Abstract |
A MeOH extract of Garcinia xanthochymus fruits was subjected to activity-guided fractionation, yielding two new benzophenones, guttiferone H (1) and gambogenone (2). Compound 1 contains a seven-membered ring attached to the bicyclo[3.3.1]nonane system at positions 7 and 8 and displayed cytotoxicity in the SW-480 colon cancer cell line (IC(50) = 12 microM). Compound 2 has a novel benzophenone bicyclo[3.3.2] decane system and displayed cytotoxicity in the SW-480 colon cancer cell line (IC(50) = 188 microM). Both 1 and 2 induced apoptosis in SW-480 colon cancer cells and displayed antioxidant activity in the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay (IC(50) = 64 and 38.7 microM, respectively). The structures of 1 and 2 were established by 1D and 2D NMR data analysis. Eleven known compounds, aristophenone A, alloathyriol, amentoflavone, 3,8' '- biapigenin, cycloxanthochymol, (+/-)- fukugetin, (+/-)-fukugiside, guttiferone E, isoxanthochymol, (+/-)-volkensiflavone, and xanthochymol, were also obtained. The 11 known compounds were also tested against SW-480 colon cancer cells and in the DPPH assay.
|
Authors | Scott Baggett, Petr Protiva, Eugene P Mazzola, Hui Yang, Elizabeth T Ressler, Margaret J Basile, I Bernard Weinstein, Edward J Kennelly |
Journal | Journal of natural products
(J Nat Prod)
Vol. 68
Issue 3
Pg. 354-60
(Mar 2005)
ISSN: 0163-3864 [Print] United States |
PMID | 15787435
(Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, P.H.S.)
|
Chemical References |
- Antineoplastic Agents, Phytogenic
- Antioxidants
- Benzophenones
- Biphenyl Compounds
- Picrates
- gambogenone
- guttiferone H
- 1,1-diphenyl-2-picrylhydrazyl
|
Topics |
- Antineoplastic Agents, Phytogenic
(chemistry, isolation & purification, pharmacology)
- Antioxidants
(chemistry, isolation & purification, pharmacology)
- Benzophenones
(chemistry, isolation & purification, pharmacology)
- Biphenyl Compounds
- Drug Screening Assays, Antitumor
- Florida
- Fruit
(chemistry)
- Garcinia
(chemistry)
- Humans
- Molecular Structure
- Picrates
(pharmacology)
- Plants, Medicinal
(chemistry)
- Tumor Cells, Cultured
|