Several developments and research methods are ongoing in drug technology and chemistry research to elicit effectiveness regarding the therapeutic activity of drugs along with photoprotection for their molecular integrity. The detrimental effect of UV light induces damaged cells and DNA, which leads to skin cancer and other phototoxic effects. The application of sunscreen shields to the skin is important, along with recommended UV filters. Avobenzone is widely used as a UVA filter for skin photoprotection in sunscreen formulations. However, keto-enol tautomerism propagates photodegradation into it, which further channelizes the phototoxic and photoirradiation effects, further limiting its use. Several approaches have been used to counter these issues, including encapsulation, antioxidants, photostabilizers, and quenchers. To seek the gold standard approach for photoprotection in photosensitive drugs, combinations of strategies have been implemented to identify effective and safe sunscreen agents. The stringent regulatory guidelines for sunscreen formulations, along with the availability of limited FDA-approved UV filters, have led many researchers to develop perfect photostabilization strategies for available photostable UV filters, such as avobenzone. From this perspective, the objective of the current review is to summarize the recent literature on drug delivery strategies implemented for the photostabilization of avobenzone that could be useful to frame industrially oriented potential strategies on a large scale to circumvent all possible photounstable issues of avobenzone.

Distinct differences have been observed between L-tryptophan and D-tryptophan containing contryphan-Ar1131 in oxidative folding, trypsin binding, and photostabilization activity on avobenzone. [W5] contryphan-Ar1131 and [w5] contryphan-Ar1131 were chemically synthesized and characterized using RP-HPLC and mass spectrometry. Structural differences due to the change of configuration of tryptophan were evident from the optimized structures of contryphan-Ar1131 using density functional theory (DFT). The comparison of early events of oxidative folding has revealed the role of D-tryptophan in accelerating the formation of a disulfide bond. The optimized structures of the reduced form of peptides revealed the occurrence of aromatic-aromatic and aromatic-proline interactions in [w5] contryphan-Ar1131 which may be critical in aiding the oxidative folding reaction. The presence of the Lys6-Pro7 peptide bond indicates that contryphan-Ar1131 is resistant but may bind to trypsin allowing to assign the binding affinity of peptides to the protein surface. Competitive binding studies and molecular docking along with molecular dynamic (MD) simulations have revealed that [w5] contryphan-Ar1131 has more affinity for the active site of trypsin. Given tryptophan is a photostabilizer of FDA-approved chemical UV-A filter avobenzone, the report has compared the photostabilization activity of [W5]/ [w5] contryphan-Ar1131 on avobenzone under natural sunlight. [w5] contryphan-Ar1131 has better photostabilization activity than that of [W5] contryphan-Ar1131 and also individual D-tryptophan and L-tryptophan amino acids. These biochemical studies have highlighted the significance of D-tryptophan in contryphan-Ar1131 and its photostabilization activity on avobenzone may find applications in cosmetics.

Polystyrene is a common thermoplastic and is produced in different shapes and forms. The scale of manufacture of polystyrene has grown over the years because of its numerous applications and low cost of production. However, it is flammable, brittle, has low resistance to chemicals, and is susceptible to photodegradation on exposure to ultraviolet radiation. There is therefore scope to improve the properties of polystyrene and to extend its useful lifetime. The current work reports the synthesis of organometallic complexes and investigates their use as photostabilizers for polystyrene. The reaction of excess ibuprofen sodium salt and appropriate metal chlorides in boiling methanol gave the corresponding complexes excellent yields. The organometallic complexes (0.5% by weight) were added to polystyrene and homogenous thin films were made. The polystyrene films blended with metal complexes were irradiated with ultraviolet light for extended periods of time and the stabilizing effects of the additives were assessed. The infrared spectroscopy, weight loss, depression in molecular weight, and surface morphology of the irradiated blends containing organometallic complexes were investigated. All the synthesized organometallic complexes acted as photostabilizers for polystyrene. The damage (e.g., formation of small polymeric fragments, decrease in weight and molecular weight, and irregularities in the surface) that took place in the polystyrene blends was much lower in comparison to the pure polystyrene film. The manganese-containing complex was very effective in stabilizing polystyrene and was superior to cobalt and nickel complexes.

