finalment vull agrair als Fons Socials Europeus i a la Secretaria d’Universitats i Recerca del Departament d’Empresa i Coneixement de la Generalitat de Catalunya per els ajuts de contractació que m’han permès realitzar aquesta tesi (2017 FI_B00617, 2018 FI_B1 00174 i 2019 FI_B2 00167), així com també al finançament del Ministerio de Asuntos Económicos y Transformación Digital (MINECO; CTQ2016-78454-C2-1-R) i a IQS School of Engineering. Abstract This thesis reports the study of antimicrobial and antineoplastic applications of novel 2-aminothiazolo porphycene conjugates and Hypericin in Photodynamic therapy (PDT), while aiming to understand their mechanism of action. The conjugation of 9-isothiocyanate-2,7,12,17-methoxyethylporphycene to two hydrophilic entities, gentamicin as an antibiotic and triphenylphosphonium as a lipophilic cation, rendered amphiphilic compounds with high biological activity against microorganisms and HeLa cells. The conjugates presented dual aromatic systems, highly absorbing in the deep red with high singlet oxygen yields. Their fluorescence, despite being dim, was still exploited in applications such as confocal microscopy and even stimulated emission depletion super-resolution microscopy (STED). The Gentamicin conjugate was able to inactivate S. aureus, E. coli and C. albicans in the submicromolar range, but lacking the intended selectivity since it also inactivates cancer cells. The conjugate endowed with the Triphenylphosphonium cation presented less activity against microorganisms than the previous conjugate, but higher for cancer PDT due to the partial subcellular localization guidance towards mitochondria. Hypericin, on the other hand, is a powerful and well-known naturally occurring photosensitizer which is costly to both purify from a plant extract or chemically synthesized. In this regard, a non-purified lyophilized hydroalcoholic H. perforatum extract was compared with pure hypericin, observing how its photophysical properties are not quenched by other compounds in the extract and that its antimicrobial activity against S. aureus was preserved. Continuing with Hypericin, retinoic acid was incorporated into the previously reported -lactoglobulin-Hypericin complex in order to test its antimicrobial in vitro potential. Despite being a singlet oxygen quencher, this addition did not affect the Hypericin’s performance against S. aureus, proving its potential as a double payload vehicle when treating acne vulgaris: Hypericin to treat infections and the retinoid to calm inflammation. Astratto Questa tesi riguarda lo studio di applicazioni antimicrobiche e antineoplastiche di nuovi coniugati di 2-aminotiazoloporficeno e dell’Ipericina nella terapia fotodinamica (TFD), con l'obiettivo di comprendere il loro meccanismo d'azione. La coniugazione del 9-isotiocianato-2,7,12,17-metossietilporficeno in due entitá idrofiliche, con gentamicina come antibiotico e trifenilfosfonio come catione lipofilo, ha reso composti anfifilici con elevata attività biologica contro i microrganismi e le cellule HeLa. I coniugati presentavano sistemi aromatici doppi, altamente assorbenti nel rosso lontano con una alta resa di ossigeno singoletto. La loro fluorescenza, nonostante fosse debole, è stata tuttavia utilizzata in applicazioni come la Microscopia Confocale e persino nella Microscopia di svuotamento dell'emissione stimolata (STED). Il coniugato di gentamicina è stato in grado di inattivare S. aureus, E. coli e C. albicans nell’intervallo di concentrazioni del submicromolare, ma si è rivelato carente nella selettività voluta poiché inattiva anche le cellule tumorali. Il coniugato fornito del catione trifenilfosfonio presentava minor attività contro i microrganismi rispetto al coniugato precedente, ma un’attivitá maggiore contro il cancro a causa del parziale indirizzamento con localizzazione subcellulare nei i mitocondri. L'ipericina, d'altra parte, è un ben noto fotosensibilizzatore naturale e potente, costoso sia se ottenuto per purificazione da un estratto di piante, sia se sintetizzato chimicamente. A
