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1.
Bioorg Chem ; 151: 107664, 2024 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-39079392

RESUMEN

Eleven undescribed monoterpenoid bisindole alkaloids, alstomaphyines A-K (1-11), along with three known analogues were isolated from the leaves and stem bark of the Alstonia macrophylla. Compounds 1-3 were unprecedented dimerization alkaloids incorporating a macroline-type motif with an ajmaline-type motif via a C-C linkage. Their structures and absolute configurations were elucidated by extensive spectroscopic analysis, electronic circular dichroism (ECD) calculation, and CD exciton chirality method. Compounds 1-3 displayed potential inhibitory bioactivity against AChE with IC50 values of 4.44 ± 0.35, 3.59 ± 0.18, and 3.71 ± 0.23 µM, respectively. Enzyme kinetic study revealed compounds 1-3 as mixed competitive AChE inhibitors. Besides, compounds 8 and 12-14 exhibited better cytotoxicity against human cancer cell line HT-29 than cisplatin. Flow cytometry data revealed that compounds 8, 13, and 14 significantly induced the HT-29 cells arrest in G0/G1 phase in a concentration-dependent manner.


Asunto(s)
Acetilcolinesterasa , Alstonia , Antineoplásicos Fitogénicos , Inhibidores de la Colinesterasa , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Humanos , Alstonia/química , Inhibidores de la Colinesterasa/farmacología , Inhibidores de la Colinesterasa/química , Inhibidores de la Colinesterasa/aislamiento & purificación , Acetilcolinesterasa/metabolismo , Estructura Molecular , Antineoplásicos Fitogénicos/farmacología , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Relación Estructura-Actividad , Células HT29 , Proliferación Celular/efectos de los fármacos , Alcaloides de Triptamina Secologanina/farmacología , Alcaloides de Triptamina Secologanina/química , Alcaloides de Triptamina Secologanina/aislamiento & purificación
2.
J Asian Nat Prod Res ; : 1-7, 2024 Jun 30.
Artículo en Inglés | MEDLINE | ID: mdl-38944841

RESUMEN

Four new alkaloids, arecatines A-D (1-4), were isolated from the peels of Areca catechu. Compound 1 is an unusual piperidine-pyridine hybrid alkaloid, whereas compounds 2-4 feature bis-piperidine alkaloids. Their structures were elucidated by UV, IR, HRESIMS, and NMR spectra analysis. The molecular docking analysis indicated that compound 3 exhibited the best binding affinity with the GABAA receptor, indicating its potential anti-epilepsy activity.

3.
J Org Chem ; 89(8): 5905-5910, 2024 Apr 19.
Artículo en Inglés | MEDLINE | ID: mdl-38579179

RESUMEN

The total syntheses of (±)-quebrachamine and (±)-kopsiyunnanine D are reported. Key transformations include an intermolecular Horner-Wadsworth-Emmons olefination to merge the two fragments convergently and an intramolecular Mitsunobu reaction to introduce the synthetically challenging nine-membered azonane ring efficiently.

4.
Molecules ; 29(7)2024 Apr 05.
Artículo en Inglés | MEDLINE | ID: mdl-38611920

RESUMEN

Six new 2α-hydroxy ursane triterpenoids, 3α-cis-p-coumaroyloxy-2α,19α-dihydroxy-12-ursen-28-oic acid (1), 3α-trans-p-coumaroyloxy-2α,19α-dihydroxy-12-ursen-28-oic acid (2), 3α-trans-p-coumaroyloxy-2α-hydroxy-12-ursen-28-oic acid (3), 3ß-trans-p-coumaroyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (4), 3ß-trans-feruloyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (5), and 3α-trans-feruloyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (6), along with eleven known triterpenoids (7-17), were isolated from the leaves of Diospyros digyna. Their chemical structures were elucidated by comprehensive analysis of UV, IR, HRESIMS, and NMR spectra. All the isolated compounds were evaluated for their PTP1B inhibitory activity. 3ß-O-trans-feruloyl-2α-hydroxy-urs-12-en-28-oic acid (13) showed the best inhibition activity with an IC50 value of 10.32 ± 1.21 µM. The molecular docking study found that the binding affinity of compound 13 for PTP1B was comparable to that of oleanolic acid (positive control).


