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1.
J Med Chem ; 2024 May 23.
Article En | MEDLINE | ID: mdl-38781403

Molecular hybridization is a well-established strategy for developing new drugs. In the pursuit of promising photosensitizers (PSs) with enhanced photodynamic therapy (PDT) efficiency, a series of novel 5-fluorouracil (5FU) gallium corrole conjugates (1-Ga-4-Ga) were designed and synthesized by hybridizing a chemotherapeutic drug and PSs. Their photodynamic antitumor activity was also evaluated. The most active complex (2-Ga) possesses a low IC50 value of 0.185 µM and a phototoxic index of 541 against HepG2 cells. Additionally, the 5FU-gallium corrole conjugate (2-Ga) exhibited a synergistic increase in cytotoxicity under irradiation. Excitedly, treatment of HepG2 tumor-bearing mice with 2-Ga under irradiation could completely ablate tumors without harming normal tissues. 2-Ga-mediated PDT could disrupt mitochondrial function, cause cell cycle arrest in the sub-G1 phase, and activate the cell apoptosis pathway by upregulating the cleaved PARP expression and the Bax/Bcl-2 ratios. This work provides a useful strategy for the design of new corrole-based chemo-photodynamic therapy drugs.

2.
J Ethnopharmacol ; 330: 118194, 2024 Aug 10.
Article En | MEDLINE | ID: mdl-38641077

ETHNOPHARMACOLOGICAL RELEVANCE: Prinsepia utilis Royle, native to the Himalayan region, has a long history of use in traditional medicine for its heat-clearing, detoxification, anti-inflammatory, and analgesic properties. Oils extracted from P. utilis seeds are also used in cooking and cosmetics. With the increasing market demand, this extraction process generates substantial industrial biowastes. Recent studies have found many health benefits with using aqueous extracts of these biowastes, which are also rich in polysaccharides. However, there is limited research related to the reparative effects of the water extracts of P. utilis oil cakes (WEPUOC) on disruptions of the skin barrier function. AIM OF THE STUDY: This study aimed to evaluate the reparative efficacy of WEPUOC in both acute and chronic epidermal permeability barrier disruptions. Furthermore, the study sought to explore the underlying mechanisms involved in repairing the epidermal permeability barrier. MATERIALS AND METHODS: Mouse models with induced epidermal disruptions, employing tape-stripping (TS) and acetone wiping (AC) methods, were used. The subsequent application of WEPUOC (100 mg/mL) was evaluated through various assessments, with a focus on the upregulation of mRNA and protein expression of Corneocyte Envelope (CE) related proteins, lipid synthase-associated proteins, and tight junction proteins. RESULTS: The polysaccharide was the major phytochemicals of WEPUOC and its content was determined as 32.2% by the anthranone-sulfuric acid colorimetric method. WEPUOC significantly reduced transepidermal water loss (TEWL) and improved the damaged epidermal barrier in the model group. Mechanistically, these effects were associated with heightened expression levels of key proteins such as FLG (filaggrin), INV (involucrin), LOR (loricrin), SPT, FASN, HMGCR, Claudins-1, Claudins-5, and ZO-1. CONCLUSIONS: WEPUOC, obtained from the oil cakes of P. utilis, is rich in polysaccharides and exhibits pronounced efficacy in repairing disrupted epidermal barriers through increased expression of critical proteins involved in barrier integrity. Our findings underscore the potential of P. utilis wastes in developing natural cosmetic prototypes for the treatment of diseases characterized by damaged skin barriers, including atopic dermatitis and psoriasis.


Epidermis , Plant Extracts , Tight Junction Proteins , Up-Regulation , Animals , Mice , Plant Extracts/pharmacology , Plant Extracts/chemistry , Tight Junction Proteins/metabolism , Epidermis/drug effects , Epidermis/metabolism , Up-Regulation/drug effects , Water/chemistry , Plant Oils/pharmacology , Plant Oils/chemistry , Male , Fatty Acid Synthases/metabolism , Fatty Acid Synthases/genetics , Permeability/drug effects
3.
ACS Appl Mater Interfaces ; 16(13): 16132-16144, 2024 Apr 03.
Article En | MEDLINE | ID: mdl-38511296