Load more

Recommended publications
  • Singlet Oxygen Production by Peptide-Coated Quantum Dot-Photosensitizer Conjugates James M
    Published on Web 05/04/2007 Singlet Oxygen Production by Peptide-Coated Quantum Dot-Photosensitizer Conjugates James M. Tsay,†,|,§ Michael Trzoss,† Lixin Shi,⊥ Xiangxu Kong,†,| Matthias Selke,⊥ Michael E. Jung,† and Shimon Weiss*,†,‡,| Contribution from the Department of Chemistry and Biochemistry, Department of Physiology, and California NanoSystems Institute, UniVersity of California at Los Angeles, Los Angeles, California 90095, and Department of Chemistry, California State UniVersity, Los Angeles, Los Angeles, California 90032 Received January 31, 2007; E-mail: [email protected] Abstract: Peptide-coated quantum dot-photosensitizer conjugates were developed using novel covalent conjugation strategies on peptides which overcoat quantum dots (QDs). Rose bengal and chlorin e6, photosensitizers (PSs) that generate singlet oxygen in high yield, were covalently attached to phytochelatin- related peptides. The photosensitizer-peptide conjugates were subsequently used to overcoat green- and red-emitting CdSe/CdS/ZnS nanocrystals. Generation of singlet oxygen could be achieved via indirect excitation through Fo¨rster (fluorescence) resonance energy transfer (FRET) from the nanocrystals to PSs, or by direct excitation of the PSs. In the latter case, by using two color excitations, the conjugate could be simultaneously used for fluorescence imaging and singlet oxygen generation. Singlet oxygen quantum yields as high as 0.31 were achieved using 532-nm excitation wavelengths. 1. Introduction cancer, (3) have efficient energy transfer to O2, (4) be easily cleared from the body, (5) be resistant to aggregation, and (6) Photodynamic therapy (PDT) has emerged as a highly be photostable.1,3 Unfortunately, even the most successful PSs, 1,2 effective treatment for oncological diseases. It relies on the such as Photofrin, have major drawbacks: poor water solubility, effective localization of photosensitizers (PSs) into tumor tissues low selectivity, skin phototoxicity, and instability.
    [Show full text]
  • Photosensitizer-Functionalized Nanocomposites for Light-Activated Cancer Theranostics
    International Journal of Molecular Sciences Review Photosensitizer-Functionalized Nanocomposites for Light-Activated Cancer Theranostics Banendu Sunder Dash 1 , Suprava Das 1 and Jyh-Ping Chen 1,2,3,4,* 1 Department of Chemical and Materials Engineering, Chang Gung University, Kwei-San, Taoyuan 33302, Taiwan; [email protected] (B.S.D.); [email protected] (S.D.) 2 Craniofacial Research Center, Department of Plastic and Reconstructive Surgery, Chang Gung Memorial Hospital, Linkou, Kwei-San, Taoyuan 33305, Taiwan 3 Research Center for Food and Cosmetic Safety, Research Center for Chinese Herbal Medicine, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 33305, Taiwan 4 Department of Materials Engineering, Ming Chi University of Technology, Tai-Shan, New Taipei City 24301, Taiwan * Correspondence: [email protected]; Tel.: +886-3-2118800 Abstract: Photosensitizers (PSs) have received significant attention recently in cancer treatment due to its theranostic capability for imaging and phototherapy. These PSs are highly responsive to light source of a suitable wavelength for image-guided cancer therapy from generated singlet oxygen and/or thermal heat. Various organic dye PSs show tremendous attenuation of tumor cells during cancer treatment. Among them, porphyrin and chlorophyll-based ultraviolet-visible (UV-Vis) dyes are employed for photodynamic therapy (PDT) by reactive oxygen species (ROS) and free radicals generated with 400–700 nm laser lights, which have poor tissue penetration depth. To enhance the efficacy of PDT, other light sources such as red light laser and X-ray have been suggested; nonetheless, it is still a challenging task to improve the light penetration depth for deep tumor treatment.
