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从高良姜根茎中得到的一个新二聚二芳基庚烷类化合物。

A new dimeric diarylheptanoid from the rhizomes of Alpinia officinarum.

机构信息

Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.

College of Biotechnology and Pharmaceutical Engineering, Wuhan Polytechnic University, Wuhan 430023, China.

出版信息

Chin J Nat Med. 2014 Feb;12(2):139-41. doi: 10.1016/S1875-5364(14)60022-4.

DOI:10.1016/S1875-5364(14)60022-4
PMID:24636065
Abstract

AIM

To study the chemical constituents of the rhizomes of Alpinia officinarum Hance.

METHOD

Compounds were isolated by repeated column chromatography, and their structures were elucidated on the basis of spectral analysis. The cytotoxic activities of these compounds were evaluated with the T98G and B16F10 cell lines by the MTT assay.

RESULTS

A dimeric diarylheptanoid, named alpinin B (1), along with three known diarylheptanoids were obtained, and their structures were identified as alpinin B (1), 1, 7-diphenyl-3,5-heptanedione (2), (4E)-1, 7-diphenylhept-4-en-3-one (3) and (4E)-7- (4-hydroxyphenyl)-1-phenylhept-4-en-3-one (4).

CONCLUSION

Compound 1 is a new dimeric diarylheptanoid. The biosynthetic pathway of 1 was speculated to originate from a Michael reaction between compounds 2 and 3. Compound 3 showed cytotoxicity against the human glioblastoma T98G cell line with IC50 of 27 μmol·L(-1).

摘要

目的

研究高良姜根茎的化学成分。

方法

采用反复柱层析分离化合物,根据光谱分析鉴定其结构。采用 MTT 法测定这些化合物对 T98G 和 B16F10 细胞系的细胞毒性。

结果

从高良姜根茎中分离得到一个二聚体二芳基庚烷,命名为高良姜素 B(1),以及三个已知的二芳基庚烷,其结构分别鉴定为高良姜素 B(1)、1,7-二苯基-3,5-庚二酮(2)、(4E)-1,7-二苯基庚-4-烯-3-酮(3)和(4E)-7-(4-羟基苯基)-1-苯基庚-4-烯-3-酮(4)。

结论

化合物 1 是一种新的二聚体二芳基庚烷。推测 1 的生物合成途径来源于化合物 2 和 3 之间的迈克尔反应。化合物 3 对人神经胶质瘤 T98G 细胞系表现出细胞毒性,IC50 为 27 μmol·L(-1)。

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