Search Results (206)

A comprehensive metabolic profiling of Catharanthus roseus (L.) G. Don was performed using tandem mass spectrometry, along with an evaluation of the biological activities of its various solvent extracts. Among these, the methanolic leaf extract exhibited mild radical scavenging activity, low to moderate antimicrobial activity, and limited cytotoxicity in both the brine shrimp lethality assay and MTT assay against HeLa and A549 cell lines. High-performance liquid chromatography–electrospray ionization–high-resolution tandem mass spectrometry (HPLC-ESI-HRMS/MS) analysis led to the annotation of 34 metabolites, primarily alkaloids. These included 23 indole alkaloids, two fatty acids, two pentacyclic triterpenoids, one amino acid, four porphyrin derivatives, one glyceride, and one chlorin derivative. Notably, two metabolites—2,3-dihydroxypropyl 9,12,15-octadecatrienoate and (10S)-hydroxypheophorbide A—were identified for the first time in C. roseus. Furthermore, Global Natural Products Social Molecular Networking (GNPS) analysis revealed 18 additional metabolites, including epoxypheophorbide A, 11,12-dehydroursolic acid lactone, and 20-isocatharanthine. These findings highlight the diverse secondary metabolite profile of C. roseus and support its potential as a source of bioactive compounds for therapeutic development. Full article

This work investigates photoactive inorganic powders (SiO₂, IrSiO₂, and IrO₂/IrSiO₂) and their derivatives modified with metallated porphyrin, focusing on their ability to generate reactive oxygen species (ROS) under visible light exposure. The core material, SiO₂, exhibits a tubular morphology and a high density of optically active defects. Modifiers such as metallic and iridium oxide nanoparticles, along with porphyrin, are employed to enhance light absorption and the generation of singlet oxygen (¹O₂) for potential biomedical applications. The time-dependent photogeneration of singlet oxygen is monitored using a Singlet Oxygen Green Sensor (SOSG), and its reactivity is evaluated in relation to DL α-Tocopherol through a spectrofluorimetric analysis. The photoactive materials, both before and after porphyrin modification, are characterized using Scanning Electron Microscopy (SEM), Atomic Force Microscopy (AFM), X-ray Diffraction (XRD), X-ray Fluorescence (XRF), UV–Vis Spectroscopy, X-ray Photoelectron Spectroscopy (XPS), N₂ adsorption–desorption measurements, and zeta potential measurements. Full article

A new deconvolution strategy, reverse curve fitting, was developed to determine peak positions and independent intensities of overlapping Fourier transform (FT) nuclear magnetic resonance (NMR) bands. From the third-order derivative of the overlapping band, the peak position was estimated from its zero-crossing point and the peak intensity was quantitated by partial curve matching with its primary maxima. Every matched peak in the overlapping band was dismembered in turn to weaken the overlap until an independent peak was filtered out. The deconvolution can be refined progressively by manually tuning the peak positions and peak widths. In a simulation study, a closely overlapped ¹³C NMR triplet (overlapping degrees between 0.5 and 1.0) at a signal-to-noise ratio (SNR) of 20:1 was quantitatively deconvoluted by our reverse curve fitting procedure with a routine denoising technique. The noise interference and denoising technique were also studied in the simulation. A real FT-NMR overlapping band of Ethylbenzene (300 MHz) was satisfactorily deconvoluted and compatible with higher resolution literature spectral data. A more complicated overlapping NMR band of Tetraphenyl porphyrin was studied as well. This new approach to the deconvolutions is applicable to other FT spectroscopies. Full article

