Characterization of 3α-acetyl-11-keto-α-boswellic acid, a pentacyclic triterpenoid inducing apoptosis in vitro and in vivo

被引：50

作者：

Buechele, Berthold

Zugmaier, Waltraud

Estrada, Aidee

Genze, Felicitas

Syrovets, Tatiana

Paetz, Christian

Schneider, Bernd

Simmet, Thomas

机构：

[1] Univ Ulm, Inst Pharmacol Nat Prod & Clin Pharmacol, D-89081 Ulm, Germany

[2] Max Planck Inst Chem Ecol, Dept NMR Biosynth, Jena, Germany

[3] Tokushima Bunri Univ, Fac Pharm, Tokushima 770, Japan

来源：

PLANTA MEDICA | 2006年 / 72卷 / 14期

关键词：

cancer; triterpenoids; NMR; apoptosis;

D O I：

10.1055/s-2006-951680

中图分类号：

Q94 [植物学];

学科分类号：

071001 [植物学];

摘要：

3 alpha-Acetyl-11-keto-alpha-boswellic acid (3 alpha-acetoxy-11-oxo-olean-12-en-24-oic acid, 1) was synthesized by a radical-type reaction using bromine and 3 alpha-acetyl-alpha-boswellic acid isolated from the oleo-gum-resin of Boswellia carterii. 1D and 2D NMR (COSY, HMBC, ROESY) at 500 MHz were used for shift assignments and structure verification. The compound investigated is present in a herbal preparation extracted from Boswellia serrata oleo-gumresin, it inhibits the growth of chemotherapy-resistant human PC-3 prostate cancer cells in vitro and induces apoptosis as shown by activation of caspase 3 and the induction of DNA fragmentation. In addition, compound 1 is active in vivo as shown by inhibition of proliferation and induction of apoptosis in PC-3 prostate cancer cells xenotransplanted onto the chick chorioallantoic membrane.

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收藏

页码：1285 / 1289

页数：5

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