共查询到20条相似文献,搜索用时 93 毫秒
1.
Narayanarao Gundoju Ramesh Bokam Nageswara Rao Yalavarthi Rajaram Azad 《Natural product research》2019,33(18):2618-2622
Chemical manipulation studies were conducted on betulinic acid (1), twenty-one new rationally designed analogues of 1 with modifications at C-28 were synthesized for their evaluation of inhibitory effects on α-glucosidase and LPS-stimulated nitric oxide production in mouse macrophage RAW 264.7 cells. Compound 2 (IC50 = 5.4 μM) exhibited an almost 1.4-fold increase in α-glucosidase inhibitory activity on yeast α-glucosidase while analogues 5 (IC50 16.4 μM) and 11 (IC50 16.6 μM) exhibited a 2-fold enhanced inhibitory activity on NO-production than betulinic acid. 相似文献
2.
Nie W Luo JG Wang XB Yin H Sun HB Yao HQ Kong LY 《Chemical & pharmaceutical bulletin》2011,59(8):1051-1056
A series of α-glucosidase inhibitors with the oleanolic acid core and different cinnamic amide ligands were designed and synthesized. Their preliminary structure-activity relationships were analyzed. In general, the compounds with 3,28-disubstituted oleanolic acid exhibited stronger activity than those 28-monosubstituted analogues, and variation of cinnamic amide substitution significantly affected α-glucosidase inhibition activities. Most of the compounds showed potent inhibitory activity against α-glucosidase with much greater efficacy than a typical α-glucosidase inhibitor, acarbose. 相似文献
3.
K.R. Ajish B.P. Dhanya Nayana Joseph M. Priya Rani K.G. Raghu V.P. Vineetha K.V. Radhakrishnan 《Tetrahedron letters》2014
A new strategy for the synthesis of novel zerumbone derivatives via a regioselective palladium catalyzed decarboxylative coupling reaction using arene carboxylic acids is described. The current methodology involves the repositioning of endocyclic double bond to exocyclic double bond of zerumbone. Preliminary in vitro analysis revealed that most of the newly synthesized derivatives are potent α-glucosidase enzyme inhibitors. 相似文献
4.
《Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy》1989,45(9):977-979
X-Benzylidenesanthranilic acid molecular complexes with π-acceptors, tetracyanoethylene, 2,3-dichloro-5,6-dicyano-p-benzoquinone and chloranil, have been studied. The intramolecular hydrogen bonding that exists in such compounds greatly inhibits the transition of the nitrogen azomethine n-electrons. The formation constant values and molar extinction coefficients of the p-dimethyl-aminobenzylidenean-thranilic acid-DDQ CT complexes have been determined in CH2Cl2, C2H4Cl2 and CHCl3 in the temperature range 10–30°C. Such CT complexes are of strong n-π type. 相似文献
5.
《Arabian Journal of Chemistry》2022,15(9):104072
In this study, potent coumarin derivatives containing oxime ester 1 ~ 28 as α-glucosidase inhibitors were developed through a stepwise structure optimization, and the structure activity relationship was uncovered. Among them, compound 20 exhibited outstanding α-glucosidase inhibitory activity with IC50 of 2.54 ± 0.04 μM compared to 640.57 ± 1.13 μM of Acarbose. Kinetic study ascertained that compound 20 was a reversible and uncompetitive α-glucosidase inhibitor. 3D fluorescence results showed that the interaction of compound 20 with α-glucosidase caused the changes of microenvironments and polypeptide backbone structure of α-glucosidase. CD spectra results revealed that compound 20 decreased the α-helix content and increased the β-sheet content. Molecular docking analysis indicated that compound 20 well located into the active site and mainly bind with Phe157, His239, His279, Tyr71, and Arg312 to reduce the catalytic activity of α-glucosidase. 相似文献
6.
《Tetrahedron: Asymmetry》2001,12(11):1657-1661
The chiral α-diazophosphonic acid derivatives 3, 6 and 8 were prepared from (−)-ephedrine and (S,S)-N,N′-dimethyl-1,2-diaminocyclohexane; preliminary experiments suggest that the chiral auxiliary exerts little influence in the dirhodium(II) acetate catalysed OH and NH insertion reactions. 相似文献
7.