An efficient protocol was developed for the microwave-mediated metallation of 5-(4-methoxycarbonylphenyl)-10,15,20-tris(pentafluorophenyl)porphyrin (P1) with bis(benzonitrile)platinum dichloride salt and subsequent 1,3-dipolar cycloaddition of the resulting PtP1 with an azomethine ylide to give two isomeric metallochlorins: PtC1 (main isomer) and PtC3. The methyl ester group of metalloporphyrin PtP1 and metallochlorin PtC1 was successfully hydrolysed in an alkaline medium to yield the corresponding derivatives PtP2 and PtC2 in moderate-to-good yields. As a proof of concept of the reactivity of the carboxy group in PtP2 and PtC2, these compounds were conjugated with a hydroxylated derivative of indomethacin, a known potent non-steroidal anti-inflammatory, obtaining the conjugates PtP2-Ind and PtC2-Ind. The obtained platinum(II) porphyrins and chlorins were characterized by UV-Vis, NMR spectroscopy and mass spectrometry. The structure of PtP1 was also confirmed by X-ray crystallography. Singlet oxygen generation studies were carried out, as well as theoretical calculations, which demonstrated that the prepared Pt(II) complexes can be considered potential photosensitizers for PDT. Full article

The development of an intelligent ultrasonic aspirator controlled by a fiber-optic neoplasm sensor that detects 5-aminolevulinic acid-derived porphyrin fluorescence presents a significant advancement in glioma surgery. By leveraging the fluorescence phenomenon associated with 5-aminolevulinic acid in malignant neoplasms, this device integrates an excitation laser and a high-sensitivity photodiode into the tip of an ultrasonic aspirator handpiece. This setup allows for real-time tumor fluorescence detection, which in turn modulates the aspirator’s power based on fluorescence intensity. Preliminary testing demonstrated high sensitivity, with the device capable of differentiating between weak, strong, and no fluorescence. The sensor sensitivity was comparable to human visual perception, enabling effective tumor differentiation. Tumors with strong fluorescence were effectively crushed, while the aspirator ceased operation in non-fluorescent areas, enabling precise tissue resection. Furthermore, the device functioned efficiently in bright surgical environments and was designed to maintain a clean sensor tip through constant saline irrigation. The system was successfully applied in a surgical case of recurrent glioblastoma, selectively removing tumor tissue while preserving surrounding brain tissue. This innovative approach shows promise for safer, more efficient glioma surgeries and may pave the way for sensor-based robotic surgical systems integrated with navigation technologies. Full article

Porphyrins and their derivatives are excellent materials with specific physical and photochemical properties in medical, chemical, and technological applications. In chemistry, their properties are applied to create new functional materials with specific characteristics, such as porphyrin-based sorbents combined with porous organic polymers, silica, carbon nanostructures, or metal–organic frameworks. This review covers the applications of porphyrins and metalloporphyrins in preparing and using sorbents for metal ion enrichment and their separation. Uncommon applications that utilize specific properties of porphyrins, such as light-enhanced processes and redox properties for selective sorption and photocatalytic conversion of metal ions, are also discussed. These applications suggest new fields of use, such as the removal or recycling of metals from electronic waste or the selective elimination of heavy metals from the environment. Full article

