A new dimeric diarylheptanoid from the rhizomes of Alpinia officinarum.
10.1016/S1875-5364(14)60022-4
- Author:
Dan LIU
1
;
Wei QU
1
;
Ling ZHAO
2
;
Fu-Qin GUAN
3
;
Jing-Yu LIANG
4
Author Information
1. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
2. College of Biotechnology and Pharmaceutical Engineering, Wuhan Polytechnic University, Wuhan 430023, China.
3. Institute of Botany, Jiangsu Province and Chinese Academy of Science, Nanjing 210014, China.
4. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China. Electronic address: jyliang08@126.com.
- Publication Type:Journal Article
- Keywords:
(4E)-1,7-diphenylhept-4-en-3-one;
1,7-diphenyl-3,5-heptanedione;
Alpinia officinarum Hance;
alpinin B;
diarylheptanoid
- MeSH:
Alpinia;
chemistry;
Antineoplastic Agents, Phytogenic;
isolation & purification;
pharmacology;
therapeutic use;
Cell Line, Tumor;
Diarylheptanoids;
chemistry;
isolation & purification;
pharmacology;
therapeutic use;
Glioblastoma;
drug therapy;
Humans;
Molecular Structure;
Phytotherapy;
Plant Extracts;
chemistry;
pharmacology;
therapeutic use;
Rhizome;
chemistry
- From:
Chinese Journal of Natural Medicines (English Ed.)
2014;12(2):139-141
- CountryChina
- Language:English
-
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).