《Arabian Journal of Chemistry》2020,13(5):5363-5376
As corrosion inhibitors, a series of new amide derivatives of 13‐docosenoic acid was synthesized in yields of above 90% by reacting 13-docosenoic acid with primary and secondary aliphatic and aromatic amines. The inhibition efficiencies (%IEs) of these compounds at various concentrations for the suppression of corrosion of mild steel in 1.00 M HCl exposed for 96 h (4 days) at temperatures in the range 298–333 K were measured via gravimetric corrosion measurements. At 100 ppm, all compounds yielded satisfactory corrosion %IE in 1.00 M HCl; compounds 2 and 7 exhibited remarkable %IE of 70.0 and 74.7%, respectively. The results of gravimetric measurements further revealed that compound 7 performed excellently at 60 °C, with %IE = 96.8 at 500 ppm. Quantum chemical density functional theory (DFT) calculations helped predict that compound 7 should have more aromatic character, enabling it to serve as a donor-center for the empty d-orbital of the metal atoms, leading to higher corrosion IE. The adsorption of the inhibitor molecules on the surface of mild steel followed the Langmuir adsorption model, and the free energy of adsorption (ΔGads) value indicated that the inhibitors are adsorbed through a combined physisorption and chemisorption mechanism to provide effective surface coverage. 相似文献
8.
Herein, we present the asymmetric synthesis of spiro-fused cyclohexadienone – tetrahydrofuran-embedded glycine derivatives as a new class of nonproteinogenic α-amino acid derivatives. Starting from commercially available 2-allylphenols, key β-hydroxy-α-amino esters were synthesized via high-yielding multi-step reaction sequences involving Sharpless asymmetric dihydroxylation as the chirality induction step. PhI(OAc)2-mediated oxidative dearomatization – spirocyclization of phenol-tethered β-hydroxy-α-amino esters efficiently produced the corresponding spiro-fused cyclohexadienone – tetrahydrofuran-embedded glycine derivatives, providing a general route to this hitherto-unreported class of compounds that are equipped with three privileged scaffolds (cyclohexadienone – tetrahydrofuran – α-amino ester). 相似文献
9.
《Journal of Saudi Chemical Society》2023,27(4):101680
This study aim to synthesize new 1,3,4-oxadiazole derivatives incorporating mefenamic acid as promising α-glucosidase and urease inhibitors, potentially leading to the treatment of postprandial hyperglycemia as well as H. pylori related disorders. In this regards, we have designed a series of Mefenamic acid derivatives. The synthetic compounds were structurally elucidated through 1H NMR, 13C NMR and HR-EIMS analysis. The biological evaluation of these derivatives against α-glucosidase and urease enzyme depicted some novel derivatives with potent inhibition against the said enzymes. All the derivatives exhibited potent inhibition against α-glucosidase enzymes with IC50 ranging from 25.81 ± 1.63–113.61 ± 1.31 µM against standard drug acarbose (IC50 = 375.82 ± 1.76 µM) while with respect to urease these derivatives possessed inhibitory potential varied between IC50 = 8.04 ± 1.01–58.18 ± 1.03 µM against the standard thiourea (IC50 = 21.0 ± 1.76 µM). The cell viability results revealed that all of the derivatives were found least cytotoxic. Furthermore, molecular docking studies of the most potent derivatives identify number of key features involved in binding interactions between potential inhibitors and the enzyme's active site. 相似文献
10.
Nourisefat Maryam Salehi Najmeh Yousefinejad Saeed Panahi Farhad Bagherzadeh Kowsar Amanlou Massoud Khalafi-Nezhad Ali Karimi-Jafari Mohammad Hossein Sheibani Nader Moosavi-Movahedi Ali Akbar 《Structural chemistry》2019,30(3):703-714
Structural Chemistry - The α-Glucosidase plays a key role in attenuation of postprandial hyperglycemia in diabetic patients. In this study, a class of 9-(1H-Indol-3-yl) xanthen-4-(9H)-ones... 相似文献
11.
In this study, a novel class of histidine Schiff base silver (I) complexes derived from salicylaldehyde, 1a-9a, was found to be an effective inhibitor of α-glucosidase. The results of this study showed that the newly synthesized complexes inhibited α-glucosidase through noncompetitive mechanisms; the IC50 values were ranging from 0.00431 μmol L-1 to 0.492 μmol L-1. The structure-activity relationship was established as well. These results demonstrated that compound 7a, 5-nitro salicylaldehyde Schiff base silver complex, is the most promising α-glucosidase inhibitor with the lowest IC50 value, which could be exploited as a drug candidate to alleviate postprandial hyperglycemia in the treatment of type Ⅱ diabetes mellitus. This research provided a catalyst-free, simple, and environmentally benign reaction to synthesize compounds using mechanochemistry. 相似文献
12.
