Synthesis and Spectral Characterization of Benzo[6,7] [1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives

© 2016 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).A simple synthetic route to benzo[6,7][1,5]diazocino[2,1-a]isoindol-12(14H)-one ring system is developed from readily available starting materials 3-(2-oxo-2-phenylethyl) isobenzofuran-1(3H)-ones and 2-(aminomethyl)aniline catalysed by para-toluenesulfonic acid in toluene in 27-85% yields. The 1H- and 13C-NMR spectra of the final products were assigned using a variety of one and two-dimensional NMR experiments. The distinction between the two potential isomers of the final products was made on the basis of heteronuclear multiple bond connectivity NMR spectra (HMBC).Peer reviewe

Synthesis and Antimicrobial Activity of 1,2-Benzothiazine Derivatives

© 2016 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).A number of 1,2-benzothiazines have been synthesized in a three-step process. Nine chalcones 1-9 bearing methyl, fluoro, chloro and bromo substituents were chlorosulfonated with chlorosulfonic acid to generate the chalcone sulfonyl chlorides 10-18. These were converted to the dibromo compounds 19-27 through reaction with bromine in glacial acetic acid. Compounds 19-27 were reacted with ammonia, methylamine, ethylamine, aniline and benzylamine to generate a library of forty-five 1,2-benzothiazines 28-72. Compounds 28-72 were evaluated for their antimicrobial activity using broth micro dilution techniques against two Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus), and two Gram-negative bacteria (Proteus vulgaris and Salmonella typhimurium). The results demonstrated that none of the compounds showed any activity against Gram-negative bacteria, P. vulgaris and S. typhimurium, however compounds 31, 33, 38, 43, 45, 50, 53, 55, 58, 60, 63 and 68 showed activity against Gram-positive bacteria, Bacillus subtilis and Staphylococcous aureus. The range of MIC and MBC was 25-600µg/ml; though some of the MIC and MBC concentrations were high indicating weak activity. Structure activity relationship studies revealed that the compounds with a hydrogen atom or an ethyl group on the nitrogen of the thiazine ring exerted antibacterial activity against Gram-positive bacteria. The results also showed that the compounds where the benzene ring of the benzoyl moiety contained a methyl group or chlorine or bromine atom in the para position showed higher antimicrobial activity. Similar influences were identified where either a bromine or chlorine atom was in the meta position.Peer reviewedFinal Published versio

Synthesis and antibacterial activity of benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide derivatives

Using a routine procedure, a number of derivatives of the benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide ring system have been synthesized from readily available starting materials. A series of chalcones were synthesized, which were subsequently reacted with chlorosulfonic acid to generate chalcone sulfonyl chlorides. The chalcone sulfonyl chlorides were then treated with bromine to generate dibromo chalcone sulfonyl chlorides. These were subsequently reacted with 1,2-diaminopropane and 2-methyl-1,2-diaminopropane in boiling ethanol resulting in compounds 2–10 and 11–19 respectively, in 12–80% yields. The products were characterized by spectral analysis and the definitive structure of compound 11 was determined by X-ray crystallography. The synthesized compounds were screened for potential antibacterial properties against Bacillus subtilis, Escherichia coli, Proteus vulgaris and Staphylococcus aureus

Racemic 9,10-dimethoxy-3-methyl-6-phenyl-7,7a-dihydrobenzo[b]benzo[4,5]isothiazolo[2,3-d][1,4]diazepine 12,12-dioxide

Original article can be found at: http://scripts.iucr.org/ Copyright International Union of Crystallography This open-access article is distributed under the terms of the Creative Commons Attribution Licence http://creativecommons.org/licenses/by/2.0/uk/legalcode, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.There are two molecules in the asymmetric unit of the title compound, C24H22N2O4S. The conformation of the seven-membered ring is twisted boat for both molecules. The molecule is chiral, but crystal symmetry generates a recemate. The crystal packing is stabilized by weak intermolecular C-HO hydrogen bonds.Peer reviewe

Synthesis and evaluation of chalcones and isobenzofuranones for their antimycobacterial activity.