Asunto(s)
Diospyros , Triterpenos , Simulación del Acoplamiento Molecular , Hojas de la Planta , Hidroxiácidos , Triterpenos/farmacología
5.
IEEE Trans Vis Comput Graph ; 30(5): 2849-2859, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38437108

RESUMEN

Point cloud video (PCV) offers watching experiences in photorealistic 3D scenes with six-degree-of-freedom (6-DoF), enabling a variety of VR and AR applications. The user's Field of View (FoV) is more fickle with 6-DoF movement than 3-DoF movement in 360-degree video. PCV streaming is extremely bandwidth-intensive. However, current streaming systems require hundreds of Mbps bandwidth, exceeding the bandwidth capabilities of commodity devices. To save bandwidth, FoV-adaptive streaming predicts a user's FoV and only downloads point cloud data falling in the predicted FoV. But it is difficult to accurately predict the user's FoV even 2-3 seconds before playback due to 6-DoF. Misprediction of FoV or network bandwidth dips results in frequent stalls. To avoid rebuffering, existing systems would cause incomplete FoV and degraded experience, deteriorating the user's quality of experience (QoE). In this paper, we describe Fumos, a novel system that preserves interactive experience by avoiding playback stalls while maintaining high perceptual quality and high compression rate. We find a research gap in inter-frame redundant utilization and progressive mechaism. Fumos has three crucial designs, including (1) Neural compression framework with inter-frame coding, namely N-PCC, which achieves both bandwidth efficiency and high fidelity. (2) Progressive refinement streaming framework that enables continuous playback by incrementally upgrading a fetched portion to a higher quality (3) System-level adaptation that employs Lyapunov optimization to jointly optimize the long-term user QoE. Experimental results demonstrate that Fumos significantly outperforms Draco, achieving an average decoding rate acceleration of over 260×. Moreover, the proposed compression framework N-PCC attains remarkable BD-Rate gains, averaging 91.7% and 51.7% against the state-of-the-art point cloud compression methods G-PCC and V-PCC, respectively.

6.
Inorg Chem ; 62(31): 12525-12533, 2023 Aug 07.
Artículo en Inglés | MEDLINE | ID: mdl-37494604

RESUMEN

Switchable materials have gained significant attention due to their potential applications in data storage, sensors, and switching devices. Two-dimensional (2D) hybrid perovskites have demonstrated promising prospects for designing switchable materials, where the dynamic motion of the organic components coupled with the distortion of the inorganic framework provides the driving force for triggering multifunctional switchable properties. Herein, through the H/F substitution strategy, we report a polar 2D hybrid lead-based perovskite, (4,4-DCA)2PbBr4 (4,4-DCA = 4,4-difluorocyclohexylammonium) (1), which exhibits dual-stable behavior in a dielectric and second harmonic generation (SHG) response during the reversible phase transition process near the high Curie temperature Tc ∼ 409 K. The phase transition temperature is significantly increased by 41 K compared to the corresponding non-fluorinated (CHA)2PbBr4 (CHA = cyclohexylammonium). Remarkably, the material shows rare broad-band yellow emission under UV excitation, attributed to the induction of self-trapped exciton emission by the distortion of the [PbBr6]4- octahedra, as confirmed by the first-principles analysis. 1 also exhibited ferroelectricity with a saturation polarization value and a small coercive field. This study provides a new insight into the modification of multifunctional switchable materials through the H/F substitution strategy.