Complexes of platinum(IV), ruthenium(III), rhodium(III), iridium(III), gold(III), dioxouranium(II), zinc(II), cadmium(II),
mercury(II) and manganese(II) with isonicotinic acid hydrazide were prepared and characterized on the basis of analytical,
conductometric, magnetic susceptibility and spectral data. Platinum(IV) ruthenium(III), rhodium(III), iridium(III), dioxouranium(II)
and manganese(II) form six-coordinate complexes while gold(III), zinc(II), cadmium(II) and mercury(II) form four coordinate
complexes. 相似文献
13.
N Arnaud 《Analytica chimica acta》2003,476(1):149-157
The luminescent properties of terbium complexes with furosemide (FR), flufenamic (FF) acid, tolfenamic (TF) acid and mefenamic (MF) acid have been investigated in aqueous solutions. For all four compounds, complexation occurs when the carboxylic acid of the aminobenzoic group is dissociated and is greatly favoured in the presence of trioctylphosphine oxide as co-ligand and Triton X-100 as surfactant. Under optimum conditions, luminescence of the lanthanide ion is efficiently sensitised and the lifetime of the resonance level of terbium in the complex is ranging between 1 and 1.9 ms, against 0.4 ms for the aqua ion. The sensitivity of the method for the determination of anthranilic acid derivatives is improved by one to two orders of magnitude with respect to that achieved using native fluorescence or terbium-sensitised luminescence in methanol. The limits of detection are 2×10−10, 5×10−10 and 2×10−9 mol l−1 for flufenamic acid, furosemide and tolfenamic acid, and mefenamic acid, respectively, with within-run RSD values of less than 1%. The method has been applied to the determination of flufenamic acid in spiked calf sera with and without sample pretreatment. Depending on the method and the analyte concentration, the recovery was ranging between 83 and 113% and the lowest concentration attainable in serum samples was close to 1×10−7 mol l−1. 相似文献
14.
Cs. Novák A. Végh S. Marokházi G. Pokol L. Szente 《Journal of Thermal Analysis and Calorimetry》1994,41(1):181-190
Racemic free mandelic acid and its methyl, ethyl, isoamyl and benzyl esters were found to form inclusion complexes with all
the three studied natural cyclodextrins proved by thermoanalytical results. Differences between the solid state stability
of guests were detected mainly by evolved gas analysis. Even signs of an eventual optical resolution by molecular inclusion
were observed in several cases, but still not sufficiently proven. Due to the rather high volatility and low melting points
of the majority of guest substances DSC technique was found to be suitable for studying the cyclodextrin complexes of mandelic
acid.
Dedicated to Prof. József Szejtli on the occasion of his 60th birthday 相似文献
15.
Kyoung Jin Park Dong Hyun Kim Chung Sub Kim Joonseok Oh Lalita Subedi Mi Won Son Sang Zin Choi Sun Yeou Kim Kang Ro Lee 《Tetrahedron letters》2018,59(50):4380-4383
A new indole alkaloid, pulveratinol (1), and two new anthranilic acid derivatives (2 and 3) were isolated from Indigo Pulverata Levis, together with 12 known compounds (4–15). The structures of the new compounds (1–3) were determined through spectroscopic methods. The absolute configuration of 1 was confirmed further by electronic circular dichroism (ECD) data analysis and computational method with advanced statistics (DP4). All isolated compounds (1–15) were evaluated for their potential neuroprotective effects through induction of nerve growth factor (NGF) in C6 glioma cells. 相似文献
16.
Anthranilates of Tb-Lu prepared in the reaction of the rare earth hydroxides withortho-aminobenzoic acid (anthranilic acid) have the general formulaLn(C6H4NH2COO)3·2H2O whereLn=Tb, Dy, Ho, Er, Tm, Yb, Lu. The water molecules in the hydrated compounds are in the outer coordination sphere. On heating in air at 493K dehydration occurs and the anhydrous anthranilatesLn(C6H4NH2COO)3 are formed. On the basis of the IR spectra it was found that the metal in dihydrated anthranilates was simultaneously coordinated through amino and carboxyl groups whereas in anhydrous anthranilates only through the bidentate carboxyl group. From X-ray analysis it was stated that the anthranilatesLn(C6H4NH2COO)3·2H2O are isostructural, whereas the anhydrous compoundsLn(C6H4NH2COO)3 are isostructural in the two groups Tb-Er and Tm-Lu.
