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https://www.readbyqxmd.com/read/28106855/pharmacomodulation-of-the-antimalarial-plasmodione-synthesis-of-biaryl-and-n-arylalkylamine-analogues-antimalarial-activities-and-physicochemical-properties
#1
Karène Urgin, Mouhamad Jida, Katharina Ehrhardt, Tobias Müller, Michael Lanzer, Louis Maes, Mourad Elhabiri, Elisabeth Davioud-Charvet
With the aim of increasing the structural diversity on the early antimalarial drug plasmodione, an efficient and versatile procedure to prepare a series of biaryl- and N-arylalkylamines as plasmodione analogues is described. Using the naturally occurring and commercially available menadione as starting material, a 2-step sequence using a Kochi-Anderson reaction and subsequent Pd-catalyzed Suzuki-Miyaura coupling was developed to prepare three representative biphenyl derivatives in good yields for antimalarial evaluation...
January 19, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28105813/generation-and-trapping-of-nitrosocarbonyl-intermediates
#2
Misal Giuseppe Memeo, Paolo Quadrelli
The nitrosocarbonyls (R-CONO) are highly reactive species and remarkable intermediates toward different synthetic targets. This review will cover a research area whose impact in current organic synthesis is constantly increasing in the chemical community. This review represents the first and comprehensive picture on the generation and trapping of nitrosocarbonyls and is solidly built on more than 380 papers. Six different classes of key starting materials such as hydroxamic acids, N-hydroxy carbamates, N-hydroxyureas, nitrile oxides, and 1,2,4-oxadiazole-4-oxides were highlighted...
January 20, 2017: Chemical Reviews
https://www.readbyqxmd.com/read/28100083/%C3%AE-glucosidase-inhibitory-activity-and-cytotoxic-effects-of-some-cyclic-urea-and-carbamate-derivatives
#3
Jelena B Popović-Djordjević, Ivana I Jevtić, Nadja Dj Grozdanić, Sandra B Šegan, Mario V Zlatović, Milovan D Ivanović, Tatjana P Stanojković
The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward α-glucosidase (α-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against α-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl)carbamate (12) with IC50 = 49.85 ± 0.10 µM. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay...
December 2017: Journal of Enzyme Inhibition and Medicinal Chemistry
https://www.readbyqxmd.com/read/28097898/two-approaches-to-the-use-of-benzo-c-1-2-oxaboroles-as-active-fragments-for-synthetic-transformation-of-clarithromycin
#4
Gennady B Lapa, Elena P Mirchink, Elena B Isakova, Maria N Preobrazhenskaya
Clarithromycin (active against Gram positive infections) and 1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole derivatives (effective for Gram negative microbes) are the ligands of bacterial RNA. The antimicrobial activities of these benzoxaboroles linked with clarithromycin at 9 or 4″ position were compared. Two synthetic pathways for these conjugates were elaborated. First pathway explored the substitution of the C-9 carbonyl group of macrolactone's cycle via oxime linker, the second direction used the modification of the 4″-O-group of cladinose via the formation of carbamates of benzoxaboroles...
December 2017: Journal of Enzyme Inhibition and Medicinal Chemistry
https://www.readbyqxmd.com/read/28096548/the-synthesis-and-evaluation-of-the-antiproliferative-activity-of-deacidified-gex1a-analogues
#5
Takamichi Imaizumi, Hiroshi Nakagawa, Ran Hori, Yasuo Watanabe, Shiro Soga, Kyoichiro Iida, Hideyuki Onodera
GEX1A/herboxidiene (1) is a natural product isolated from Streptomyces sp. and has been reported to target the pre-mRNA splicing process. Although 1 was shown to have antitumor activity in vivo, weight loss was observed in mice when 1 was consecutively administered. We assumed that the carboxylic acid moiety was one of the causes of this toxicity. In this study, a series of amide, carbamate and urea analogues of 1 were synthesized and their antiproliferative activity was evaluated in vitro. The synthesis of urea analogues featured Curtius rearrangement following amine treatment with the one-pot procedure from 1...