7.
Chemistry ; 29(57): e202301499, 2023 Oct 13.
Artículo en Inglés | MEDLINE | ID: mdl-37493075

RESUMEN

The combination of chirality and phase-transition materials has broad application prospects. Therefore, based on the quasi-spherical theory and the thought strategy of introducing chirality, we have successfully synthesized a pair of chiral enantiomeric ligands (R/S)-triethyl-(2-hydroxypropyl)ammonium iodide, which can be combined with a tin hexachloride anion to obtain a pair of new organic-inorganic hybrid enantiomeric high-temperature plastic phase-transition materials: (R/S)-[CH3 CH(OH)CH2 N(CH2 CH3 )3 ]2 SnCl6 (1-R/1-S), which have a high temperature phase transition of Tc =384 K, crystallize in the P21 chiral space group at room temperature, and have obvious CD signals. In addition, compounds 1-R and 1-S have a good low-loss dielectric switch and broadband gap. This work is conducive to the research into chiral high-temperature reversible plastic phase-transition materials, and promotes the development of multi-functional phase-transition materials.

8.
Dalton Trans ; 52(32): 11196-11202, 2023 Aug 15.
Artículo en Inglés | MEDLINE | ID: mdl-37522327

RESUMEN

Ferroelectric materials are not only important electronic functional materials, but also considered as the most promising intelligent basic materials, because they show good application prospects. Therefore, it is an urgent task to develop and explore new ferroelectric material systems. In addition, the most important feature of crown ethers is their ability to complex with positive ions, which is extremely useful in synthesis. We report that [NH3C2H4Cl(18-crown-6)](CF3SO3) (1) has a phase transition temperature Tc = 255 K, and there is an obvious SHG switch below Tc. At the same time, the saturation polarization value Ps = 1.25 µC cm-2 is obtained from the hysteresis loop, which directly proves the ferroelectric nature of compound 1. It is noteworthy that the second harmonic response test of compound 1 shows a symmetric transition from a non-centrosymmetric to a centrosymmetric point group, that is a symmetry break from the paraelectric phase to the ferroelectric phase. This work is expected to promote the further exploration of organic crown ether ferroelectrics and provide a way to design and synthesize organic crown ether ferroelectrics.

9.
Inorg Chem ; 62(27): 10847-10853, 2023 Jul 10.
Artículo en Inglés | MEDLINE | ID: mdl-37366025

RESUMEN

Hybrid organic-inorganic perovskites (HOIPs) have attracted much attention due to their excellent properties and easy synthesis. As far as we know, most documented ferroelastics mainly focus on the 3D (three-dimensional) perovskites, the 2D monolayer perovskite ferroelastics are rarely reported before. In this work, we synthesized a 2D lead-based perovskite (C5NH13Br)2PbBr4 (1) (C5NH13Br = 5-bromoamylamine cation) by introducing flexible chain organic cations. The evolution of ferroelastic domains observed by a polarized light microscope confirms that compound 1 undergoes a ferroelastic phase transition at 392/384 K. In addition, its direct band gap is 2.877 eV. Interestingly, the material emits an attractive blue light (quantum yield 5.06%) under UV light. Three structural descriptors are introduced to quantitatively analyze the relationship between structural distortion and the shape of emission peak. This work provides a way to design multifunctional perovskite-type materials.

10.
Curr Pharm Des ; 29(4): 272-282, 2023.
Artículo en Inglés | MEDLINE | ID: mdl-36654470

RESUMEN

Bacteria-caused diseases continue to pose a serious threat to human health. The current situation of overused antibiotics against those diseases further spurs and exacerbates the ever-increasing drug resistance problems, which really leaves us very few options to combat those nasty bugs. Gene therapies based on the antisense oligonucleotide, though developed more than 40 years ago, did not reform the current treatments as originally expected. Along with the advances of new delivery technologies, this old field thrives again. In addition, newly evolving gene-editing tools based on the CRISPR-Cas system shed new light on this old field, bringing a breeze of hope to gene therapies for bacteria-caused diseases. As a fast-growing field, we strive to summarize in this review the recent progress in using gene therapies in those areas, analyze the potential challenges or problems from using antisense or gene-editing tools for targeting bacterial diseases and seek to explore any potential solutions to the current dilemmas. As a short review, we will focus our discussion mainly on antisense oligonucleotide-based gene therapies while briefly touching on the CRISPR-Cas based ones as the latter is just beginning to get more attention for application in the prokaryotic kingdom.


