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      An Efficient Synthesis of Novel Bioactive Thiazolyl-Phthalazinediones under Ultrasound Irradiation

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          Abstract

          Novel 2-thiazolylphthalazine derivatives were efficiently synthesized under ultrasound irradiation, resulting in high yields and short reaction times after optimization of the reaction conditions. All prepared compounds were fully characterized using spectroscopic methods. They were screened for their antimicrobial activity against Gram-positive and Gram-negative bacteria as well as for antifungal activity. The antimicrobial activity profile of the tested compounds showed some promising results. The potent activity of compounds 4d, 7b (117% zone inhibition) and 7c (105% zone inhibition) against Salmonella sp., exceeding that of the reference drug Gentamycin is particularly noteworthy. In general, the newly synthesized thiazolylphthalazine derivatives showed higher antimicrobial activity against the tested Gram-negative bacteria than against Gram-positive bacteria and fungi.

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          Synthesis, characterization, and pharmacological evaluation of some novel thiadiazoles and thiazoles incorporating pyrazole moiety as anticancer agents

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            Synthesis of heterocycles. Part II. New routes to acetylthiadiazolines and alkylazothiazoles

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              A Convenient Ultrasound-Promoted Synthesis of Some New Thiazole Derivatives Bearing a Coumarin Nucleus and Their Cytotoxic Activity

              Successful implementation of ultrasound irradiation for the rapid synthesis of a novel series of 3-[1-(4-substituted-5-(aryldiazenyl)thiazol-2-yl)hydrazono)ethyl]-2H-chromen-2-ones 5a–h, via reactions of 2-(1-(2-oxo-2H-chromen-3-yl)ethylidene) thiosemicarbazide (2) and the hydrazonoyl halides 3(4), was demonstrated. Also, a new series of 5-arylidene-2-(2-(1-(2-oxo-2H-chromen-3-yl)ethylidene)hydrazinyl)thiazol-4(5H)-ones 10a–d were synthesized from reaction of 2 with chloroacetic acid and different aldehydes. Moreover, reaction of 2-cyano-N'-(1-(2-oxo-2H-chromen-3-yl)ethylidene)-acetohydrazide (12) with substituted benzaldehydes gave the respective arylidene derivatives 13a–c under the conditions employed. The structures of the synthesized compounds were assigned based on elemental analyses and spectral data. Also, the cytototoxic activities of the thiazole derivative 5a was evaluated against HaCaT cells (human keratinocytes). It was found that compound 5a possess potent cytotoxic activity.
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                Author and article information

                Contributors
                Role: Academic Editor
                Journal
                Molecules
                Molecules
                molecules
                Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry
                MDPI
                1420-3049
                18 February 2017
                February 2017
                : 22
                : 2
                : 319
                Affiliations
                [1 ]Department of Chemistry of Natural and Microbial Products, National Research Center, Dokki 12622, Egypt; elsharabasy2000@ 123456gmail.com
                [2 ]Collage of Science and Humanities, Sattam bin Abdul Aziz University, Alkharj City 11942, Saudi Arabia
                [3 ]Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt; s.m.gomha@ 123456gmail.com
                [4 ]Department of Chemistry, Faculty of Applied Science, UmmAl-Qura University, Makkah Almukkarramah 21514, Saudi Arabia
                [5 ]Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girls), AlAzhar University, Cairo1 1754, Egypt; helzahabi@ 123456yahoo.com
                Author notes
                [* ]Correspondence: thoraya-f@ 123456hotmail.com ; Tel.: +20-2-3567-6608
                Article
                molecules-22-00319
                10.3390/molecules22020319
                6155881
                28218718
                bea041e7-67fa-4f71-930e-5000b379e95a
                © 2017 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/).

                History
                : 15 November 2016
                : 14 February 2017
                Categories
                Article

                thiazolylphthalazinediones,hydrazonoyl chlorides,ultrasound irradiation,antimicrobial activity

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