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1.
Rev Sci Instrum ; 95(5)2024 May 01.
Article in English | MEDLINE | ID: mdl-38739425

ABSTRACT

Correlation-based detection techniques are widely used in the weak periodic signal detection field. Traditionally, they are based on extracting the correlation of a weak signal from noise. Considering the impact of a weak signal on the randomness of background noise, this article takes the opposite approach and proposes a weak signal detection technique based on the Durbin-Watson (DW) test and one-bit sampling, detecting the weak signal due to the extent to which the randomness of noise is affected. The randomness of noise is analyzed through the DW test, which is a method for detecting the randomness of data sequences through first-order autocorrelation. One-bit sampling is adopted to reduce the complexity of the sampling circuit and data processing algorithm. The effectiveness of the DW test in the situation of one-bit sampling is demonstrated through simulation and analysis. Simulation results show that the proposed technique is capable of detecting weak sinusoidal and square-wave signals with a signal-to-noise ratio (SNR) above -30 dB, and the frequency or SNR of a weak signal can be further estimated based on mutual constraints. The measured results confirm the capability. In addition, the factors of coherent sampling, noise bandwidth, and comparator threshold that influence the performance of the proposed technique are simulated and discussed in detail.

2.
Chin J Nat Med ; 22(4): 375-384, 2024 Apr.
Article in English | MEDLINE | ID: mdl-38658100

ABSTRACT

The aerial parts of Mosla chinensis Maxim. and Mosla chinensis cv. 'Jiangxiangru' (MCJ) are widely utilized in traditional Chinese medicine (TCM), known collectively as Xiang-ru. However, due to clinical effectiveness concerns and frequent misidentification, the original plants have increasingly been substituted by various species within the genera Elsholtzia and Mosla. The challenge in distinguishing between these genera arises from their similar morphological and metabolic profiles. To address this issue, our study introduced a rapid method for metabolic characterization, employing high-resolution mass spectrometry-based metabolomics. Through detailed biosynthetic and chemometric analyses, we pinpointed five phenolic compounds-salviaflaside, cynaroside, scutellarein-7-O-D-glucoside, rutin, and vicenin-2-among 203 identified compounds, as reliable chemical markers for distinguishing Xiang-ru from closely related Elsholtzia species. This methodology holds promise for broad application in the analysis of plant aerial parts, especially in verifying the authenticity of aromatic traditional medicinal plants. Our findings underscore the importance of non-volatile compounds as dependable chemical markers in the authentication process of aromatic traditional medicinal plants.


Subject(s)
Drugs, Chinese Herbal , Lamiaceae , Phenols , Phenols/analysis , Phenols/chemistry , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/analysis , Lamiaceae/chemistry , Lamiaceae/classification , Medicine, Chinese Traditional , Metabolomics/methods , Mass Spectrometry/methods , Plant Components, Aerial/chemistry
3.
Bioorg Med Chem Lett ; 102: 129670, 2024 Apr 01.
Article in English | MEDLINE | ID: mdl-38387692

ABSTRACT

Histone deacetylase 6 (HDAC6) has drawn more and more attention for its potential application in Alzheimer's disease (AD) therapy. A series of tetrahydro-ß-carboline (THßC) hydroxamic acids with aryl linker were synthesized. In enzymatic assay, all compounds exhibited nanomolar IC50 values. The most promising compound 11d preferentially inhibited HDAC6 (IC50, 8.64 nM) with approximately 149-fold selectivity over HDAC1. Molecular simulation revealed that the hydroxamic acid of 11d could bind to the zinc ion by a bidentate chelating manner. In vitro, 11d induced neurite outgrowth of PC12 cells without producing toxic effects and showed obvious neuroprotective activity in a model of H2O2-induced oxidative stress.


Subject(s)
Carbolines , Histone Deacetylase Inhibitors , Hydrogen Peroxide , Rats , Animals , Histone Deacetylase 6 , Histone Deacetylase Inhibitors/pharmacology , Hydrogen Peroxide/pharmacology , Hydroxamic Acids/pharmacology , Neuronal Outgrowth , Histone Deacetylase 1/metabolism , Structure-Activity Relationship
4.
Opt Lett ; 48(23): 6104-6107, 2023 Dec 01.
Article in English | MEDLINE | ID: mdl-38039202

