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Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides

1
College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 08826, Korea
2
College of Pharmacy, Yeungnam University, Gyeongsan 38541, Korea
*
Authors to whom correspondence should be addressed.
These authors equally contributed to this manuscript.
Molecules 2018, 23(4), 752; https://doi.org/10.3390/molecules23040752
Received: 2 March 2018 / Revised: 20 March 2018 / Accepted: 23 March 2018 / Published: 24 March 2018
(This article belongs to the Section Natural Products Chemistry)
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Abstract

Two new ω-phenylpentaene fatty acid amide diglycosides, rhamnellosides A (1) and B (2), were isolated from the fruits of Rhamnella franguloides (Rhamnaceae). These compounds were prioritized using LC-MS/MS molecular networking dereplication based on our previous discovery of 2-acetoxy-ω-phenylpentaene fatty acid triglycosides berchemiosides A−C from a phylogenetically related species, Berchemia berchemiifolia. The structures of the isolated compounds were elucidated by spectroscopic analyses in combination with chemical derivatization. The pentaene groups of 1 and 2 were found to have (6E, 8E, 10Z, 12Z, 14E)-geometry, which is the same as that found in berchemioside A. View Full-Text
Keywords: Rhamnella franguloides; Rhamnaceae; ω-phenylpentaene fatty acid amide; dereplication Rhamnella franguloides; Rhamnaceae; ω-phenylpentaene fatty acid amide; dereplication
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Kang, K.B.; Gao, M.; Kim, G.J.; Choi, H.; Sung, S.H. Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides. Molecules 2018, 23, 752.

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