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Sesquiterpenes from Curcuma zedoaria rhizomes and their cytotoxicity against human gastric cancer AGS cells.

Authors :
Lee, Tae Kyoung
Lee, Dahae
Lee, Seoung Rak
Ko, Yoon-Joo
Sung Kang, Ki
Chung, Sang Jeon
Kim, Ki Hyun
Source :
Bioorganic Chemistry. Jun2019, Vol. 87, p117-122. 6p.
Publication Year :
2019

Abstract

• 14 sesquiterpenes (1–14) were isolated from MeOH extract of Curcuma zedoaria rhizomes. • Two new sesquiterpenes, curcumenol-9,10-epoxide (1) and curcuzedoalide B (2), were identified. • The structures of new compounds were determined by 2D NMR data and quantum chemical ECD calculations. • Compounds 9 , 10 , and 12 exhibited cytotoxic effects against gastric cancer AGS cells. Curcuma zedoaria rhizome (Zingiberaceae) is a well-known traditional medicinal plant used in Ayurvedic and traditional Chinese medicine to treat various cancers. This study aimed to identify the cytotoxic components from C. zedoaria rhizomes that act against gastric cancer, which is the third leading cause of death from cancer worldwide because the MeOH extract of C. zedoaria rhizome was found to show a cytotoxic effect against gastric cancer AGS cells. Repeated column chromatography and semi-preparative HPLC purification were used to separate the components from the C. zedoaria MeOH extract. Two new sesquiterpenes, curcumenol-9,10-epoxide (1) and curcuzedoalide B (2), and 12 known related sesquiterpenes (3–14) were isolated from the C. zedoaria MeOH extract. The structures of new compounds were determined by 1D and 2D NMR spectroscopic experiments and HR-ESIMS, and quantum chemical ECD calculations. The cytotoxic effects of the isolated compounds were measured in human gastric cancer AGS cells using an MTT cell viability assay. Compounds 9 , 10 , and 12 exhibited cytotoxic effects against gastric cancer AGS cells, with IC 50 values in the range of 212–392 μM. These findings provide further experimental scientific evidence to support the traditional use of C. zedoaria rhizomes for the treatment of cancer. Curcumenol (9), 4,8-dioxo-6 β -methoxy-7 α ,11-epoxycarabrane (10), and zedoarofuran (12) were identified as the main cytotoxic components in C. zedoaria rhizomes. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00452068
Volume :
87
Database :
Academic Search Index
Journal :
Bioorganic Chemistry
Publication Type :
Academic Journal
Accession number :
136646858
Full Text :
https://doi.org/10.1016/j.bioorg.2019.03.015