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1.
J Org Chem ; 88(23): 16547-16555, 2023 Dec 01.
Article in English | MEDLINE | ID: mdl-37971809

ABSTRACT

A photocatalytic three-component reaction of a nitroarene, a thiophenol, and a ketone for the synthesis of multifunctional diaryl sulfides was reported using a nitro group as the nitrogen source and thiophenol as the sulfur source. Thiophenol also serves as a proton donor to reduce nitroarene to arylamine as a key intermediate for the formation of C-N and C-S bonds. Good functional group tolerance and mild reaction conditions make this method have practical synthetic value for diversified multifunctional diaryl sulfides.

2.
J Vis Exp ; (200)2023 10 13.
Article in English | MEDLINE | ID: mdl-37902337

ABSTRACT

Epilepsy is a neurological disorder characterized by recurrent seizures, partially correlated with genetic origin, affecting over 70 million individuals worldwide. Despite the clinical importance of epilepsy, the functional analysis of neural activity in the central nervous system is still to be developed. Recent advancements in imaging technology, in combination with stable expression of genetically encoded calcium indicators, such as GCaMP6, have revolutionized the study of epilepsy at both brain-wide and single-cell resolution levels. Drosophila melanogaster has emerged as a tool for investigating the molecular and cellular mechanisms underlying epilepsy due to its sophisticated molecular genetics and behavioral assays. In this study, we present a novel and efficient protocol for ex vivo calcium imaging in GCaMP6-expressing adult Drosophila to monitor epileptiform activities. The whole brain is prepared from cac, a well-known epilepsy gene, knockdown flies for calcium imaging with a confocal microscope to identify the neural activity as a follow-up to the bang-sensitive seizure-like behavior assay. The cac knockdown flies showed a higher rate of seizure-like behavior and abnormal calcium activities, including more large spikes and fewer small spikes than wild-type flies. The calcium activities were correlated to seizure-like behavior. This methodology serves as an efficient methodology in screening the pathogenic genes for epilepsy and exploring the potential mechanism of epilepsy at the cellular level.


Subject(s)
Drosophila , Epilepsy , Animals , Humans , Drosophila melanogaster/genetics , Calcium , Epilepsy/diagnostic imaging , Epilepsy/genetics , Seizures/pathology
3.
J Org Chem ; 88(19): 13871-13882, 2023 Oct 06.
Article in English | MEDLINE | ID: mdl-37683099

ABSTRACT

An efficient approach for 1,2-difunctionalization of aromatic olefins and the synthesis of functionalized 1,4-diols monoethers has been established via a photoinduced three-component reaction of an α-alkoxycarboxylic acid, an aromatic olefin, and an aldehyde. The reaction proceeds by photoinduced oxidative decarboxylation of the carboxylic acid followed by the addition of the α-alkoxyalkyl radical to the olefin, one-electron reduction of the addition radical, and the nucleophilic attack of the resulting carbanion to the aldehyde. Besides the convenient one-pot protocol of the three-component reaction, this method offers several other advantages, including good functional group tolerance for the three substrates, gentle reaction conditions, and ease of scaling up. The reaction mechanism has been investigated through free radical trapping experiment and isotope labeling experiments.

5.
Front Endocrinol (Lausanne) ; 14: 1165825, 2023.
Article in English | MEDLINE | ID: mdl-37529615

ABSTRACT

Introduction: It has been established that UBR4 encodes E3 ubiquitin ligase, which determines the specificity of substrate binding during protein ubiquitination and has been associated with various functions of the nervous system but not the reproductive system. Herein, we explored the role of UBR4 on fertility with a Drosophila model. Methods: Different Ubr4 knockdown flies were established using the UAS/GAL4 activating sequence system. Fertility, hatchability, and testis morphology were studied, and bioinformatics analyses were conducted. Our results indicated that UBR4 deficiency could induce male sterility and influent egg hatchability in Drosophila. Results: We found that Ubr4 deficiency affected the testis during morphological analysis. Proteomics analysis indicated 188 upregulated proteins and 175 downregulated proteins in the testis of Ubr4 knockdown flies. Gene Ontology analysis revealed significant upregulation of CG11598 and Sfp65A, and downregulation of Pelota in Ubr4 knockdown flies. These proteins were involved in the biometabolic or reproductive process in Drosophila. These regulated proteins are important in testis generation and sperm storage promotion. Bioinformatics analysis verified that UBR4 was low expressed in cryptorchidism patients, which further supported the important role of UBR4 in male fertility. Discussion: Overall, our findings suggest that UBR4 deficiency could promote male infertility and may be involved in the protein modification of UBR4 by upregulating Sfp65A and CG11598, whereas downregulating Pelota protein expression.


