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Synthesis and anticancer activities of 4-[(Halophenyl)diazenyl]phenol and 4-[(Halophenyl)diazenyl]phenyl aspirinate derivatives against nasopharyngeal cancer cell lines

journal contribution
posted on 15.05.2018, 00:00 by BK Ho, Z Ngaini, Paul NeilsenPaul Neilsen, SS Hwang, RE Linton, EL Kong, BK Lee
Aspirin and azo derivatives have been widely studied and have drawn considerable attention due to diverse biological activities. In this study, a series of 4-[(halophenyl)diazenyl]phenyl aspirinate derivatives were synthesized from the reaction of aspirin with 4-[(halophenyl)diazenyl] phenol via esterification, in the presence of DCC/DMAP in DCM with overall yield of 45-54%. 4-[(Halophenyl)diazenyl]phenol was prepared prior to esterification from coupling reaction of aniline derivatives and phenol in basic solution. All compounds were characterized using elemental analysis, FTIR, and 1 H and 13 C NMR spectroscopies. All compounds were screened for their anticancer activities against nasopharyngeal cancer (NPC) HK-1 cell lines and the viability of cultured cells was determined by MTS [3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxylmethoxylphenyl)-2-(4-sulfophenyl)-2H-tetrazolium]-based colorimetric assay. 4-[(E)-(Fluorophenyl)diazenyl] phenol showed the highest anticancer activity against NPC HK-1 cell lines compared to other synthesized compounds. 4-[(Halophenyl)diazenyl]phenyl aspirinate showed low cytotoxicity against NPC HK-1 cell lines compared to 4-[(halophenyl)diazenyl] phenol but better anticancer activity than aspirin alone. © 2017 Boon Kui Ho et al.

Funding

Other

History

Volume

2017

Start Page

1

End Page

7

Number of Pages

7

eISSN

2090-9071

ISSN

2090-9063

Publisher

Hindawi, USA

Additional Rights

CC-BY 4.0

Peer Reviewed

Yes

Open Access

Yes

External Author Affiliations

Universiti Malaysia Sarawak; Swinburne University of Technology Sarawak Campus

Era Eligible

Yes

Journal

Journal of Chemistry