Methanol Solvent Research Articles

A theoretical investigation into the solvent effect on crystal morphology of Nintedanib Esylate by molecular dynamic simulations and experiments

Solvent effects play a crucial role in determining the crystal structure of substances obtained from solution. Choosing the appropriate solvent system is vital for the formation of active pharmaceutical ingredients with optimal crystallization characteristics. In this work, the crystal morphology of Nintedanib Esylate under 10 pure solvent conditions was explored using molecular dynamic simulations and experiments. Single crystals of Nintedanib Esylate were prepared by slow evaporation crystallization, and the single crystal structure of Nintedanib Esylate obtained in methanol solvent was determined using single-crystal X-ray diffraction. The results indicated that the crystal form of Nintedanib Esylate was consistent throughout the study. Through structural analysis of the single crystal, it was determined that nintedanib ethosylate is a channel-type hemihydrate with a porosity of 14.8%. The molecular connectivity sites within the crystal were analyzed, and the periodic arrangement trends of the molecules within the nintedanib ethosylate crystal were explored through 2D and 3D structural diagrams. Hirshfeld surface analysis was used to investigate the intermolecular interactions in the crystal structure. The results showed that there are five main types of interactions in the nintedanib ethosylate crystal, namely H···H interactions, O···H/H···O interactions, C···H/H···C interactions, N···H/H···N interactions, and S···H interactions. Among them, H···H interactions accounted for 53.9%, while the S···H interaction was the weakest, contributing only 0.2%. The H···H interactions, representing van der Waals forces, play a dominant role in promoting the formation of the nintedanib ethosylate crystal.Based on the single crystal data of Nintedanib Esylate, the attachment energy model was used to predict the crystal morphology of NE under vacuum conditions. Five major crystal planes were identified, namely {0 0 1}, {0 1 0}, {0 1 1}, {1 0 0}, and {1 1 0}, with the {0 0 1} plane having the largest surface area, accounting for approximately 32.57% of the total crystal surface area.The modified attachment energy model was used to predict the crystal morphology of Nintedanib Esylate in different solvents. The results showed that the modified attachment energy model predictions were consistent with the crystal habits obtained by evaporative crystallization, and it was predicted that the aspect ratio of the simulated crystal habit was smallest in methanol, isopropanol, and n-propanol, and largest in n-butanol and ethanol, which can be used for further optimization of crystallization processes and solvent selection for production.The diffusion ability of solvent molecules on the crystal surface is the key factor to determine the crystal growth rate. The dominant crystal surface {0 1 0} in ethanol, isopropanol, acetone, DCM and DMF solvent systems and the dominant crystal surface {1 1 0} in n-propanol solvent system have the largest diffusion coefficients and the smallest relative growth rates.This work provides valuable insights for selecting solvents in the crystallization process of Nintedanib Esylate, with methanol, isopropanol, DCM, n-propanol, acetonitrile, and DMAC recommended based on the production conditions.

Phytochemical Composition and Antioxidant Properties of Canarium odontophyllum (Sarawak Olive): A Seasonal Fruit from Borneo, East Malaysia.

BackgroundCanarium species are reported rich of polyphenol, alkaloids, flavones, and saponins compounds. Canarium odontophyllum from Borneo's variety, on the other hand is remaining unclear especially on the antioxidant activity towards radicals. PurposeTo investigate phytochemical composition and antioxidant properties of C. odontophyllum. MethodsAntioxidant properties were evaluated using 2,2-diphenyl-1-picrylhydrazyl-hydrate (DPPH) assay, 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid) (ABTS) assay, and ferric-reducing antioxidant power (FRAP) assay with different polarity of extraction solvents (methanol, acetone and hexane). The phytochemical composition was determined by Liquid Chromatography Mass Spectrometry Quadrupole Time of Flight (LCMS-QTOF). ResultsAcetone showed the highest scavenging activity in the DPPH (0.0307 mg/ml) and FRAP (3.926 mg/ml) assays, while hexane exhibited the highest activity in the ABTS assay (0.119 mg/ml). The LCMS-QTOF chromatogram identified 22 potential compounds. Among these, the major compounds oleamide (10.49%) and emmotin A (7.23%) have previously been reported to exhibit antioxidant activity. Other health-beneficial compounds were also found, such as palmitic amide (2.46%), deoxymiroestrol (6.23%), and N-Cyclohexanecarbonylpentadecylamine (48.92%), which are important in preventing metal corrosion, regulating hormones, and distinguishing between N-palmitoylethanolamine-hydrolyzing acid amidase (NPAA) and fatty acid amide hydrolase (FAAH), respectively. ConclusionThe results indicate that C. odontophyllum shows a promising potential an alternative drug in pharmaceutical developments.

