Komal Rizwan, Nasir Rasool, Ravya Rehman, Tariq Mahmood, Khurshid Ayub, Tahir Rasheed, Gulraiz Ahmad, Ayesha Malik, Shakeel Ahmad Khan, Muhammad Nadeem Akhtar, Noorjahan Banu Alitheen, Muhammad Nazirul Mubin Aziz
{"title":"Facile synthesis of N- (4-bromophenyl)-1- (3-bromothiophen-2-yl)methanimine derivatives via Suzuki cross-coupling reaction: their characterization and DFT studies.","authors":"Komal Rizwan, Nasir Rasool, Ravya Rehman, Tariq Mahmood, Khurshid Ayub, Tahir Rasheed, Gulraiz Ahmad, Ayesha Malik, Shakeel Ahmad Khan, Muhammad Nadeem Akhtar, Noorjahan Banu Alitheen, Muhammad Nazirul Mubin Aziz","doi":"10.1186/s13065-018-0451-0","DOIUrl":"https://doi.org/10.1186/s13065-018-0451-0","url":null,"abstract":"<p><p>A variety of imine derivatives have been synthesized via Suzuki cross coupling of N-(4-bromophenyl)-1-(3-bromothiophen-2-yl)methanimine with various arylboronic acids in moderate to good yields (58-72%). A wide range of electron donating and withdrawing functional groups were well tolerated in reaction conditions. To explore the structural properties, Density functional theory (DFT) investigations on all synthesized molecules (3a-3i) were performed. Conceptual DFT reactivity descriptors and molecular electrostatic potential analyses were performed by using B3LYP/6-31G(d,p) method to explore the reactivity and reacting sites of all derivatives (3a-3i).</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"84"},"PeriodicalIF":0.0,"publicationDate":"2018-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0451-0","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36322397","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xiaobin Wang, Zhengjiao Ren, Mengqi Wang, Min Chen, Aiming Lu, Weijie Si, Chunlong Yang
{"title":"Design and synthesis of novel 3-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one derivatives bearing a hydrazone moiety as potential fungicides.","authors":"Xiaobin Wang, Zhengjiao Ren, Mengqi Wang, Min Chen, Aiming Lu, Weijie Si, Chunlong Yang","doi":"10.1186/s13065-018-0452-z","DOIUrl":"10.1186/s13065-018-0452-z","url":null,"abstract":"<p><strong>Background: </strong>Tetramic acid, thiophene and hydrazone derivatives were found to exhibit favorable antifungal activity. Aiming to discover novel template molecules with potent antifungal activity, a series of novel 3-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one derivatives containing a hydrazone group were designed, synthesized, and evaluated for their antifungal activity.</p><p><strong>Results: </strong>The structures of 3-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one derivatives bearing a hydrazone group were confirmed by FT-IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, <sup>1</sup>H-<sup>1</sup>H NOESY, EI-MS and elemental analysis. Antifungal assays indicated that some title compounds exhibited antifungal activity against Fusarium graminearum (Fg), Rhizoctorzia solani (Rs), Botrytis cinerea (Bc) and Colletotrichum capsici (Cc) in vitro. Strikingly, the EC<sub>50</sub> value of 5e against Rs was 1.26 µg/mL, which is better than that of drazoxolon (1.77 µg/mL). Meanwhile, title compounds 5b, 5d, 5e-5g, 5n-5q and 5t exhibited remarkable anti-Cc activity, with corresponding EC<sub>50</sub> values of 7.65, 9.97, 6.04, 6.66, 7.84, 7.59, 9.47, 5.52, 6.41 and 7.53 µg/mL, respectively, which are better than that of drazoxolon (19.46 µg/mL).</p><p><strong>Conclusions: </strong>A series of 3-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one derivatives bearing a hydrazone group were designed, synthesized and evaluated for their antifungal activity against Fg, Rs, Bc and Cc. Bioassays indicated that some target compounds exhibited obvious antifungal activity against the above tested fungi. These results provide a significant basis for the further structural optimization of tetramic acid derivatives as potential fungicides.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"83"},"PeriodicalIF":0.0,"publicationDate":"2018-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0452-z","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36320146","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ke Li, Fan Yao, Qiang Xue, Hang Fan, Lingguang Yang, Xiang Li, Liwei Sun, Yujun Liu
