Synthesis and Characterization of Novel N-, S-, O-Substituted P-Chloranil Derivatives

A series of novel N-, S-, and O-substituted p-chloranil derivatives were synthesized from the reactions of p-chloranil (1) and related nucleophiles in sodium carbonate (Na₂CO₃) solution of acetonitrile or in chloroform with Et₃N. The structures of novel compounds were characterized by using microanalysis, Fourier transform–infrared, ¹H NMR, ¹³C NMR, and mass spectrometry.     

Synthesis and Anti-tumor Activity of Novel Amide Derivatives of Ursolic Acid

Ursolic acid was modified at C3 and C28 position to obtain fourteen derivatives including twelve novel compounds, and their chemical structures were characterized by IR, ^1H NMR and MS. Cell growth inhibitory effects of the derivatives against Hela cell were evaluated by MTT assay. All these derivatives were found to have stronger cell growth inhibitory than their parent compound, ursolic acid. The derivatives with a substituted acetyl group at C3 hydroxyl group show better activities than those with an unsubstituted hydroxyl group.     

Design,Synthesis, and Thrombin Inhibitory Activity Evaluation of Some Novel Benzimidazole Derivatives

Some benzimidazole derivatives were designed and screened via molecular docking. Six compounds which obtained high scores were selected for synthesis and all compounds were characterized by ¹H‐ and ¹³C‐NMR, and HR‐ESI‐MS. Subsequently, these compounds were evaluated for their inhibitory activities on thrombin. Compound 5a (IC₅₀ 3.11 nm ) showed a better activity than the reference argatroban (IC₅₀ 9.88 nm ). These results, along with related molecular model studies, indicated that 5a could be a potential thrombin inhibitor for further research.     

Synthesis and Spectral and Electrochemical Characterization of Novel Substituted 1,4-Naphthoquinone Derivatives

The novel substituted 2,3-dichloro-1,4-naphthoquinone derivatives were synthesized from the reactions of (1) and related nucleophilles in sodium carbonate (Na₂CO₃) solution of ethanol, chloroform with Et₃N, or potassium carbonate (K₂CO₃) solution of acetonitrile. The structures of novel compounds were characterized by using microanalysis, Fourier transform–infrared, ¹H NMR, ¹³C NMR, mass spectrometry, and cyclic voltammetry (CV).

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Synthesis and Antioxidant Properties of Novel Fluorescein-Based Quinoline Glycoconjugates

A multicomponent one-pot reaction involving propargyl glycosides, fluorescein monoaldehyde, and aromatic amines using Cu(I) as catalyst is described, which provides an efficient and practical route for the synthesis of several fluorescein-based quinolone glycoconjugates in good yields. All of the synthesized quinoline glycoconjugates showed moderate antioxidant activity as evaluated with commercially available 1,1-diphenyl-2-picryl hydrazyl (DPPH).     

Synthesis,Molecular Docking and Potential Antioxidant Activity of Di/Trisubstituted Pyridazinone Derivatives

A number of pyridazinone derivatives bearing substituted benzylidene and heterocyclic/aromatic rings at 4^th and 6^th positions, respectively were synthesized in good to moderate yields and screened for antioxidant activity. Antioxidant activity of pyridazinone derivatives was evaluated by using several in vitro radical scavenging methods such as 1,1‐diphenylpicrylhydrazyl (DPPH), hydrogen peroxide (H₂O₂), nitric oxide (NO), reducing power, and metal chelating assay etc. Molegro virtual docker software was used to study the binding affinity of the title compounds with the xanthine oxidoreductase enzyme. Amongst the tested compounds, 5a, 5d, 5g & 5j were found to exhibit excellent antioxidant activity at par with the positive control, ascorbic acid. The molecular docking studies of these compounds demonstrated a good selectivity profile with xanthine oxidoreductase receptors. A preliminary study of the structural‐activity relationship showed that the presence of electron withdrawing group and heterocyclic ring on pyridazinone nucleus are associated with the best potency and selectivity profile. It could be proposed that xanthine oxidoreductase receptor may be involved in observed antioxidant activity of pyridazinone derivatives bearing aromatic ring and benzylidene substituents and thus the synthesized compounds are worthy of further exploration.     

新型川芎嗪阿魏酸衍生物的合成及其抗血小板聚集活性

以阿魏酸及其类似物为原料,设计并合成了6个新型的川芎嗪阿魏酸衍生物,其结构经1H NMR,13C NMR,IR及MS表征.初步药理活性测试结果显示,部分化合物的血小板抑制率较高.     

