Hypoxia-inducible factor-1 and nuclear factor-kappaB inhibitory meroterpene analogues of bakuchiol, a constituent of the seeds of Psoralea corylifolia.
Two new meroterpenoids, 12,13-dihydro-12,13-dihydroxybakuchiol (2) and (12'S)-bisbakuchiol C (3), were isolated from the seeds of Psoralea corylifolia L. (Fabaceae). The structures of 2 and 3 were elucidated by spectroscopic and chemical methods. Six meroterpenoids isolated from P. corylifolia and three semi-synthetic analogues were evaluated for HIF-1 and NF-kappaB inhibition, and O-methyl and O-ethylbakuchiols (6 and 7) inhibited HIF-1 and NF-kappaB activation without significantly decreasing the viability of the AGS and HeLa cells, respectively.
Wu
Cheng-Zhu
CZ
Molecular Cancer Research Center, Korea Research Institute of Bioscience and Biotechnology, Daejeon 305-806, Republic of Korea.
Hong
Seong Su
SS
Cai
Xing Fu
XF
Dat
Nguyen Tien
NT
Nan
Ji-Xing
JX
Hwang
Bang Yeon
BY
Lee
Jung Joon
JJ
Lee
Dongho
D
D045744:Cell Line, Tumor; D006801:Humans; D051793:Hypoxia-Inducible Factor 1 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D016328:NF-kappa B / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010636:Phenols / Q000737:chemistry* / Q000494:pharmacology*; D029907:Psoralea / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry*
D051793:Hypoxia-Inducible Factor 1; D016328:NF-kappa B; D010636:Phenols; D013729:Terpenes; C012765:bakuchiol