Objectives: This study investigated the effects of 2-week ingestion of hemp fiber (high and low doses) versus placebo bars on gut permeability and plasma metabolite shifts during recovery from 2.25 h intensive cycling. Hemp hull powder is a rich source of two bioactive compounds, N-trans-caffeoyl tyramine (NCT) and N-trans-feruloyl tyramine (NFT), with potential gut health benefits. Methods: The study participants included 23 male and female cyclists. A three-arm randomized, placebo-controlled, double-blind, crossover design was used with two 2-week supplementation periods and 2-week washout periods. Supplement bars provided 20, 5, or 0 g/d of hemp hull powder. Participants engaged in an intensive 2.25 h cycling bout at the end of each of the three supplementation periods. Five blood samples were collected before and after supplementation (overnight fasted state), and at 0 h-, 1.5 h-, and 3 h-post-exercise. Five-hour urine samples were collected pre-supplementation and post-2.25 h cycling after ingesting a sugar solution containing 5 g of lactulose, 100 mg of ¹³C mannitol, and 1.9 g of mannitol in 450 mL of water. An increase in the post-exercise lactulose/¹³C mannitol ratio (L:¹³CM) was used as the primary indicator of altered gut permeability. Other outcome measures included muscle damage biomarkers (serum creatine kinase, myoglobin), serum cortisol, complete blood cell counts, and shifts in plasma metabolites using untargeted metabolomics. Results: No trial differences were found for L:¹³CM, cortisol, blood cell counts, and muscle damage biomarkers. Orthogonal partial least-squares discriminant analysis (OPLSDA) showed distinct trial differences when comparing high- and low-dose hemp fiber compared to placebo supplementation (R2Y = 0.987 and 0.995, respectively). Variable Importance in Projection (VIP) scores identified several relevant metabolites, including 3-hydroxy-4-methoxybenzoic acid (VIP = 1.9), serotonin (VIP = 1.5), 5-hydroxytryptophan (VIP = 1.4), and 4-methoxycinnamic acid (VIP = 1.4). Mummichog analysis showed significant effects of hemp fiber intake on multiple metabolic pathways, including alpha-linolenic acid, porphyrin, sphingolipid, arginine and proline, tryptophan, and primary bile acid metabolism. Conclusions: Hemp fiber intake during a 2-week supplementation period did not have a significant effect on post-exercise gut permeability in cyclists (2.25 h cycling bout) using urine sugar data. On the contrary, untargeted metabolomics showed that the combination of consuming nutrient-rich hemp fiber bars and exercising for 135 min increased levels of beneficial metabolites, including those derived from the gut in healthy cyclists. Full article

Malignant skin conditions are classified as the most common forms of cancer, with an evolution of one million new cases reported every year. Research efforts in the medical field are focused on developing innovative strategies for the dissemination of measures for preventing cancer and providing new antitumor compounds. The present research examines the development and evaluation of 1% Carbopol-based hydrogels incorporating two porphyrin derivatives—5,10,15,20-tetrakis-(4-acetoxy-3-methoxyphenyl) porphyrin (P2.1) and 5-(4-hydroxy-3-methoxyphenyl)-10,15,20-tris-(4-acetoxy-3-methoxyphenyl) porphyrin (P2.2)—to create formulations suitable for topical photodynamic therapy (PDT) applications. The physicochemical properties of the obtained hydrogels were carefully evaluated, revealing the successful integration of the porphyrins into the 1% Carbopol hydrogel matrix. Rheological analysis demonstrated pseudoplastic behavior, with an increase in viscosity properties for P2.1 and P2.2, suggesting interactions with the Carbopol polymer structure. UV-visible and fluorescence spectroscopy confirmed the maintenance of the porphyrins’ photodynamic properties, essential for therapeutic efficacy. Pharmacotechnical studies highlighted the hydrogels’ suitability for topical applications. The formulations maintained an optimal pH range, ensuring skin compatibility and minimizing the potential for skin irritation. Their mechanical properties, including elasticity and rigidity, provided stability during handling and application. The high swelling capacity indicated effective moisture retention, enhancing skin hydration and drug release potential. Furthermore, the hydrogels demonstrated excellent spreadability, enabling uniform application and coverage, crucial for efficient light activation of the photosensitizers. The combination of robust physicochemical and pharmacotechnical properties highlights the potential of these porphyrin-loaded 1% Carbopol hydrogels as promising carriers for topical PDT. These results permit further biological and therapeutic investigations to optimize the formulation for clinical use, advancing the development of effective localized photodynamic therapies. Full article