Optimization of Microwave-Assisted Extraction Process for Production of Polyphenol-Rich Crude Extract from Cinnamomum iners Leaves

Cinnamomum iners Reinw. ex Blume has long been recognized as a plant with food and medicinal uses. This study was designed to optimize the MAE process to produce a high-value, polyphenol-rich crude extract from cinnamon leaves (PCL). The primary goal was to apply response surface methodology (RSM) with a face-centered central composite design (FCCD) to identify the ideal conditions for microwave-assisted extraction (MAE). Key factors such as the MAE time, microwave power, and solid-to-liquid ratio were examined to produce a polyphenol-rich crude extract from C. iners leaves. The resulting extracts were assessed for extraction yield, total phenolic content (TPC), total flavonoid content (TFC), and antioxidant activity. The results showed that MAE using a methanol solvent had a significant impact on antioxidant compound levels. The R2 values for all responses, yield, TPC, TFC, and DPPH radical scavenging activity were 0.9497, 0.9494, 0.9199, and 0.9570, respectively, indicating that the developed quadratic polynomial models were accurate and suitable for analyzing MAE parameter interactions. The optimum MAE parameters were determined to be an MAE time of 25 min, microwave power of 214.24 W, and plant leaf–solvent ratio of 1:195.76 g/mL. In these optimized MAE conditions, the predicted extraction yield, TPC, TFC, and IC50 of DPPH scavenging were 18.56%, 22.86 mg GAE/g, 13.89 mg QE/g, and 83.30 µg/mL, respectively. The enhanced efficiency of MAE comes from microwave-induced heating, which disrupts cell walls for faster compound release, making it more effective and time-efficient than traditional HRE for polyphenol extraction. This study demonstrated that polyphenols can be efficiently extracted from C. iners using MAE, producing a valuable extract with potential as a natural preservative in food and a skin-protective, anti-aging ingredient in cosmetics.

Synthesis, Photophysical Properties and Systematic Evaluation of New Class Fluorescein Based Derivative with Organic Solvents: Spectroscopic and Density Functional Theory Methods for Optoelectronic Applications.

In this report the photophysical property of newly synthesized fluorescein based derivative 2-(5-((2,4-dichlorophenyl)diazenyl)-6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid has studied by spectroscopic and theoretical that is by Density Functional Theory technique. The structural and functional group of the synthesized molecule was confirmed by nuclear magnetic resonance and fourier transform infrared spectroscopy technique, and from the result so far obtained has been confirmed that molecule has a stable structure and confirmed the presence the functional groups present in the sample. The optical properties of the molecule are studied using the spectroscopic technique and it has revealed the solute-solvent interaction behaviour of the molecule and it has been observed that the bathochromic shift was of about 5nm, from the fluorescence measurement it has revealed that the emission has been observed at green region and from the power spectra it has been confirmed the same. The DFT study has been derived for the synthesized molecule the optimized structure, electrostatic potential maps, theoretical energy band gap and HOMO and LUMO visualizations are derived from the Gaussian 09W software and it has been found that the bandgap energy is found to be 2.607eV for benzene solvent and 3.081eV in methanol solvent, the electrophilic and nucleophilic sites exhibited at the substitution group of the molecule. The outcomes of the study clearly endorse the synthesized fluorescein derivative suitable for photonic/optoelectronic applications.

Unlocking the Photoluminescence Potential of Tabebuia Rosea Dyes: A Novel Natural Source of Broadband Visible Spectral Fluorescence for OLED Technologies.