January 18, 2017: Journal of Antibiotics
https://www.readbyqxmd.com/read/28089589/synthesis-anticholinesterase-activity-and-molecular-modeling-study-of-novel-carbamate-substituted-thymol-carvacrol-derivatives
#6
Belma Zengin Kurt, Isil Gazioglu, Aydan Dag, Ramin Ekhteiari Salmas, Gülru Kayık, Serdar Durdagi, Fatih Sonmez
New thymol and carvacrol derivatives with the carbamate moiety were synthesized and their inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. 5-isopropyl-2-methylphenyl(3-fluorophenyl)carbamate (29) was found to be the most potent AChE inhibitor with IC50 values of 2.22μM, and 5-isopropyl-2-methylphenyl (4-fluorophenyl)carbamate (30) exhibited the strongest inhibition against BuChE with IC50 value of 0.02μM. Additionally, the result of H4IIE hepatoma cell toxicity assay for compounds 18, 20, 29, 30 and 35 showed negligible cell death at 0...
December 26, 2016: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28086840/evidence-of-multiple-insecticide-resistance-mechanisms-in-anopheles-gambiae-populations-in-bangui-central-african-republic
#7
Marina Lidwine Olé Sangba, Aboubakar Sidick, Renaud Govoetchan, Christian Dide-Agossou, Razaki A Ossè, Martin Akogbeto, Mamadou Ousmane Ndiath
BACKGROUND: Knowledge of insecticide resistance status in the main malaria vectors is an essential component of effective malaria vector control. This study presents the first evaluation of the status of insecticide resistance in Anopheles gambiae populations from Bangui, the Central African Republic. METHODS: Anopheles mosquitoes were reared from larvae collected in seven districts of Bangui between September to November 2014. The World Health Organisation's bioassay susceptibility tests to lambda-cyhalothrin (0...
January 13, 2017: Parasites & Vectors
https://www.readbyqxmd.com/read/28077051/facile-preparation-of-antibacterial-highly-elastic-silvered-polyurethane-nanofiber-fabrics-using-silver-carbamate-and-their-dermal-wound-healing-properties
#8
Suk-Min Hong, Jong-Wan Kim, Jonathan C Knowles, Myoung-Seon Gong
In this study, polycarbonate diol/isosorbide-based antibacterial polyurethane nanofiber fabrics containing Ag nanoparticles were prepared by electrospinning process. Bio-based highly elastic polyurethane was prepared from hexamethylene diisocyanate and isosorbide/polycarbonate diol (8/2) by a simple one-shot bulk polymerization. Ag nanoparticles were formed using simple thermal reduction of silver 2-ethylhexylcarbamate at 120℃. The structural and morphological properties of polyurethane/Ag nanofibers were characterized by X-ray diffraction and scanning electron microscopy...
January 1, 2017: Journal of Biomaterials Applications
https://www.readbyqxmd.com/read/28077027/probabilistic-acute-risk-assessment-of-cumulative-exposure-to-organophosphorus-and-carbamate-pesticides-from-dietary-vegetables-and-fruits-in-shanghai-populations
#9
Fan Li, Yaqun Yuan, Pai Meng, Min Wu, Shuguang Li, Bo Chen
Organophosphorus (OPs) and carbamate pesticides (CPs) are among the most widely used pesticides in China, playing a major role in protecting agricultural commodities. In this study, we determined the cumulative acute exposure to organophosphate and carbamate pesticides of Shanghai residents from vegetables and fruits (VFs). The food consumption data were obtained from the Shanghai Food Consumption Survey (SHFCS) of 2012-2014 including a total of 1973 participants aged 2-90 years. The pesticide residue data were obtained from the Shanghai monitoring program during 2008-2011 with 34 organophosphates and 11 carbamates analyzed in a total of 5335 samples of VFs...
January 12, 2017: Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment
https://www.readbyqxmd.com/read/28072454/non-neuronal-acetylcholine-involved-in-reproduction-in-mammals-and-honeybees
#10
REVIEW
Ignaz Wessler, Charles James Kirkpatrick
Bacteria and archaea synthesize acetylcholine (ACh). Thus it can be postulated that ACh was created by nature roughly 3 billion years ago. Therefore, the wide expression of ACh in nature (i.e. in bacteria, archaea, unicellular organisms, plants, fungi, non-vertebrates and vertebrates and the abundance of non-neuronal cells of mammals) is not surprising. The term non-neuronal ACh and non-neuronal cholinergic system have been introduced to describe the auto- and paracrine, i.e. local regulatory actions of cells not innervated by neuronal cholinergic fibers to communicate among themselves...