{"title":"Inhibitory effects against α-glucosidase and α-amylase of the flavonoids-rich extract from Scutellaria baicalensis shoots and interpretation of structure-activity relationship of its eight flavonoids by a refined assign-score method.","authors":"Ke Li, Fan Yao, Qiang Xue, Hang Fan, Lingguang Yang, Xiang Li, Liwei Sun, Yujun Liu","doi":"10.1186/s13065-018-0445-y","DOIUrl":"https://doi.org/10.1186/s13065-018-0445-y","url":null,"abstract":"<p><p>A flavonoids-rich extract of Scutellaria baicalensis shoots and its eight high content flavonoids were investigated for their inhibitory effects against α-glucosidase and α-amylase. Results show that abilities of the extract in inhibiting the two enzymes were obviously higher than those of acarbose. Moreover, inhibitory abilities of all the eight individual flavonoids against the two enzymes show exactly a same order (i.e., apigenin > baicalein > scutellarin > chrysin > apigenin-7-O-glucuronide > baicalin > chrysin-7-O-glucuronide > isocarthamidin-7-O-glucuronide), and their structure-activity relationship could be well-interpretated by the refined assign-score method. Furthermore, based on the inhibitory abilities and their contents in the extract, it was found that the eight flavonoids made predominant contributions, among which baicalein and scutellarin played roles as preliminary contributors, to overall inhibitory effects of the extract against the two enzymes. Beyond these, contributions of the eight flavonoids to the overall enzyme inhibitory activity were compared with those to the overall antioxidant activity characterized in our recent study, and it could be inferred that within the basic flavonoid structure the hydroxyl on C-4' of ring B was more effective than that on C-6 of ring A in enzyme inhibitory activities while they behaved inversely in antioxidant activities; scutellarin and apigenin contributed more to the overall enzyme inhibitory activity, and baicalin and scutellarin, to the overall antioxidant activity of the extract; and flavonoids of the extract, apart from directly inhibiting enzymes, might also be conducive to curing type 2 diabetes via scavenging various free radicals caused by increased oxidative stresses.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"82"},"PeriodicalIF":0.0,"publicationDate":"2018-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0445-y","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36306540","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Preparation of polyetherimide membrane from non-toxic solvents for the separation of hydrogen from methane.","authors":"Yousef Alqaheem, Abdulaziz Alomair, Abdulwahab Alhendi, Sharifah Alkandari, Nusrat Tanoli, Nourah Alnajdi, Andrés Quesada-Peréz","doi":"10.1186/s13065-018-0449-7","DOIUrl":"https://doi.org/10.1186/s13065-018-0449-7","url":null,"abstract":"<p><p>Polymeric membranes are usually prepared from solvents like n-methylpyrrolidone (NMP) because of the strong dissolving power and high boiling point. Yet, the solvent is costly, toxic and has environmental issues. In this work, nontoxic solvents such as methyl L-lactate, ethyl lactate, propylene carbonate, tributyl o-acetylcitrate, tributyl citrate, triethyl phosphate, and γ-butyrolactone (GBL) were introduced during membrane preparation. It was found that all the solvents were unable to dissolve polyetherimide except GBL. The membranes made by GBL and NMP were evaluated for gas separation, and they have almost similar hydrogen-to-methane selectivity, but, hydrogen permeance was better in NMP membranes.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"80"},"PeriodicalIF":0.0,"publicationDate":"2018-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0449-7","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36297090","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and properties of novel styrene acrylonitrile/polypropylene blends with enhanced toughness.","authors":"Yi-Jun Liao, Xiao-Li Wu, Lin Zhu, Tao Yi","doi":"10.1186/s13065-018-0447-9","DOIUrl":"https://doi.org/10.1186/s13065-018-0447-9","url":null,"abstract":"<p><strong>Background: </strong>Although polypropylene (PP) has been widely used, its brittleness restricts even further applications.</p><p><strong>Methods: </strong>In this study, we have used a melt blending process to synthesize styrene acrylonitrile (SAN)/PP blends containing 0, 5, 10, 15 and 20 wt% SAN. The effects of adding various amount of SAN on the blends characteristics, mechanical properties, thermal behavior and morphology were investigated.</p><p><strong>Results: </strong>The results demonstrated that SAN had no obviously effect on crystal form but reduced the crystallinity of PP and increased the viscosity. The heat deflection temperature and Vicat softening temperature were enhanced for all SAN/PP blends, in particular for blends with low SAN content (5 and 10 wt%). The morphology of SAN/PP blends with 10 wt% SAN revealed the presence of nanoparticles dispersed on the surface, while SAN/PP blends with 20 wt% SAN exhibited the presence of spherical droplets and dark holes. All SAN/PP blends showed higher impact strength compared to pure PP, especially for SAN/PP blend containing 10 wt% SAN for which the impact strength was 2.3 times higher than that of pure PP.