Phototoxicity and cytotoxicity of chlorophyll a/cyclodextrins complexes on Jurkat cells

Cosma, Pinalysa; Fini, Paola; Rochira, Sergio; Catucci, Lucia; Castagnolo, Maurizio; Agostiano, Angela; Gristina, Roberto; Nardulli, Marina

doi:10.1016/j.bioelechem.2008.04.020

Cited by 10 publications

(5 citation statements)

References 17 publications

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“…Because of economic factors, PSs obtained from abundant and natural raw materials attract great interest . The chlorophylls, pheophorbides, and pheophytins a and b , found in the New Zealand spinach extract (Tetragonia expansa), are prominent in PDT and frequently reported in several studies involving glandular malignancies, human lung adenocarcinoma tumor cell lines (A549), human breast (MCF-7), and human colon (LoVo) and in the evaluation of mutagenic and genotoxic effects, as well as studies of photodynamic inactivation of various microorganisms. − New Zealand spinach is a grassy herbaceous species with dark green leaves rich in photosensitizing compounds (chlorophylls, pheophorbides, and pheophytins a and b ). Its low cost combined with the wide cultivation and activity by PDT has aroused the interest of researchers.…”

Section: Introductionmentioning

confidence: 99%

Biomedical Platform Development of a Chlorophyll-Based Extract for Topic Photodynamic Therapy: Mechanical and Spectroscopic Properties

Campanholi¹,

Braga²,

Silva³

et al. 2018

Langmuir

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Photodynamic therapy (PDT) is a therapeutic modality that has shown effectiveness in the inactivation of cancer cell lines and microorganisms. Treatment consists of activating the photosensitizer (PS) upon light irradiation of adequate wavelength. After reaching the excited state, the PS can handle the intersystem conversion through energy transfer to the molecular oxygen, generating reactive oxygen species. This especially applies to singlet oxygen (O), which is responsible for the selective destruction of the sick tissue. Photosensitizing compounds (chlorophylls and derivatives) existing in the spinach extract have applicability for PDT. This study aimed to develop and characterize the thermoresponsive bioadhesive system composed of Pluronic F127 20.0%- and Carbopol 934P 0.2% (w/w) (FC)-containing chlorophyll-based extract 0.5% (w/w) (FC-Chl). Mechanical and rheological properties, in vitro release, sol-gel transition temperature, and ex vivo permeability of the spinach extract PS components (through pig ear skin) were investigated. Furthermore, photodynamic activity of the system was accessed through uric acid and time-solved measurements. The sol-gel transition temperature obtained for the FC-Chl system was 28.8 ± 0.3 °C. Rheological and texture properties of the platform were suitable for use as a dermatological system, exhibiting easy application and good characteristics of retention in the place of administration. In vitro release studies showed the presence of two distinct mechanisms that reasonably obey the zero-order and first-order kinetics models. PS components presented skin permeability and reached a permeation depth of 830 μm (between the epidermis and dermis). The photodynamic evaluation of the FC-Chl system was effective in the degradation of uric acid. The quantum yield (ΦO) and life time (τO) of singlet oxygen showed similar values for the spinach extract and the isolated chlorophyll a species in ethanol. These results allowed for the classification of the FC-Chl platform as potentially useful for the delivery of the chlorophyll-based extract in the topic PDT, suggesting that it is worthy for in vivo evaluation.

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Section: Introductionmentioning

confidence: 99%

Biomedical Platform Development of a Chlorophyll-Based Extract for Topic Photodynamic Therapy: Mechanical and Spectroscopic Properties

Campanholi¹,

Braga²,

Silva³

et al. 2018

Langmuir

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“…Following the structural characterization performed using different techniques (NMR, ITC, UV–Vis absorption and emission), Chl a /CD systems have been tested as photosensitizer. The experimental results have been shown that almost all Chl a /CD systems studied, excited by the absorption of visible light, relax through various photophysical pathways damaging some cellular components leading to cell death . It results that these systems can be considered effective as potential supramolecular systems for PDT applications.…”

Section: Introductionmentioning

confidence: 99%

“…Studies on cytotoxicity have shown that the CD which has the best characteristics for oncological application results to be hydroxypropylated‐β‐CD (HP‐β‐CD). This CD is the most effective in Chl a solubilization in the cellular medium and also is that which has the lowest cytotoxicity at a 10 −3 m concentration . Higher concentration than 10 −3 m cannot be used because at increasing of the concentration, all CDs result to be cytotoxic .…”

