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Planta Med 2017; 83(09): 812-818
DOI: 10.1055/s-0043-102510
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Four New Xanthones from Cratoxylum cochinchinense and Their In Vitro Antiproliferative Effects

Chihiro Ito
1   Faculty of Pharmacy, Meijo University, Nagoya, Japan
,
Takuya Matsui
1   Faculty of Pharmacy, Meijo University, Nagoya, Japan
2   Department of Physiology, Aichi Medical University, Nagakute, Japan
,
Ai Niimi
1   Faculty of Pharmacy, Meijo University, Nagoya, Japan
,
Hugh T.-W. Tan
3   Department of Botany, National University of Singapore, Singapore, Singapore
,
Masataka Itoigawa
4   School of Sport and Health Science, Tokai Gakuen University, Miyoshi, Japan
› Author Affiliations
Further Information

Publication History

received 15 September 2016
revised 05 January 2017

accepted 18 January 2017

Publication Date:
03 February 2017 (online)

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Abstract

The study of the chemical constituents of branches and twigs of Cratoxylum cochinchinense collected in Singapore led to the isolation and structural elucidation of four new xanthones, named cratoxanthone A (1), B (2), C (3), and D (4), together with six known xanthones (5–10) and one known dihydroanthracenone (11). Eight xanthones (including 1 and 2) and 11 were tested for their antiproliferative activity in three human carcinoma cell lines (lung adenocarcinoma A549, colorectal carcinoma Colo205, and epidermoid carcinoma KB) and a human acute lymphoblastic leukemia B cell line (NALM-6), and the mitochondrial membrane potential was determined in KB cells. New xanthones 1 and 2 attenuated NALM-6 cell proliferation with IC50 values of 17.78 and 8.27 µM, respectively. Furthermore, KB cells treated with these compounds had significantly decreased mitochondrial membrane potentials. Notably, the proliferation of A549 cells was specifically inhibited by 11, but not the xanthones.

Key words

Cratoxylum cochinchinense - Hypericaceae - xanthones - dihydroanthracenone - antiproliferative activity

Supporting Information

1H NMR, 13C NMR, HMBC, and HMQC spectra of compounds 1–4 as well as IC50 values for compounds 1 and 2 are available as Supporting Information.

 

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