The main impediment to the development of zinc-air batteries is the sluggish kinetics of the oxygen reduction reaction (ORR) and the oxygen evolution reaction (OER). Transition metal N-doped carbon catalysts offer a promising alternative to noble metal catalysts, with metal-organic framework (MOF)-derived carbon material catalysts being particularly noteworthy. Here, we synthesized MxP-Z-C carbon catalysts by combining two-dimensional (2D) metal porphyrin-based MOFs (MxPMFs, x = Fe, Co, Ni, Mn) and three-dimensional zeolitic imidazole framework-8 (ZIF-8) through electrostatic interaction, followed by carbonization. ZIF-8 was inserted between the layers of MxPMFs to prevent its Π-Π stacking, allowing the active sites to become fully exposed. MxP-Z-C demonstrated an impressive catalytic activity for both the ORR and the OER reactions. Among them, FeP-Z-C showed the best catalytic activity. The half-wave potential for ORR was 0.92 V (vs the reversible hydrogen electrode (RHE)), while the overpotential for the OER was 290 mV. In addition, the zinc-air battery assembled by FeP-Z-C exhibited high power density (133.14 mW cm-2) and significant specific capacity (816 mAh gZn-1), indicating considerable potential as a bifunctional catalyst for electronic devices.

4.
Eur J Med Chem ; 265: 116102, 2024 Feb 05.
Article En | MEDLINE | ID: mdl-38176359

Study on corrole photosensitizers (PSs) for photodynamic therapy (PDT) has made remarkable progress. Targeted delivery of PSs is of great significance for enhancing therapeutic efficiency, decreasing the dosage, and reducing systemic toxicity during PDT. The development of PSs that can be specifically delivered to the subcellular organelle is still an attractive and challenging work. Herein, we synthesize a series of azide-modified corrole phosphorus and gallium complex PSs, in which phosphorus corrole 2-P could not only precisely target the endoplasmic reticulum (ER) with a Pearson correlation coefficient (PCC) up to 0.92 but also possesses the highest singlet oxygen quantum yields (ΦΔ = 0.75). This renders it remarkable PDT activity at a very low dosage (IC50 = 23 nM) towards HepG2 tumor cell line while ablating solid tumors in vivo with excellent biosecurity. Furthermore, 2-P exhibits intense red fluorescence (ΦF = 0.25), outstanding photostability, and a large Stokes shift (190 nm), making it a promising fluorescent probe for ER. This study provides a clinically potential photosensitizer for cancer photodynamic therapy and a promising ER fluorescent probe for bioimaging.


Neoplasms , Photochemotherapy , Porphyrins , Azides , Fluorescence , Phosphorus , Fluorescent Dyes/pharmacology , Photochemotherapy/methods , Photosensitizing Agents/pharmacology , Endoplasmic Reticulum , Neoplasms/diagnostic imaging , Neoplasms/drug therapy
5.
Adv Mater ; 36(2): e2305479, 2024 Jan.
Article En | MEDLINE | ID: mdl-37705254

On-skin electronics require minimal thicknesses and decent transparency for conformal contact, imperceptible wearing, and visual aesthetics. It is challenging to search for advanced ultrathin dielectrics capable of supporting the active components while maintaining bending softness, easy handling, and wafer-scale processability. Here, self-delaminated aramid nanodielectrics (ANDs) are demonstrated, enabling any skin-like electronics easily exfoliated from the processing substrates after complicated nanofabrication. In addition, ANDs are mechanically strong, chemically and thermally stable, transparent and breathable, therefore are ideal substrates for soft electronics. As demonstrated, compliant epidermal electrodes comprising silver nanowires and ANDs can successfully record high-quality electromyogram signals with low motion artifacts and satisfying sweat and water resistance. Furthermore, ANDs can serve as both substrates and dielectrics in single-walled carbon nanotube field-effect transistors (FETs) with a merely 160-nm thickness, which can be operated within 4 V with on/off ratios of 1.4 ± 0.5 × 105 , mobilities of 39.9 ± 2.2 cm2 V-1 s-1 , and negligible hysteresis. The ultraconformal FETs can function properly when wrapped around human hair without any degradation in performance.

