scholarly journals The Involvement of Xanthone and (E)-Cinnamoyl Chromophores for the Design and Synthesis of Novel Sunscreening Agents

2020 ◽  
Vol 22 (1) ◽  
pp. 34
Author(s):  
Justyna Popiół ◽  
Agnieszka Gunia-Krzyżak ◽  
Karolina Słoczyńska ◽  
Paulina Koczurkiewicz-Adamczyk ◽  
Kamil Piska ◽  
...  
Keyword(s):  
Uv Radiation ◽  
Broad Spectrum ◽  
Estrogenic Activity ◽  
Spectroscopic Properties ◽  
Skin Aging ◽  
Systemic Absorption ◽  
Uv Filters ◽  
Wet Milling ◽  
Uv Filter ◽  
Sunscreening Agents

Excessive UV exposure contributes to several pathological conditions like skin burns, erythema, premature skin aging, photodermatoses, immunosuppression, and skin carcinogenesis. Effective protection from UV radiation may be achieved with the use of sunscreens containing UV filters. Currently used UV filters are characterized by some limitations including systemic absorption, endocrine disruption, skin allergy induction, and cytotoxicity. In the research centers all over the world new molecules are developed to improve the safety, photostability, solubility, and absorption profile of new derivatives. In our study, we designed and synthesized seventeen novel molecules by combining in the structures two chromophores: xanthone and (E)-cinnamoyl moiety. The ultraviolet spectroscopic properties of the tested compounds were confirmed in chloroform solutions. They acted as UVB or UVA/UVB absorbers. The most promising compound 9 (6-methoxy-9-oxo-9H-xanthen-2-yl)methyl (E)-3-(2,4-dimethoxyphenyl)acrylate) absorbed UV radiation in the range 290–369 nm. Its photoprotective activity and functional photostability were further evaluated after wet milling and incorporation in the cream base. This tested formulation with compound 9 possessed very beneficial UV protection parameters (SPFin vitro of 19.69 ± 0.46 and UVA PF of 12.64 ± 0.32) which were similar as broad-spectrum UV filter tris-biphenyl triazine. Additionally, compound 9 was characterized by high values of critical wavelength (381 nm) and UVA/UVB ratio (0.830) thus it was a good candidate for broad-spectrum UV filter and it might protect skin against UVA-induced photoaging. Compound 9 were also shown to be photostable, non-cytotoxic at concentrations up to 50 µM when tested on five cell lines, and non-mutagenic in Ames test. It also possessed no estrogenic activity, according to the results of MCF-7 breast cancer model. Additionally, its favorable lipophilicity (miLogP = 5.62) does not predispose it to penetrate across the skin after topical application.

scholarly journals Microencapsulated UV filter@ZIF-8 based sunscreens for broad spectrum UV protection

RSC Advances ◽  
2020 ◽  
Vol 10 (56) ◽  
pp. 34254-34260 ◽  
Author(s):  
Anu Sharma ◽  
Abhishek Kumar ◽  
Changning Li ◽  
Rakesh Kumar Sharma ◽  
Mark T. Swihart
Keyword(s):  
Broad Spectrum ◽  
Uv Protection ◽  
Uv Filters ◽  
Uv Filter ◽  
Organic Uv Filters

Encapsulation of organic UV filters in ZIF-8 nanoparticles produces a safer, more stable, and more effective sunscreen.

scholarly journals Discovery of Novel UV-Filters with Favorable Safety Profiles in the 5-Arylideneimidazolidine-2,4-dione Derivatives Group

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2321 ◽  
Author(s):  
Justyna Popiół ◽  
Agnieszka Gunia-Krzyżak ◽  
Kamil Piska ◽  
Dorota Żelaszczyk ◽  
Paulina Koczurkiewicz ◽  
...  
Keyword(s):  
Estrogenic Activity ◽  
Systemic Absorption ◽  
Uv Filters ◽  
Skin Cells ◽  
Methanol Solutions ◽  
Breast Cancer Model ◽  
Hydantoin Derivatives ◽  
Photodegradation Products ◽  
Favorable Safety ◽  
Parameter Values

Effective protection from the harmful effects of UV radiation may be achieved by using sunscreens containing organic or inorganic UV filters. The number of currently available UV filters is limited and some of the allowed molecules possess limitations such as systemic absorption, endocrine disruption properties, contact and photocontact allergy induction, and low photostability. In the search for new organic UV filters we designed and synthesized a series consisting of 5-benzylidene and 5-(3-phenylprop-2-en-1-ylidene)imidazolidine-2,4-dione (hydantoin) derivatives. The photoprotective activity of the tested compounds was confirmed in methanol solutions and macrogol formulations. The most promising compounds possessed similar UV protection parameter values as selected commercially available UV filters. The compound diethyl 2,2′-((Z)-4-((E)-3-(4-methoxyphenyl)allylidene)-2,5-dioxoimidazolidine-1,3-diyl)diacetate (4g) was characterized as an especially efficient UVA photoprotective agent with a UVA PF of 6.83 ± 0.05 and favorable photostability. Diethyl 2,2′-((Z)-4-(4-methoxybenzylidene)-2,5-dioxo- imidazolidine-1,3-diyl)diacetate (3b) was the most promising UVB-filter, with a SPFin vitro of 3.07 ± 0.04 and very good solubility and photostability. The main photodegradation products were geometric isomers of the parent compounds. These compounds were also shown to be non-cytotoxic at concentrations up to 50 µM when tested on three types of human skin cells and possess no estrogenic activity, according to the results of a MCF-7 breast cancer model.

