Academic Journal
Ultrasound-assisted one-pot three-component synthesis of new isoxazolines bearing sulfonamides and their evaluation against hematological malignancies
Title: | Ultrasound-assisted one-pot three-component synthesis of new isoxazolines bearing sulfonamides and their evaluation against hematological malignancies |
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Authors: | Aicha Talha, Cécile Favreau, Maxence Bourgoin, Guillaume Robert, Patrick Auberger, Lahcen EL Ammari, Mohamed Saadi, Rachid Benhida, Anthony R. Martin, Khalid Bougrin |
Source: | Ultrasonics Sonochemistry, Vol 78, Iss , Pp 105748- (2021) |
Publisher Information: | Elsevier, 2021. |
Publication Year: | 2021 |
Collection: | LCC:Chemistry LCC:Acoustics. Sound |
Subject Terms: | Sulfonamides-Isoxazolines, One-pot synthesis, Radical processes, Ultrasound, Hematological Malignancies, Chemistry, QD1-999, Acoustics. Sound, QC221-246 |
More Details: | In the present study, following a one-pot two-step protocol, we have synthesized novel sulfonamides-isoxazolines hybrids (3a-r) via a highly regioselective 1,3-dipolar cycloaddition. The present methodology capitalized on trichloroisocyanuric acid (TCCA) as a safe and ecological oxidant and chlorinating agent for the in-situ conversion of aldehydes to nitrile oxides in the presence of hydroxylamine hydrochloride, under ultrasound activation. These nitrile oxides could be engaged in 1,3-dipolar cycloaddition reactions with various alkene to afford the targeted sulfonamides-isoxazolines hybrids (3a-r). The latter were assessed for their antineoplastic activity against model leukemia cell lines (Chronic Myeloid Leukemia, K562 and Promyelocytic Leukemia, HL-60). |
Document Type: | article |
File Description: | electronic resource |
Language: | English |
ISSN: | 1350-4177 |
Relation: | http://www.sciencedirect.com/science/article/pii/S135041772100290X; https://doaj.org/toc/1350-4177 |
DOI: | 10.1016/j.ultsonch.2021.105748 |
Access URL: | https://doaj.org/article/0a11e89dc26241afa4ec9f48c62888db |
Accession Number: | edsdoj.0a11e89dc26241afa4ec9f48c62888db |
Database: | Directory of Open Access Journals |
ISSN: | 13504177 |
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DOI: | 10.1016/j.ultsonch.2021.105748 |
Published in: | Ultrasonics Sonochemistry |
Language: | English |