肉桂枝叶中的细胞毒性木脂素酯。

Cytotoxic lignan esters from Cinnamomum osmophloeum.

机构信息

Department of Chemistry, National Chung-Hsing University, Taichung, Taiwan.

出版信息

Planta Med. 2010 Apr;76(6):613-9. doi: 10.1055/s-0029-1240634. Epub 2009 Nov 30.

PMID:19950049

Abstract

The bark and roots of Cinnamomum osmophloeum are widely used in Taiwan as spice substitutes for C. CASSIA. We have isolated three novel lignan esters, one dibenzylbutane-type ligan ester [9,9'-di-O-feruloyl-(+)-5,5'-dimethoxy secoisolariciresinol (3)] and two cyclolignan esters [(7' S,8' R,8 R) -lyoniresinol-9-O-(E)-feruloyl ester ( 5) and (7' S,8' R,8 R)-lyoniresinol-9,9'-di-O-(E)-feruloyl ester (6)], and several known lignans from the heartwood and roots of C. osmophloeum. We identified these compounds using 1D and 2D NMR spectroscopy and mass spectrometry. Cytotoxicity assays of these novel lignan esters revealed that compound 6 has strong activities against human liver cancer (HepG2 and Hep3B) and oral cancer (Ca9-22) cells, with IC(50) values of 7.87, 4.31, and 2.51 microg/mL, respectively.

摘要

樟科肉桂属的树皮和根在台湾被广泛用作肉桂的香料替代品。我们从肉桂属的树皮和根中分离得到了三种新的木脂素酯，一种二苄基丁烷型木脂素酯[9,9'-二-O-阿魏酰基-(+)-5,5'-二甲氧基去甲二氢愈创木脂素（3）]和两种环木脂素酯[(7'S,8'R,8'R)-丁香树脂醇-9-O-(E)-阿魏酰酯（5）和(7'S,8'R,8'R)-丁香树脂醇-9,9'-二-O-(E)-阿魏酰酯（6)]，以及从肉桂属的心材和根中分离得到的几种已知木脂素。我们通过 1D 和 2D NMR 光谱和质谱鉴定了这些化合物。这些新的木脂素酯的细胞毒性试验表明，化合物 6 对人肝癌（HepG2 和 Hep3B）和口腔癌（Ca9-22）细胞具有很强的活性，IC50 值分别为 7.87、4.31 和 2.51 μg/mL。