Poly(vinyl chloride) (PVC) suffers from photo-oxidation and photodegradation when exposed to harsh conditions. Application of PVC thus relies on the development of ever more efficient photostabilizers. The current research reports the synthesis of new complexes of tin and their assessment as poly(vinyl chloride) photostabilizers. The three new complexes were obtained in high yields from reaction of 4-(benzylideneamino)benzenesulfonamide and tin chlorides. Their structures were elucidated using different tools. The complexes were mixed with poly(vinyl chloride) at a very low concentration and thin films were made from the blends. The effectiveness of the tin complexes as photostabilizers has been established using a variety of methods. The new tin complexes led to a decrease in weight loss, formation of small residues, molecular weight depression, and surface alteration of poly(vinyl chloride) after irradiation. The additives act by absorption of ultraviolet light, removal the active chlorine produced through a dehydrochlorination process, decomposition of peroxides, and coordination with the polymeric chains. The triphenyltin complex showed the greatest stabilizing effect against PVC photodegradation as a result of its high aromaticity.

Genetically encodable fluorescent proteins have revolutionized biological imaging in vivo and in vitro. Despite their importance, their photophysical properties, i. e., brightness, count-rate and photostability, are relatively poor compared to synthetic organic fluorophores or quantum dots. Intramolecular photostabilizers were recently rediscovered as an effective approach to improve photophysical properties of organic fluorophores. Here, direct conjugation of triplet-state quenchers or redox-active substances creates high local concentrations of photostabilizer around the fluorophore. In this paper, we screen for effects of covalently linked photostabilizers on fluorescent proteins. We produced a double cysteine mutant (A206C/L221C) of α-GFP for attachment of photostabilizer-maleimides on the β-barrel near the chromophore. Whereas labelling with photostabilizers such as trolox, a nitrophenyl group, and cyclooctatetraene, which are often used for organic fluorophores, had no effect on α-GFP-photostability, a substantial increase of photostability was found upon conjugation to azobenzene. Although the mechanism of the photostabilizing effects remains to be elucidated, we speculate that the higher triplet-energy of azobenzene might be crucial for triplet-quenching of fluorophores in the blue spectral range. Our study paves the way for the development of fluorescent proteins with photostabilizers in the protein barrel by methods such as unnatural amino acid incorporation.

The lifetime of poly(vinyl chloride) (PVC) can be increased through the addition of additives to provide protection against irradiation. Therefore, several new tin complexes containing atenolol moieties were synthesized and their photostabilizing effect on PVC was investigated. Reacting atenolol with a number of tin reagents in boiling methanol provided high yields of tin complexes. PVC was then mixed with the tin complexes at a low concentration, producing polymeric thins films. The films were irradiated with ultraviolet light and the resulting damage was assessed using different analytical and surface morphology techniques. Infrared spectroscopy and weight loss determination indicated that the films incorporating tin complexes incurred less damage and less surface changes compared to the blank film. In particular, the triphenyltin complex was very effective in enhancing the photostability of PVC, and this is due to its high aromaticity (three phenyl rings) compared to other complexes. Such an additive acts as a hydrogen chloride scavenger, radical absorber, and hydroperoxide decomposer.

We show that a novel amphiphilic graft copolymer combining the biodegradability and biocompatibility of oxidized carboxymethylcellulose (CMC) with that of hydrophilic poly(ethylene glycol) (PEG), and hydrophobic dodecylamine (DDA), improves the solubility and dissolution performance of nifedipine (NIF), considered as a model hydrophobic drug. The hydrophobic components of the graft copolymer have the multiple effect of favouring micelle formation and loading. At the same time, the interaction between the hydrophobic core and NIF has the secondary effect to suppress drug crystallization, favouring its dissolution, and to increase photostability. Oxidized CMC-g-PEG-DDA micelles reached values of drug concentration, loading capacity and encapsulation efficiency as high as 340 μg mL-1, 6.4 % and 34.1 %, respectively. Loaded micelles showed a good stability with a limited release profile at pH 1.2, whereas at pH 7.4 the swollen cores enable much higher and progressive release, that reaches 3.4 and 6.6 % after 3 and 5 h, respectively, corresponding to very competitive concentration of 34 and 66 μg mL-1.