January 10, 2017: Journal of Neurochemistry
https://www.readbyqxmd.com/read/28070083/facile-and-sensitive-detection-of-carbofuran-carbamate-pesticide-in-rice-and-soybean-using-coupling-reaction-based-surface-enhanced-raman-scattering
#11
Thanyada Sukmanee, Kanet Wongravee, Sanong Ekgasit, Chuchaat Thammacharoen, Prompong Pienpinijtham
In this research, a sensitive and selective method for detecting one of the most toxic insecticides, "carbofuran", in rice and soybean is presented. This method is based on the coupling reaction of diazonium ion combined with a surface-enhanced Raman scattering technique. Diazonium ion produced from p-aminothiophenol reacts specifically with carbofuran phenol from the hydrolysis of carbofuran. The generated azo compounds attach to the surface of silver nanoparticles via the Ag-S bond. Therefore, a strong Raman intensity can be obtained...
2017: Analytical Sciences: the International Journal of the Japan Society for Analytical Chemistry
https://www.readbyqxmd.com/read/28066977/c-o-activation-by-a-rhodium-bis-n-heterocyclic-carbene-catalyst-aryl-carbamates-as-arylating-reagents-in-directed-c-h-arylation
#12
Mamoru Tobisu, Kosuke Yasui, Yoshinori Aihara, Naoto Chatani
Despite recent progress in the catalytic transformation of inert phenol derivatives as alternatives to aryl halides and triflates, attempts at the cross-coupling of inert phenol derivatives with the C-H bonds of arenes have met with limited success. Herein, we report the rhodium-catalyzed cross-coupling of aryl carbamates with arenes bearing a convertible directing group. The key to success is the use of an in situ generated rhodium bis(N-heterocyclic carbene) species as the catalyst, which can promote activation of the inert C(sp(2) )-O bond in aryl carbamates...
January 9, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28061345/bioaugmentation-as-a-strategy-for-the-remediation-of-pesticide-polluted-soil-a-review
#13
REVIEW
Mariusz Cycoń, Agnieszka Mrozik, Zofia Piotrowska-Seget
Bioaugmentation, a green technology, is defined as the improvement of the degradative capacity of contaminated areas by introducing specific microorganisms, has emerged as the most advantageous method for cleaning-up soil contaminated with pesticides. The present review discusses the selection of pesticide-utilising microorganisms from various sources, their potential for the degradation of pesticides from different chemical classes in liquid media as well as soil-related case studies in a laboratory, a greenhouse and field conditions...
December 26, 2016: Chemosphere
https://www.readbyqxmd.com/read/28052189/electrochemical-capture-and-release-of-carbon-dioxide-using-a-disulfide-thiocarbonate-redox-cycle
#14
Poonam Singh, Joseph H Rheinhardt, Jarred Z Olson, Pilarisetty Tarakeshwar, Vladimiro Mujica, Daniel A Buttry
We describe a new electrochemical cycle that enables capture and release of carbon dioxide. The capture agent is benzylthiolate (RS-), generated electrochemically by reduction of benzyldisulfide (RSSR). Reaction of RS- with CO2 produces a terminal, sulfur-bound monothiocarbonate, RSCO2-, which acts as the CO2 carrier species, much the same as a carbamate serves as the CO2 carrier for amine-based capture strategies. Oxidation of the thiocarbonate releases CO2 and regenerates RSSR. The newly reported S-benzylthiocarbonate (IUPAC name benzylsulfanylformate) is characterized by 1H and 13C NMR, FTIR and electrochemical analysis...
January 4, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28049618/identification-of-a-melampomagnolide-b-analog-as-a-potential-lead-molecule-for-treatment-of-acute-myelogenous-leukemia
#15
Zaineb A F Albayati, Venumadhav Janganati, Zheng Chen, Jessica Ponder, Philip J Breen, Craig T Jordan, Peter A Crooks
A series of carbamate derivatives of the antileukemic sesquiterpene melampomagnolide B (MMB) has been synthesized utilizing a 1,2,4-triazole carbamate conjugate of MMB as an intermediate synthon. Five imidazole- and benzimidazole-carbamate analogs of MMB (8a-8e) were prepared and evaluated for anti-leukemic activity against cultured M9 ENL1 AML cells. All the analogs exhibited improved anti-leukemic activity (EC50=0.90-3.93μM) when compared to parthenolide and the parent sesquiterpene, MMB (EC50=7.0μM and 15...