Subject(s)
Drosophila Proteins , Infertility, Male , Humans , Animals , Male , Drosophila , Testis/metabolism , Drosophila Proteins/genetics , Drosophila Proteins/metabolism , Semen/metabolism , Infertility, Male/genetics , Infertility, Male/metabolism , Calmodulin-Binding Proteins/metabolism , Ubiquitin-Protein Ligases/genetics
6.
Front Mol Neurosci ; 16: 1121877, 2023.
Article in English | MEDLINE | ID: mdl-37152436

ABSTRACT

Introduction: With the advent of trio-based whole-exome sequencing, the identification of epilepsy candidate genes has become easier, resulting in a large number of potential genes that need to be validated in a whole-organism context. However, conducting animal experiments systematically and efficiently remains a challenge due to their laborious and time-consuming nature. This study aims to develop optimized strategies for validating epilepsy candidate genes using the Drosophila model. Methods: This study incorporate behavior, morphology, and electrophysiology for genetic manipulation and phenotypic examination. We utilized the Gal4/UAS system in combination with RNAi techniques to generate loss-of-function models. We performed a range of behavioral tests, including two previously unreported seizure phenotypes, to evaluate the seizure behavior of mutant and wild-type flies. We used Gal4/UAS-mGFP flies to observe the morphological alterations in the brain under a confocal microscope. We also implemented patch-clamp recordings, including a novel electrophysiological method for studying synapse function and improved methods for recording action potential currents and spontaneous EPSCs on targeted neurons. Results: We applied different techniques or methods mentioned above to investigate four epilepsy-associated genes, namely Tango14, Klp3A, Cac, and Sbf, based on their genotype-phenotype correlation. Our findings showcase the feasibility and efficiency of our screening system for confirming epilepsy candidate genes in the Drosophila model. Discussion: This efficient screening system holds the potential to significantly accelerate and optimize the process of identifying epilepsy candidate genes, particularly in conjunction with trio-based whole-exome sequencing.

7.
Org Biomol Chem ; 21(2): 359-364, 2023 Jan 04.
Article in English | MEDLINE | ID: mdl-36503936

ABSTRACT

We describe a three-component reaction of malononitrile, benzaldehyde and N,N-dimethylaniline using aluminium doped CdSeS/CdZnSeS(Al)/ZnS quantum dots (QDs) as visible light catalysts to synthesize α-aminobutyrilitriles at room temperature and under mild conditions. The reactions exhibit high functional group tolerance, and the well dispersed quantum dot catalysts are highly efficient with a turnover number (TON) greater than 1.1 × 103 and can be recycled at least three times without significant loss of catalytic activity.

8.
Org Lett ; 24(24): 4485-4489, 2022 Jun 24.
Article in English | MEDLINE | ID: mdl-35678627

ABSTRACT

We present an efficient and versatile visible light-driven methodology for synthesizing sulfinamides and sulfoxides using nitroarenes as the nitrogen source and thiophenols as the sulfur source. The switch-over of the two reaction pathways was achieved by changing the type of photocatalyst and the amount of thiophenol in the reaction mixture. The reaction proceeds under mild conditions with good functional group tolerance and can easily be scaled up.

9.
Chem Commun (Camb) ; 57(35): 4307-4310, 2021 Apr 29.
Article in English | MEDLINE | ID: mdl-33913965

ABSTRACT

A rocking-chair aqueous proton battery is assembled by using dipyridophenazine and indium hexacyanoferrate as the anode and cathode materials, respectively. The reversible amination of redox-active phenazine moieties in dipyridophenazine and fast intercalation-deintercalation of protons in hexacyanoferrate enable the aqueous proton battery to achieve a reversible specific capacity of 37 mA h g-1 at 1 A g-1, good cycling stability with 76.1% capacity retention over 3000 cycles and excellent rate capability.

