Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids

Chalcones 1~8 and 5-deoxyflavonoids 9~22 were synthesized in good yields by aldol condensation, Algar-Flynn-Oyamada reaction, glycosidation, and deacetylation reaction, respectively, starting from 2-acetyl phenols substituted by methoxy or methoxymethoxy group and appropriately benzaldehydes substit...

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Main Authors: Jing Zhang, Xin-Ling Fu, Nan Yang, Qiu-An Wang
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:The Scientific World Journal
Online Access:http://dx.doi.org/10.1155/2013/649485
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author Jing Zhang
Xin-Ling Fu
Nan Yang
Qiu-An Wang
author_facet Jing Zhang
Xin-Ling Fu
Nan Yang
Qiu-An Wang
author_sort Jing Zhang
collection DOAJ
description Chalcones 1~8 and 5-deoxyflavonoids 9~22 were synthesized in good yields by aldol condensation, Algar-Flynn-Oyamada reaction, glycosidation, and deacetylation reaction, respectively, starting from 2-acetyl phenols substituted by methoxy or methoxymethoxy group and appropriately benzaldehydes substituted by methoxy, methoxymethoxy group, or chlorine. Among them, 13 and 17~22 are new compounds. The cytotoxicity bioassays of these chalcones and 5-deoxyflavonoids were screened using the sulforhodamine B (SRB) protein staining method, and the results showed that compounds 2, 4, 5, 6, 10, 15, and 19 exhibited moderate cytotoxicity against the cancer cell line of MDA-MB-231, U251, BGC-823, and B16 in comparison with control drugs (HCPT, Vincristine, and Taxol).
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institution Kabale University
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spelling doaj-art-2ca5187c83164d8aa10b78dbe15c6fd92025-02-03T05:50:07ZengWileyThe Scientific World Journal1537-744X2013-01-01201310.1155/2013/649485649485Synthesis and Cytotoxicity of Chalcones and 5-DeoxyflavonoidsJing Zhang0Xin-Ling Fu1Nan Yang2Qiu-An Wang3College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, ChinaDepartment of Basic Medical, Changsha Medical University, Changsha 410082, ChinaCollege of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, ChinaCollege of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, ChinaChalcones 1~8 and 5-deoxyflavonoids 9~22 were synthesized in good yields by aldol condensation, Algar-Flynn-Oyamada reaction, glycosidation, and deacetylation reaction, respectively, starting from 2-acetyl phenols substituted by methoxy or methoxymethoxy group and appropriately benzaldehydes substituted by methoxy, methoxymethoxy group, or chlorine. Among them, 13 and 17~22 are new compounds. The cytotoxicity bioassays of these chalcones and 5-deoxyflavonoids were screened using the sulforhodamine B (SRB) protein staining method, and the results showed that compounds 2, 4, 5, 6, 10, 15, and 19 exhibited moderate cytotoxicity against the cancer cell line of MDA-MB-231, U251, BGC-823, and B16 in comparison with control drugs (HCPT, Vincristine, and Taxol).http://dx.doi.org/10.1155/2013/649485
spellingShingle Jing Zhang
Xin-Ling Fu
Nan Yang
Qiu-An Wang
Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids
The Scientific World Journal
title Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids
title_full Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids
title_fullStr Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids
title_full_unstemmed Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids
title_short Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids
title_sort synthesis and cytotoxicity of chalcones and 5 deoxyflavonoids
url http://dx.doi.org/10.1155/2013/649485
work_keys_str_mv AT jingzhang synthesisandcytotoxicityofchalconesand5deoxyflavonoids
AT xinlingfu synthesisandcytotoxicityofchalconesand5deoxyflavonoids
AT nanyang synthesisandcytotoxicityofchalconesand5deoxyflavonoids
AT qiuanwang synthesisandcytotoxicityofchalconesand5deoxyflavonoids