Synthesis of Hydroxystilbene Derivatives and their Antioxidant Activity by DPPH Method

IntroductionThe increasing interest in the research on antioxi-dants is attributed to the availability of vastevidence re-garding the importance of reactive oxygen/nitrogen spe-cies(ROS/RON) in the processes of aging and patho-genesis. It has been suggest…     

哌嗪取代卟啉的合成、表征及其抗癌活性

设计并合成了6个具有抗癌活性的哌嗪取代卟啉化合物,分别为5,10,15,20-四[4-(4'-乙基哌嗪基)苯基]卟啉(TEPPH2,8a),5,10,15,20-四[4-(4'-丁基哌嗪基)苯基]卟啉(TBPPH2,8b),5,10,15,20-四[4-(4'-庚基哌嗪基)苯基]卟啉(THPPH2,8c),5,10,15,20-四[4-(4'-苯基哌嗪基)苯基]卟啉(TPhPPH2,8d),5-[4-(4'-乙基哌嗪基)苯基]-10,15,20-三苯基卟啉(EPTPPH2,8e)和5-[4-(4'-丁基哌嗪基)苯基]-10,15,20-三苯基卟啉(BPTPPH2,8f).这些卟啉化合物都由取代苯甲醛与吡咯缩合而成,每一个卟啉分子中含有一个或四个具有抗癌活性的取代哌嗪结构,结构经元素分析,MS,1H NMR,IR和UV-vis等表征.初步的生物活性研究表明,这些化合物具有一定的抗癌活性,因而在医学上可能具有潜在应用前景.     

含有2,4-二卤代联苯基的新型唑类衍生物的合成及其抗真菌活性

以2,4-二卤代联苯为原料,经傅-克酰基化、还原、取代等反应步骤,合成了含有2,4-二卤代联苯基的新型唑类目标化合物3a~3k,其结构用红外光谱(IR)、高分辨质谱(HMRS)、核磁共振氢谱(¹H NMR)、核磁共振碳谱(¹³C NMR)等技术手段进行了表征。 测试了目标化合物的体外抗真菌活性,结果表明,所有目标化合物对所测试的致病真菌均有一定程度的抗真菌活性。 其中化合物3a~3k对红色发癣菌和石膏样毛癣菌的抗真菌活性和两性霉素B相当,化合物3b、3c、3e、3f、3h、3i、3k对白色念珠菌的抗真菌活性优于或等于酮康唑。     

Novel Green Synthesis and Characterization of the Antioxidant Activity of Silver Nanoparticles Prepared from Nepeta leucophylla Root Extract

Bioinspired silver nanoparticles were synthesized using nontoxic, eco-friendly, and novel root extract of Nepeta leucophylla. The reduction of silver nitrate salt into nanoparticles is performed using the root extract, which is rich in polyphenolic and flavonoid contents. The reduction of silver salt by this extract is occurred at several temperatures and the reaction mixture turns brown and displayed representative absorbance spectra of silver nanoparticles. The influence of numerous synthesis parameters such as the concentration of root extract, time, temperature, and reaction pH on the synthesis of silver nanoparticles was also examined. Furthermore, the synthesized silver nanoparticles were characterized by ultraviolet–visible spectroscopy, Fourier transformed infrared spectroscopy, X-ray diffraction, and transmission electron and field emission scanning electron microscopy. The formation of silver nanoparticles was enhanced with time, temperature, and at basic pH. The surface plasmon resonance band characteristics of silver nanoparticles were detected at 410?nm in the ultraviolet–visible absorbance spectra. The infrared spectroscopy results show that the extract contains phenol which is responsible for reduction and proteins may be capping the silver nanoparticles which prevent agglomeration. Transmission electron microscopy revealed that silver nanoparticles were spherical and the sizes matched well with X-ray diffraction and theoretical calculations by Mie theory. Furthermore, the antioxidant potential of the synthesized silver nanoparticles was assessed using 2,2-diphenyl-1-picrylhydrazyl assay and showed considerable antioxidant potential.     

