Abstract:
:Comparative study of 13,15-[N-(2-hydroxyethyl)]cycloimide chlorin p6 (2), 13,15-(N-acetoxy)cycloimide chlorin p6 (3), 13,15-(N-hydroxy)cycloimide chlorin p6 methyl ester (4) and 13,15-(N-methoxy)cycloimide chlorin p6 methyl ester (5) together with the previously investigated 13,15-[N-(3-hydroxypropyl)]cycloimide chlorin p6 (1) was performed. The dependence of the key photodynamic properties of 1-5 on the introduced substituents was analyzed. The photoinduced cell-killing activity of 4 is 100- and 280-fold higher than that of chlorin p6 and Photogem, respectively, as estimated on A549 human lung adenocarcinoma cells. The activity is reduced eight times in the order 4 > 5 > 1 > 2 > 3. The intracellular accumulation of 1-5 occurs in cytoplasm in a monomeric form bound to the lipids of cellular membranes. This form of 1, 2, 3, 4 and 5 is characterized by the high quantum yield of singlet oxygen generation, which depends on the introduced substituents, 0.66, 0.59, 0.35, 0.51 and 0.73, respectively. The photostability is two-fold less for 1 and four-fold less for 2, 3 and 5 than for 4. The rates of cellular uptake and efflux of 1-5 vary widely, thus providing the way to optimize the pharmacological properties of the photosensitizer (PS) using the respective substituents. Modifying the substituents, 1-5 were targeted to different cellular organelles. The enhanced accumulation in the Golgi apparatus and mitochondria complemented with diffuse staining of intracellular membranous structures is a property of 1-4. Compound 5 accumulates selectively in the lipid droplets and stains weakly perinuclear structures. Temperature-sensitive mechanisms of transport are responsible for the 1-4 uptake. Diffusion can play a role in the internalization of 5 but not of 1-4. Endocytosis via caveolae, clathrin-dependent and adenosine triphosphate-dependent pathways are not noticeably involved in the 1-5 internalization. Independently from their intracellular localization 1, 4 and 5 are highly efficient near-IR PS, which induce predominantly an apoptotic type of cell death under conditions providing ca 50% level of phototoxicity and necrosis at the 100% level of phototoxicity.
journal_name
Photochem Photobioljournal_title
Photochemistry and photobiologyauthors
Feofanov A,Sharonov G,Grichine A,Karmakova T,Pljutinskaya A,Lebedeva V,Ruziyev R,Yakubovskaya R,Mironov A,Refregier M,Maurizot JC,Vigny Pdoi
10.1562/0031-8655(2004)079<0172:csoppo>2.0.co;2subject
Has Abstractpub_date
2004-02-01 00:00:00pages
172-88issue
2eissn
0031-8655issn
1751-1097journal_volume
79pub_type
杂志文章abstract::Carp (Cyprinus carpio) were repeatedly exposed to 0, 60, 120 and 240 mJ/cm2 ultraviolet B (UVB) radiation three times in 1 week (short-term exposure) or 12 times in 4 weeks (long-term exposure). The effect of UVB on the functioning of the carp immune system was studied on day 2 after the final irradiation. After short...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/2004-07-13-RA-231
更新日期:2005-05-01 00:00:00
abstract::Patients infected with human immunodeficiency virus (HIV) have a high prevalence of UV radiation-responsive skin diseases including psoriasis, pruritus, eosinophilic folliculitis and eczemas. On the other hand, UV has been shown to suppress T cell-mediated immune responses and to induce activation and replication of H...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章,评审
doi:10.1111/j.1751-1097.1996.tb02450.x
更新日期:1996-08-01 00:00:00
abstract::Aspects of different calibration procedures for erythemally weighing broadband radiometers are presented in this study. These instruments are common in projects dealing with ultraviolet radiation effects on humans. Many erythemally weighing broadband radiometers are still operated using a single calibration factor (cf...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/0031-8655(2003)078<0603:SCFBSU>2.0.CO;2
更新日期:2003-12-01 00:00:00
abstract::Cyclooxygenase (COX)-2 inhibitors are known to be used as chemopreventative agents against certain malignancies. Thus far, there has been very limited information on whether COX-2 inhibitors protect against chronic narrow-band UVB (NB-UVB)-induced immunosuppression. The present study investigated the effect of nonsele...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2007.00289.x
更新日期:2008-03-01 00:00:00
abstract::Solar ultraviolet-B radiation (UVB) is essential for epidermal vitamin D production. We aimed to quantitate the relationship between personal solar UV exposure and serum 25hydroxy vitamin D (25[OH]D) concentration. Blood was collected for 25(OH)D analysis in 207 South Australian adults aged 27-61 years. At the time of...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2012.01201.x
更新日期:2013-01-01 00:00:00
abstract::Blue visible light damage to retinal pigment epithelial cells occurs through a photooxidative mechanism and the resultant damage is hypothesized to induce or exacerbate age-related macular degeneration. The purpose of the present study was to identify changes in the cell growth and the expression of hepatocyte growth ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/2006-04-19-RA-880