It is important to develop a photostabilization strategy to ensure the quality of photosensitive compounds, including pharmaceuticals. This study focused on the protective effects of 20 amino acids on the photodegradation of naproxen (NX), a photosensitive pharmaceutical, to clarify the important nature of a good photostabilizer. Our previous report indicated the photodegradability of NX and the protective effects of some antioxidants on its photodegradation, therefore, this compound was used as a model compound. The degradation of NX in aqueous media during ultraviolet light (UV) irradiation and the protective effects of selected amino acids were monitored through high-performance liquid chromatography (HPLC), equipped with a reverse-phase column. Addition of cysteine, tryptophan, and tyrosine induced the significant suppression of NX photodegradation after UV irradiation for 3 h (residual amount of NX; 15.35%, 6.82%, and 15.64%, respectively). Evaluation of the antioxidative activity and UV absorption spectrum showed that cysteine suppressed NX degradation through its antioxidative ability, while tryptophan and tyrosine suppressed it through their UV filtering ability. Furthermore, three amino acids at higher concentrations (more than 100 µmol/L) showed more protective effects on NX photodegradation. For 10 mmol/L, residual amounts of NX with cysteine, tryptophan, and tyrosine were 58.51%, 69.34%, and 82.40%, respectively. These results showed the importance of both photoprotective potencies (antioxidative potency and UV filtering potency) and stability to UV irradiation for a good photostabilizer of photosensitive pharmaceuticals.

Three new polyphosphates were synthesized in good yields by reacting diethylenetriamine with the appropriate phosphate ester in ethanol under acidic conditions. The polyphosphate structures were determined using FT-IR and 1H-NMR spectroscopies, and their elemental compositions were confirmed by EDX spectroscopy. Polyphosphates were added to poly(vinyl chloride) (PVC) at low concentrations to fabricate thin films. The PVC films were irradiated with ultraviolet light for long periods, and the effect of polyphosphates as the photostabilizer was investigated by determining changes in the infrared spectra (intensity of specific functional group peaks), reduction in molecular weight, weight loss, and surface morphology. Minimal changes were seen for PVC films containing polyphosphate compared to that for the blank film. In addition, optical, scanning electron, and atomic force microscopies were used to inspect the surface morphology of films. Undesirable changes due to photodegradation were negligible in PVC films containing additives compared to films containing no additives. In addition, the surfaces were smoother and more homogeneous. Polyphosphates, and in particular ones that contain an ortho-geometry, act as efficient photostabilizers to reduce the rate of photodegradation. Polyphosphates absorb ultraviolet light, chelate with polymeric chains, scavenge radical moieties, and decompose peroxide residues.

Five Schiff bases derived from melamine have been used as efficient additives to reduce the process of photodegradation of poly(vinyl chloride) films. The performance of Schiff bases has been investigated using various techniques. Poly(vinyl chloride) films containing Schiff bases were irradiated with ultraviolet light and any changes in their infrared spectra, weight, and the viscosity of their average molecular weight were investigated. In addition, the surface morphology of the films was inspected using a light microscope, atomic force microscopy, and a scanning electron micrograph. The additives enhanced the films resistance against irradiation and the polymeric surface was much smoother in the presence of the Schiff bases compared with the blank film. Schiff bases containing an ortho-hydroxyl group on the aryl rings showed the greatest photostabilization effect, which may possibly have been due to the direct absorption of ultraviolet light. This phenomenon seems to involve the transfer of a proton as well as several intersystem crossing processes.