ABSTRACT

Remote sensing of atmospheric refractive index structure constant ($\boldsymbol{C}_{\boldsymbol{n}}^2$) using lidar incorporating a single-photon detector (SPD) is proposed. The influence of turbulence on the fiber coupling efficiency with different fiber modes is analyzed. $\boldsymbol{C}_{\boldsymbol{n}}^2$ can be derived from the ratio of the backscattering signals counted on single-mode and multimode fiber-coupling channels of the SPD. In the experiment, by eliminating the shot noise effect on the fluctuation of the ratio, the lowest coupling ratio is used to retrieve $\boldsymbol{C}_{\boldsymbol{n}}^2$ and demonstrated by comparing to the results measured from a large aperture scintillometer (LAS). Good agreement between results from the LAS and the lidar is achieved. The correlation coefficients are 0.90, 0.89, and 0.89, under three different weather conditions.

5.
Article in English | MEDLINE | ID: mdl-37818572

ABSTRACT

OBJECTIVE: The present study aimed to investigate the molecular mechanism through which Perilla essential oil treats acute lung injury (ALI) through network pharmacology, molecular docking, and in vitro assays. METHODS: Relevant ALI targets of the active ingredients of Perilla essential oil were predicted using the SwissTargetPrediction database and meta TarFisher database. These ALI targets were then screened using GeneCards and DisGeNET, and differentially expressed ALI target genes were identified using the Gene Expression Omnibus (GEO) database. Next, key targets were enriched using Gene Ontology (GO) and Kyoto Encyclopedia of Genes and Genomes (KEGG). Protein-protein interaction network analysis was performed to obtain targets with the highest degree values for molecular docking with Perilla essential oil active ingredients. For in vitro experiments, lipopolysaccharide (LPS) was used to induce an ALI inflammation model using RAW264.7 cells. The model cells were then treated with Perilla essential oil to detect the protein expression levels of vascular endothelial factor (NO), tumor necrosis factor (TNF-α), and p65 nuclear transcription factor in them. RESULTS: Sixty-eight key targets of Perilla oil were identified for the treatment of ALI. These targets were found to be involved in biological processes related to peptides, response to lipopolysaccharides, the positive regulation of cytokine production, etc., using GO. The signaling pathways found to be associated with the targets included the AGE-RAGE signaling pathway in diabetic complications, the NF-kappa B signaling pathway, and small cell lung cancer and other inflammatory signaling pathways. The five key targets that showed good binding activity with Perilla oil active ingredients included TNF, RELA, PARP1, PTGS2, and IRAK4. In vitro assays showed that Perilla essential oil could significantly reduce NO and TNF-α levels and inhibit the phosphorylation of nuclear transcription factor P65, thus inhibiting the activation of NF-κB signaling pathway. Conclusion Perilla essential oil can play a role in the treatment of ALI by inhibiting the activation of the NF-κB signaling pathway and preventing an excessive inflammatory response. This study thus provides a reference for the in-depth study of the mechanisms through which Perilla essential oil treats ALI.

6.
Eur J Med Chem ; 260: 115776, 2023 Nov 15.
Article in English | MEDLINE | ID: mdl-37660484

ABSTRACT

A series of tetrahydro-ß-carboline (THßC)-based hydroxamic acids were rationally designed and synthesized as novel selective HDAC6 inhibitors (sHDAC6is) by the application of scaffold hopping strategy. Several THßC analogues were highly potent (IC50 < 5 nM) and selective against HDAC6 enzyme and exhibited good antiproliferative activity against human multiple myeloma (MM) cell. Molecular docking interpreted the structure activity relationship (SAR). Target engagement of HDAC6 was confirmed in RPMI-8226 cells using the WB assay. In vitro, (1S, 3R)-1-(4-chlorophenyl)-N-(4-(hydroxycarbamoyl)benzyl)-2,3,4,9-tetrahydro-1H-pyrido[3, 4-b]indole-3-carboxamide (14g) showed potent broad antiproliferative activity against various tumors including leukemia, colon cancer, melanoma, and breast cancer cell lines, better than ACY-1215. Moreover, 14g also showed good pharmacokinetics properties in mice via oral administration.


