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Microwave assisted synthesis and cytotoxic activity evaluations of new benzimidazole derivatives
Umeå universitet, Medicinska fakulteten, Umeå Centre for Microbial Research (UCMR). Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
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2016 (Engelska)Ingår i: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 57, nr 8, s. 887-891Artikel i tidskrift (Refereegranskat) Published
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Abstract [en]

Twelve new 2-quinolizinylbenzimidazole and 2-naphthalylbenzimidazole derivatives with various 5- and 6-positioned substituents (aza, H, CH3, Cl, NO2, NH2, OCH3), have been synthesized in moderate to excellent yields via the condensation of 4-oxo-4H-quinolizinecarbaldehyde or naphthalenecarbaldehyde with substituted o-phenylenediamines, o-nitroaniline, and 2,3-pyridinediamine using sodium metabisulfite or sodium hydrosulfite under microwave irradiation. The new benzimidazole derivatives were screened for their cytotoxic activity against the human breast cancer cell line (MCF-7). The results showed on one hand that 2-(substituted quinolizinyl)-1H-benzimidazoles (12bf) were less active (3–6 fold) than the positive control Tamoxifen (CC50 = 6.52 μM), and on the other hand, among the 2-(substituted naphthalyl)-1H-benzimidazoles series (13af), compounds 6,7,8-trimethoxy-3-(5-chloro-1H-benzo[d]imidazol-2-yl)naphthalen-1-ol (13c) (CC50 = 7.48 μM) and 6,7,8-trimethoxy-3-(5-methoxy-1H-benzo[d]imidazol-2-yl)naphthalen-1-ol (13f) (CC50 = 6.43 μM) were found to be as active as Tamoxifen.

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Elsevier, 2016. Vol. 57, nr 8, s. 887-891
Nyckelord [en]
4-Oxo-4H-quinolizine, Naphthalene, Benzimidazole, Stobbe condensation, Microwave assisted ganic synthesis, Human breast cancer cell line
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Organisk kemi
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URN: urn:nbn:se:umu:diva-118245DOI: 10.1016/j.tetlet.2016.01.042ISI: 000370307800014OAI: oai:DiVA.org:umu-118245DiVA, id: diva2:912775
Tillgänglig från: 2016-03-17 Skapad: 2016-03-14 Senast uppdaterad: 2018-06-07Bibliografiskt granskad

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Vo, Duy Duc

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Umeå Centre for Microbial Research (UCMR)Kemiska institutionen
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Tetrahedron Letters
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