658063-54-8Relevant academic research and scientific papers
Total synthesis of (±)-xyloketal D and model studies towards the total synthesis of (-)-xyloketal A
Pettigrew, Jeremy D.,Bexrud, Jason A.,Freeman, Rebecca P.,Wilson, Peter D.
, p. 445 - 452 (2004)
A stereoselective total synthesis of (±)-xyloketal D (±-2) has been achieved using a cycloaddition reaction of an ortho-quinone methide and a dihydrofuran as a key step. Preliminary model studies towards the total synthesis of xyloketal A (1) are also reported.
Design, synthesis, and biological evaluation of Mannich bases of heterocyclic chalcone analogs as cytotoxic agents
Reddy, M. Vijaya Bhaskar,Su, Chung-Ren,Chiou, Wen-Fei,Liu, Yi-Nan,Chen, Rosemary Yin-Hwa,Bastow, Kenneth F.,Lee, Kuo-Hsiung,Wu, Tian-Shung
, p. 7358 - 7370 (2008/12/22)
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.