Subject(s)
Carbolines , Humans , Animals , Mice , Histone Deacetylase 6 , Molecular Docking Simulation , Administration, Oral , Carbolines/pharmacology
7.
Nat Commun ; 14(1): 4696, 2023 08 04.
Article in English | MEDLINE | ID: mdl-37542034

ABSTRACT

The genus Salvia L. (Lamiaceae) comprises myriad distinct medicinal herbs, with terpenoids as one of their major active chemical groups. Abietane-type diterpenoids (ATDs), such as tanshinones and carnosic acids, are specific to Salvia and exhibit taxonomic chemical diversity among lineages. To elucidate how ATD chemical diversity evolved, we carried out large-scale metabolic and phylogenetic analyses of 71 Salvia species, combined with enzyme function, ancestral sequence and chemical trait reconstruction, and comparative genomics experiments. This integrated approach showed that the lineage-wide ATD diversities in Salvia were induced by differences in the oxidation of the terpenoid skeleton at C-20, which was caused by the functional divergence of the cytochrome P450 subfamily CYP76AK. These findings present a unique pattern of chemical diversity in plants that was shaped by the loss of enzyme activity and associated catalytic pathways.


Subject(s)
Diterpenes , Salvia , Salvia/genetics , Salvia/metabolism , Abietanes , Phylogeny , Terpenes , Cytochrome P-450 Enzyme System/genetics , Cytochrome P-450 Enzyme System/metabolism
8.
Front Plant Sci ; 13: 919025, 2022.
Article in English | MEDLINE | ID: mdl-35755672

ABSTRACT

Salvia apiana (S. apiana) Jepson is a medicinal plant that is frequently used by the Chumash Indians in southern California as a diaphoretic, calmative, diuretic, or antimicrobial agent. Abietane-type diterpenoids (ATDs) and phenolic acids (PAs) are the main bioactive ingredients in S. apiana. However, few studies have looked into the biosynthesis of ATDs and PAs in S. apiana. In this study, using metabolic profiling focused on the ATDs and PAs in the roots and leaves of S. apiana, we found a distinctive metabolic feature with all-around accumulation of ATDs, but absence of salvianolic acid B. To identify the candidate genes involved in these biosynthesis pathways, full-length transcriptome was performed by PacBio single-molecule real-time (SMRT) sequencing. A total of 50 and 40 unigenes were predicted to be involved in ATDs and PAs biosynthesis, respectively. Further transcriptional profile using Illumina HiSeq sequencing showed that the transcriptional variations of these pathways were consistent with the accumulation patterns of corresponding metabolites. A plant kingdom-wide phylogenetic analysis of cytochromes (CYPs) identified two CYP76AK and two CYP76AH subfamily genes that might contribute for the specific ATDs biosynthesis in S. apiana. We also noticed that the clade VII laccase gene family was significantly expanded in Salvia miltiorrhiza compared with that of S. apiana, indicating their involvements in the formation of salvianolic acid B. In conclusion, our results will enable the further understanding of ATDs and PAs biosynthesis in S. apiana and Salvia genus.

9.
Org Biomol Chem ; 20(11): 2205-2208, 2022 03 16.
Article in English | MEDLINE | ID: mdl-35229094

ABSTRACT

A concise synthesis of (±)-herbertenolide has been accomplished herein. The strategy relies on a H2O2-mediated oxidative ring contraction of all-substituted cyclic α-formyl ketones for the stereospecific construction of contiguous quaternary carbon centers (CQCCs). Furthermore, a Sc(OTf)3/chiral N,N'-dioxide catalyzed asymmetric Michael addition of benzofuranone to MVK has been optimized for forging a chiral aromatic quaternary carbon center, which enables the formal synthesis of (+)-ent-herbertenolide.

10.
J Colloid Interface Sci ; 616: 539-547, 2022 Jun 15.
Article in English | MEDLINE | ID: mdl-35228049

ABSTRACT

Low-cost, stable and highly efficient oxygen reduction reactions (ORR) electrocatalysts are of great significance for microbial fuel cells to break the limit of the air cathode. The expensive noble metal catalysts are easy to be contaminated due to biofouling, which could damage the catalytic activity significantly. Among the reported non-noble metal catalysts, FeCN materials are promising substitutes that have comparable catalytic activity with Pt/C. In this article, a facile process to obtain N-doped porous carbon fibers (NPCF) with abundant Fe2N moieties from iron based metal organic framework (MOF(Fe)) embedded electrospun fibers has been developed. The fiber structure promotes the in situ conversion of Fe2N sites in embedded MOF(Fe) during pyrolysis under NH3 atmosphere. The abundant Fe2N sites, presence of pyrrolic nitrogen and hierarchical porous structure of obtained Fe2N/NPCF make it possess excellent electrocatalytic activity to ORR with comparable performance (E1/2 = 0.8648 V) and superior long term stability to commercial 20 wt% Pt/C. This work expends the toolbox for design of high performance cathodic catalysts for MFCs and also provides original insights in Fe-N active sites construction for FeNC ORR catalysts.