    [Show full text]
  • Detergent-Induced Self-Assembly and Controllable Photosensitizer Activity of Diester Phenylene Ethynylenes
    Detergent-induced self-assembly and controllable photosensitizer activity of diester phenylene ethynylenes Patrick L. Donabediana,b, Matthew N. Creyerc, Florencia A. Mongeb,d, Kirk S. Schanzee,1, Eva Y. Chib,f, and David G. Whittenb,f,2 aNanoscience and Microsystems Engineering Graduate Program, University of New Mexico, Albuquerque, NM 87131; bCenter for Biomedical Engineering, University of New Mexico, Albuquerque, NM 87131; cDepartment of Chemistry, University of Wisconsin–Madison, Madison, WI 53706; dBiomedical Engineering Graduate Program, University of New Mexico, Albuquerque, NM 87131; eDepartment of Chemistry, University of Florida, Gainesville, FL 32611; and fDepartment of Chemical and Biological Engineering, University of New Mexico, Albuquerque, NM 87131 Edited by Vivian Wing-Wah Yam, The University of Hong Kong, Hong Kong, China, and approved May 25, 2017 (received for review February 14, 2017) Photodynamic therapy, in which malignant tissue is killed by investigations of switchable photosensitizers by various groups targeted light exposure following administration of a photosen- have used a pH-activatable rubyrin derivative (13), a quencher- sitizer, can be a valuable treatment modality but currently relies tethered Si(IV) phthalocyanine (14) and pyropheophorbide (15), on passive transport and local irradiation to avoid off-target and various boron-dipyrromethene (BODIPY) dye-based scaf- oxidation. We present a system of excited-state control for truly folds (16–18). Solvent microenvironment has been used to se- local delivery of singlet oxygen. An anionic phenylene ethynylene lectively photooxidize protein (19) and cellular targets (17), but oligomer is initially quenched by water, producing minimal only using intramolecular FRET quenching or solvent polarity fluorescence and no measurable singlet oxygen generation.
    [Show full text]
  • Organic–Inorganic Hybrid Nanosystems for Photodynamic Therapy
    PhysBioSymp17 The 2nd International Symposium on KnE Energy & Physics Physics, Engineering and Technologies for Biomedicine Volume 2018 Conference Paper Organic–Inorganic Hybrid Nanosystems for Photodynamic Therapy Rakovich Yu.P.1,2 1Materials Physics Center, University of the Basque Country, IKERBASQUE, Donostia-San Sebastián, Spain 2National Research Nuclear University MEPhI (Moscow Engineering Physics Institute), Kashirskoe shosse 31, Moscow, 115409, Russia Abstract The purpose of this study is to investigate the possibility of improving the efficiency of a photosensitizer utilizing colloidal semiconductor quantum dots as light-harvesting nanoantenna and reveal the mechanism of this enhancement. Keywords: quantum dots, photosensitizer, photodynamic therapy, FRET, charge transfer Corresponding Author: Rakovich Yu.P. [email protected] Received: 17 January 2018 1. Introduction Accepted: 25 March 2018 Published: 17 April 2018 Photodynamic (PD) therapy takes advantages of light absorption by light-sensitive Publishing services provided by photosensitizers and the generation of photochemical species such as singlet oxy- Knowledge E 1 gen ( O2) or other reactive oxygen species (ROS) linked to apoptosis or necrosis Rakovich Yu.P.. This article is of cancerous cells.[1] One of the necessary conditions for the efficient generation distributed under the terms of the Creative Commons of ROS is wavelength matching of excitation wavelength to optical absorption of a Attribution License, which photosensitizer.[2] permits unrestricted use and redistribution provided that the Upon last decades, there have been a lot of research activities directed toward original author and source are the development of PD complexes based on different nanomaterials which are able credited. to expand the excitation spectral region beyond the absorption of a photosensitizer Selection and Peer-review and to enhance the efficiency of ROS generation.[3] Among others, semiconductor under the responsibility of the quantum dots (QDs) are highly attractive for PD therapy applications.