Asunto(s)
Infecciones Bacterianas , Edición Génica , Humanos , Sistemas CRISPR-Cas/genética , Terapia Genética , Bacterias , Infecciones Bacterianas/genética
11.
Chemistry ; 29(17): e202203893, 2023 Mar 22.
Artículo en Inglés | MEDLINE | ID: mdl-36579748

RESUMEN

One dimensional (1D) organic-inorganic halide hybrid perovskites have the advantages of excellent organic cation modifiability and diversity of inorganic framework structures, which cannot be ignored in the development of multi-functional phase-transition materials in photoelectric and photovoltaic devices. Here, we have successfully modified and synthesized an organic-inorganic hybrid perovskite photoelectric multifunctional phase-transition material: [C7 H13 ONCH2 F]⋅PbBr3 (1). The synergistic effect of the order double disorder transition of organic cations and the change of the degree of distortion of the inorganic framework leads to its high temperature reversible phase-transition point of Tc =374 K/346 K and its ultra-low loss high-quality dielectric switch response. Through in-depth research and calculation, compound 1 also has excellent semiconductor characteristics with a band gap of 3.06 eV and the photoluminescence characteristics of self-trapped exciton (STE) broadband emission. Undoubtedly, this modification strategy provides a new choice for the research field of organic-inorganic hybrid perovskite reversible phase-transition photoelectric multifunctional materials with rich coupling properties.

12.
Chem Asian J ; 18(4): e202201206, 2023 Feb 14.
Artículo en Inglés | MEDLINE | ID: mdl-36579778

RESUMEN

Multifunctional materials are an attractive research area. Organic-inorganic hybrid perovskites are widely used in the design of these materials due to their rich properties and flexible composition. It is easy to obtain more photoelectric properties by introducing chiral groups as ligands. In this work, we synthesized chiral one-dimensional organic-inorganic hybrid perovskites, namely (R/S-3-HP)PbBr3 (1R/1S) (3-HP=3-hydroxy-piperidine). The enantiomer compounds undergo reversible phase transition at 349/336 K. Under the excitation light of 339 nm, 1R and 1S have a wide emission peak at 635 nm, showing orange light. In addition, the indirect bandgap is 3.29 eV and the SHG intensity is comparable to that of KDP. This work provides a way to design multifunctional chiral perovskite materials.

13.
Molecules ; 29(1)2023 Dec 19.
Artículo en Inglés | MEDLINE | ID: mdl-38202597

RESUMEN

Peroxisome proliferator-activated receptor alpha (PPARα) and carnitine palmitoyltransferase 1 (CPT1) are important targets of lipid metabolism regulation for nonalcoholic fatty liver disease (NAFLD) therapy. In the present study, a set of novel indole ethylamine derivatives (4, 5, 8, 9) were designed and synthesized. The target product (compound 9) can effectively activate PPARα and CPT1a. Consistently, in vitro assays demonstrated its impact on the lipid accumulation of oleic acid (OA)-induced AML12 cells. Compared with AML12 cells treated only with OA, supplementation with 5, 10, and 20 µM of compound 9 reduced the levels of intracellular triglyceride (by 28.07%, 37.55%, and 51.33%) with greater inhibitory activity relative to the commercial PPARα agonist fenofibrate. Moreover, the compound 9 supplementations upregulated the expression of hormone-sensitive triglyceride lipase (HSL) and adipose triglyceride lipase (ATGL) and upregulated the phosphorylation of acetyl-CoA carboxylase (ACC) related to fatty acid oxidation and lipogenesis. This dual-target compound with lipid metabolism regulatory efficacy may represent a promising type of drug lead for NAFLD therapy.