December 26, 2016: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28045164/bicyclic-enol-cyclocarbamates-inhibit-penicillin-binding-proteins
#16
Paul Dockerty, Jerre G Edens, Menno B Tol, Danae Morales Angeles, Arnau Domenech, Yun Liu, Anna K H Hirsch, Jan-Willem Veening, Dirk-Jan Scheffers, Martin D Witte
Natural products form attractive leads for the development of chemical probes and drugs. The antibacterial lipopeptide Brabantamide A contains an unusual enol cyclocarbamate and we used this scaffold as inspiration for the synthesis of a panel of enol cyclocarbamate containing compounds. By equipping the scaffold with different groups, we identified structural features that are essential for antibacterial activity. Some of the derivatives block incorporation of hydroxycoumarin carboxylic acid-amino d-alanine into the newly synthesized peptidoglycan...
January 3, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/28039635/alkyl-amine-and-vegetable-oil-mixture-a-viable-candidate-for-co2-capture-and-utilization
#17
A Uma Maheswari, K Palanivelu
In this present work, the absorption of CO2 in alkyl amines and vegetable oil mixture has been evaluated. The results showed that the absorption is higher in alkyl amines and vegetable oil mixture compared with the aqueous alkyl amines. In addition to that, by employing the greener and non-toxic vegetable oil media, the CO2 gas has been captured as well as converted into value-added products, such as carbamates of ethylenediamine, diethylenetriamine, and triethylenetetramine. The carbamates have been isolated and characterized by Fourier transform infrared and (1)H and (13)C nuclear magnetic resonance spectroscopic techniques...
December 30, 2016: Environmental Science and Pollution Research International
https://www.readbyqxmd.com/read/28033107/genotoxic-effects-of-the-carbamate-insecticide-pirimor-50%C3%A2-in-vicia-faba-root-tip-meristems-and-human-lymphocyte-culture-after-direct-application-and-treatment-with-its-metabolic-extracts
#18
Rafael Valencia-Quintana, Sandra Gómez-Arroyo, Juana Sánchez-Alarcón, Mirta Milić, José Luis Gómez Olivares, Stefan M Waliszewski, Josefina Cortés-Eslava, Rafael Villalobos-Pietrini, María Elena Calderón-Segura
The aim of the study was to evaluate genotoxic effects of Pirimor-50®, a pirimicarb-based formulation (50 % active ingredient), in human lymphocyte cultures and Vicia faba root meristems. Furthermore, the objective was to examine a combined influence of insecticide treatment with mammalian microsomal S9 and vegetal S10 metabolic fractions or S10 mix metabolic transformation extracts (after Vicia faba primary roots treatment with Pirimor-50®). We used sister chromatid exchange assay-SCE and measured cell cycle progression and proliferation (proportion of M1-M3 metaphases and replication index ratio-RI)...
December 1, 2016: Arhiv za Higijenu Rada i Toksikologiju
https://www.readbyqxmd.com/read/28032026/synthesis-of-11-c-labeled-sulfonyl-carbamates-through-a-multicomponent-reaction-employing-sulfonyl-azides-alcohols-and-11-c-co
#19
Marc Y Stevens, Shiao Y Chow, Sergio Estrada, Jonas Eriksson, Veronika Asplund, Anna Orlova, Bogdan Mitran, Gunnar Antoni, Mats Larhed, Ola Åberg, Luke R Odell
We describe the development of a new methodology focusing on (11)C-labeling of sulfonyl carbamates in a multicomponent reaction comprised of a sulfonyl azide, an alkyl alcohol, and [(11)C]CO. A number of (11)C-labeled sulfonyl carbamates were synthesized and isolated, and the developed methodology was then applied in the preparation of a biologically active molecule. The target compound was obtained in 24±10 % isolated radiochemical yield and was evaluated for binding properties in a tumor cell assay; in vivo biodistribution and imaging studies were also performed...
December 2016: ChemistryOpen
https://www.readbyqxmd.com/read/28027439/carbamate-insecticides-target-human-melatonin-receptors
#20
Marina Popovska-Gorevski, Margarita L Dubocovich, Rajendram V Rajnarayanan
Carbaryl (1-naphthyl methylcarbamate) and carbofuran (2,3-dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate) are among the most toxic insecticides, implicated in a variety of diseases including diabetes and cancer among others. Using an integrated pharmacoinformatics based screening approach, we have identified these insecticides to be structural mimics of the neurohormone melatonin and were able to bind to the putative melatonin binding sites in MT1 and MT2 melatonin receptors in silico. Carbaryl and carbofuran then were tested for competition with 2-[125I]-iodomelatonin (300 pM) binding to hMT1 or hMT2 receptors stably expressed in CHO cells...
December 27, 2016: Chemical Research in Toxicology
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