    [Show full text]
  • Synthesis of Photocleavable Photosensitizer-Drug
    SYNTHESIS OF PHOTOCLEAVABLE PHOTOSENSITIZER-DRUG COMPLEXES by MICHAEL YANGBO JIANG B. Sc. Xiamen University, 1998 A THESIS SUBMITTED IN PARTIAL FULFILMENT OF THE REQUIREMENTS FOR THE DEGREE OF DOCTOR OF PHILOSOPHY in THE FACULTY OF GRADUATE STUDIES (Chemistry) THE UNIVERSITY OF BRITISH COLUMBIA May 2007 © Michael Yangbo Jiang, 2007 Abstract The objective of this work was to develop a "photodyNamic" site-specific drug delivery methodology, whereby a drug can be released by visible light at the site of irradiation. This goal was fulfilled by connecting the target drug molecule with a photosensitizer through a specially-designed double-bond linkage. Upon visible light illumination, the photosensitizer moiety of the final complex converted ground-state oxygen to the high energized singlet oxygen, which can oxidatively cleave the olefin linkage to release the drug via a tandem [2+2] cyvloaddition-dioxetane decomposition process. Our first synthetic strategy was to combine bioactive carboxylic acids with alkynylporphyrins using a ruthenium-catalyzed addition reaction. However, the preparation of the alkynylporphyrin substrate was unsuccessful. An alternative synthesis was proposed by adding the carboxylic acid to ethoxyacetylene first, but the subsequent Heck coupling of the resulting alkene to porphyrins failed as well. However, an interesting reaction intermediate 11-21-Zn was isolated and characterized by X-ray crystallography. Its formation mechanism and catalytic activity were also studied. Second Generation Linker The first generation complexes were successfully synthesized using the linker molecule 111-15. Esters as drug mimics were first attached to the linker to form an enol ether linkage by Takai alkylidenation and photosensitizers were then attached by esterification.
    [Show full text]
  • Utilization of Naturally Occurring Dyes As Sensitizers in Dye Sensitized Solar Cells
    Utilization of Naturally Occurring Dyes as Sensitizers in Dye Sensitized Solar Cells. Nipun Sawhney 1, Soumitra Satapathi 1,* 1 Department of Physics, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India Abstract Dye sensitized Solar cells (DSSCs) were fabricated with four naturally occurring anthocyanin dyes extracted from naturally found fruits/ juices (viz. Indian Jamun, Plum, Black Currant and Berries) as sensitizers. Extraction of anthocyanin was done using acidified ethanol. The highest power conversion efficiencies (η) of 0.55% and 0.53% were achieved for the DSSCs fabricated using anthocyanin extracts of blackcurrant and mixed berry juice. Widespread availability of these fruits/juices, high concentration of anthocyanins in them and ease of extraction of anthocyanin dyes from these commonly available fruits render them novel and inexpensive candidates for solar cell fabrication. Keywords Dye Sensitized Solar Cells (DSSC); Sensitizer; Natural Dyes; Anthocyanin Extraction * Corresponding Author: [email protected] 1 1. Introduction Dye sensitized solar cells (DSSCs) or Gratzel cells as discovered by Gratzel et.al.in 1991 have attracted considerable research interest due to their low cost, ease of fabrication and environmental friendliness [1,2]. A DSSC is composed of a porous layer of titanium dioxide (TiO2) coated photoanode, a monolayer of dye molecules that absorbs sunlight, an electrolyte for dye regeneration and a cathode. They form a sandwich like structure with the dye molecule or photosensitizer playing a pivotal role through its ability to absorb visible light photons. Therefore, a significant amount of research on DSSC has been focused on designing and optimizing the photosensitizer in order to absorb a wide spectrum of wavelengths and increase the efficiency of the solar energy conversion [3,4].