10.
J Org Chem ; 86(3): 2474-2488, 2021 Feb 05.
Article in English | MEDLINE | ID: mdl-33415975

ABSTRACT

We present an efficient and versatile visible light-driven methodology to transform aryl aldehydes and ketones chemoselectively either to alcohols or to pinacol products with CdSe/CdS core/shell quantum dots as photocatalysts. Thiophenols were used as proton and hydrogen atom donors and as hole traps for the excited quantum dots (QDs) in these reactions. The two products can be switched from one to the other simply by changing the amount of thiophenol in the reaction system. The core/shell QD catalysts are highly efficient with a turn over number (TON) larger than 4 × 104 and 4 × 105 for the reduction to alcohol and pinacol formation, respectively, and are very stable so that they can be recycled for at least 10 times in the reactions without significant loss of catalytic activity. The additional advantages of this method include good functional group tolerance, mild reaction conditions, the allowance of selectively reducing aldehydes in the presence of ketones, and easiness for large scale reactions. Reaction mechanisms were studied by quenching experiments and a radical capture experiment, and the reasons for the switchover of the reaction pathways upon the change of reaction conditions are provided.

11.
Chinese Journal of Plastic Surgery ; (6): 1156-1160, 2019.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-801093

ABSTRACT

Platelet-rich plasma (PRP), the concentration of platelet and plasma, is rich of a variety of growth factors.It plays an important role in anti-inflammatory and tissue regeneration, and has gradually been used in cosmetology in the recent years.This paper introduces the application of PRP in facial rejuvenation, acne and alopecia treatment, as well as improving the survival rate of autologous fat transplantation. The side effects and prospectives of PRP application in cosmetology were also summarized.

12.
J Org Chem ; 83(19): 11886-11895, 2018 Oct 05.
Article in English | MEDLINE | ID: mdl-30168324

ABSTRACT

CdSe/CdS core/shell quantum dots (QDs) can be used as stable and highly active photoredox catalysts for efficient transfer hydrogenation of imines to amines with thiophenol as a hydrogen atom donor. This reaction proceeds via a proton-coupled electron transfer (PCET) from the QDs conduction band to the protonated imine followed by hydrogen atom transfer from the thiophenol to the α-aminoalkyl radical. This precious metal free transformation is easy to scale up and can be carried out by a one-pot protocol directly from aldehyde, amine, and thiophenol.  Additional advantageous features of this protocol include a wide substrate scope, high yield of the amine products, extremely low catalyst loading (0.001 mol %), high turnover number (105), and the mild reaction conditions of using visible light or sun light at room temperature in neutral media.

13.
Org Biomol Chem ; 15(28): 6014-6023, 2017 Jul 19.
Article in English | MEDLINE | ID: mdl-28678246

ABSTRACT

Perfluoroalkylation of N-alkylhydrazones has been achieved via visible light mediated photoredox reactions between the hydrazone and perfluoroalkyl iodide (RfI). This protocol provides a convenient and efficient access to a series of perfluoroalkylated aromatic aldehyde hydrazones which tolerates a wide range of functional groups on the aromatic ring, and allows the use different types of primary and secondary perfluoroalkyl iodides with up to eight carbon atoms. Furthermore, aliphatic aldehyde hydrazones and N-monosubstituted hydrazones which are unreactive in previously reported hydrazone perfluoroalkylation reactions now take part in the reaction under our reaction conditions to give a satisfactory yield of products. Stern-Volmer quenching studies and spin-trapping experiments indicated that these reactions proceed by free radical addition of the Rf radical to the azomethine atom followed by one electron oxidation of the hydrazyl radical and deprotonation of the diazenium cation.

14.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-273748

ABSTRACT

As a novel population of neural crest-origin precursor cells, skin-derived precursor cells (SKPs) can be isolated from both embryonic and adult dermis. These cells have important values for research and potential clinical application in wound healing, organ regeneration and disease treatment for advantages in the abundance of cell sources, accessibility, potential of multipotent differentiation, and absence of ethical concerns. Here we review the developmental and anatomical origins of SKPs and their potential application in regenerative medicine. SKPs originate from the embryonic neural crest, and their sources may vary in different areas of the body. SKPs are widely found in the dermis, especially in the dermal papilla (DP), which was known as a niche of SKPs. The multipotent SKPs can used for autologous transplantation and are of vital importance in tissue repair.

