Structural and Spectroscopic Studies of the Photophysical Properties of Benzophenone Derivatives

Baughman, Brandi M.; Stennett, Elana M. S.; Lipner, Rachel E.; Rudawsky, Andrew C.; Schmidtke, Sarah J.

doi:10.1021/jp810256x

Cited by 61 publications

(37 citation statements)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In this study, both were determined using an indirect method consisting of the comparison between the amount of BZ- encapsulated in lipid nanoparticles, and the total amount of the colloidal system, in accordance with equations 1 and 2. The BZ-3 is an active desirable as sunscreen exhibiting a protection factor (SPF) greater than 15, due to their strong absorption in the regions of UVA (320-400 nm) and UVB (290 -320 nm) [21].…”

Section: Resultsmentioning

confidence: 99%

Natural lipids in nanostructured lipid carriers and its cytotoxicity

Lima

Rampazo

Costa

et al. 2017

J. Phys.: Conf. Ser.

View full text Add to dashboard Cite

Abstract. Nanostructured lipid carriers (NLCs) are active carrier systems which modulate the sustained release of actives and protect unstable compounds against degradation. NLCs can also protect skin from sun light, due to its particulates nature, which gives them intrinsic scattering properties. In this work, we present the preparation of NLCs using natural lipids and its cytotoxicity profile. It was used a vegetal butter with melting point (m. o C). NLCs were prepared by hot high pressure homogenization method and particles were characterized by average size (Z ave ), polydispersity index (PDI) and zeta potential (PZ) (Fig.1). The thermal behavior of the NLCs was studied using Differential Scanning Calorimetry (DSC). All the formulations were followed up for 60 days in order to evaluate their stability. NLCs exhibited a Z ave around 150-200 nm, PDI less than 0.2 and PZ varying from -25 to -40 mV. The m.p. for the lyophilized NLCs was about 40-56°C. Cytotoxicity of the formulations were evaluated for human keratinocytes (HaCaT) and melanocytes (Melan-A) in the exponential growth phase. Cell viability was used as indicator of cytotoxicity and determined after 4 days of culture by MTT assay. It was found that the NLC formulations were not toxic against HaCaT and Melan-A cells. Results showed that the NLCs produced are potential carriers for nanocosmetics and sunscreen products.

show abstract

Section: Resultsmentioning

confidence: 99%

Natural lipids in nanostructured lipid carriers and its cytotoxicity

Lima

Rampazo

Costa

et al. 2017

J. Phys.: Conf. Ser.

View full text Add to dashboard Cite

show abstract

“…The effects of a solvent on the absorption spectrum of a solute is an essential study for the development of solution chemistry [6][7][8][9][10][11]. When absorption spectra are measured in solvents of different properties, it is found that the positions, intensities, and shape of absorption bands are usually influenced by the solvent.…”

Section: Introductionmentioning

confidence: 99%

Spectral Study of 1,4-bis(3-(2-pyridyl)pyrazol-1-ylmethyl)benzene (PPB): UV-VIS Absorption Spectra Investigation in Single and Binary Solvents and Spectrophotometric Determination of the Dissociation Constant (pK<sub>b</sub>)

Elsherif¹,

Shuwat²,

Najar³

2016

Eurasian J Anal Chem

View full text Add to dashboard Cite

The effect of solvents of different polarity and hydrogen bonding ability on electronic absorption spectra of PPB was investigated. UV absorption spectra (200-400 nm) were recorded in five single solvents and one binary solvent (DCM-EtOH). PPB has two absorption maxima (250 and 280 nm) due to pyridyl pyrazole and benzene systems. The spectral shifts and absorption maxima in various solvents were correlated with the Kamlet and Taft parameters (α, β and π*) using linear solvation energy relationships. The multiparametric analysis indicates that hydrogen bond donor ability of the solvent (for band I) and non-specific dipolar interactions of the solvents (for band II) play an important role in absorption maxima of PPB in pure solvents. Index of preferential solvation was calculated as a function of solvent composition. Preferential solvation by ethanol (band I) and by dichloromethane (band II) was detected in DCM-EtOH solvent mixture. The pKb of PPB in two solvent mixtures; EtOH -H2O & THF -H2O, were determined using UV-Vis spectrophotometry. Two graphical methods were used to estimate the base dissociation constant (pKb) using absorbance measurements. The resulting average of pKb values in the two solvent mixtures using the two methods were 10.77 and 11.14 with a standard deviation of 0.03 & 0.33, respectively.

show abstract

“…The phototoxic skin reactions by KT, MX, and OX have been reported on the basis of the results from human photopatch tests (Chuah et al, 2013;Infante Hernando et al, 2013), although these are directly applied to the skin. OX, SB, DO, and MX were developed as sunscreens (Darvay et al, 2001;Baughman et al, 2009), and KT is one of the most well known nonsteroidal anti-inflammatory drugs given via the dermal route. In this investigation, UV spectral analysis and ROS assay were carried out to evaluate the photochemical properties of BZPs, and 3T3 NRU PT was also undertaken to verify the in vitro phototoxicity of BZPs.…”

Section: Introductionmentioning

confidence: 99%

Phototoxic Risk Assessments on Benzophenone Derivatives: Photobiochemical Assessments and Dermal Cassette-Dosing Pharmacokinetic Study

Seto

Ohtake

Kato

et al. 2015

J Pharmacol Exp Ther

View full text Add to dashboard Cite

This study aimed to qualify photosafety screening on the basis of photochemical and pharmacokinetic (PK) data on dermally applied chemicals. Six benzophenone derivatives (BZPs) were selected as model compounds, and in vitro photochemical/ phototoxic characterization and dermal cassette-dosing PK study were carried out. For comparison, an in vivo phototoxicity test was also conducted. All of the BZPs exhibited strong UVA/ UVB absorption with molar extinction coefficients of over 2000 M 21 Â cm 21 , and benzophenone and ketoprofen exhibited significant reactive oxygen species (ROS) generation upon exposure to simulated sunlight (about 2.0 mW/cm 2 ); however, ROS generation from sulisobenzone and dioxybenzone was negligible. To verify in vitro phototoxicity, a 3T3 neutral red uptake phototoxicity test was carried out, and benzophenone and ketoprofen were categorized to be phototoxic chemicals. The dermal PK parameters of ketoprofen were indicative of the highest dermal distribution of all BZPs tested. On the basis of its in vitro photochemical/phototoxic and PK data, ketoprofen was deduced to be highly phototoxic. The rank of predicted phototoxic risk of BZPs on the basis of the proposed screening strategy was almost in agreement with the results from the in vivo phototoxicity test. The combined use of photochemical and cassette-dosing PK data would provide reliable predictions of phototoxic risk for candidates with high productivity.

show abstract

Structural and Spectroscopic Studies of the Photophysical Properties of Benzophenone Derivatives

Cited by 61 publications

References 38 publications

Natural lipids in nanostructured lipid carriers and its cytotoxicity

Natural lipids in nanostructured lipid carriers and its cytotoxicity

Spectral Study of 1,4-bis(3-(2-pyridyl)pyrazol-1-ylmethyl)benzene (PPB): UV-VIS Absorption Spectra Investigation in Single and Binary Solvents and Spectrophotometric Determination of the Dissociation Constant (pK<sub>b</sub>)

Phototoxic Risk Assessments on Benzophenone Derivatives: Photobiochemical Assessments and Dermal Cassette-Dosing Pharmacokinetic Study

Contact Info

Product

Resources

About