The mixotrophic dinoflagellate Akashiwo sanguinea is known to have acute toxic effects on multiple marine organisms, while the composition and chemical properties of its toxins remain unclear. In this study, we established a method for separation and purification of A. sanguinea toxins using chromatographic techniques. The acetone extract of A. sanguinea exhibited higher hemolytic activity and shorter incubation time compared to methanol and ethyl acetate extracts. Five fractions were obtained by solid-phase extraction (SPE), of which SPE3 (acetone/water ratio 3:2) and SPE4 (acetone/water ratio 4:1) exhibited the highest hemolytic activities and allelopathic effects. Further purification on SPE3 and SPE4 using reverse-phase high-performance liquid chromatography (RP-HPLC) coupled with a diode array detector (DAD) resulted in 11 subfractions, among which Fr4-5 displayed the strongest hemolytic activity. Nearly all active subfractions exhibited higher hemolytic activities incubated under light than those in the dark (p < 0.05), suggesting that A. sanguinea can produce both photosensitive and non-photosensitive toxins, with the former being the primary contributors to its hemolytic activity. Molecular characterization by UV-Vis, FTIR, and HRMS/MS analysis revealed that the structural features of Fr4-5 were highly consistent with porphyrin analogs and could be derived from chlorophyll c-related precursors. These findings highlight that the photosensitive toxins in A. sanguinea may serve dual roles in stress adaptation and ecological competition, potentially contributing to the formation of the blooms. Full article

Chrysin, a naturally occurring flavonoid, exhibits a broad spectrum of biological activities, including showing anticancer properties. However, its clinical application is limited by poor bioavailability and low solubility. The introduction of an amine, amide, ester, or alkoxy group to a flavone skeleton influences the biological activity. This review also discusses hybrid compounds, such as the chrysin–porphyrin hybrid, which are characterized by higher biological activity and better bioavailability properties than single molecules. This review concentrates on the anticancer activity of chrysin and its derivatives against the most popular cancers, such as breast, lung, prostate, and gastrointestinal tumors. Full article

New tetrasubstituted porphyrin tin complexes (5–14) were prepared in two different ways: In the first preparation procedure, tin porphyrin complexes were prepared by a direct reaction of butyltin trichloride and dibutyltin dichloride with tetra/tetrakis(4-X-phenyl)porphyrins (X = H, F, Cl, Br, CF₃, CH₃O, and (CH₃)₂N). In the second procedure, the same tin porphyrin complexes were synthesized from the reaction of butyltin trichloride and dibutyltin dichloride with lithium porphyrinato derivatives. These novel tin complexes were characterized by elemental analysis, ¹H, ¹³C NMR, FTIR, UV-Vis spectroscopy, and mass spectrometry. Among these complexes, tin porphyrin containing methoxy group [Bu₂Sn(TMOPP)] was tested as an adsorbent to remove tetracycline antibiotics from wastewater. The TTC antibiotic removal efficiency (R%) of this complex was measured using UV-Vis spectroscopy. After 120 min of equilibration, the final R% and adsorption capacity (q_t) were measured at 60.15% and 18.10 mg/g, respectively. Full article

Antimicrobial resistance (AMR) poses a critical global health threat, driving the search for alternative treatments to conventional antibiotics. In this study, the antibacterial properties of honeybee venom (BV) and fungal Monascus purpureus red dye (RD) were evaluated against three multidrug-resistant bacterial pathogens. Extracts of BV and RD exhibited dose-dependent antibacterial activity against the three tested bacteria, with their strongest effectiveness against S. aureus (minimum inhibitory concentrations [MIC] = 3.18 and 6.315 μg·mL⁻¹, respectively). Although the three bacterial strains were resistant to the antibiotic ampicillin-sulbactam (10/10 µg), both extracts exhibited superior antibacterial activity against the three bacterial strains compared to five standard antibiotics, especially RD extract, which produced the largest inhibition zone (20 ± 0.20 mm) against S. aureus. The larger inhibition zones against S. aureus suggest its high sensitivity, whereas E. coli and E. faecalis exhibited smaller inhibition zones, indicating less sensitivity to BV and RD extracts. Differences in the inhibition zones suggest the variations in antimicrobial activity between the two extracts and their strain-specific effectiveness. Scanning electron microscopy (SEM) revealed that BV and RD extracts disrupted the bacterial plasma membrane, suggesting that the bioactive compounds penetrate the bacterial cell wall and alter its integrity. Furthermore, GC–MS-based analysis revealed that the chemical composition of BV and RD extracts exhibited highly diverse structures, including complex polycyclic systems, porphyrins, steroids, and esters. For instance, 42 metabolites were identified in the BV extract, which mainly were organic and metal–organic compounds; however, only 23 molecules were identified in RD extract, which mainly were fatty acids and their derivatives. The diversity in the chemical compositions of both extracts highlights their potential applications in pharmaceuticals, materials, and biochemistry fields. Collectively, these findings indicate that honeybee venom and the red dye from M. purpureus have promising antibacterial properties and warrant further investigation as potential alternatives to conventional antibiotics. Further multi-ligand docking-based virtual screening studies are required to identify the most promising detected metabolite(s) within both BV and RD extracts. Full article