This investigation delves into the extraction of polyphenols from the flowers of Tabebuia rosea using a basic maceration approach with acetone, ethanol, and methanol as solvents. The spectroscopic analysis of the dye obtained confirms the existence of functional groups in the polyphenol extract. The study also explores optoelectronic, fluorescence, and photometric characteristics associated with polyphenols. Micro-destructive surface techniques, such as XPS led to the acquisition of detailed information on the extracted polyphenol. The XPS analysis verified the chemical composition of the dyes, revealing that C1s, O1s, and N1s peaks are the main signals for the extracted polyphenols. Additionally, the LC-MS analysis reveals the extract contains significant amounts of active compounds in the polyphenols class, which share a common polyphenol structure. FT-IR spectroscopy confirms the presence of functional groups in the polyphenol dye extract. The optical properties showed a narrow direct bandgap (Eg= 3.08eV), indirect bandgap (Eg=2.77eV), high refractive index (n = 1.52), dielectric constant (ε = 8.982), and high optical conductivity (σ = 3.54 x103 S/m) for the polyphenols extracted in methanol solvent. Polyphenols are characterized by high quantum yield, substantial lifetime, and notable Stoke's shift. In addition, these polyphenol dyes demonstrate strong broadband visible spectra and cover a spectrum from blue to green (x = 0.32 → 0.33 and y = 0.33 → 0.38) in different solvent conditions. Such attributes make them advantageous for use in Organic-LEDs and other optoelectronic technologies, underscoring their significant potential in these domains. In addition, polyphenols are important in removing DPPH-free radicals from the environment, contributing to the production of highly antioxidant green materials.

Application of the aza-Wittig reaction for the synthesis of carboranyl Schiff bases, benzothiazoles and benzoselenazolines.

The aza-Wittig reaction was successfully applied to the synthesis of carboranyl-imines, which are difficult to obtain by classical methods. A variety of functionalized carboranyl Schiff bases was obtained proving the great scope of the methodology. All compounds were fully characterized, including the solid-state structures of six of them. The aza-Wittig reaction was modified to permit the synthesis in one step of carboranyl-benzothiazole and carboranyl-benzoselenazoline derivatives. The stability studies show that the carboranyl-imines and benzothiazole promote deboronation to the nido-derivatives, which is achieved by simple reaction with methanol or protic solvents. The structures of the nido-derivatives were also studied by X-ray diffraction. In contrast, the saturated derivatives, amine and benzoselenazoline, do not promote deboronation and are stable in protic solvents.

Performance of a Wild Sesame (Sesamum Spp) Phytochemical Extract for Water Disinfection

The study sampled wild Sesame from open field in South Africa. The samples were pretreated while the extracts were screened for phytochemical compositions and applied for water purification using standard procedures. The physicochemical properties of sampled raw and purified water (pH, total dissolved solids, salinity turbidity and conductivity) were analyzed in situ before and after treatment in the lab, respectively. The plant’s phytochemical extract from the leaves and stem was prepared using selected solvents (methanol, cold water and warm water). The results revealed the presence of phytochemicals including tannins, phenols, flavonoids, steroids, anthraquinone, terpenoids, saponins, and phlobatannins in both the stem and leaf of the wild Sesame plant. The study shows effective percentage reduction of E. coli and total bacteria with extracts of leaf (98.5, 100.0 and 97.2%), (98.8, 100.0 and 95.0%) and stem (94.0, 95.4 and 99.0%), (99.4, 98.6 and 98.4%) using methanol, cold and warm water, respectively, at 5ml of the phytochemical extracts. This study explores the use of wild Sesame phytochemicals for disinfecting river and stream water samples, highlighting the potential for greener and sustainable water treatment. The physicochemical parameters of the treated water were within tolerable limits, especially salinity and the total dissolved solids. Thus, the extract is presented as a potential solution for water purification, aligning with SDG goals 6 (clean water), 9, and 12 (green innovations). It fills the knowledge and product gap in water treatment, causing minimal harm, consistent with the African Union's sustainable development agenda and the African Council on Water's goal for clean water. This innovation meets the criteria for technology readiness levels 2 and 3, making it ready for further development.