</p><p><strong>Conclusions: </strong>The reason for significant increase in impact properties seemed to have a strong correlation with nanoparticles morphology and the decrease of PP crystallinity.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"78"},"PeriodicalIF":0.0,"publicationDate":"2018-07-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0447-9","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36295605","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Wastewaters treatment containing phenol and ammonium using aerobic submerged membrane bioreactor.","authors":"Mashallah Rezakazemi, Mohsen Maghami, Toraj Mohammadi","doi":"10.1186/s13065-018-0450-1","DOIUrl":"https://doi.org/10.1186/s13065-018-0450-1","url":null,"abstract":"<p><p>Phenolic wastewater was treated using anaerobic submerged membrane bioreactor (ASMBR). Effect of different solids retention times on MBR performance was studied. Various ratios of carbon to nitrogen were used in the synthetic wastewaters. During the operation, phenol concentration of feed was changed from 100 to 1000 mg L<sup>-1</sup>. Phenol concentration was increased stepwise over the first 30 days and kept constant at 1000 mg L<sup>-1</sup>, thereafter. For the first 100 days, a chemical oxygen demand (COD) to N ratio of 100:5.0 was used and this resulted in phenol and COD removal more than 99 and 95%, respectively. However, the ammonium removal decreased from 95 to 40% by increasing the phenol concentration of feed, from 100 to 1000 mg L<sup>-1</sup>. For the last 25 days, a COD to N ratio of 100:2.1 was used due to the ammonium accumulation in the ASMBR. This led to the complete ammonium removal and no ammonium was detected in the ASMBR permeate. These results suggest that in the ASMBR at high phenol loading of 1000 mg L<sup>-1</sup>, COD to N ratio of the phenolic wastewater must be 100:2.1 for ammonium removal, while at low phenol loading, COD to N ratio of 100:5.0 can be used.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"79"},"PeriodicalIF":0.0,"publicationDate":"2018-07-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0450-1","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36297097","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Mohammad Reza Rezaei Kahkha, Ali Reza Oveisi, Massoud Kaykhaii, Batool Rezaei Kahkha
{"title":"Determination of carbamazepine in urine and water samples using amino-functionalized metal-organic framework as sorbent.","authors":"Mohammad Reza Rezaei Kahkha, Ali Reza Oveisi, Massoud Kaykhaii, Batool Rezaei Kahkha","doi":"10.1186/s13065-018-0446-x","DOIUrl":"https://doi.org/10.1186/s13065-018-0446-x","url":null,"abstract":"<p><p>A stable and porous amino-functionalized zirconium-based metal organic framework (Zr-MOF-NH<sub>2</sub>) containing missing linker defects was prepared and fully characterized by FTIR, scanning electron microscopy, powder X-ray diffraction, and BET surface area measurement. The Zr-MOF-NH<sub>2</sub> was then applied as an adsorbent in pipette-tip solid phase extraction (PT-SPE) of carbamazepine. Important parameters affecting extraction efficiency such as pH, sample volume, type and volume of eluent, amount of adsorbent, and number of aspirating/dispensing cycles for sample solution and eluent solvent were investigated and optimized. The best extraction efficiency was obtained when pH of 100 µL of sample solution was adjusted to 7.5 and 5 mg of the sorbent was used. Eluent solvent was 10 µL methanol. Linear dynamic range was found to be between 0.1 and 50 µg L<sup>-1</sup> and limit of detection for 10 measurement of blank solution was 0.05 µg L<sup>-1</sup>. This extraction method was coupled to HPLC and was successfully employed for the determination of carbamazepine in urine and water samples. The strategy combined the advantages of fast and easy operation of PT-SPE with robustness and large adsorption capacity of Zr-MOF-NH<sub>2</sub>.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"77"},"PeriodicalIF":0.0,"publicationDate":"2018-06-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0446-x","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36273943","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives.","authors":"Guofan Jin, Fuyan Xiao, Ruijiang Liu","doi":"10.1186/s13065-018-0444-z","DOIUrl":"https://doi.org/10.1186/s13065-018-0444-z","url":null,"abstract":"<p><p>(Z,Z')-1,1'-(4-ortho-Caboranyldimethyl)-bis(2-methoxyphenylethan-1-oxime) intermediate 3 was synthesized by a three-step reaction with a final treatment with base to give a new series of ortho-carboranyl biphenyloxime derivatives (4-8). Compounds 7 and 8 showed high solubility and the in vitro study results revealed high levels of accumulation in HeLa cells with higher cytotoxicity and boron uptake compared to L-boronphenylalanine.