15.
J Org Chem ; 80(5): 2724-32, 2015 Mar 06.
Article in English | MEDLINE | ID: mdl-25642974

ABSTRACT

Surface-modified titanium dioxides by highly dispersed NiO particles have an extended absorption in the visible light region and a reduced hole-electron pair recombination than unmodified TiO2. They have now been successfully applied as highly active heterogeneous photocatalysts in the visible light mediated direct cyclization of tertiary anilines with maleimides to give tetrahydroquinoline products in moderate to high yields at ambient temperature. In contrast with unmodified titanium dioxide catalysts that are conventionally used in a stoichiometric amount in combination with UVA light, only a catalytic amount (1 mol %) of the surface-modified TiO2 catalyst is needed along with visible light to efficiently catalyze the reaction. Compared with transition-metal complexes such as Ru(bpy)3Cl2 or Ir(ppy)2(dtbbpy)PF6, advantages of these surface-modified titanium dioxides as photocatalyst include high catalytic activity, low cost, ease of recovering, and being able to be used for at least nine times without significant decay of catalytic activity.


Subject(s)
Aniline Compounds/chemical synthesis , Maleimides/chemical synthesis , Nickel/chemistry , Titanium/chemistry , Aniline Compounds/chemistry , Catalysis , Cyclization , Light , Maleimides/chemistry , Photochemistry
16.
Z Naturforsch C J Biosci ; 69(7-8): 283-90, 2014.
Article in English | MEDLINE | ID: mdl-25265848

ABSTRACT

A series of annulated 7-membered oxazepine and 8-membered oxazocine derivatives were synthesized by photoreaction of phthalimide derivatives and an alkene. The antimicrobial activities of the synthesized compounds were evaluated, and compounds 18 and 20 exhibited best antibacterial activity against Gram-positive bacteria. The relationships between structure (especially steric structure) and antimicrobial activities are discussed.


Subject(s)
Oxazepines/chemical synthesis , Oxazepines/pharmacology , Oxazocines/chemical synthesis , Oxazocines/pharmacology , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/pharmacology , Microbial Sensitivity Tests , Models, Molecular , Structure-Activity Relationship , X-Ray Diffraction
17.
BMC Musculoskelet Disord ; 15: 316, 2014 Sep 26.
Article in English | MEDLINE | ID: mdl-25260647

ABSTRACT

BACKGROUND: It is well-documented that both chemokine (C-C motif) ligand 19 (CCL19) and 21 (CCL21) mediate cell migration and angiogenesis in many diseases. However, these ligands' precise pathological role in ankylosing spondylitis (AS) has not been elucidated. The objective of this study was to examine the expression of CCL19 and CCL21 (CCL19/CCL21) in AS hip ligament tissue (LT) and determine their pathological functions. METHODS: The expression levels of CCL19, CCL21 and their receptor CCR7 in AS (n = 31) and osteoarthritis (OA, n = 21) LT were analyzed via real-time polymerase chain reaction (RT-PCR) and immunohistochemistry (IHC). The expression of CCL19, CCL21 and CCR7 in AS ligament fibroblasts was also detected. The proliferation of ligament fibroblasts was measured via a cell counting kit-8 (CCK8) assay after exogenous CCL19/CCL21 treatment. Additionally, the role of CCL19/CCL21 in osteogenesis was evaluated via RT-PCR and enzyme-linked immunosorbent assay (ELISA) in individual AS fibroblast cultures. Furthermore, the expression of the bone markers alkaline phosphatase (ALP), osteocalcin (OCN), collagenase I (COL1), integrin-binding sialoprotein (IBSP) and the key regulators runt-related transcription factor-2 (Runx-2) and osterix were investigated. Moreover, the CCL19/CCL21 levels in serum and LT were measured via ELISA. RESULTS: The mRNA levels of CCL19/CCL21 in AS hip LT were significantly higher than that in OA LT, and IHC analysis revealed a similar result. Exogenous CCL19/CCL21 treatment did not affect the proliferation of ligament fibroblasts but significantly up-regulated the expression of bone markers, including ALP and OCN, and the key regulators Runx-2 and osterix. In addition, the serum levels of CCL19/CCL21 were apparently elevated in AS patients compared to healthy controls (HC), and the expression of the two chemokines correlated significantly in AS patients. CONCLUSIONS: CCL19 and CCL21, two chemokines displaying significantly associated expression in serum, indicating a synergistic effect on AS pathogenesis, may function as promoters of ligament ossification in AS patients.