Kandungan Fitokimia dan Aktivitas Farmakologi Tanaman Mangrove Jeruju (Acanthus ilicifolius): Narrative Review

Mangroves are woody plants that thrive in wet, muddy, and brackish water habitats found in tropical and subtropical regions. Mangroves are commonly found in Indonesia. One type of mangrove plant is Acanthus ilicifolius L., which can be utilized for medicinal purposes due to its phytochemical content. The aim of this narrative review is to provide information and an overview of the potential phytochemical and pharmacological activities present in each part of the mangrove plant jeruju, along with the solvents and testing methods used. The method employed in this narrative review involves searching for relevant articles on the internet through databases such as Google Scholar, Springer Open, Science Direct, and PubMed. According to several studies, methanol solvent yields the best results as it extracts the most phytochemical content from the mangrove jeruju. The leaves and stems of the mangrove jeruju are the most researched parts because they are the most dominant and easiest to treat. Research findings indicate that the leaves and stems of the jeruju plant contain the highest amounts of alkaloids, tannins, terpenoids, phenols, and flavonoids, with antimicrobial activity being the most commonly found pharmacological potential.

Study on the Catecholase Activity in the Presence of a Mn(III)-based Catalyst and Base

Background: This work describes the oxidation of a catechol moiety to the corresponding qui-none by using Mn(III)-based catalysts in the presence of an organic base. Two newly reported Mn(III)-Schiff base complexes were utilized for the oxidation of three different substrates, namely, 3,5-di tert-butyl catechol, 1,4-dihydroxy benzene and pyrocatechol, aerobically. Objective: We intended to understand the role of a base for the above-mentioned oxidation process. Also, we were interested to monitor the progress of reaction using 1H-NMR spectroscopy and to get more insight into the mechanistic path of the reaction. Methods: The oxidation processes were studied in open air in acetonitrile or methanol solvent. The reaction mixture containing concerned substrate, catalyst, and base were stirred in open air and 1H-NMR spectrum was recorded using the crude reaction mixture in different time intervals. Results: Interestingly, introduction of a base in the reaction mixture, enhanced the rate to a great extent for the first two substrates. This observation may provide an idea toward the rate determining step of the pro-cess. Notably, the third substrate, pyrocatechol, could not be oxidized by any of the two catalysts even with a base. The oxidation of 1,4-dihydroxy benzene may emphasize monodentate binding mode of the sub-strate. Each of the oxidation was monitored with the help of time dependent 1H-NMR spectroscopy. Conclusion: A mechanistic pathway has been proposed. The spectra obtained in different cases help to compare the efficiency of the catalysts with or without base. In the absence of the catalysts, triethylamine alone cannot complete the conversion in the stipulated time, which may establish the effectiveness of the catalysts via the base-assisted mechanism.

Characterization of the three-phase partitioned laccase from Trametes versicolor strain with antiproliferative activity against breast cancer cells.

An extracellular laccase from T. versicolor was 20.4-fold purified by three-phase partitioning with high recovery (245%) and biochemically characterized in detail for the first time. Its molecular weight was found to be 66.39kDa. The enzyme showed activity towards the substrates ABTS, 2,6-DMP, guaiacol and hydroquinone. The substrates with the highest catalytic efficiency (kcat/Km) were ABTS and 2,6-DMP. The maximum laccase activity value was reached at 70°C for all substrates; at 80°C even an activity of >60% could be maintained. The optimum pH values were 4.5, 5 and 5.5 for ABTS, 2,6-DMP and guaiacol, respectively. In solutions with pH values of 3.5 to 5, it was active for up to 6h. Laccase activity was negatively affected by L-cysteine, kojic acid, β-mercaptoethanol, sodium azide and SDS. In contrast, non-ionic detergents showed no significant effects on the enzyme. The enzyme showed activity when exposed to low concentrations (<5%) of the solvent's methanol, ethanol and DMSO. Among the metal ions, the enzyme showed strong sensitivity to Fe2+, while Ni2+ and Mn2+ showed increased activity. Biochemical analyses have shown that the laccase enzyme has superior properties compared to its commercial form (such as high temperature and pH stability, high affinity to its substrates and relatively high catalytic efficiency). Its anticancer effect on breast cancer cell lines was also investigated. The results emphasize the potential of pure laccase as an anticancer agent due to its selective lethal effect on breast cancer cells.

