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Natural Product Research
Formerly Natural Product Letters
Volume 32, 2018 - Issue 5
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Research Articles

A new diarylheptanoid from Alpinia officinarum promotes the differentiation of 3T3-L1 preadipocytes

Xuguang ZhangSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. China
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Xiaopo ZhangSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China
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Yong WangSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. China
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Feng ChenSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. China
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Youbin LiSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. China
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Yonghui LiSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. China
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Yinfeng TanSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. China
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Jingwen GongSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. China
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Xia ZhongSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China
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Hailong LiSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. ChinaCorrespondence[email protected]
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Junqing ZhangSchool of Pharmaceutical Science, Hainan Medical University, Haikou, P.R. China;Hainan Provincial Key Laboratory of R&D of Tropical Herbs, Hainan Medical University, Haikou, P.R. ChinaCorrespondence[email protected]
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Pages 529-535 | Received 17 Oct 2016, Accepted 27 Apr 2017, Published online: 25 May 2017
 
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Abstract

A new diarylheptanoid, namely trans-(4R,5S)-epoxy-1,7-diphenyl-3-heptanone (1), and a new natural product, 7-(4″-hydroxy-3″-methoxyphenyl)-1-phenyl-hepta-4E,6E-dien-3-one (2), were obtained from the aqueous extract of Alpinia officinarum Hance, together with three other diarylheptanoids, 5-hydroxy-1,7-diphenyl-3-heptanone (3), 1,7-diphenyl-4E-en-3-heptanone (4) and 5-methoxy-1,7-diphenyl-3-heptanone (5). The structures were characterised mainly by analysing their physical data including IR, NMR and HRMS. This study highlights that the 4,5-epoxy moiety in 1 is rarely seen in diarylheptanoids. In addition, the five isolates were tested for their differentiation activity of 3T3-L1 preadipocytes. The results showed that these compounds could dose-dependently promote adipocyte differentiation without cytotoxicity (IC50 > 100 μM).

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