Chromatographic methods for the determination of a broad spectrum of UV filters in swimming pool water

2021 ◽  
Author(s):  
Samia Mokh ◽  
Rania Nassar ◽  
Atika Berry ◽  
Mohammad El Khatib ◽  
Samah Doumiati ◽  
...  
Keyword(s):  
Broad Spectrum ◽  
Swimming Pool ◽  
Uv Filters ◽  
Chromatographic Methods ◽  
Pool Water ◽  
Swimming Pool Water

scholarly journals Anti-Inflammation Activities of Mycosporine-Like Amino Acids (MAAs) in Response to UV Radiation Suggest Potential Anti-Skin Aging Activity

Marine Drugs ◽  
2014 ◽  
Vol 12 (10) ◽  
pp. 5174-5187 ◽  
Author(s):  
Sung-Suk Suh ◽  
Jinik Hwang ◽  
Mirye Park ◽  
Hyo Seo ◽  
Hyoung-Shik Kim ◽  
...  
Keyword(s):  
Amino Acids ◽  
Uv Radiation ◽  
Skin Aging ◽  
Anti Inflammation

scholarly journals Unravelling the Photoprotective Mechanisms of Nature-Inspired Ultraviolet Filters Using Ultrafast Spectroscopy

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 3945
Author(s):  
Temitope T. Abiola ◽  
Abigail L. Whittock ◽  
Vasilios G. Stavros
Keyword(s):  
Uv Radiation ◽  
Computational Methods ◽  
Ultrafast Spectroscopy ◽  
Relaxation Mechanism ◽  
Research Interest ◽  
Uv Filters ◽  
Future Design ◽  
The Future ◽  
Current Research Interest ◽  
A Current

There are several drawbacks with the current commercially available ultraviolet (UV) filters used in sunscreen formulations, namely deleterious human and ecotoxic effects. As a result of the drawbacks, a current research interest is in identifying and designing new UV filters. One approach that has been explored in recent years is to use nature as inspiration, which is the focus of this review. Both plants and microorganisms have adapted to synthesize their own photoprotective molecules to guard their DNA from potentially harmful UV radiation. The relaxation mechanism of a molecule after it has been photoexcited can be unravelled by several techniques, the ones of most interest for this review being ultrafast spectroscopy and computational methods. Within the literature, both techniques have been implemented on plant-, and microbial-inspired UV filters to better understand their photoprotective roles in nature. This review aims to explore these findings for both families of nature-inspired UV filters in the hope of guiding the future design of sunscreens.

scholarly journals A pendant peptide endows a sunscreen with water-resistance

2018 ◽  
Vol 16 (39) ◽  
pp. 7139-7142 ◽  
Author(s):  
Aubrey J. Ellison ◽  
Ronald T. Raines
Keyword(s):  
Uv Radiation ◽  
Small Molecule ◽  
Water Resistance ◽  
Uv Filter ◽  
Mimetic Peptide

A small-molecule UV-filter with a pendant collagen mimetic peptide anneals to a collagen-laden surface and protects against UV radiation.

scholarly journals A New Approach to UV Protection by Direct Surface Functionalization of TiO2 with the Antioxidant Polyphenol Dihydroxyphenyl Benzimidazole Carboxylic Acid

Nanomaterials ◽  
2020 ◽  
Vol 10 (2) ◽  
pp. 231 ◽  
Author(s):  
Mattia Battistin ◽  
Valeria Dissette ◽  
Alessandro Bonetto ◽  
Elisa Durini ◽  
Stefano Manfredini ◽  
...  
Keyword(s):  
Skin Cancer ◽  
Uv Radiation ◽  
Surface Functionalization ◽  
Uv Filters ◽  
Protection Factor ◽  
Full Characterization ◽  
New Class ◽  
Product Formulation ◽  
Booster Effect