Antioxidant and antimicrobial activities of different extracts of Tragopogon dubius and Tragopogon porrifolium L. subsp. longirostris: Determination of their phytochemical contents by UHPLC-Orbitrap®-HRMS analysis

In this study, dichloromethane (DCM), n-hexane, ethanol, methanol, and natural deep eutectic solvents (NADES) were used to extract Tragopogon porrifolium L. subsp. longirostris (Sch. Bip.) Greuter and Tragopogon dubius L. Antioxidant properties (Cu2+ reduction capacity, DPPH, ABTS and Fe3+ reduction) and antimicrobial activities of these extracts were determined. Also, metabolite profiles were determined using UHPLC-Orbitrap®-HRMS. NADES extracts of both species (MIC: 0.18-0.71 mg/ml) showed significantly better antimicrobial activity against Klebsiella pneumoniae, Bacillus subtilis, and Staphylococcus aureus compared to other solvents (MIC: 25 mg/ml). The study showed that T. dubius methanol and NADES extracts had better inhibitory effects on DPPH (EC50:45.17 μg/mL, EC50:108.73 μg/mL) and ABTS (EC50:59.54 μg/mL, EC50:95.98 μg/mL) radical scavenging activities than other extracts. Similarly, T. porrifolium methanol and NADES extracts had better inhibitory effects on DPPH (EC50:48.33 μg/mL, EC50:38.72 μg/mL) and ABTS (EC50:77 μg/mL, EC50:58.93 μg/mL) radical scavenging activities than other extracts. Furthermore, Fe3+ and Cu2+ reducing capacities were highest in methanol and NADES extracts of both plants.UHPLC-Orbitrap®-HRMS was used to profile the chemical composition, validating 71 phytochemicals, with the R2 value ranging from 0.9903 to 0.9993. The method's LOD values ranged from 0.45 to 2.94, and LOQ values ranged from 1.50 to 9.78. Recovery percentages at 10, 60, and 100 ng/mL concentrations ranged from 71.73% to 116.91%, 85.36% to 115.38%, and 97.08% to 109.65%, respectively. The analysis identified 29 phytochemicals, with major compounds including chlorogenic acid, quinic acid, apigenin 7-glucuronide, vitexin, schaftoside, orientin+isoorientin, luteoloside, and isoquercitrin. The significant biological impacts of these plants as a compelling reservoir of phytochemicals with therapeutic properties.

Current Perspectives in Detection of Bioactive Compounds From Costus spicatus Through GC-MS and LC-MS/MS: Antioxidant Properties and In Silico Analysis for Industrial Applications.

Members of the Costus genus are the conventional medicinal plants used in the therapeutic management of numerous ailments, especially for their antioxidant and pharmacological activities. The crude extract of Costus spicatus was profiled using high-resolution GC-MS and LC-MS/MS techniques to determine possible bioactive compounds that are vital to the antioxidant activity. A total of 52 and 63 bioactive compounds have been detected in GC-MS chromatograms using different solvents (methanol and ethanol) in C. spicatus leaf extracts, representing the presence of certain bioactive compounds. The identified bioactive compounds in both extracts which exhibit neuroprotective effects have been confirmed through various literature studies. They are cholestan-3-amine, loliolide, stigmasterol and methylprednisolone acetate, succinimide, fumaric acid, beta-tocopherol and gamma-tocopherol. The aqueous extract possessed the highest antioxidant activity for DPPH scavenging activity and lipid peroxidation inhibition assays, whereas the alcoholic aqueous extract showed superior efficacy for hydroxyl radical scavenging activity. In this study, we performed molecular docking and found that four compounds exhibited promising binding affinities with predicted binding sites on alpha-synuclein. Notably, Androsta [17-16-b] furan-5'-imine, 4'-methylene-3-methoxy-N-cyclohexyl- showed the highest docking interaction score of -7.4, indicating a strong binding affinity. These findings, combined with the presence of bioactive components in the crude extract of C. spicatus, suggest that this plant may possess neuroprotective properties, warranting further investigation for potential industrial applications in the development of neuroprotective agents.

Bolanthus turcicus: a promising antidiabetic with in-vitro antioxidant, enzyme inhibitory and antiadipogenic activities.