As a key means to solve energy and environmental problems, photocatalytic technology has made remarkable progress in recent years. Organic semiconductor materials offer structural diversity and tunable energy levels and thus attracted great attention. Among them, porphyrin and its derivatives show great potential in photocatalytic reactions and light therapy due to their unique large-π conjugation structure, high apparent quantum efficiency, tailorable functionality, and excellent biocompatibility. Compared to unassembled porphyrin molecules, supramolecular porphyrin assemblies facilitate the solar light absorption and improve the charge transfer and thus exhibit enhanced photocatalytic performance. Herein, the research progress of porphyrin-based supramolecular assemblies, including the construction, the regulation of charge separation and transfer, stability, and application in photocatalysis, was systematically reviewed. The construction strategy of porphyrin supramolecules, the mechanism of charge separation, and the intrinsic relationship of assembling structure-charge transfer-photocatalytic performance received special attention. Surfactants, peptide molecules, polymers, and metal ions were introduced to improve the stability of the porphyrin assemblies. Donor-acceptor structure and co-catalysts were incorporated to inhibit the recombination of the photoinduced charges. These increase the understanding of the porphyrin supramolecules and provide ideas for the design of high-performance porphyrin-based photocatalysts. Full article

Nanotechnology is an emerging field that involves the development of nanoscale particles, their fabrication methods, and potential applications. From nanosized inorganic particles to biopolymers, the variety of nanoparticles is unstoppably growing, offering huge opportunities for drug delivery. Various nanoformulations, such as nanoparticles, nanocomposites, and nanoemulsions, have been developed to enhance drug stability, solubility, and tissue penetration. Moreover, nanocarriers can be specifically engineered to target diseased cells or release the drug in a controllable manner, minimizing damage to surrounding healthy tissues and reducing side effects. This review focuses on the combinations between porphyrin derivatives and nanocarriers applied in photodynamic therapy (PDT). PDT has emerged as a significant advance in medicine, offering a low-invasive method for managing infections, the treatment of tumors, and various dermatoses. The therapy relies on the activation of a photosensitizer by light, which results in the generation of reactive oxygen species. Despite their favorable properties, porphyrins reveal non-specific distribution within the body. Nanotechnology has the capability to enhance the PS delivery and its activation. This review explores the potential improvements that are provided by the use of nanotechnology in the PDT field. Full article

Photothermal therapy (PTT) and photodynamic therapy (PDT) are potential cancer treatment methods that are minimally invasive with high specificity for malignant cells. Emerging research has concentrated on the application of metal nanoparticles encapsulated in porphyrin and their derivatives to improve the efficacy of these treatments. Gold and silver nanoparticles have distinct optical properties and biocompatibility, which makes them efficient materials for PDT and PTT. Conjugation of these nanoparticles with porphyrin derivatives increases their light absorption and singlet oxygen generation that create a synergistic effect that increases phototoxicity against cancer cells. Porphyrin encapsulation with gold or silver nanoparticles improves their solubility, stability, and targeted tumor delivery. This paper provides comprehensive review on the design, functionalization, and uses of plasmonic silver and gold nanoparticles in biomedicine and how they can be conjugated with porphyrins for synergistic therapeutic effects. Furthermore, it investigates this dual-modal therapy’s potential advantages and disadvantages and offers perspectives for future prospects. The possibility of developing gold, silver, and porphyrin nanotechnology-enabled biomedicine for combination therapy is also examined. Full article