Asunto(s)
Antipsicóticos , Enfermedad del Hígado Graso no Alcohólico , Humanos , Metabolismo de los Lípidos , PPAR alfa , Carnitina O-Palmitoiltransferasa , Etilaminas , Ácido Oléico , Lipasa , Indoles/farmacología
14.
Inorg Chem ; 61(50): 20608-20615, 2022 Dec 19.
Artículo en Inglés | MEDLINE | ID: mdl-36459153

RESUMEN

Plastic crystals, as a molecular material with multiple functions, have become a research hotspot in the exploration of new ferroelectric crystal compounds, especially due to their unique solid-solid phase transition properties. Based on this, we synthesized a new 0D organic-inorganic hybrid Fe-based plastic ferroelectric [(CH3)3NCH2CHCH2]FeCl4 (1), which has a high-temperature phase transition point of 393 K, obvious ferroelectric domains, and spontaneous polarization and has been tested by dielectric and piezoelectric power microscopy (PFM) and ultraviolet absorption (UV-vis). At room temperature, it crystallizes in the space group Cmc21 and has an obvious SHG switch. In addition, compound 1 also has an optical narrow band gap of 2.45 eV, indicating that compound 1 is a high-quality semiconductor material. This work advances the development of plastic ferroelectrics and provides an avenue for exploring the frequency-doubling response and optoelectronic properties of high-temperature plastic ferroelectrics.

15.
Nanomaterials (Basel) ; 12(21)2022 Oct 22.
Artículo en Inglés | MEDLINE | ID: mdl-36364493

RESUMEN

Carbon fiber-reinforced polymers are important constituents of aerospace materials. However, due to the inert surface of CFs, their interfacial property is relatively weak, which severely hinders their practical applications. Here, we deposited multi-walled carbon nanotubes (MWCNTs) along with a coupling agent on the surface of carbon fiber to improve the interfacial properties of the carbon fiber/resin. Via a simple dip-coating method, the MWCNTs were uniformly distributed on the CF surface with the assistance of the pre-coated coupling agent. The interfacial shear strength between the fiber and the matrix was significant enhanceed when the CF was loaded with the coupling agent and the MWCNTs. In addition, the MWCNTs were used as sensors to in-situ monitor the interfacial state in order to elucidate the interfacial strengthening mechanism. It revealed that the collaborative contribution of the coupling agent and the MWCNTs in the interphase region is the key to the high interfacial strength.

16.
Langmuir ; 38(45): 13697-13706, 2022 Nov 15.
Artículo en Inglés | MEDLINE | ID: mdl-36317786

RESUMEN

Traditional strategies, such as morphological or chemical gradients, struggle to realize the high-velocity and long-distance transport for droplets on a solid surface because of the pinning hydrodynamic equilibrium. Thus, there is a continuing challenge for practical technology to drive droplet transport over the last decades. The surface charge density (SCD) gradient printing method overcame the theoretical limit of traditional strategies and tackled this challenge [Nat. Mater. 2019, 18: 936], which utilized the asymmetric electric force to realize the high-velocity and long-distance droplet transport along a preprinted SCD gradient pathway. In the present work, by coupling the electrostatics and the hydrodynamics, we developed an unexplored numerical model for the water droplet transporting along the charged superhydrophobic surface. Subsequently, the effects of SCD gradients on the droplet transport were systematically discussed, and an optimized method for SCD gradient printing was proposed according to the numerical results. The present approach can provide early guidance for the SCD gradient printing to drive droplet transport on a solid surface.

17.
ACS Appl Mater Interfaces ; 14(43): 49352-49361, 2022 Nov 02.
Artículo en Inglés | MEDLINE | ID: mdl-36260496

RESUMEN

Superhydrophobic surfaces have been widely studied due to their potential applications in aerospace fields. However, superhydrophobic surfaces with excellent water-repellent, anti-icing, and icephobic performances at low temperatures have rarely been reported. Herein, superhydrophobic surfaces with heating capability were prepared by etching square micropillar arrays on the surface of multiwalled carbon nanotube (MWCNT)/poly(dimethylsiloxane) (PDMS) films. The fabricated superhydrophobic surface has triple icephobicity, which can be activated even at low temperatures. The triple icephobicity is triggered by an applied voltage to achieve excellent water-repellent and icephobic capabilities, even at -40 °C. Additionally, theoretical calculations reveal that a droplet on a superhydrophobic surface loses heat at a rate of 8.91 × 10-5 J/s, which is 2 orders of magnitude slower than a flat surface (2.15 × 10-3 J/s). Also, at -40 °C, the mechanical interlocking force formed between the superhydrophobic surface and ice can be released by the heating property of the superhydrophobic surface. This low-energy, multifunctional superhydrophobic surface opens up new possibilities for bionic smart multifunctional materials in icephobic applications.

