2. Academic Validation
  3. Berchemiosides A-C, 2-Acetoxy-ω-phenylpentaene Fatty Acid Triglycosides from the Unripe Fruits of Berchemia berchemiifolia

Berchemiosides A-C, 2-Acetoxy-ω-phenylpentaene Fatty Acid Triglycosides from the Unripe Fruits of Berchemia berchemiifolia

  • J Nat Prod. 2017 Oct 27;80(10):2778-2786. doi: 10.1021/acs.jnatprod.7b00602.
Kyo Bin Kang 1,  Eun Jin Park 1,  Jinwoong Kim 1,  Sang Hyun Sung 1
Affiliations

Affiliation

  • 1 College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University , Seoul 08826, Republic of Korea.
PMID: 28972762 DOI: 10.1021/acs.jnatprod.7b00602
Abstract

Three compounds in a new class of 2-acetoxy-ω-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 5-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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