    [Show full text]
  • Investigation of Green Dye-Sensitized Solar Cells Based on Natural Dyes M
    World Academy of Science, Engineering and Technology International Journal of Chemical and Molecular Engineering Vol:11, No:6, 2017 Investigation of Green Dye-Sensitized Solar Cells Based on Natural Dyes M. Hosseinnezhad, K. Gharanjig efficiency of 0.12%-0.37% [7]. Wongcharee et al. assembled Abstract—Natural dyes, extracted from black carrot and bramble, DSSCs based on rosella, blue pea and mixed extracts. The were utilized as photosensitizers to prepare dye-sensitized solar cells highest power conversion efficiency of 0.37% has been (DSSCs). Spectrophotometric studies of the natural dyes in solution obtained for rosella extract. The results show that the and on a titanium dioxide substrate were carried out in order to assess temperature of extraction processing decreased the changes in the status of the dyes. The results show that the bathochromic shift is seen on the photo-electrode substrate. The performance of devices [8]. Fernando et al. fabricated DSSCs chemical binding of the natural dyes at the surface photo-electrode cells based on natural dyes extracted from tropical flowers. were increased by the chelating effect of the Ti(IV) ions. The cyclic The highest power conversion efficiency of 1.14% has been voltammetry results showed that all extracts are suitable to be obtained for hibiscus flowers [9]. Bathi et al. studied the performed in DSSCs. Finally, photochemical performance and performance of DSSCs based on Lawsonia inermis leaves, stability of DSSCs based on natural dyes were studied. The DSSCs sumac/rhus fruits and Curcuma longa roots. The highest sensitized by black carrot extract have been reported to achieve up to Jsc=1.17 mAcm-2, Voc= 0.55 V, FF= 0.52, η=0.34%, whereas power conversion efficiency of 1.5% has been obtained for red Bramble extract can obtain up to Jsc=2.24 mAcm-2, Voc= 0.54 V, purple sumac [10].
    [Show full text]
  • Enhancing the Performance of Dye Sensitized Solar Cells Using Silver Nanoparticles Modified Photoanode
    molecules Article Enhancing the Performance of Dye Sensitized Solar Cells Using Silver Nanoparticles Modified Photoanode Faizah Saadmim 1, Taseen Forhad 1, Ahmed Sikder 1, William Ghann 1 , Meser M. Ali 2, Viji Sitther 3 , A. J. Saleh Ahammad 4 , Md. Abdus Subhan 5 and Jamal Uddin 1,* 1 Center for Nanotechnology, Department of Natural Sciences, Coppin State University, 2500 W. North Ave, Baltimore, MD 21216, USA; [email protected] (F.S.); [email protected] (T.F.); [email protected] (A.S.); [email protected] (W.G.) 2 Department of Neurosurgery, Cellular and Molecular Imaging Laboratory, Henry Ford Hospital, Detroit, MI 48202, USA; [email protected] 3 School of Computer, Morgan State University, Mathematical and Natural Sciences, Morgan State University, Baltimore, MD 21251, USA; [email protected] 4 Department of Chemistry, Jagannath University, Dhaka 1100, Bangladesh; [email protected] 5 Department of Chemistry, School of Physical Sciences, Shah Jalal University of Science and Technology, Sylhet 3114, Bangladesh; [email protected] * Correspondence: [email protected] Academic Editor: Mário Calvete Received: 22 July 2020; Accepted: 1 September 2020; Published: 3 September 2020 Abstract: In this study, silver nanoparticles were synthesized, characterized, and applied to a dye-sensitized solar cell (DSSC) to enhance the efficiency of solar cells. The synthesized silver nanoparticles were characterized with UV–Vis spectroscopy, dynamic light scattering, transmission electron microscopy, and field emission scanning electron microscopy. The silver nanoparticles infused titanium dioxide film was also characterized by Fourier transform infrared and Raman spectroscopy. The performance of DSSC fabricated with silver nanoparticle-modified photoanode was compared with that of a control group.