18.
Zootaxa ; 5134(1): 113-124, 2022 May 09.
Artículo en Inglés | MEDLINE | ID: mdl-36101074

RESUMEN

A new species, Neodontobutis lani (Odontobutidae) is described from the Zuojiang River, a tributary of the Xijiang River of the Pearl River basin, at Longzhou Town, Guangxi Zhuang Autonomous Region, Southern China. This species can be distinguished from other Neodontobutis species by following characters: anterior head flat, with interorbital width / eye diameter = 1.41.9 (vs. less than 1.4); several rows (vs. single row) of transforming ctenii on posterior edges of body scales; sensory papilla on lower jaw arranged in two oblong clusters (vs. two single lines). It can be distinguished from Odontobutis species by: separated right and left gill membrane (vs. joined); barbel-like projection present on sensory papillae. Molecular phylogenetic analysis of 2,076 nuclear coding loci indicates that N. lani is a sister species of N. hainanensis, the only Neodontobutis species that has been described from China.


Asunto(s)
Perciformes , Animales , Núcleo Celular , China , Filogenia , Ríos
19.
J Biol Inorg Chem ; 27(8): 695-704, 2022 12.
Artículo en Inglés | MEDLINE | ID: mdl-36153767

RESUMEN

Determination of the toxicity of compounds toward cancer cells is a frequent procedure in drug discovery. For metal complexes, which are often reactive prodrugs, care has to be taken to consider reactions with components of the cell culture medium that might change the speciation of the metal complex before it is taken up by the cells. Here, we consider possible reactions between the clinical platinum drugs cisplatin and oxaliplatin with penicillin G, an antibiotic added routinely to cell culture media to prevent bacterial contamination. Platinum has a high affinity for ligands with sulfur donors. Penicillin G is an unstable thioether that degrades in a range of pathways. Nuclear magnetic resonance (NMR) and UV-Vis absorption spectroscopic studies show that reactions with cisplatin can occur within minutes to hours at 310 K, but more slowly with oxaliplatin. The identities of the Pt- adducts were investigated by mass spectrometry. The marked effect on cytotoxicity of co-incubation of cisplatin with penicillin G was demonstrated for the HeLa human cervical cancer cell line. These studies highlight the possibility that reactions with penicillin G might influence the cytotoxic activity of metal complexes determined in culture media.


Asunto(s)
Antineoplásicos , Complejos de Coordinación , Humanos , Cisplatino/farmacología , Cisplatino/química , Oxaliplatino/farmacología , Oxaliplatino/química , Platino (Metal)/química , Compuestos Organoplatinos/farmacología , Compuestos Organoplatinos/química , Antineoplásicos/química , Penicilina G/farmacología
20.
Inorg Chem ; 61(27): 10454-10460, 2022 Jul 11.
Artículo en Inglés | MEDLINE | ID: mdl-35762569

RESUMEN

Multifunctional materials have always been an attractive research area, but how to combine multiple excellent properties in one compound remains a considerable challenge. Organic-inorganic hybrid compounds are widely used in the design of such materials due to their rich properties and flexible assembly. Herein, two new manganese(II)-based organic-inorganic hybrid compounds, (C6NH16)2MnBr4 (1) and (C7NH18)2MnBr4 (2), are prepared by the solution method. Compounds 1 and 2 both emit extremely strong green light under UV excitation, with high quantum yields of 45.93 and 50.98%, respectively. In addition, reversible solid-state phase transitions and obvious switchable dielectric properties are shown at 378/366 and 361/352 K, respectively. The coexistence of the dual stimulus-response characteristics of temperature and light in compounds 1 and 2 opens a new path for exploring more multifunctional phase transition materials.

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