更新日期:2006-09-01 00:00:00
abstract::To determine the origin of the UV-specific CC to TT tandem mutation at the CC site, we made a duplex DNA decamer containing a uracil cis-syn cyclobutane dimer (CBD) as the deaminated model of a cytosine dimer. Two-dimensional 1H-NMR spectroscopy studies were performed on this sequence where two adenines (Ade) were opp...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/0031-8655(2002)076<0417:hnsodd>2.0.co;2
更新日期:2002-10-01 00:00:00
abstract::In this work, we have quantified for the first time the fluorescence and singlet oxygen quantum yields of a silicon(IV) phthalocyanine bound to the surface of zeolite L nanocrystals. The photophysical properties were correlated with the absorption spectra and the morphology of the nanoparticles, and most importantly, ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12141
更新日期:2013-11-01 00:00:00
abstract::The photophysical characteristics of two second-generation PDT photosensitizers, tin ethyl etiopurpurin I (SnET2) and tin octaethylbenzochlorin (SnOEBC), have been measured in homogeneous solution and when bound to bovine serum albumin (BSA). The ground state and triplet state absorption spectra have been characterize...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:
更新日期:1998-12-01 00:00:00
abstract::A 2-year field study on the effect of different light environments, obtained by using cladding materials (polyethylene films and shade net) able to cut off specific regions of the photosynthetically active radiation and ultraviolet wavebands, on the growth and phenylpropanoids content of Achillea collina grown in the ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12150
更新日期:2014-01-01 00:00:00
abstract::Photochemo and photodynamic therapies are minimally invasive approaches for the treatment of cancers and powerful weapons for competing bacterial resistance to antibiotics. Synthetic and naturally occurring quinazolinones are considered privileged anticancer and antibacterial agents, with several of them to have emerg...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.13376
更新日期:2021-01-01 00:00:00
abstract::The neonatal immune environment and the events that occur during this time have profound effects for the adult period. While protective immune responses can develop, the neonatal immune system, particularly the skin immune system (SIS), tends to promote tolerance. With this information we undertook a number of studies...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章,评审
doi:10.1111/j.1751-1097.2007.00246.x
更新日期:2008-01-01 00:00:00
abstract::Polysulphone (PS) dosimetry has been a widely used technique for more than 30 years to quantify the erythemally effective UV dose received by anatomic sites (personal exposure). The calibration of PS dosimeters is an important issue as their spectral response is different from the erythemal action spectrum. It is perf...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2011.01006.x
更新日期:2012-01-01 00:00:00
abstract::Porous ZnS and ZnO nano-crystal films were fabricated via a three-step procedure. First, Zn(CH3 COO)2 /Silk Fibroin nanofiber mats were prepared by coaxial electrospinning. Second, Zn(CH3 COO)2 /Silk Fibroin mats were immersed in NaS solution to react with S2- to obtain ZnS/Silk Fibroin nanofiber mats. Finally, ZnO po...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12836
更新日期:2018-01-01 00:00:00
abstract::From June to September 2005, we carried out experiments to determine the ultraviolet radiation (UVR) -induced photoinhibition of summer phytoplankton assemblages from a coastal site of the South China Sea. Variability in taxonomic composition was determined throughout the summer, with a peak chlorophyll a (chl a appro...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2007.00154.x
更新日期:2007-07-01 00:00:00
abstract::Photosynthetic bacteria are attractive for biotechnology because they produce no oxygen and so H2 -production is not inhibited by oxygen as occurs in oxygenic photoorganisms. Rhodopseudomonas palustris and Afifella marina containing BChl a can use irradiances from violet near-UV (VNUV) to orange (350-650 nm) light and...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12124
更新日期:2013-09-01 00:00:00
abstract::The infrared spectrum of monomeric unsubstituted coumarin (C9H6O2; 2H-1-benzopyran-2-one), isolated in solid argon at 10 K is presented and assigned. The UV-induced (lambda>200 nm) unimolecular photochemistry of the matrix-isolated compound was studied experimentally. Three main photoreactions were observed: (a) decar...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2007.00152.x
更新日期:2007-09-01 00:00:00
abstract::Alignment of the primary structures of the hydrozoan photoproteins, aequorin, mitrocomin, clytin and obelin showed very strong amino acid sequence identities. The Ca(2+)-binding sites of the proteins were found to be highly conserved. The Ca(2+)-binding sites were also homologous to the Ca(2+)-binding sites of other C...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1995.tb08713.x