Skin cancer is the most common malignant cancer with an incidence of 1 million cases/year. It is well known that exposure to UV radiation from sunlight leads the most frequent risk factors for several skin disorders including skin cancer. Sunscreen filters represent a valid protection against dangerous effects derived from UV radiation, and they can be divided in organic and inorganic UV filters. Adding, at the product formulation, molecules with booster effect, or also substances that can increase the protecting effectiveness via synergic mechanisms, can further enhance their protection activity. Moreover, this approach leads to develop formulations with high SPF (Sun Protection Factor) with a reduced content of UV filters, this is in line with the recent decisions of yet a few countries (Palau, Thailand, Philippines, and Hawaii) to ban some sunscreen filters to preserve marine environments (i.e., reef). In this work, a new class of sunscreen UV filters has been synthesized, by means the combination of physical filter and Oxisol, an antioxidant molecule with booster effect. In this study, the synthesis of new physical multifunctional ingredients is reported, by means the direct surface functionalization of inorganic filters (in particular TiO2) with Oxisol. In this study, the full characterization of these multifunctional ingredients is also reported, in addition to the cytotoxicity tests, the photocatalytic activity and the rheological properties involved on skin application.

scholarly journals 761 Development of a novel broad-spectrum sunscreen via bioadhesive nanoparticle encapsulation of organic UV filters

2017 ◽  
Vol 137 (5) ◽  
pp. S131
Author(s):  
H. Suh ◽  
J. Lewis ◽  
L. Fong ◽  
K. Carlson ◽  
J. Ramseier ◽  
...  
Keyword(s):  
Broad Spectrum ◽  
Uv Filters ◽  
Organic Uv Filters

scholarly journals Can natural products improve skin photoprotection?

Rodriguésia ◽  
2020 ◽  
Vol 71 ◽  
Author(s):  
Bruna Galdorfini Chiari-Andréo ◽  
Fernanda Borges de Almeida ◽  
Paulo Renato Yamasaki ◽  
Jean Leandro dos Santos ◽  
Marcos Antonio Corrêa ◽  
...  
Keyword(s):  
Natural Products ◽  
Uv Radiation ◽  
Stratospheric Ozone ◽  
Uv Filters ◽  
Skin Damage ◽  
Protective Mechanisms ◽  
Different Types ◽  
Phytochemical Compounds

Abstract Due to increased UV radiation on the Earth’s surface, caused by depletion of the stratospheric ozone, people have become more susceptible to different types of skin damage, such as erythema, sunburns, and cancer; this is especially of concern in tropical countries. Thus, efforts to improve awareness as well as the use of sunscreen are increasing worldwide. However, synthetic UV filters have been associated with deleterious effects such as photosensitization. Natural products have been used by ancient cultures for several purposes, including protecting the skin from the sun. However, there is still doubt today whether photoprotection is a real phenomenom or whether it is simply tanning of the skin. Plants have self-protective mechanisms and produce secondary metabolites that can protect themselves from UV radiation. Yet, can phytochemical compounds protect human skin? This review discusses the paradoxical effect of chemical UV filters and the influence of phytochemicals in in vitro and in vivo tests of photoprotection.

scholarly journals Preparation and Characterization of Organic/Inorganic Composite UV Filter Microcapsules by Sol-Gel Method

2021 ◽  
Vol 2021 ◽  
pp. 1-9
Author(s):  
Pey-Shiuan Wu ◽  
Chia-Hui Lin ◽  
Yi-Ching Kuo ◽  
Chih-Chien Lin
Keyword(s):  
Sodium Alginate ◽  
Interfacial Polymerization ◽  
Sol Gel ◽  
Cross Linking ◽  
Uv Filters ◽  
Uv Filter ◽  
Gel Method ◽  
Sol Gel Method ◽  
Inorganic Composite ◽  
Organic Uv Filters

Octyl methoxycinnamate and butyl methoxydibenzoylmethane are organic UV filters with poor photostability and will become photoallergy or phototoxic substance when exposed to ultraviolet radiation. The organic UV filters coated by microcapsules can reduce the photodegradation and avoid direct contact with the skin. Through microencapsulation, the application of UV filters in cosmetics becomes more effective and safer. This study first used the sol-gel method to create organic/inorganic composite UV filter microcapsules. We used sodium alginate as a shell material of the microcapsule to encapsulate UV filters. CaCO3 and tetraethyl orthosilicate (TEOS) were used as cross-linking agents, and sorbitan monooleate (Span 80) and polyoxyethylenesorbitan monooleate (Tween 80) were used as emulsifiers in the interfacial polymerization method for preparation. The results indicated that the microcapsules with 3 g of CaCO3 cross-linking agents had a similar particle size and better entrapment efficiency. The average sizes were 61.0 ± 4.9 μm and 48.6 ± 4.7 μm, and entrapment efficiencies were 75.3 ± 1.9% and 74.8 ± 1.7% for octyl methoxycinnamate and butyl methoxydibenzoylmethane, respectively. Utilizing sodium alginate as a cross-linking agent is better than TEOS due to the higher calcium content. In vitro transdermal delivery analysis showed that the release rate became steady.

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