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"76"},"PeriodicalIF":0.0,"publicationDate":"2018-06-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0444-z","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36271571","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Anderson Wilbur Lopes Andrade, Keylla da Conceição Machado, Katia da Conceição Machado, Daiana Dias Ribeiro Figueiredo, Jorge Mauricio David, Muhammad Torequl Islam, Shaikh Jamal Uddin, Jamil A Shilpi, Jéssica Pereira Costa
{"title":"In vitro antioxidant properties of the biflavonoid agathisflavone.","authors":"Anderson Wilbur Lopes Andrade, Keylla da Conceição Machado, Katia da Conceição Machado, Daiana Dias Ribeiro Figueiredo, Jorge Mauricio David, Muhammad Torequl Islam, Shaikh Jamal Uddin, Jamil A Shilpi, Jéssica Pereira Costa","doi":"10.1186/s13065-018-0443-0","DOIUrl":"https://doi.org/10.1186/s13065-018-0443-0","url":null,"abstract":"<p><strong>Purpose: </strong>Free radicals are considered as the causative agents of a variety of acute and chronic pathologies. Natural antioxidants have drawn attention of the researchers in recent years for their ability to scavenge free radicals with minimal or even no side effects. This study evaluates the antioxidant capacity of agathisflavone, a naturally occurring biflavonoid by a number of in vitro methods.</p><p><strong>Methods: </strong>Agathisflavone was subjected to DPPH, ABTS, OH and NO radical scavenging assay, reducing potential and inhibition of lipid peroxidation (TBARS) test using trolox as a standard.</p><p><strong>Results: </strong>Agathisflavone showed concentration-dependent antioxidant activity against all types of free radicals used in this study. The antioxidant capacity, reducing potential and inhibition of lipid peroxidation showed by agathisflavone were comparable to that of trolox.</p><p><strong>Conclusion: </strong>Agathisflavone exhibited antioxidant capacity, which suggests considering this biflavonoid for the use in the prevention and/or treatment of diseases precipitated by oxidative stress.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"75"},"PeriodicalIF":0.0,"publicationDate":"2018-06-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0443-0","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36271572","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Erik Andrade-Jorge, José Bribiesca-Carlos, Francisco J Martínez-Martínez, Marvin A Soriano-Ursúa, Itzia I Padilla-Martínez, José G Trujillo-Ferrara
{"title":"Crystal structure, DFT calculations and evaluation of 2-(2-(3,4-dimethoxyphenyl)ethyl)isoindoline-1,3-dione as AChE inhibitor.","authors":"Erik Andrade-Jorge, José Bribiesca-Carlos, Francisco J Martínez-Martínez, Marvin A Soriano-Ursúa, Itzia I Padilla-Martínez, José G Trujillo-Ferrara","doi":"10.1186/s13065-018-0442-1","DOIUrl":"10.1186/s13065-018-0442-1","url":null,"abstract":"<p><p>Dioxoisoindolines have been included as a pharmacophore group in diverse drug-like molecules with a wide range of biological activity. Various reports have shown that phthalimide derivatives are potent inhibitors of AChE, a key enzyme involved in the deterioration of the cholinergic system during the development of Alzheimer's disease. In the present study, 2-(2-(3,4-dimethoxyphenyl)ethyl)isoindoline-1,3-dione was synthesized, crystallized and evaluated as an AChE inhibitor. The geometric structure of the crystal and the theoretical compound (from molecular modeling) were analyzed and compared, finding a close correlation. The formation of the C6-H6···O19 interaction could be responsible for the non-negligible out of phenyl plane deviation of the C19 methoxy group, the O3 from the carbonyl group lead to C16-H16···O3<sup>i</sup> intermolecular interactions to furnish C(9) and C(14) infinite chains within the (- 4 0 9) and (- 3 1 1) families of planes. Finally, the biological experiments reveal that the isoindoline-1,3-dione exerts a good competitive inhibition on AChE (Ki = 0.33-0.93 mM; 95% confidence interval) and has very low acute toxicity (LD<sub>50</sub> > 1600 mg/kg) compared to the AChE inhibitors currently approved for clinical use.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"74"},"PeriodicalIF":0.0,"publicationDate":"2018-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0442-1","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36253900","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}