It is crucial to investigate new anti-diabetic agents and therapeutic approaches targeting molecules in potential signaling pathways for the treatment of Type 2 diabetes mellitus (T2DM). The objective of the study was to investigate the total phenolic content, antioxidant capacity, α-glucosidase, and α-amylase inhibitory activities of Bolanthus turcicus (B. turcicus), as well as their cytotoxic, anti-adipogenic, anti-diabetic, apoptotic, and anti-migration potential on adipocytes. B. turcicus samples were extracted with methanol (MeOH), ethyl acetate (EA) and aqueous (Aq) solvents. The MeOH extract had the highest phenolic content (81.14mg GAE/g), followed by EA (74.93mg GAE/g) and Aq (51.09mg GAE/g). All extracts exhibited dose-dependent increases in α-glycosidase and α-amylase inhibitory activity. B. turcicus extracts showed cytotoxic effect on adipocytes with IC50 values of MeOH (141.0µg/mL) < Aq (155.3µg/mL) < EA (199.5µg/mL). Furthermore, B. turcicus extracts reduced lipid droplet formation and adipocyte diameter size. All extracts altered cell morphology to resemble fibroblasts. B. turcicus extracts exhibited anti-migratory effect delaying wound healing for up to 96h. The B. turcicus extracts showed a pro-apoptotic effects on adipocytes by increasing Caspase-3 enzyme activity and the population of DAPI-positive cell with apoptotic nuclear-morphology. B. turcicus extracts upregulated the expression of the Glut-4 gene at the mRNA, protein and intracellular level in adipocytes. In conclusion, our findings indicate that B. turcicus not only exhibits strong antioxidant properties and enzyme inhibitory activities but also exerts significant anti-adipogenic and pro-apoptotic effects in adipocytes, thereby providing a comprehensive mechanism through which it may contribute to the management of T2DM. These effects highlight the potential of B. turcicus as a therapeutic agent for improving glucose homeostasis and insulin sensitivity.

Qualitative Phytochemical Profiling and In Vitro Antioxidant Potential Evaluation of South African Momordica Balsamina Linn Fruit Pulp.

Momordica balsamina Linn is a well-known African traditional herb due to its tremendous medicinal and nutritional properties. It is used worldwide for the treatment of different ailments and diseases. In the present study, the phytochemical and antioxidant activity of South African M. balsamina fruit pulp extracts was evaluated. The fruit pulp extracts were obtained by using the serial exhaustive extraction procedure using the solvents hexane, DCM, acetone, and methanol. The resulting extracts were subjected to different standard colorimetric tests for phytochemical analysis. The presence of compounds with antioxidant activity was determined using dot plot and TLC. The DPPH radical scavenging assay, hydrogen peroxide activity, and reducing power assay, coupled with linear regression, were employed to determine the quantity of antioxidants and their IC50. The results for qualitative phytochemical screening have shown that the fruit pulp contains alkaloids, cardiac glycosides, saponins, phenolic compounds, tannins, flavonoids, terpenoids, and steroids. All the extracts revealed the presence of antioxidant activity in both dot plot and TLC. Acetone extracts (0.279 mg/mL) showed the lowest IC50 compared to the standards gallic acid (0.4 mg/mL) and diosgenin (0.42 mg/mL). These findings confirmed that M. balsamina is very rich in phytochemical compounds and has strong antioxidant potential; therefore, it could be a potential source of drugs which in the future may serve the production of synthetically improved therapeutic agents.

Influence of the Ratio of Water and Organic Solvents on the Antioxidative Activity and Content of Bioactive Components in Artemisia annua L. and Artemisia absinthium L. Extracts

Bitter and sweet wormwoods are traditional plant species in the Asteraceae (Compositae). Their use in traditional medicine has long been known. Numerous preparations of bitter and sweet wormwood (teas, tinctures) are used in the treatment of diseases of the digestive system. The content of bioactive components (polyphenols and flavonoids) and antioxidant activity of Artemisia absinthium L. (bitter wormwood) and Artemisia annua L. (sweet wormwood) were examined in this paper. Extract's series were prepared by mixing selected organic solvents (methanol, ethanol and acetone) and water in different volume ratios for both analyzed species. Antioxidant activity was tested using FRAP and DPPH methods. Extracts of sweet wormwood contain more bioactive components and have a higher antioxidant capacity compared to extracts of bitter wormwood. In terms of extraction efficiency, the mixture of acetone and water (20:30 v/v) proved to be the most efficient. Regarding pure organic solvents, the most effective for the bioactive components isolation is ethanol, while acetone showed the weakest extraction power.