6.
Fitoterapia ; 172: 105766, 2024 Jan.
Article En | MEDLINE | ID: mdl-38056697

The phytoconstituents of the whole plants of Chloranthus holostegius were investigated. As a result, thirteen undescribed sesquiterpenes (chloranholosins A-M, 1-13), including ten acorane-type sesquiterpenes (1-10), one germacrene-type sesquiterpene (11), and two lindenane-type sesquiterpenes (12-13), together with fifteen known sesquiterpenes were isolated. Their structures and absolute configurations were elucidated by a comprehensive method including the spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction. Chloranholosin L (12) was elucidated as a rare lindenane-type sesquiterpene featuring 14α-Me and 5-OH moieties. And chloranholosin M (13) was the first lindenane-type sesquiterpene possessing ß-cyclopropane, 14α-Me, and 5ß-H configuration from the family Chloranthaceae. Furthermore, twelve new isolates and some known sesquiterpenes were evaluated for their inhibitory activity against LPS-induced nitric oxide (NO) production in RAW 264.7 macrophage cells. Among them, compounds 12, 16, and 23 showed comparable inhibitory activity to that of the positive control, with IC50 values of 47.9, 41.5, and 48.3 µM, respectively.


Magnoliopsida , Sesquiterpenes , Molecular Structure , Magnoliopsida/chemistry , Sesquiterpenes/pharmacology , Sesquiterpenes/chemistry , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/chemistry , Circular Dichroism
7.
J Pharm Biomed Anal ; 236: 115718, 2023 Nov 30.
Article En | MEDLINE | ID: mdl-37717428

Sodium (S)- 2-(dithiocarboxylato((2 S,3 R,4 R,5 R)- 2,3,4,5,6-pentahydroxyhexyl)amino)- 4(methylthio)butanoate (GMDTC) is a compound that removes cadmium from kidney cells. This study aims to investigate the metabolic stability and metabolite identification of GMDTC in various liver microsomes, including those from human, monkey, dog, rat and mouse. The results show that the T1/2 values of GMDTC in human, monkey, dog, rat and mouse liver microsomes were 16.54, 18.14, 16.58, 15.16 and 16.00 min, respectively. While the hepatic extraction ratios (ERh) of GMDTC measured after 60 min incubation in these liver microsomes were 0.82, 0.70, 0.80, 0.75 and 0.79, respectively, indicating that GMDTC exhibits rapid hepatic metabolism and high hepatic clearance with no significant interspecies differences. Subsequent metabolite identification by high-resolution mass spectrometry revealed the presence of three metabolites, designated M1∼M3. The major metabolite products of GMDTC were found to be M1 and M2. The relative abundances of the hydrolysis products (M1 and M2) in human, monkey, dog, rat and mouse liver microsomes were found to be 97.18%, 97.99%, 95.94%, 96.31% and 93.43%, respectively, indicating that hydrolysis is the primary metabolic pathway of GMDTC in liver microsomes in vitro, and with no significant interspecies differences.

8.
Nanotechnology ; 34(49)2023 Sep 25.
Article En | MEDLINE | ID: mdl-37673043

Exploring highly active oxygen reduction electrocatalysts with low precious metals content is imperative but remains a considerable challenge. Herein, a series of heterobimetallic multi-walled carbon nanotubes (MWCNTs) electrocatalysts based on metal complexes are presented. These electrocatalysts feature diverse transition metals (M=Mn, Fe, Co, Ni) 5,15-bromophenyl-10, 20-methoxyphenyl porphyrin (MBMP) and tetrakis(triphenylphosphine)palladium (0) (Pd[P(Ph3)4]) anchored non-covalently on its surface. The resulting NiBMP-based MWCNTs with Pd[P(Ph3)4] (PdNiN4/MWCNTs) display outstanding electrocatalytic oxygen reduction activity (onset potential, 0.941 V; half wave potential, 0.830 V) and robust long-term durability in alkaline electrolyte. While in neutral condition, the MnBMP-based MWCNTs with Pd[P(Ph3)4] (PdMnN4/MWCNTs) are the most active heterobimetallic ORR catalyst and produce ultra-low concentration hydrogen peroxide (H2O2yield, 1.2%-1.3%). Synergistically tuning the ORR electrocatalytic activity and electron transfer pathway is achieved by the formation of NiBMP/MnBMP-Pd[P(Ph3)4] active sites. This work indicates such metalloporphyrin-Pd[P(Ph3)4] active sites on MWCNTs have significantly positive influence on electrocatalytic ORR systems and provides facile and mild strategy for designing highly efficient ORR electrocatalysts with ultra-low loading precious metal.