三唑酰胺1,4-戊二烯-3-酮衍生物的合成及生物活性

以丙酮和水杨醛为起始原料,设计合成了9个新型含氟1,2,4-三唑酰胺姜黄素类化合物,通过¹H NMR、¹⁹F NMR、IR及元素分析等技术手段对目标化合物进行了结构表征。 采用Airbrush喷雾法进行生物活性测试,结果表明部分化合物具有不同程度的杀虫活性。     

萘甲基苯并咪唑衍生物的合成、表征及其杀菌活性

萘甲基苯并咪唑衍生物的合成、表征及其杀菌活性;萘甲基苯并咪唑衍生物; 合成; 晶体结构; 杀菌活性     

环丙基螺环硫巴比妥衍生物的合成、表征及抗惊厥活性

设计合成了2个刚性很强的结构对称性巴比妥酸类化合物———环丙基螺环硫巴比妥酸化合物。通过红外、核磁对其结构进行了表征。其中化合物1a和1b活泼氢(N—H)的化学位移有明显区别。利用二维氢氢相关谱观察到了化合物1a结构中,环丙烷上氢质子与酰胺环上氢质子由于螺环刚性屏蔽影响使其2个环上同侧较近质子之间存在相关性,异侧较远质子之间无相关性。初步测试了2个化合物的抗小鼠电击惊厥活性:化合物1a和1b的惊厥抑制率分别为50%和70%。     

芳基肼衍生物的设计、合成及其抑菌活性研究

为了探索具有较高潜力的新型植物病原真菌抑制剂,本文以取代芳胺、3,3-二甲基-2-丁酮和乙酸乙酯为起始原料,采用Claisen缩合、氯代、重氮化、亲核取代等反应合成了16个新型的芳基肼类衍生物(4a～4p),其结构经~1H NMR、~(13)C NMR及ESI-MS确证。初步抑菌活性测试结果表明,目标化合物4d、4g和4j具有潜在的广谱性抑菌作用,其对9种植物病原真菌的平均抑制率分别为64.7%、71.2%和67.8%,显著优于阳性对照药物噁霉灵(50.1%)和百菌清(60.0%)。构效关系研究表明,保持羰基α位氯原子不变,在芳基肼结构中引入甲基、氯、氟、三氟甲氧基等基团能有效提高其抑菌作用。此研究为基于芳基肼骨架的农用抑菌剂结构优化提供了参考。     

Regioselective Synthesis,Structural Characterization,and Antiproliferative Activity of Novel Tetra-Substituted Phenylaminopyrazole Derivatives

A small library of highly functionalized phenylaminopyrazoles, bearing different substituents at position 1, 3, and 4 of the pyrazole ring, was prepared by the one-pot condensation of active methylene reagents, phenylisothiocyanate, and substituted hydrazine (namely, methyl- and benzyl-hydrazine). The identified reaction conditions proved to be versatile and efficient. Furthermore, the evaluation of alternative stepwise protocols affected the chemo- and regio-selectivity outcome of the one-pot procedure. The chemical identities of two N-methyl pyrazole isomers, selected as prototypes of the whole series, were unambiguously identified by means of NMR and mass spectrometry studies. Additionally, semiempirical calculations provided a structural rationale for the different chromatographic behavior of the two isomers. The prepared tetra-substituted phenylaminopyrazoles were tested in cell-based assays on a panel of cancer and normal cell lines. The tested compounds did not show any cytotoxic effect on the selected cell lines, thus supporting their pharmaceutical potentials.     

Novel Thiochromanone Derivatives Containing a Sulfonyl Hydrazone Moiety: Design,Synthesis, and Bioactivity Evaluation

A series of novel thiochromanone derivatives containing a sulfonyl hydrazone moiety were designed and synthesized. Their structures were determined by ¹H-NMR, ¹³C-NMR, and HRMS. Bioassay results showed that most of the target compounds revealed moderate to good antibacterial activities against Xanthomonas oryzae pv. oryzae, Xanthomonas oryzae pv. oryzicolaby, and Xanthomonas axonopodis pv. citri. Compound 4i had the best inhibitory activity against Xanthomonas oryzae pv. oryzae, Xanthomonas oryzae pv. oryzicolaby, and Xanthomonas axonopodis pv. citri, with the EC₅₀ values of 8.67, 12.65, and 10.62 μg/mL, which were superior to those of Bismerthiazol and Thiodiazole-copper. Meanwhile, bioassay results showed that all of the target compounds proved to have lower antifungal activities against Sclerotinia sclerotiorum, Fusarium oxysporum, Gibberella zeae, Rhizoctonia solani, Verticillium dahlia, and Botrytis cinerea than those of Carbendazim.     

吡唑衍生物的合成及生物活性

以５－吡唑甲酰肼（７，８）为原料合成了４类共３０种新化合物，这些化合物的结构均经＾１Ｈ ＮＭＲ，元素分析证实，部分化合物还经过了ＭＳ、ＩＲ确证，对大部分化合物做了生物活性测试，结果表明均具有一定的杀菌和除草活性。