TY - JOUR
T1 - Design, synthesis, and biological evaluation of Mannich bases of heterocyclic chalcone analogs as cytotoxic agents
AU - Reddy, M. Vijaya Bhaskar
AU - Su, Chung Ren
AU - Chiou, Wen Fei
AU - Liu, Yi Nan
AU - Chen, Rosemary Yin Hwa
AU - Bastow, Kenneth F.
AU - Lee, Kuo Hsiung
AU - Wu, Tian Shung
N1 - Funding Information:
This work was supported by a grant from National Science Council, Taiwan, Republic of China (NSC 96-2628-M-006-002) and grant (OUA 95-3-2-021) from the National Cheng Kung University, Tainan, Taiwan, ROC, awarded to T.S. Wu. Partial support was received from NIH Grant CA-17625 awarded to K.H. Lee.
PY - 2008/8/1
Y1 - 2008/8/1
N2 - The chalcone skeleton (1,3-diphenyl-2-propen-1-one) is a unique template that is associated with various biological activities. We synthesized Mannich bases of heterocyclic chalcones (9-47) using a one-step Claisen-Schmidt condensation of heterocyclic aldehydes with Mannich bases of acetophenones, and tested the target compounds for cytotoxicity against three human cancer cell lines (prostate, PC-3; breast, MCF-7; nasopharynx, KB) and a multi-drug resistant subline (KB-VIN). Out of the 39 chalcones synthesized, 31 compounds showed potent activity against at least one cell line with IC50 values ranging from 0.03 to 3.80 μg/mL. Structure-activity relationships (SAR) are also discussed.
AB - The chalcone skeleton (1,3-diphenyl-2-propen-1-one) is a unique template that is associated with various biological activities. We synthesized Mannich bases of heterocyclic chalcones (9-47) using a one-step Claisen-Schmidt condensation of heterocyclic aldehydes with Mannich bases of acetophenones, and tested the target compounds for cytotoxicity against three human cancer cell lines (prostate, PC-3; breast, MCF-7; nasopharynx, KB) and a multi-drug resistant subline (KB-VIN). Out of the 39 chalcones synthesized, 31 compounds showed potent activity against at least one cell line with IC50 values ranging from 0.03 to 3.80 μg/mL. Structure-activity relationships (SAR) are also discussed.
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U2 - 10.1016/j.bmc.2008.06.018
DO - 10.1016/j.bmc.2008.06.018
M3 - Article
C2 - 18602831
AN - SCOPUS:48449103931
SN - 0968-0896
VL - 16
SP - 7358
EP - 7370
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 15
ER -