9.
Molecules ; 28(3)2023 Jan 25.
Article En | MEDLINE | ID: mdl-36770860

Sodium (S)-2-(dithiocarboxylato((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)amino)-4(methylthio)butanoate (GMDTC) is the first compound to use cadmium repellent as an indication. In this paper, we established and validated a bioanalytical method for the determination of GMDTC in rat plasma, and used it to determine the drug concentrations in the plasma of rats after intravenous dosing in different genders and dosages. After pretreating the plasma samples with an acetonitrile-water-ammonia solution (70:30:1.25, v/v/v), liquid chromatographic separations were efficiently achieved with a XBridge C18 column using a 5 min gradient system of aqueous ammonium bicarbonate and 95% acetonitrile-water solution (95:5, v/v) as the eluent. The GMDTC and metolazone (internal standard, IS) detection were carried out using high-performance liquid chromatography coupled with triple quadrupole mass spectrometry (LC-MS/MS), monitored at m/z 390.06-324.1 (for the GMDTC, tR: 2.03 min) and m/z 366.0-259.2 (for IS, tR: 3.88 min). The GMDTC was stable under various testing conditions, and this analytical method conforms to the verification standard of biological analysis methods. The half-life (t1/2) was determined to be 0.54-0.65 h for the intravenous, mean distribution volume and clearances were 1.08-2.08 L/kg and 1-3 L/h/kg, respectively. The AUC0-t and AUC0-∞ found after increasing the dosage exhibited a linear relationship with the administered dose. There were no statistically significant differences in the values obtained for the different genders at dosages of 50, 100 and 250 mg/kg, respectively (p > 0.05). This is the first report of a bioanalytical method to quantify GMDTC in rat plasma using LC-MS/MS, which provides useful information for the study of its pharmacological effects and clinical applications.


Cadmium , Tandem Mass Spectrometry , Rats , Female , Male , Animals , Chromatography, Liquid/methods , Tandem Mass Spectrometry/methods , Chromatography, High Pressure Liquid , Indicators and Reagents , Reproducibility of Results
10.
ChemSusChem ; 16(10): e202300211, 2023 May 19.
Article En | MEDLINE | ID: mdl-36815428

There have been few reports on the substituent effect of main-group-element corrole complexes as ligand-centered homogeneous electrocatalysts for the hydrogen evolution reaction (HER). The key to comprehend the catalytic mechanism and develop efficient catalysts is the elucidation of the effects of electronic structure on the performance of energy-related small molecules. In this work, the "push-pull" electronic effect of the substituents on electrocatalytic HER of phosphorus corroles was investigated by using 5,10,15-tris(phenyl) corrole phosphorus (1P), 10-pentafluorophenyl-5,15-bis(phenyl) corrole phosphorus (2P), 10-phenyl-5,15-bis(pentafluorophenyl) corrole phosphorus (3P), 5,10,15-tris(pentafluorophenyl) corrole phosphorus (4P) complexes bearing hydroxyl axial ligands and different numbers of fluorine atoms on the meso-aryl substituents. The results revealed that the catalytic HER activity of phosphorus corroles decreased with the increasing of fluorine atom numbers, it follows in the order 1P>2P>3P>4P. Density functional theory (DFT) calculations show that the corrole 1P has the lowest free energy barrier in catalytic HER.

