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Combinatorial Synthesis, Lead Identification, and Antitumor Study of a Chalcone‐Based Positional‐Scanning Library
Author(s) -
Ullah Ahsan,
Ansari Farzana Latif,
Nazir Samina,
Mirza Bushra
Publication year - 2007
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200790025
Subject(s) - chalcone , chemistry , stereochemistry , agrobacterium tumefaciens , combinatorial chemistry , lead compound , biochemistry , in vitro , gene , transgene
A 175‐member chalcone library was designed and synthesized from seven differently substituted acetophenones ( A 1 – A 7 ) and 25 differently substituted aryl or heteroaryl aldehydes ( B 1 – B 25 ). Potential lead compounds were identified by deconvolution of a two‐dimensional library matrix via positional scanning, and the members of the most‐active sub‐libraries were synthesized and screened against crown‐gall tumors with the aid of the potato‐disc assay. The resulting hits gave rise to significant antitumor activities, with no antibacterial effect on the tumor‐producing bacterium Agrobacterium tumefaciens. Two identified lead structures, (2 E )‐3‐(2‐chlorophenyl)‐1‐phenylprop‐2‐en‐1‐one ( A 1 B 9 ) and the hydroxy analogue (2 E )‐3‐(2‐chlorophenyl)‐1‐(2‐hydroxyphenyl)prop‐2‐en‐1‐one ( A 2 B 9 ), are promising candidates to be developed into highly effective anticancer chemotherapeutics.