Section: Introductionmentioning

confidence: 99%

Identification of Ros Produced by Photodynamic Activity of Chlorophyll/Cyclodextrin Inclusion Complexes

Cellamare

Fini

Agostiano

et al. 2012

Photochem & Photobiology

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Photodynamic therapy (PDT) is a way of treating malignant tumors and hyperproliferative diseases. It is based on the use of photosensitizer, herein the chlorophyll a (chl a), and a light of an appropriate wavelength. The interaction of the photosensitizer (PS) with the light produces reactive oxygen species (ROS), powerful oxidizing agents, which cause critical damage to the tissue. To solubilize chl a in aqueous solution and to obtain it as monomer, we have used cyclodextrins, carriers which are able to interact with the pigment and form the inclusion complex. The aim of this study is to examine which types of ROS are formed by Chl a/cyclodextrin complexes in phosphate buffered solution and cell culture medium, using specific molecules, called primary acceptors, which react selectively with the reactive species. In fact the changes of the absorption and the emission spectra of these molecules after the illumination of the PS provide information on the specific ROS formation. The (1) O2 formation has been tested using chemical methods based on the use of Uric Acid (UA), 9,10-diphenilanthracene (DPA) and Singlet oxygen sensor green (SOSG) and by direct detection of Singlet Oxygen ((1) O2 ) luminescence decay at 1270 nm. Moreover, 2,7-dichlorofluorescin and ferricytochrome c (Cyt Fe(3+) ) have been used to detect the formation of hydrogen peroxide and superoxide radical anion, which reduces Fe(3+) of the ferricytochrome to Fe(2+) , respectively.

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“…As WSCP has been known to be able to generate singlet oxygen under the irradiation of red light (620-660 nm) [29][30][31][32][33][34] , we envisioned that the introduction of WSCP would enable not only physical but also chemical modulation of the protein condensates; light-induced generation of singlet oxygen by WSCP would oxidize and crosslink the unstructured, Tyr-and Trp-rich RMR polypeptides 35,36 . Indeed, after brief red-light irradiation (5 mW/cm 2 ) for ~1 min, some RMR/WSCP condensates gradually transformed in shape, from uniform, smooth-surface microspheres to irregularly shaped, shrunken particles, highly indicative of the occurrence of a liquid-to-solid phase transition (Fig.…”

Section: Resultsmentioning

confidence: 99%

Controlling synthetic membraneless organelles by a red-light-dependent singlet oxygen-generating protein

Park

Dai

et al. 2022

Nat Commun

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Membraneless organelles (MLOs) formed via protein phase separation have great implications for both physiological and pathological processes. However, the inability to precisely control the bioactivities of MLOs has hindered our understanding of their roles in biology, not to mention their translational applications. Here, by combining intrinsically disordered domains such as RGG and mussel-foot proteins, we create an in cellulo protein phase separation system, of which various biological activities can be introduced via metal-mediated protein immobilization and further controlled by the water-soluble chlorophyll protein (WSCP)—a remarkably stable, red-light-responsive singlet oxygen generator. The WSCP-laden protein condensates undergo a liquid-to-solid phase transition on light exposure, due to oxidative crosslinking, providing a means to control catalysis within synthetic MLOs. Moreover, these photoresponsive condensates, which retain the light-induced phase-transition behavior in living cells, exhibit marked membrane localization, reminiscent of the semi-membrane-bound compartments like postsynaptic densities in nervous systems. Together, this engineered system provides an approach toward controllable synthetic MLOs and, alongside its light-induced phase transition, may well serve to emulate and explore the aging process at the subcellular or even molecular level.

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Phototoxicity and cytotoxicity of chlorophyll a/cyclodextrins complexes on Jurkat cells

Cited by 10 publications

References 17 publications

Biomedical Platform Development of a Chlorophyll-Based Extract for Topic Photodynamic Therapy: Mechanical and Spectroscopic Properties

Biomedical Platform Development of a Chlorophyll-Based Extract for Topic Photodynamic Therapy: Mechanical and Spectroscopic Properties

Identification of Ros Produced by Photodynamic Activity of Chlorophyll/Cyclodextrin Inclusion Complexes

Controlling synthetic membraneless organelles by a red-light-dependent singlet oxygen-generating protein

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