11.
Fitoterapia ; 166: 105459, 2023 Apr.
Article En | MEDLINE | ID: mdl-36804779

Phytoconstituents of the peels of Callistemon viminalis has been investigated for the first time. As a result, two pair of diastereomers of hybrids of ß-triketone and α-phellandrene, named viminalisones A-B (1-2) and viminalisones CD (3-4), and three known analogues were obtained. Their structures and absolute configurations were elucidated through a combination of the analysis of their MS data, NMR spectra, single-crystal X-ray diffraction, and their experimental and calculated electronic circular dichroism (ECD) spectra. All isolates were evaluated for their antimicrobial activities against Botrytis cinerea and Cutibacterium acnes. Meroterpenoid 7 exhibited antibacterial activity against Botrytis cinerea with a MIC value of 0.256 mg/mL.


Monoterpenes , Myrtaceae , Molecular Structure , Microbial Sensitivity Tests , Myrtaceae/chemistry
12.
Chempluschem ; 88(1): e202200413, 2023 01.
Article En | MEDLINE | ID: mdl-36680306

A series of gallium(III) amide corroles including meso-5,15-bis(pentafluorophenyl)-10-(4-Pyridinamide-phenyl)corrole gallium (III) (1-Ga), meso-5,15-bis(pentafluorophenyl)-10-(4-Furamide-phenyl)corrole gallium(III) (2-Ga) and meso-5,15-bis(pentafluorophenyl)-10-(4-Thiophenamide-phenyl)corrole gallium(III) (3-Ga) were synthesized. The interaction of these complexes with DNA and their photodynamic antitumor activities have been studied. UV spectra titration showed that these gallium(III) corroles interact with calf thymus DNA (CT-DNA) through an external binding mode. All three gallium(III) corroles can effectively generate singlet oxygen under illumination and have good photostability. Among the three gallium(III) corroles, 2-Ga exhibited excellent photodynamic antitumor activity against the tested tumor cell lines under light irradiation (625±2 nm, 0.3 mW/cm2 , 1.08 J/cm2 ). The best phototoxicity was observed by 2-Ga against HepG2 cells (IC50 =6.3±0.9), which is even better than temoporfin (IC50 =8.4±1.8). It could block HepG2 cells in the sub-G0 phase and effectively induce apoptosis of HepG2 cells under 625 nm light irradiation.


Gallium , Neoplasms , Porphyrins , Gallium/pharmacology , Gallium/chemistry , Porphyrins/chemistry , DNA/chemistry , Cell Line, Tumor
13.
Bioorg Chem ; 130: 106268, 2023 01.
Article En | MEDLINE | ID: mdl-36399863

The phytoconstituents of the fraction with hemostatic activity of the 70% aqueous ethanol extract of Ypsilandra thibetica Franch. were investigated. As a result, fourteen previously unreported spirostanol saponins, ypsilandrosides Z1-Z14, and nine known analogues were isolated and characterized by MS, NMR, and chemical methods. Among them, ypsilandrosides Z1-Z4 (1-4) have a rare 12-O-ß-d-glucopyranosyl group, while ypsilandrosides Z5-Z8 (5-8) possess a rare double bond between C-4 and C-5, and a hydroxyl or carbonyl located at the C-6. All isolates were further tested for their hemostatic activity. The results suggested that five spirostanol tetraglycosides show favorable inducing platelet aggregation activities. Among them, ypsilandroside G (16) displayed significant inducing platelet aggregation activity with an EC50 value of 57.17 µM. Furthermore, the preliminary structure-activity relationship of these spirostanol glycosides' hemostatic activity was discussed.


Glycosides , Hemostatics , Melanthiaceae , Spirostans , Glycosides/pharmacology , Glycosides/chemistry , Hemostatics/pharmacology , Magnetic Resonance Spectroscopy , Melanthiaceae/chemistry , Spirostans/chemistry
14.
Bioorg Chem ; 129: 106177, 2022 Dec.
Article En | MEDLINE | ID: mdl-36183563

