A concise synthesis of licochalcone E and its regio-isomer, licochalcone F.
Licochalone E is one of the retrochalcones isolated from Glycyrrhiza inflata which shows potent cytotoxicty against human tumor cell lines. Biological studies suggested that topoisomerase I inhibition correlates with cytotoxic properties. Other research revealed that licochalcone E modulats the nuclear factor (NF)-kB and Bcl-2 families to induce endothelial cell apoptosis. Since licochalcone E has been isolated recently, synthetic information on this compound has not been reported yet. Therefore we report the concise synthesis of licochalcone E and its regio-isomer, tentatively called licochalcone F, by employing Claisen rearrangement for key intermediate synthesis.
Na
Younghwa
Y
College of Pharmacy, Catholic University of Daegu, Gyeongsan, Gyeongbuk 712-702, Korea. yna7315@cu.ac.kr
Cha
Jeong-Heon
JH
Yoon
Ho-Geun
HG
Kwon
Youngjoo
Y
D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology; D019938:Cyclin D1 / Q000037:antagonists & inhibitors; D006035:Glycyrrhiza / Q000737:chemistry; D007202:Indicators and Reagents; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D016328:NF-kappa B / Q000037:antagonists & inhibitors; D012997:Solvents; D021241:Spectrometry, Mass, Electrospray Ionization
D047188:Chalcones; D007202:Indicators and Reagents; D016328:NF-kappa B; D012997:Solvents; C520147:licochalcone E; C541672:licochalcone F; D019938:Cyclin D1