Bhavani Anagani, Jatinder Bassin, Christopher Benham, and Madhu Goyal, 'Synthesis and evaluation of chalcones and isobenzofuranones for their antimycobacterial activity', poster presented at the British Society for Antimicrobial Chemotherapy in collation with The Royal Society of Chemistry, Antibiotic Resistant Mechanisms, Workshop for Researchers, Birmingham, UK, 26-27 November, 2015.Non peer reviewe

(Z)-3-Chloromethylidene-5,6-dimethoxy-2-methyl-2,3-dihydro-1,2-benzothiazole 1,1-dioxide

Original article can be found at: http://journals.iucr.org/ Copyright International Union of CrystallographyThe title compound, C11H12ClNO4S, adopts a Z configuration about the C=C double bond. The benzisothiazole system is essentially planar [maximum deviation of 0.235 (2) Å for the S atom]. In the crystal, the molecules stack parallel to each other in the b-axis direction, with interplanar spacings for the benzene and thiazole rings ranging from 3.402 (2) to 3.702 (2)A.Peer reviewe

Synthesis and evaluation of antibacterial activity of series of novel diketones

Sharon Rossiter, Mire Zloh, Jatinder Bassin, Jagbir Singh, Madhu Goyal, ‘Synthesis and evaluation of antibacterial activity of series of novel diketones’, poster presented at the Antibiotic Resistance Mechanisms Conference, Birmingham, UK, 26-27 November, 2015.Non peer reviewe

Design, Synthesis and Antimicrobial Evaluation of the in vitro Efficacy of Novel Diketones

Rajesh Garikipati, Olufunmilayo Mohammed, Sharon Rossiter, Simon Baines, Jatinder Bassin, Madhu Goyal, ‘Design, Synthesis and Antimicrobial Evaluation of the in vitro Efficacy of Novel Diketones’, poster presented at the Antibiotic Resistance Mechanisms Workshop (ARM 2015), Birmingham, UK, 26-27 November, 2015.A series of novel diketones were designed and synthesised in an attempt to develop potent antimicrobial agents. Their structures were confirmed by spectroscopic techniques i.e. 1H and 13C-NMR, IR and LC-MS. The minimum inhibitory concentration (MIC) was determined against a wide range of bacteria using two fold micro broth dilution method. Among the test Compounds DK2, DK6, DK7, DK11, DK12, DK16 and DK17 were found to have excellent activity against all Gram positive bacteria with MIC values ranging 16-0.1μg/ml. The in vitro cytotoxity of all the active compounds was assessed by MTT clorimetric assay. The bioactive compounds exhibited IC50 values against Caco-2 cells rainging 64-8ug/mlNon peer reviewe

Mitochondrial Targeting and Imaging with Small Organic Conjugated Fluorophores: A Review

© 2022 Wiley-VCH GmbH. This is the accepted manuscript version of an article which has been published in final form at https://doi.org/10.1002/chem.202202366The last decade has seen an increasingly large number of studies reporting on the development of novel small organic conjugated systems for mitochondrial imaging exploiting optical signal transduction pathways. Mitochondria are known to play a critical role in a number of key biological processes, including cellular metabolism. Importantly, irregularities on their working function are nowadays understood to be intimately linked to a range of clinical conditions, highlighting the importance of targeting mitochondria for therapeutic benefits. In this work we carry out an in-depth evaluation on the progress to date in the field to pave the way for the realization of superior alternatives to those currently existing. The manuscript is structured by commonly used chemical scaffolds and comprehensively covers key aspects factored in design strategies such as synthetic approaches as well as photophysical and biological characterization, to foster collaborative work among organic and physical chemists as well as cell biologists.Peer reviewe