更新日期:1995-10-01 00:00:00
abstract::Tetracycline molecules offer several sites for peroxidative metabolism of the type known to lead to oxygen consumption and electronic excitation. Accordingly, when tetracycline and chlortetracycline were exposed to horseradish peroxidase in the presence of hydrogen peroxide, oxygen was taken up and light emission was ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1993.tb09588.x
更新日期:1993-09-01 00:00:00
abstract::Action spectroscopy has a long history and is of central importance to photobiological studies. Action spectra were among the first assays to point to chlorophyll as the molecule most responsible for plant growth and to DNA as the genetic material. It is useful to construct action spectra early in the investigation of...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章,评审
doi:10.1111/j.1751-1097.1991.tb02103.x
更新日期:1991-11-01 00:00:00
abstract::The two-photon photolysis of liquid CCl4 with 25 ps pulses of 266 nm light has been studied and compared with similar studies with high energy radiation. Both neutral and ionic species are produced from excited states and ionization. The emphasis of the study is on the ionic processes, while some data related to excit...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/2005-06-03-RA-563
更新日期:2006-01-01 00:00:00
abstract::High intensity two-photon picosecond excitation at 266 nm (effective energy 9.2 eV) has been shown to cause efficient photolysis of thymine in aqueous solution. Experimental results for the quantum yield of solvated electrons, phi (eaq-), and the net consumption of thymine, phi(-Thy) have been interpreted (Oraevsky an...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1991.tb01996.x
更新日期:1991-07-01 00:00:00
abstract::In this issue, we offer a symposium-in-print that is focused on several new advancements in fundamental research related to the family of GFP (green fluorescent protein)-like proteins. A few applied aspects are also included to illustrate the impact this amazing set of colored proteins has made on our understanding of...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章,评审
doi:10.1562/2005-10-02-IR-708
更新日期:2006-03-01 00:00:00
abstract::Pharaonis phoborhodopsin (ppR or sensory rhodopsin II) is a negative phototaxis receptor of Natronomonas pharaonis, and forms a complex, which transmits the photosignal into cytoplasm, with its cognate transducer (pHtrII). We examined a possible local dynamics change of ppR and its D75N mutant complexed with pHtrII, u...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2008.00326.x
更新日期:2008-07-01 00:00:00
abstract::The temperature dependence of the uptake phase of 5-aminolevulinic acid (ALA) and the following production phase of protoporphyrin IX (PpIX) in normal mouse skin was investigated. A cream containing 20% ALA was topically applied on the skin for 10 min. The amount of ALA-induced PpIX was evaluated by measuring the fluo...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:
更新日期:1999-04-01 00:00:00
abstract::Fluoresceinyl cypridina luciferin analog (FCLA) is a chemiluminescence (CL) probe for detecting reactive oxygen species (ROS). Its efficiency for detecting singlet oxygen (1O2) can be significantly enhanced in the presence of human serum albumin (HSA). This phenomenon may apply to important applications for both resea...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/2005-12-02-ra-744
更新日期:2006-07-01 00:00:00
abstract::Solar ultraviolet B (UVB) radiation has been shown to induce inflammation, DNA damage, p53 mutations and alterations in signaling pathways eventually leading to skin cancer. In this study, we investigated whether fisetin reduces inflammatory responses and modulates PI3K/AKT/NFκB cell survival signaling pathways in UVB...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12337
更新日期:2015-01-01 00:00:00
abstract::The recently discovered photo-activated adenylyl cyclase (mPAC from Microcoleus chthonoplastes) is the first PAC that owes a light-, oxygen- and voltage-sensitive (LOV) domain for blue-light sensing. The photoreaction of the mPAC receptor was studied by time-resolved UV/vis and light-induced Fourier transform infrared...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12746
更新日期:2017-05-01 00:00:00
abstract::Vitamin A palmitate has been used in cosmetics; however, studies report that this substance shows photoreactivity that can lead to loss of safety and efficacy. On the other hand, photostabilizers have been used to increase sunscreen photostability and consequently their safety and effectiveness. Thus, this study aimed...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2010.00806.x
更新日期:2010-11-01 00:00:00
abstract::Liposomes were prepared from mixtures of dipalmitoyl-L-alpha-phosphatidylcholine and up to 40% mol:mol of N-stearoyl-L-histidine (NSH) in the presence of the hydrophobic sensitizer DHE. In the dark such liposomes are stable and retain entrapped salts. On photolysis with visible light, liposomes leak trapped ions at NS...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1993.tb09575.x
更新日期:1993-09-01 00:00:00