Concurrent ultrafast twisting and proton transfer photoreactions in new pyrano[2,3-c]pyrazole derivatives.

Pyrano[2,3-c]pyrazole derivatives are a class of compounds exhibiting dual solvent-dependent fluorescence. This interesting and potentially useful optical property is attributed to the excited state intramolecular proton transfer (ESIPT). We have investigated excited state dynamics of these molecules in detail using femtosecond time-resolved fluorescence and transient absorption spectroscopy. We found that when the compounds containing methoxy groups in a phenyl ring are dissolved in a polar protic solvent (methanol), they undergo excited state twisting that competes with the ESIPT reaction. Additionally, the dumping of the tautomer stimulated emission allowed us to populate a short-lived ground-state tautomer and track a ground-state proton transfer (GSIPT) back reaction. We found that the GSIPT decays on the sub-picosecond to picosecond time scale, and a fast process is more pronounced in less polar solvents.

Trends in Methanol-Solvated Actinide Ions and Actinide Expanded Porphyrin Complexes.

Trivalent actinide expanded porphyrin complexes have been of synthetic interest since the isolation of the series of trivalent lanthanide texaphyrin complexes in 1992, however, synthesis of these actinide-based complexes has not yet been achieved. In this work, a computational study with relativistic density functional theory was performed to determine how trivalent actinide ions (Ac3+ through Lr3+) interact with Schiff base expanded porphyrin macrocycles in a methanol solvent as an alternate pathway to stabilization. A thorough analysis of structural parameters, electronic structure, stability of microsolvation environments, and relative binding energies provided insight into the most stable structures. Trends in bonding and structure for the full actinide series are reported for methanol solvated ions, which reports actinide contraction along the series for early and mid actinides. Texaphyrin incorporates the actinide ions in a planar fashion, whereas for alaskphyrin a bent structure is more favorable; this bend results in stronger interaction energies than those calculated for the texaphyrin complexes. We also show that the redox-active expanded porphyrin ligands are able to accommodate a variety of actinides through charge transfer stabilization. Based on relative binding energy and energy decomposition analysis, it was found that texaphyrin and alaskaphyrin both exhibit a strong preference for binding to Th.

Determination of the Phytochemical, Antioxidant, and Antimicrobial Properties of $Smilax$ $excelsa$ L. Extracted with Different Solvents

$Smilax$ $excelsa$ L., an edible wild plant whose leaves and shoots are frequently consumed in the daily diet and used to treat various diseases in traditional medicine, grows in certain regions of Türkiye, especially in the Black Sea Region. This study aims to determine the phytochemical properties, antioxidant and antimicrobial activities of $S.$ $excelsa$ with different solvents. In this study, the shoots of $S.$ $excelsa$ were extracted with water, 70% ethanol, and 80% methanol solvents and an ultrasound-assisted extraction method was used. It was found that the total phenolic contents of the extracts obtained from the plant were higher in the ethanol (75.09 mg/g) and methanol (74.72 mg/g) extracts compared to the water extract (49.62 mg/g). While the water extract had the highest amount of flavonoids (22.96 mg/g), the 80% methanol extract had the highest amount of total anthocyanins (0.52 mg/g). The efficacy of the extracts against various pathogens was also investigated. It was determined that in the Petri dish in which $Enterococcus$ $faecalis$ ATCC 29212 pathogen was cultivated, a clear zone was formed around the disc into which only the water extract was impregnated. The zone diameter was 2.10 ± 0.08 cm. As a result of the study, it can be said that especially the ethanol and methanol extracts were effective in terms of both the phytochemical properties and antioxidant activities and therefore they exhibited high antioxidant properties.