Two new trimethoxyl A2B triaryl corroles 10-(2,4,6-trimethoxyphenyl)-5,15-bis(pentafluorophenyl)- corrole (1) and 10-(3,4,5-trimethoxyphenyl)-5,15-bis(pentafluorophenyl)-corrole (2) and their gallium(III) and phosphorus(V) (1-Ga, 1-P, 2-Ga and 2-P) complexes had been prepared and well characterized by UV-vis, NMR and HR-MS. Among all compounds, 2-Ga, 1-P and 2-P showed excellent in vivo photodynamic activity against the MDA-MB-231, A549, Hela and HepG2 cell lines upon light irradiation at 625 nm. And 2-P even exhibited higher phototoxicity than the clinical photosensitizer temoporfin. Also, 2-P exhibited the highest singlet oxygen quantum yield and photostability. The preliminary investigation revealed that 2-P could be rapidly absorbed by tumor cells and mainly located in the cytoplasm. After photodynamic therapy (PDT) treatment with 2-P, mitochondrial membrane potential destruction, intracellular ROS level increasing and nuclear fragmentation of cancer cells could be observed. Cell cycle analysis demonstrated that the 2-P PDT may cause tumor cell arrest at sub-G1 stage and induce early and late apoptosis of cells. These results suggest that 2-P is a promising candidate as a photosensitizer for photodynamic therapy.


Gallium , Photochemotherapy , Humans , Gallium/pharmacology , Gallium/chemistry , Photosensitizing Agents/pharmacology , Phosphorus/pharmacology , Cell Line, Tumor
15.
ACS Appl Mater Interfaces ; 14(42): 47725-47736, 2022 Oct 26.
Article En | MEDLINE | ID: mdl-36251265

Aqueous zinc-ion batteries (ZIBs) have gained wide attention for their low cost, high safety, and environmental friendliness in recent years. ß-MnO2, a potential cathode material for ZIBs, has been restricted by its small channels for efficient charge storage. Herein, ß-MnO2 nanorods with oxygen vacancies are fabricated by a K+-doping strategy to improve the performance of ZIBs. The assembled batteries exhibit a capacity of 468 mAh g-1, a power density of 2605 W kg-1, and an energy density of 179 Wh kg-1, which outperforms most reported ZIBs. Such a performance is owing to the synergistic combination of the oxygen vacancies in ß-MnO2 and concurrent deposition of ε-MnO2 from Mn2+ in the electrolyte. Furthermore, superior cycling stability with negligible capacity decay in these batteries is demonstrated over 1000 cycles at a high current of 2 A g-1. This study reveals the importance of oxygen vacancies and Mn2+ deposition effect in understanding the mechanism of charge storage in MnO2-based ZIBs.

16.
Org Lett ; 24(38): 6936-6939, 2022 09 30.
Article En | MEDLINE | ID: mdl-36130037

Hedychin E (1), a novel labdane-type norditerpenoid, and hedychin F (2), a new labdane-type dinorditerpenoid, were isolated from the rhizomes of Hedychium forrestii. Their structures were determined through a combination of spectroscopic analysis and X-ray single-crystal diffractions. Hedychin E (1) is an unprecedented 6-norditerpenoid with a fused tetrahydrofuran-lactone motif, and a reasonable biosynthetic pathway for 1 was proposed. Compound 2 showed a significant anti-inflammatory effect against LPS-induced NO production in macrophage RAW264.7 cells with an IC50 value of 21.0 µM.


Diterpenes , Zingiberaceae , Animals , Anti-Inflammatory Agents/pharmacology , Diterpenes/chemistry , Diterpenes/isolation & purification , Furans/chemistry , Inflammation/chemically induced , Lactones/chemistry , Lipopolysaccharides , Mice , Molecular Structure , RAW 264.7 Cells , Rhizome/chemistry , Zingiberaceae/chemistry
17.
Org Biomol Chem ; 20(39): 7814-7820, 2022 10 12.
Article En | MEDLINE | ID: mdl-36165391

Catalytic oxidation using manganese corrole is a hot topic of contemporary porphyrin chemistry, in which PhIO, TBHP, PhI(OAc)2, KHSO5 and m-CPBA are usually used as oxidants. This article reports the first selective oxidation of styrene to benzaldehyde using a manganese(III) corrole catalyst and sodium nitrite (NaNO2) as oxidant and cocatalyst at room temperature. The yield was 158.1% in air and 96.5% under a nitrogen atmosphere, showing oxygen might be involved in the reaction and that NaNO2 is an oxygen source and cocatalyst in the system. The peripheral electron-withdrawing substituents of the manganese corrole were favorable to the catalytic reaction. Radical inhibition and H218O experiments proved that the catalytic reaction was a free radical and hydrolysis-involved reaction.