Subject(s)
Bioelectric Energy Sources , Carbon/chemistry , Carbon Fiber , Nitrogen/chemistry , Oxygen/chemistry , Porosity
11.
Rev Sci Instrum ; 92(2): 024703, 2021 Feb 01.
Article in English | MEDLINE | ID: mdl-33648069

ABSTRACT

The detection of a high repetition rate weak signal is studied in this paper. Owing to the characteristics of the signal of interest, both high speed analog-to-digital converter (ADC) and low computational complexity data processing techniques are required for high speed real-time weak signal detection. In this paper, a novel field programmable gate array (FPGA) based high speed real-time periodic weak signal detection technique is presented. Cascaded comparators outside the FPGA and cascaded flip flops in the FPGA are used to implement a one-bit ADC, which performs quantization first followed by sampling. Based on this novel design, a time-interleaved structure with several sub-channels is further proposed to significantly improve the sampling rate of the one-bit ADC, which does not require calibration for offset, gain, and sample-time mismatches between sub-channels. Each sub-channel has a long-time coherent integration structure to coherently integrate the sampled one-bit data. A full layer clearance mechanism that only operates on specific bits of the integrated sums is proposed to overcome the influence of a noise baseline drift on the weak signal detection. Compared with the traditional adaptive threshold, this mechanism has a significantly lower computational complexity. A prototype with three sub-channels performing 1.5 Gs/s sampling is implemented to verify the proposed technique. The results obtained confirm its high sampling rate and noise baseline drift tolerance in weak signal detection.

12.
Org Lett ; 23(6): 2279-2284, 2021 03 19.
Article in English | MEDLINE | ID: mdl-33667106

ABSTRACT

We disclose herein a Au(I)-catalyzed domino cyclization of 1,6-diynes incorporated with indole. This protocol enabled the diastereoselective buildup of indole-fused azabicyclo[3.3.1]nonanes from linear precursors. Density functional theory calculations showed that the reaction proceeded via an unprecedented cascade dearomatization/rearomatization/dearomatization process. Independent gradient model analysis revealed that a noncovalent attractive interaction between the distal alkyne and the Au/proximal complex was responsible for the chemoselectivity of the first spirocyclization step.

13.
Org Lett ; 23(1): 93-96, 2021 01 01.
Article in English | MEDLINE | ID: mdl-33336574

ABSTRACT

The asymmetric synthesis of ent-fissistigmatin C is successively accomplished in 12 steps (longest linear sequence (LLS)). Relying on the enantioselective coupling of aliphatic aldehyde with 2-hydroxychalcone promoted by cooperative organocatalysts, the pivotal linkage of ent-fissistigmatin C between the flavonoid and the sesquiterpenoid fragment was stereoselectively established. An unprecedented final-stage radical cascade was also featured in this synthesis, which enabled the simultaneous establishment of the trans-decalin framework via forging two consecutive C-C bonds in one step.

14.
Chem Commun (Camb) ; 56(69): 10018-10021, 2020 Sep 07.
Article in English | MEDLINE | ID: mdl-32724997

ABSTRACT

Herein, we developed an enantioselective addition of aliphatic aldehydes to 2-hydroxychalcone promoted by cooperative organocatalysts, giving access to hybrid flavonoids in excellent enantioselectivities. This reaction took advantage of cycloisomerization of 2-hydroxychalcone to form a transient flavylium under the irradiation of 24 W CFL, which was trapped by the in situ generated chiral enamine intermediate. The synergistic action of chiral phosphoric acid secured the excellent outcome of this reaction by ion-pairing with the transient flavylium.

15.
Angew Chem Int Ed Engl ; 57(14): 3806-3809, 2018 03 26.
Article in English | MEDLINE | ID: mdl-29418057

ABSTRACT

A highly enantioselective tandem Michael addition of tryptamine-derived oxindoles to alkynones was developed by taking advantage of a chiral N,N'-dioxide Sc(OTf)3 catalyst. The reaction enables the facile preparation of enantioenriched spiro[pyrrolidine-3,3'-oxindole] compounds, which provides a novel strategy for the synthesis of monoterpenoid indole alkaloids. As a demonstration, the asymmetric synthesis of strychnos alkaloids [(-)-tubifoline, (-)-tubifolidine, (-)-dehydrotubifoline] was achieved in 10-11 steps.

