Organic Communications

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

LATEST ARTICLES

Communication

Synthesis and bioactivity of 1-substituted tetrahydroisoquinolines derived from phenolic aldehydes

Org. Commun. (2023) in press ; 1 - 7
by Muamer Dizdar , Milka Maksimović , Anela Topčagić , Monia Avdić and Danijela Vidic

Phenolic aldehydes and their derivatives found in nature are well-known for their potential biological activity. In this study, four 1-substituted 1,2,3,4-tetrahydroisoquinolines (THIQs) derived from phenolic aldehydes were synthesized by phosphate buffer mediated Pictet-Spengler reaction. All derivatives were chemically and structurally characterized by elemental CHN analysis and spectroscopic methods (IR, HR-ESI-MS, 1H- and 13C-NMR). 1-Substituted THIQs derived from 3,4-dihydroxybenzaldehyde and 4-hydroxy-3-methoxybenzaldehyde were described for the first time. In order to cover the diversity of the mechanistic approach, but also to establish the relationship between structure and activity, antioxidant activity was examined by five different in vitro methods, namely: neutralization and reduction of stable free radicals 2,2-diphenyl-1-picrylhydrazyl and radical cation derived from [(2,2´-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)], ferric reducing antioxidant power, oxygen radical absorbance capacity, and ability to chelate Fe(II) ions. In vitro inhibition of acetylcholinesterase (AChE) was examined by the Ellman's colorimetric method, while computer-simulated docking was used to reveal the preferred binding site and major interaction between AChE and THIQs. Antibacterial testing was examined using the agar well method and results were presented in the form of zones of inhibition (mm).

DOI
http://doi.org/10.25135/acg.oc.159.2310.2920
Keywords
Synthesis bioactivity 1-Substituted tetrahydroisoquinolines phenolic aldehydes
Available online: November 30, 2023
DETAILS DOWNLOAD PDF
© ACG Publications. All rights reserved.
Communication

Synthesis and antimicrobial activities of unsymmetrical thioditetrazoles and their precursor thiotetrazoles

Org. Commun. (2023) in press ; 1 - 8
by Özge Çağlar Teknikel , Hatice Öğütcü , Doğukan Doyduk and Ali Dişli

In this study, a synthetic route to access unsymmetrical ditetrazoles was developed. By using this method, the first examples of unsymmetrical thioditetrazole compounds were synthesized. In vitro, antibacterial efficacy studies were carried out for all the thioditetrazoles and their precursor thiotetrazoles against ten bacteria. The synthesized compounds showed a strong antibacterial effect against pathogenic Gram-negative bacteria, especially Escherichia coli, Salmonella typhi and Pseudomonas aeruginosa (up to 21 mm).

.
DOI
http://doi.org/10.25135/acg.oc.158.2309.2893
Keywords
Tetrazole thiotetrazole dithiotetrazole antibacterial activity antifungal activity
Available online: October 29, 2023
DETAILS DOWNLOAD PDF
© ACG Publications. All rights reserved.
Original Article

Water extract of onion: chemoselective synthesis of 2-substituted benzimidazole derivatives

Org. Commun. (2023) in press ; 1 - 12
by Ayyavu Boomathi , Kaliyan Prabakaran , Govindaraj Mahalakshmi , Selvaraj Loganathan , Eswaran Rajendran and Muthu Seenivasa Perumal

A facile, efficient, green synthetic route was developed for the selective synthesis of 2-substituted benzimidazole derivatives via the reaction of 1,2-diamines with aromatic, aliphatic and hetero aromatic nitroalkenes in the presence of an onion extract as a green catalyst. In this reaction, fifteen 2-substituted benzimidazole derivatives were obtained in good to excellent yields (80-95%). The method presented here offers several benefits, including minimal energy usage, cheap, nontoxic catalyst, simple workup procedure and without column purification. The usage of onion extract creates this approach is environmentally friendly and makes a significant addition to the currently available techniques for the creation of 2-substituted benzimidazoles.  Further, the scope and constraints were also investigated, and a conceivable reaction mechanism was put forth.

DOI
http://doi.org/10.25135/acg.oc.157.2305.2790
Keywords
Chemoselectivity water extract of onion green catalyst 2-substituted benzimidazoles 1,2-Diamines
Available online: October 26, 2023
DETAILS DOWNLOAD PDF
© ACG Publications. All rights reserved.