Metalloporphyrins , Porphyrins , Benzaldehydes , Catalysis , Manganese , Nitrogen , Oxidants , Oxidation-Reduction , Oxygen , Sodium Nitrite , Styrene
18.
ChemSusChem ; 15(22): e202201553, 2022 Nov 22.
Article En | MEDLINE | ID: mdl-36121337

The economical consideration of using an electrocatalyst in energy-related field, composed of non-precious/sustainable elements is quite noteworthy. In this work, the phosphorus(V) complex of tris-(pentafluorophenyl)corrole [(TPFC)PV (OH)2 ] was reported as electrocatalyst for the hydrogen evolution reaction (HER). The electrochemical studies revealed that the HER experienced a ECEC pathway (E: electron transfer step, C: chemical step), and the possible intermediate [PV ]-H species was suggested. (TPFC)PV (OH)2 displayed excellent HER activity in dimethylformamide (DMF) with trifluoroacetic acid (TFA) as the proton source, and the turnover frequency (TOF) reached 31.75 s-1 at an overpotential of 900 mV. Interestingly, the HER electrocatalytic performance remained extraordinary even applying water as a proton source in acetonitrile/water (v/v=2 : 3), with a TOF of 18.40 mol H 2 ${{_{{\rm H}{_{2}}}}}$ molcat -1 h-1 at an overpotential of 900 mV.


Hydrogen , Protons , Phosphorus , Catalysis , Water
19.
Phytochemistry ; 204: 113452, 2022 Dec.
Article En | MEDLINE | ID: mdl-36162461

The chemical components and availability of Paris rugosa were investigated for the first time, using a UPLC-MS/MS-based molecular networking strategy and phytochemical research. Ultimately, eleven undescribed steroidal saponins, parisrugosides A-K, and ten known analogs were identified. Their structures were confirmed using comprehensive spectroscopic data and chemical methods. The aglycones of parisrugosides A-D are first spirostanes with an epoxy group at C-5/C-6, a hydroxy group at C-7, and a double bond at C-8/C-9 or C-8/C-14. Parisrugosides G and H possess an undescribed spirostane aglycone with two double bonds located at C-5/C-6 and C-8/C-9, which are conjugated with a carbonyl group at C-7. The isolates were evaluated for their cytotoxicity against five human cancer cell lines (human HL-60 leukemia, A549 lung, MCF-7 breast, SMMC-7721 liver, and SW480 colon solid cancer cell lines). Parisyunnanoside D, kingianoside K, and dichotomin displayed significant cytotoxicity against these cancer lines, with IC50 values ranging from 0.50 to 19.58 µM.

20.
Phytochemistry ; 203: 113394, 2022 Nov.
Article En | MEDLINE | ID: mdl-36007662

Four undescribed phloroglucinol meroterpenoids, rhodotomentodiones A-D, and one undescribed phloroglucinol dimer, rhodotomentodimer A, were obtained and structurally established from tropic Rhodomyrtus tomentosa leaves. Their structures were unambiguously elucidated based on the comprehensive analyses of the NMR and MS spectroscopic data, electronic circular dichroism (ECD) calculation, and single-crystal X-ray diffraction. In particular, rhodotomentodiones A and B represent the first examples of phloroglucinol meroterpenoids featuring a unique γ-pyranoid moiety. More importantly, rhodotomentodimer A exhibited the most potential human acetylcholinesterase (hAChE) and α-glucosidase inhibitory effects with IC50 values of 7.5 µM and 5.6 µM, respectively. The possible interaction sites of the above potential hAChE and α-glucosidase inhibitor were achieved by molecular docking studies. These findings greatly enrich the diversity of natural products from Myrtaceae species, and provide potential candidates for the further development of anti-Alzheimer and antidiabetic diseases.


Biological Products , Myrtaceae , Acetylcholinesterase , Glycoside Hydrolase Inhibitors/pharmacology , Humans , Molecular Docking Simulation , Molecular Structure , Myrtaceae/chemistry , Phloroglucinol/chemistry , Phloroglucinol/pharmacology , alpha-Glucosidases
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