    [Show full text]
  • Quantum Dots in Photodynamic Therapy for Cancer
    Journal of Analytical & Pharmaceutical Research Quantum Dots in Photodynamic Therapy for Cancer Abstract Opinion Photodynamic therapy (PDT) is a promising, non-invasive therapeutic approach. Volume 3 Issue 2 - 2016 PDT involves Photosensitizer (PS) drugs and an external light source is the essential components of PDT and cytotoxic reactive oxygen species are generated that destroys cancer cells. Despite of a new potential anticancer therapeutic strategy, success of PDT is limited due to low water solubility of photosensitizers National Chemical Laboratory, Organic Chemistry Division, India which limits the wide applicability of these molecules. Nano-platforms based on PS incorporated in nanomaterials can be applied for targeted PDT with reduced *Corresponding author: Preeti Nigam Joshi, National side effects and better efficiency. This article provides an insight on few recent Chemical Laboratory, Organic Chemistry Division, Pune- advancements of quantum dots based PDT and future aspects. 411008, India, Tel: +91-20-2590-2443; E-mail: Keywords: Photodynamic therapy; Nanotechnology; Quantum dots; Cancer; Photosensitizers; Nano-platforms Received: September 27, 2016 | Published: October 07, 2016 Abbreviations: PDT: Photodynamic Therapy; PS: procedures with relatively short span of side effects as compare to Photosensitizer; NIR: Near Infra Red; ALA: Aminolevulinic chemotherapy or radiotherapy. Based on its mode of action, it also Acid; MAOP: Methyl Aminolevulinate; BRET: Bioluminescence annihilates the vasculature associated with the tumor
    [Show full text]
  • Photoinduced Endosomal Escape Mechanism: a View from Photochemical Internalization Mediated by CPP-Photosensitizer Conjugates
    molecules Review Photoinduced Endosomal Escape Mechanism: A View from Photochemical Internalization Mediated by CPP-Photosensitizer Conjugates Tet Htut Soe 1, Kazunori Watanabe 2 and Takashi Ohtsuki 2,* 1 Department of Biotechnology, Mandalay Technological University, Patheingyi, Mandalay 05072, Myanmar; [email protected] 2 Department of Interdisciplinary Science and Engineering in Health Systems, Okayama University, 3-1-1 Tsushimanaka, Okayama 700-8530, Japan; [email protected] * Correspondence: [email protected]; Tel.: +81-86-251-8218 Abstract: Endosomal escape in cell-penetrating peptide (CPP)-based drug/macromolecule delivery systems is frequently insufficient. The CPP-fused molecules tend to remain trapped inside endosomes and end up being degraded rather than delivered into the cytosol. One of the methods for endosomal escape of CPP-fused molecules is photochemical internalization (PCI), which is based on the use of light and a photosensitizer and relies on photoinduced endosomal membrane destabilization to release the cargo molecule. Currently, it remains unclear how this delivery strategy behaves after photostimulation. Recent findings, including our studies using CPP-cargo-photosensitizer conjugates, have shed light on the photoinduced endosomal escape mechanism. In this review, we discuss the structural design of CPP-photosensitizer and CPP-cargo-photosensitizer conjugates, and the PCI mechanism underlying their application. Keywords: photochemical internalization; photosensitizer; cell-penetrating peptide; endosome; membrane Citation: Soe, T.H.; Watanabe, K.; Ohtsuki, T. Photoinduced Endosomal Escape Mechanism: A View from Photochemical Internalization Mediated 1. Introduction by CPP-Photosensitizer Conjugates. Peptide-based molecular delivery systems employing cell-penetrating peptides (CPPs) Molecules 2021, 26, 36. https:// have been used for intracellular delivery of cargo molecules, including drugs, peptides/ dx.doi.org/10.3390/molecules26010036 proteins, and nucleic acids.
