Synthesis of demethylxanthohumol, a new potent apoptosis-inducing agent from hops

被引：31

作者：

Diller, RA

Riepl, HM

Rose, O

Frias, C

Henze, G

Prokop, A

机构：

[1] Tech Univ Munich, Inst Technol Biogen Resources, D-94315 Straubing, Germany

[2] Univ Med Ctr Charite, Dept Pediat Oncol Hematol, D-13353 Berlin, Germany

来源：

CHEMISTRY & BIODIVERSITY | 2005年 / 2卷 / 10期

关键词：

D O I：

10.1002/cbdv.200590105

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Starting from commercially available phloracetophenone (=1-(2,4,6-trihydroxyphenyl)ethanone), we synthesized demethylxanthohumol (4) a derivative of xanthohumol, devoid of 6'-O-methyl group. Both are prenylchalcones derived from hops (Humulus lupulus). The synthesis was accomplished by an aldol condensation between MOM-protected acetophenone 2 and MOM-protected benzaldehyde 3. The resulting demethylxanthohumol (4) displayed antiproliferative properties. Demethylxanthohumol (4) induced also apoptosis via the mitochondrial pathway in BJAB cells (Burkitt lymophoma cell line) and in primary lymphoblasts of childhood acute lymphoblastic leukemia (ALL).

引用

页码：1331 / 1337

页数：7

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