Die Komplexe der schweren Selteneerdmetalle mit Orthoaminobenzoesäure
Zusammenfassung Zur Darstellung der Verbindungen des TypsLn(C6H4NH2COO)3·2H2O (mitLn=Tb bis Lu) wurde die berechnete Menge vonLn(OH)3 und C6H4NH2COOH-Lösung gemischt und bei 363K schnell zur Kristallisation gebracht. Die Produkte werden schnell abfiltriert, mit Wasser gewaschen und bis zur Gewichtskonstanz getrocknet. Die VerbindungenLn(C6H4NH2COO)3·2H2O sind isostrukturell mit der Dichte ungefähr 1.6g·cm–1 und geringer Löslichkeit in Wasser bei Raumtemperatur. Beim Erhitzen folgt zunächst Entwässerung bei 493 K, später Zersetzung zu Tb4O7 undLn 2O3. Die wasserfreien VerbindungenLn(C6H4NH2COO)3 sind isostrukturell in 2 Strukturtypen: Tb-Er and Tm-Lu. Die Infrarotspektren von wasserfreien Verbindungen und Doppelhydraten wurden registriert. Es wurde festgestellt, daß die Koordinierung der Seltenerdmetalle mit Liganden in den Dihydraten sowohl durch die Amino- als auch durch Carboxylgruppen erfolgt. In den wasserfreien Komplexen tritt die Koordinierung nur durch Carboxylgruppen auf.相似文献
17.
Rafael López Garzón Dolores Gutierrez Valero Cristóbal Valenzuela Calahorro Nicolás Cruz Pérez Antonio García Rodriguez 《Monatshefte für Chemie / Chemical Monthly》1987,118(5):553-566
Seven Hg(II), Pd(II), Cu(II), and Ag(I) complexes of two 7-oxo-vic-triazolo[4,5-d]pyrimidine derivatives have been obtained. The complexes were characterized by spectroscopic studies (IR,1H-NMR and UV-visible) and magnetic measurements. On the basis of these data both the structure of the complexes and the coordination positions of the pyrimidinic ligands have been proposed. Likewise, the thermal behaviour of the complexes has also been studied.
Metall-Komplexe von zwei 7-Oxo-vic-triazolo[4,5-d]pyrimidin-Derivaten
Zusammenfassung Sieben Hg(II)-, Pd(II)-, Cu(II)- und Ag(I)-Komplexe von zwei 7-Oxo-vic-triazolo[4,5-d]pyrimidin-Derivaten wurden hergestellt. Die Komplexe wurden durch die Daten der elementaren Analyse, spektroskopische Studien (IR,1H-NMR und UV-Vis.) und magnetische Messungen charakterisiert. Auf der Basis dieser Daten wurden die Strukturen der Komplexe und die Koordinationsstelle der Pyrimidin-Liganden bestimmt. Das thermische Verhalten der Komplexe wurde ebenfalls untersucht.相似文献
18.
19.
Two series of a-aminophosphonate derivatives containing a quinoline moiety have been designed and synthesized by introducing bioactive quinoline scaffold to a-aminophosphonate. The in vitro cytotoxic activities of target compounds were first investigated against two human cancer cell lines including Eca109 and Huh7 by MTT assay. Results revealed that most of target compounds exhibited moderate to high antitumor activities against the tested cancer cell lines and some demonstrated more potent inhibitory activities compared with Sunitinib. Among them, compounds 4b2 and 4b4 containing methylsubstituted aniline group were found to be more active than Sunitinib against both of two cancer cell lines, with IC50 in the range of 2.26 mmol/L–7.46 mmol/L. 相似文献
20.
We were able to obtain 2-cyanoquinazolin-4(3H)-ones 11 in 35-60% four-step overall isolated yields and 2,3-dihydrooxazolo[2,3-b]quinazolin-5-ones 12 in 20-71% four-step overall isolated yields utilizing polymer-bound anthranilic acid derivatives 1, and 6-amino-2-cyanoquinazolin-4(3H)-ones 19 in 30-44% six-step overall isolated yields making use of anthranilic acid derivative resin 2 via dithiazole resins 10 and 17. The reactions on solid phase were monitored by single bead ATR-FTIR spectroscopic method. 相似文献