16.
Zhongguo Zhong Yao Za Zhi ; 42(15): 2946-2953, 2017 Aug.
Article in Chinese | MEDLINE | ID: mdl-29139262

ABSTRACT

The research studies the effect of different fertilization treatments on yield and accumulation of secondary metabolites of Codonopsis pilosula by using single factor randomized block design, in order to ensure reasonable harvesting time and fertilization ratio, and provide the basis for standardized cultivation of C. pilosula. According to the clustering results, the nitrogen fertilizer benefitted for the improvement of root diameter and biomass of C. pilosula. The phosphate fertilizer could promote the content of C. pilosula polysaccharide. The organic fertilizers could increase the content of lobetyolin. With the time going on, C. pilosula's yield, polysaccharide and ehanol-soluble extracts increased while the content of lobetyolin decreased. According to various factors, October is a more reasonable harvest period. Organic fertilizers are more helpful to the yield and accumulation of secondary metabolites of C. pilosula.


Subject(s)
Codonopsis/chemistry , Fertilizers , Phytochemicals/analysis , Plants, Medicinal/chemistry , Biomass , Codonopsis/growth & development , Nitrogen , Plant Roots/growth & development , Plants, Medicinal/growth & development , Secondary Metabolism
17.
Chem Commun (Camb) ; 53(54): 7485-7488, 2017 Jul 04.
Article in English | MEDLINE | ID: mdl-28627577

ABSTRACT

An efficient approach for the synthesis of 2,2-disubstituted indolin-3-ones is described. From readily accessible aryl hydrazines and allyloxyketones, 2,2-disubstituted indolin-3-ones could be obtained in good to excellent yields under mild reaction conditions via a cascade Fischer indolization/Claisen rearrangement process. This protocol provides a facile entry to 2,2-disubstituted indolin-3-ones, which have been applied in the construction of the benzofuroindoline framework related to Phalarine.

18.
Angew Chem Int Ed Engl ; 56(1): 350-353, 2017 01 02.
Article in English | MEDLINE | ID: mdl-27910194

ABSTRACT

Oxidative ring contraction of cyclic α-formyl ketones was facilitated by the action of H2 O2 under operationally simple and environmentally benign reaction conditions. The process was highly regioselective and enables stereospecific construction of contiguous quaternary all-carbon centers from stereodefined all-substituted all-cyclic ketones. The asymmetric syntheses of (+)-cuparene and (+)-tochuinyl acetate were also successively achieved by taking advantage of this novel protocol.

19.
Org Lett ; 18(1): 80-3, 2016 Jan 04.
Article in English | MEDLINE | ID: mdl-26654658

ABSTRACT

Relying on the nucleophilicity of silanol for building up silicon-incorporated scaffold with an enantiopure tetrasubstituted carbon center remains elusive. In this report, asymmetric bromo-oxycyclization of olefinic silanol by using chiral anionic phase-transfer catalyst is described. This protocol provided a facile entry to a wide arrangement of enantiopure benzoxasilole in moderate to excellent enantioselectivities depending on the unique reactivity of bromine/N-benzyl-DABCO complex.


Subject(s)
Hydrocarbons, Brominated/chemistry , Silanes/chemical synthesis , Alkenes/chemistry , Catalysis , Cyclization , Molecular Structure , Silanes/chemistry , Silicon/chemistry , Stereoisomerism
20.
Org Lett ; 17(18): 4428-31, 2015 Sep 18.
Article in English | MEDLINE | ID: mdl-26315849

ABSTRACT

The first enantioselective synthesis of (-)-conolutinine was achieved in 10 steps. The synthesis featured a catalytic asymmetric bromocyclization of tryptamine to forge the tricycle intermediate. Hydration of an alkene catalyzed by Co(acac)2 was also employed as a key step to diastereoselectively introduce the tertiary alcohol moiety. The absolute configuration of (-)-conolutinine was established to be (2S,5aS,8aS,13aR) based on this asymmetric total synthesis.


Subject(s)
Indole Alkaloids/chemical synthesis , Alkenes/chemical synthesis , Alkenes/chemistry , Catalysis , Cyclization , Hydrocarbons, Brominated/chemistry , Indole Alkaloids/chemistry , Malaysia , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Stereoisomerism , Tryptamines
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