Organic Communications

A scientific open access journal in the field of synthetic organic chemistry and polymers
Editor-in-Chief: Hasan Seçen
Book Review and Review Article Editor: Turan Ozturk
Synthetic Polymer Section Editor: Mehmet S. Eroglu

LATEST ARTICLES

Original Article

Synthesis of chalcone-containing zinc and cobalt metallophthalocyanines; investigation of their photochemical, DPPH radical scavenging and metal chelating characters

Org. Commun. (2020) 13:2 ; 65 - 78
by Arif Baran , Emel Karakılıç , Özlem Faiz and Furkan Özen

In this study, two new phthalocyanines (M = Zn and Co) were synthesized using the (E)-4-(4-(3-(4-(benzyloxy)phenyl)acryloyl)phenoxy)phthalonitrile (3) as ligand prepared from the chemical reaction of 4-nitrophthalonitrile with (E)-3-(4-(benzyloxy)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one (2). All compounds were characterized using by 1H-NMR, 13C-NMR, UV–Vis, FT-IR, and MALDI-TOF mass spectra. Singlet oxygen quantum yields of the synthesized compounds, aggregates in different solutions, metal chelating and 2,2-Diphenyl-1-picrylhydrazyl (DPPH) radical scavenging properties were reported.

 

 

DOI
http://doi.org/10.25135/acg.oc.80.20.05.1639
Keywords
Phthalocyanines photochemical studies singlet oxygen quantum yields metal chelating DPPH radical scavenging
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© 2020 ACG Publications. All rights reserved.
Original Article

Efficient synthesis and characterization of novel isoxazole derivatives including dihdyropyrazole and methanoisoindole moieties

Org. Commun. (2020) 13:2 ; 57 - 64
by Meliha Burcu Gürdere , Fatih Ertürk , Yakup Budak and Mustafa Ceylan

Isoxazole and pyrazole derivatives have a wide range of biological activity and they are of great interest to medicinal chemist. In this study, the synthesis and characterization of a series of novel hybrid molecules containing pyrazole and isoxazole rings ((3aS,4S,4aR,7aS,8S,8aS)-6-(4-(1-acetyl-5-(4-(aryl/heteroaryl))-4,5-dihydro-1H-pyrazol-3-yl)phenyl)-3-methyl-4,4a,8,8a-tetrahydro-3aH-4,8-methanoisoxazo-lo [4,5-f] isoindole-5,7(6H,7aH)-dione derivatives) were reported.

DOI
http://doi.org/10.25135/acg.oc.79.20.06.1668
Keywords
Isoxazole synthesis characterization NMR
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© 2020 ACG Publications. All rights reserved.
Original Article

N-Substituted aziridine 2-phosphonic acids and their antibacterial activities

Org. Commun. (2020) 13:2 ; 51 - 56
by Rehan Khan , Özdemir Dogan and Kıymet Güven

N-substituted aziridine diethyl phosphonates were synthesized easily in two steps starting from vinyl phosphonate or acetyl phosphonate. The controlled mono hydrolysis without opening the aziridine ring under mild reaction conditions was achieved by alkaline solution of LiOH. The corresponding phosphonic acid lithium salt was desalted by the use of Amberlite IRC-50H+ acting as an efficient and recyclable weakly acidic cation exchange promoter. Antimicrobial activity of the synthesized compounds was tested against E. coli ATCC 25922, Staphylococcus aureus (MRSA), Klebsiella pneumoniae NRLL B-4420, Acetobacter baumanii (wild type), Pseudomonas aeroginosa (ATCC 27853) and Enterobacter aerogenes NRLL B-3567. In general, all the compounds showed moderate antibacterial activity.

DOI
http://doi.org/10.25135/acg.oc.77.20.03.1594
Keywords
Aziridine-2-phosphonic acids atibacterial activity hydrolytic cleavage ion-exchange
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© 2020 ACG Publications. All rights reserved.
Original Article

Evaluation of new 2-hydroxy-N-(4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-phenylacetamide derivatives as potential antimycobacterial agents

Org. Commun. (2020) 13:2 ; 33 - 50
by Özlen Güzel-Akdemir , Kübra Demir-Yazıcı , Muhammed Trawally , Serap İpek Dingiş-Birgül and Atilla Akdemir

A small collection of 2-hydroxy-N-(5-methyl/nonsubstituted 4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-phenylacetamides (3-16) was synthesized from the cyclocondensation of 2-hydroxy-2-phenyl-N'-[(substitutedphenyl)methylene]acetohydrazides (2) and mercaptoethanoic acid or 2-mercaptopropanoic acid, characterized with spectral and elemental analysis. In order to explore their antimycobacterial potential, newly synthesized fourteen compounds were screened for their inhibitory activity against Mycobacterium tuberculosis strain H37Rv at 6.25 μg/mL with in-vitro primary tests. Compound 7 was found to provide the highest inhibition (98%) M. tuberculosis strain H37Rv, while most of the new derivatives showed different inhibition ratios. For the search of the putative targets which are considered as related to the antimycobacterial activity of these molecules, docking studies were performed. With molecular dynamic simulations, further possible interactions between ligands and the active site of the selected enzymes were investigated. Eventually, molecular modelling studies indicated that at least part of the mechanism of action of these compounds may be mediated by inhibition of MtInhA.

DOI
http://doi.org/10.25135/acg.oc.78.20.05.1655
Keywords
Mycobacterium tuberculosis 2-hydroxy-2-phenylacetohydrazide mercaptoethanoic acid 2-mercaptopropanoic acid 4-oxo-1,3-thiazolidines molecular modelling
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© 2020 ACG Publications. All rights reserved.