    [Show full text]
  • Dye Photosensitizers and Their Influence on Dssc Efficiency: a Review
    86 IAPGOŚ 3/2019 p-ISSN 2083-0157, e-ISSN 2391-6761 DOI: 10.35784/IAPGOS.34 DYE PHOTOSENSITIZERS AND THEIR INFLUENCE ON DSSC EFFICIENCY: A REVIEW Ewelina Krawczak Lublin University of Technology, Institute of Renewable Energy Engineering, Lublin, Poland Abstract. Since early 1990s dye-sensitized solar cells (DSSC) has been developed by many research groups all over the World. This paper presents a review of researches focusing on photosensitizer influence on DSSC efficiency. Variety of dye substance has been analyzed. The highest efficiency around 11.2% has been noted for ruthenium-based DSSC devices. Natural dyes allowed to reach 4.6%. The most metal-free organic dyes resulted in efficiency ranged from 5% to 9%, however, some of them (e.g. Y123) allowed to obtain devices with efficiencies equal to 10.3%. Co-sensitization is the new approach which results in efficiencies up to 14.3%. Keywords: photovoltaic cells, renewable energy sources, energy conversion, DSSC SUBSTANCJE SENSYBILIZUJĄCE I ICH WPŁYW NA SPRAWNOŚĆ BARWNIKOWYCH OGNIW SŁONECZNYCH (DSSC): PRZEGLĄD Streszczenie. Od początku lat 90 XX wieku ogniwa barwnikowe przyciągają uwagę naukowców na całym świecie. Praca ta poświęcona jest przeglądowi badań dotyczących wpływowi substancji sensybilizujących na sprawność barwnikowych ogniw słonecznych (DSSC). Największą sprawność uzyskują ogniwa sensybilizowane barwnikami na bazie rutenu, podczas gdy barwniki naturalne pozwalają na pracę z wydajnością 4,6%. Sprawność konwersji energii ogniw uczulanych barwnikami organicznymi wynosi 5-9%, jednakże niektóre z nich, np. Y123 pozwalają na uzyskanie wydajności rzędu 10,3%. Zastosowanie kilku barwników do sensybilizacji jest nowym podejściem, które przekłada się na wartości sprawności nawet do 14,3%.
    [Show full text]
  • Photosensitizer-Antibody Conjugates for Detection and Therapy of Cancer
    Advanced Drug Delivery Reviews 56 (2004) 31–52 www.elsevier.com/locate/addr Photosensitizer-antibody conjugates for detection and therapy of cancer G.A.M.S. van Dongena,*, G.W.M. Visserb, M.B. Vrouenraetsc a Department of Otolaryngology/Head and Neck Surgery, VU University Medical Center, De Boelelaan 1117, P.O. Box 7057, 1007 MB Amsterdam, The Netherlands b Radionuclide Center, VU University, Amsterdam, The Netherlands c BioMaDe Technology Foundation, Groningen, The Netherlands Received 2 June 2003; accepted 30 September 2003 Abstract Photodynamic therapy (PDT) is a promising approach for the treatment of superficially localized tumors. A limitation, however, is the lack of selectivity of the photosensitizers, which can result in severe toxicity. In this overview, the possibilities for using monoclonal antibodies (MAbs) for selective delivery of photosensitizers to tumors, are discussed. This approach is called photoimmunotherapy (PIT). For PIT to be successful, sufficient amounts of sensitizer should be coupled to the MAb without altering its biological properties. A challenging aspect herein is the hydrophobicity of therapeutic photosensitizers. Options for direct and indirect coupling of photosensitizers to MAbs are evaluated, while pros and cons are indicated. Special attention is paid to the quality testing of photoimmunoconjugates, as this information is important for further optimization of PIT. Results obtained thus far with PIT in in vitro and in vivo model systems are discussed. Despite the encouraging progress made, showing the high selectivity of photoimmunoconjugates, PIT still awaits initial clinical evaluation. D 2003 Elsevier B.V. All rights reserved. Keywords: Photoimmunotherapy; Photodynamic therapy; Photoimmunoconjugates; Monoclonal antibody; Tumor targeting Contents 1. Introduction .....................................................
    [Show full text]