In:
International Journal of Medicinal Chemistry, Hindawi Limited, Vol. 2014 ( 2014-10-01), p. 1-5
Abstract:
β -Asarone (2, 4, 5-trimethoxy-( Z )-1-propenylbenzene) was obtained from Acorus calamus. Nitration of β -asarone with AgNO 2 /I 2 in ether yielded 1-(2, 4, 5-trimethoxy phenyl)-2-nitropropene ( 1 ) but with NaNO 2 /I 2 in ethylene glycol obtained 1-(2, 4, 5-trimethoxy phenyl)-1-nitropropene ( 2 ). Compound 2 was prepared for the first time and characterized using IR, 1 H-NMR, 13 C-NMR, and GC-MS spectra and it was converted into 1-(2, 4, 5-trimethoxy) phenyl-1-propanone ( 3 ) using modified Nef reaction. Based on 1D NOESY experiments, compounds 1 and 2 have been assigned E configuration. Compounds 1 and 2 were subjected to cytotoxic activity using five human cancer cell lines, namely, MCF-7, SW-982, HeLa, PC-3, and IMR-32 by MTT assay. Except in breast cancer line (MCF-7) compound 2 exhibited five- to tenfold increase in activity compared to β -asarone and twofold increase over compound 1 .
Type of Medium:
Online Resource
ISSN:
2090-2069
,
2090-2077
Language:
English
Publisher:
Hindawi Limited
Publication Date:
2014
detail.hit.zdb_id:
2582356-5
SSG:
15,3
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