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Berchemiosides A-C, 2-Acetoxy-omega-phenylpentaene Fatty Acid Triglycosides from the Unripe Fruits of Berchemia berchemiifolia
- Issue Date
- Oct-2017
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF NATURAL PRODUCTS, v.80, no.10, pp 2778 - 2786
- Pages
- 9
- Journal Title
- JOURNAL OF NATURAL PRODUCTS
- Volume
- 80
- Number
- 10
- Start Page
- 2778
- End Page
- 2786
- ISSN
- 0163-3864
1520-6025
- Abstract
- Three compounds in a new class of 2-acetoxy-w-phenylpentaene fatty acid triglycosides, berchemiosides A-C (1-3), and a biosynthetically related phenolic glycoside (4) were isolated from the unripe fruits of Berchemia berchemiifolia, along with three flavonoid S-O-diglycosides (5-7) and three known flavonoids (8-10). Their chemical structures including absolute configurations were determined by spectroscopic analysis in combination with chemical derivatization. The pentaene group of 1 was found to have (6E,8E,10Z,12Z,14E)-geometry, whereas those of 2 and 3 exhibited all-E geometries. The isolated compounds were examined for their cytotoxicity and xanthine oxidase (XO) inhibitory activity; only compound 7 showed weak XO inhibitory activity.
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