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Geranylated Coumarins From Thai Medicinal Plant Mammea siamensis With Testosterone 5α-Reductase Inhibitory Activity.

ABSTRACT: Geranylated coumarin constituents, kayeassamin I (1) and mammeasins E (2) and F (3) were newly isolated from the methanol extract of the flowers of Mammea siamensis (Calophyllaceae) originating in Thailand, along with five known isolates, such as mammea E/BC (23), deacetylmammea E/AA cyclo D (31), deacetylmammea E/BB cyclo D (32), mammea A/AA cyclo F (34), and mammea A/AC cyclo F (35). These compounds (1-3) were obtained as an inseparable mixture (ca. 1:1 ratio) of the 3″R and 3″S forms, respectively. Among the isolated coumarins from the extract, mammeasins E (2, 22.6 μM), A (4, 19.0 μM), and B (5, 24.0 μM), kayeassamins E (9, 33.8 μM), F (10, 15.9 μM), and G (11, 17.7 μM), surangin C (13, 5.9 μM), and mammeas A/AA (17, 19.5 μM), E/BB (22, 16.8 μM), and A/AA cyclo F (34, 23.6 μM), were found to inhibit testosterone 5α-reductase.

SUBMITTER: Morikawa T 

PROVIDER: S-EPMC7099204 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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Geranylated Coumarins From Thai Medicinal Plant <i>Mammea siamensis</i> With Testosterone 5α-Reductase Inhibitory Activity.

Morikawa Toshio T   Luo Fenglin F   Manse Yoshiaki Y   Sugita Hidemi H   Saeki Shunsuke S   Chaipech Saowanee S   Pongpiriyadacha Yutana Y   Muraoka Osamu O   Ninomiya Kiyofumi K  

Frontiers in chemistry 20200320

Geranylated coumarin constituents, kayeassamin I (<b>1</b>) and mammeasins E (<b>2</b>) and F (<b>3</b>) were newly isolated from the methanol extract of the flowers of <i>Mammea siamensis</i> (Calophyllaceae) originating in Thailand, along with five known isolates, such as mammea E/BC (<b>23</b>), deacetylmammea E/AA cyclo D (<b>31</b>), deacetylmammea E/BB cyclo D (<b>32</b>), mammea A/AA cyclo F (<b>34</b>), and mammea A/AC cyclo F (<b>35</b>). These compounds (<b>1</b>-<b>3</b>) were obtaine  ...[more]

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