Subject(s)
Chemokine CCL19/blood , Chemokine CCL21/blood , Fibroblasts/metabolism , Ligaments/metabolism , Ossification, Heterotopic/blood , Spondylitis, Ankylosing/blood , Adult , Biomarkers/blood , Biomarkers/metabolism , Cells, Cultured , Chemokine CCL19/biosynthesis , Chemokine CCL21/biosynthesis , Female , Fibroblasts/pathology , Hip/pathology , Humans , Ligaments/pathology , Male , Middle Aged , Ossification, Heterotopic/diagnosis , Osteoarthritis, Hip/blood , Osteoarthritis, Hip/diagnosis , RNA, Messenger/biosynthesis , RNA, Messenger/blood , Spondylitis, Ankylosing/diagnosis , Young Adult
18.
J Org Chem ; 79(16): 7572-82, 2014 Aug 15.
Article in English | MEDLINE | ID: mdl-25057755

ABSTRACT

A new photoinduced three-component reaction between a cyanoarene, an alkene and an N-protected pyrrole has been developed. This reaction extended the scope of the photo-NOCAS reaction by introducing pyrrole as a neutral carbon-centered nucleophile. The cyanoarenes used include tetracyanobenzene (TCB), 2,3,5,6-tetrafluoro-1,4-dicyanobenzene (TFDCB) and 1,4-dicyanobenzene (DCB). N-Methyl, N-phenyl and N-Boc pyrroles are suitable nucleophiles in the reaction. Taking advantage of the strong electron acceptor ability of the singlet excited TCB, a wide range of alkenes, including the highly electron deficient 4-fluoro-, 4-chloro-, 2,3,4,5,6-pentafluorostyrenes and N-methylmaleimide take part in this reaction, leading to the simultaneous 1,2-diarylation of the alkene and the regioselective 2-alkylation of the pyrrole ring via sequential formation of two new C-C bonds between the three reactants.

19.
Ying Yong Sheng Tai Xue Bao ; 24(7): 1914-22, 2013 Jul.
Article in Chinese | MEDLINE | ID: mdl-24175522

ABSTRACT

A total of 13 cucumber materials were used to study the relationships of cucumber's chilling tolerance with the 12 growth indices at germination and seedling stages. There existed significant differences in the relative germination rate, germination index, hypocotyl length, and vigor index at 17 degrees C among the 13 materials (P < 0.05), which also significantly correlated to the chilling tolerance. At seedling stage, the physiology among the materials after treated at 4 degrees C for 2 days had obvious difference. Chilling injury index had significant correlation with the survival rate after recovery, but less correlation with the soluble protein (SP) content, electric conductivity (EC), and superoxide dismutase (SOD), peroxidase (POD), catalase (CAT), and ascorbate peroxidase (APX) activities. The chilling tolerance of the materials was classified into three levels by clustering analysis, and the cucumber' s chilling tolerance equations at the two stages were established through stepwise regression analysis. Based on confidence interval value, the chilling tolerance of cucumber could be well assessed.


Subject(s)
Acclimatization/physiology , Cold Temperature , Cucumis sativus/growth & development , Cucumis sativus/physiology , Germination/physiology , Electric Conductivity , Seedlings , Superoxide Dismutase/metabolism
20.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-271217

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the effects of platelet-rich plasma (PRP) on the proliferation of dermal papilla cells (DPCs) and hair follicle regeneration.</p><p><b>METHODS</b>PRP was prepared using the double-spin method and applied to DPCs. The proliferative effect of activated PRP on DPCs was measured using MTT assay. To understand the influence of activated PRP on the hair-inductive capacity of DPCs, freshly isolated epidermal cells and DPCs of passage 4 were resuspended, mixed with various concentrations of a PRP (0%, 5% or 10%) and were then transferred to a grafting chamber, which was implanted onto the dorsal skin of nude mice. The chambers were removed 1 week after grafting and HF formation was monitored for 4 weeks; the graft site was harvested and processed for histological examination.</p><p><b>RESULTS</b>Activated PRP increased the proliferation benefited the aggregative growth of DPCs. There are significant difference in the yield of hair follicles compared with 10% PRP (344 +/- 27) with 0% PRP (288 +/- 35) in the area of reconstituted skin (P < 0.05). The areas treated with PRP demonstrated an increase in hair follicles density of 19.4%. Ten percent PRP (18 +/- 1) d also can significantly shorten the time of hair formation, compared with 0% PRP (20 +/- 1) d (P < 0.05).</p><p><b>CONCLUSIONS</b>There is a considerable effect of PRP on the time of hair formation and the yield of hair follicles reconstitution.</p>


Subject(s)
Animals , Female , Mice , Cell Proliferation , Cells, Cultured , Hair Follicle , Cell Biology , Mice, Inbred BALB C , Mice, Inbred C57BL , Mice, Nude , Platelet-Rich Plasma , Regeneration , Skin , Cell Biology , Skin, Artificial
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