Metabolomic profiling and molecular docking study of mucus from the Indonesian land snail Hemiplecta humphreysiana Lea, 1840 (Gastropoda) to unveil its potential as an anti-tyrosinase and an anti-elastase agent

Background Mucus from several species of snails has been known to contain bioactive compounds such as anti-tyrosinase and anti-elastase. These two compounds contribute as whitening agents and anti-wrinkle agents, respectively. Among the many land snail species in Indonesia, only one species, Lissachatina fulica, has been analyzed for its bioactive compound. This species is an invasive alien species and non-native to Indonesia. In this study, we aim to unravel the bioactive compounds in one Indonesian native species, Hemiplecta humphreysiana. Objective To identify bioactive compounds in the mucus of H. humphreysiana using ultra-performance liquid chromatography-mass spectrometry/mass spectrometry quadrupole time-of-flight (UPLC-MS/MS QTOF) and to evaluate their potential as anti-tyrosinase and anti-elastase agents using molecular docking. Materials and methods Carbonate buffer at pH 9.4 was used to extract mucus from H. humphreysiana snails. Lyophilized mucus samples were dissolved in methanol and dichloromethane solvents, filtered, and injected into a UPLC-MS/MS instrument. The data analysis was conducted using MassLynx software. The molecular formulas and spectra were compared with databases such as ChemSpider, PubChem, MassBank, Human Metabolome Database, and the National Institute of Standards and Technology to obtain the metabolomic profile of the sample. Bioactive metabolites were evaluated for ligand–protein interactions using a molecular docking approach with AutoDock tools and AutoDock Vina. Results were visualized in two-dimensional and three-dimensional using Discovery Studio and analyzed for bond affinity energy. Scoring was conducted to identify potential inhibitors of tyrosinase or elastase. Results and conclusion A total of bioactive compounds were identified from the mucus of H. humphreysiana Lea, 1840. Twenty compounds were identified as suspected compounds, and 13 were confirmed. Based on the bioavailability and toxicity characteristics, analysis of affinity energy, and ligand–receptor interaction, about 13 compounds can inhibit tyrosinase, and 12 compounds can inhibit elastase. Indoleacrylic acid and withanone were determined to be lead compounds with anti-tyrosinase activity, while withanone and 7-[2-(1-adamantyl)-2-oxoethyl]-1,3-dimethyl-8-(4-methylpiperazin-1-yl) purine-2,6-dione were identified as lead compounds as anti-elastase agents. Metabolomic profiling using UPLC-MS/MS QTOF can identify bioactive compounds for use as test ligands in molecular docking. The presence of lead compounds in H. humphreysiana mucus to inhibit tyrosinase and elastase shows its potential as a whitening and anti-wrinkle agent, respectively. This study initiates the bioprospecting of H. humphreysiana mucus as nutricosmeceuticals for future research.

Profiling and Antibacterial Activity Assay of Secondary Metabolites from Streptomyces Isolated from Mangrove Sediment Sample

Bacterial infections pose significant threats to human health, particularly due to the rise of antibiotic-resistant strains. Identifying new sources of effective antibiotics is therefore crucial for combating these resistant pathogens. This study aims to isolate novel Streptomyces species and profile their secondary metabolites through extraction and high-resolution mass spectrometry (HRMS) analysis. Furthermore, the antibacterial activity of the extract containing the secondary metabolites was assessed through the in vitro agar well diffusion method and supported by the molecular docking, molecular dynamics simulations, and drug-likeness analysis. Sediment samples were collected from mangrove forests in Yogyakarta. The bacteria were then isolated, purified, and characterized using 16S rRNA sequencing. The isolates were then cultured to enrich the secondary metabolites, and their secondary metabolites were extracted using methanol and dichloromethane solvents in a 1:1 volume ratio. The results showed that the isolated bacteria of Streptomyces sp. were obtained with a 95.44% similarity rate, which produced several secondary metabolites. The in vitro antibacterial assay of the extract resulted in an inhibition zone of 14, 14, and 15 mm against Propionibacterium acnes, Staphylococcus aureus, and Escherichia coli, respectively. The molecular docking and molecular dynamic simulations for 100 ns revealed that compound SB236057A could inhibit the function of thymidylate kinase protein through a carbon-hydrogen bond with Glu37 residue. Furthermore, drug-likeness analysis showed that the secondary metabolites of Streptomyces sp. exhibited preferable drug-likeness and pharmacokinetic properties. This research focuses on the understanding of microbial biodiversity in mangrove sediments, particularly focusing on the genus Streptomyces and its potential to produce novel antibiotics.