寬纓酮

寬纓酮
別名	Pasakbumin-A
識別
CAS號	84633-29-4
PubChem	3069398
ChemSpider	24742022
SMILES	CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H]3C45[C@@H]2[C@@]([C@@H](C(=C)[C@@]4([C@H](C(=O)O3)O)O)O)(OC5)O)C)O;
InChI	1S/C20H24O9/c1-7-4-10(21)13(23)17(3)9(7)5-11-18-6-28-20(27,16(17)18)12(22)8(2)19(18,26)14(24)15(25)29-11/h4,9,11-14,16,22-24,26-27H,2,5-6H2,1,3H3/t9-,11+,12+,13+,14-,16+,17+,18?,19-,20+/m0/s1;
InChIKey	UCUWZJWAQQRCOR-HVKQXNTCSA-N
性質
化學式	C20H24O9
摩爾質量	408.4 g·mol−1
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

寬纓酮（英語：Eurycomanone）是一種苦木素二萜類化合物，是東革阿里（Eurycoma longifoli）的代表活性成分之一^[1]^[2]^[3]。東革阿里全株均有分布，在葉片中含量最高，為6.0568 μg/mL，在根部僅為0.3533 μg/mL^[4]。其被認為具有壯陽的功效。

作用機制

東阿阿里在東南亞被當作壯陽藥物使用，寬纓酮作為該植物的主要活性物質，被認為對增加性激素起核心作用。寬纓酮可作用於大鼠下丘腦-垂體-性腺軸，增加大鼠的睾酮和精子發生，從而提高了生育能力。在大鼠身上的體外研究表明，其通過抑制芳香化酶來促進睾酮類固醇生成，可能導致睾酮產量增加，以恢復下游雌激素穩態^[3]。

但截止至2022年11月，純寬纓酮對人的影響作用尚未開展，不過含有東革阿里成分的膳食補充劑對人體影響已有研究。這些研究表明受試者的游離睾酮和總睾酮水平會增加。另有一些研究顯示健康和性腺功能低下的受試者的雌二醇、黃體生成素、性結合激素球蛋白和卵泡刺激素水平出現了增加或未收改變的影響^[5]^[6]^[7]。

參考文獻

^ 梁赫，邵雪花，秦子昕，溫雪梅，路偉. 宽缨酮对棉铃虫的拒食活性及生长发育的影响. 植物保護. 2023, 49 (1): 89-95. doi:10.16688/j.zwbh.2022468.
^ 李紅亮，於秀穎，馬崇鳴，等. 东革阿里中活性成分宽缨酮的提取及纯化工艺研究. 中國藥學雜誌. 2016, 51 (14): 1001-2494. doi:10.11669/cpj.2016.14.004.
^ ^3.0 ^3.1 Low, Bin-Seng; Choi, Sy-Bing; Abdul Wahab, Habibah; Kumar Das, Prashanta; Chan, Kit-Lam. Eurycomanone, the major quassinoid in Eurycoma longifolia root extract increases spermatogenesis by inhibiting the activity of phosphodiesterase and aromatase in steroidogenesis. Journal of Ethnopharmacology. August 2013, 149 (1): 201–207. PMID 23810842. doi:10.1016/j.jep.2013.06.023.
^ Jusoh, Samsiah; Ghani, Rosnani Abd.; Kadir, Wan Rasidah W Ab; Ishak, Mohamad Fakhri. Phytochemical Assessment of Multi-Locational Tongkat Ali (Eurycoma longifolia) in Peninsular Malaysia. Jurnal Teknologi. October 2015, 77 (3). doi:10.11113/jt.v77.6011  .
^ Chan, Kai Quin; Stewart, Claire; Chester, Neil; Hamzah, Sareena H.; Yusof, Ashril. The effect of Eurycoma Longifolia on the regulation of reproductive hormones in young males. Andrologia. May 2021, 53 (4): e14001. ISSN 1439-0272. PMID 33559971. S2CID 231868035. doi:10.1111/and.14001  .
^ Leisegang, Kristian; Finelli, Renata; Sikka, Suresh C.; Panner Selvam, Manesh Kumar. Eurycoma longifolia (Jack) Improves Serum Total Testosterone in Men: A Systematic Review and Meta-Analysis of Clinical Trials. Medicina (Kaunas, Lithuania). 2022-08-04, 58 (8): 1047. ISSN 1648-9144. PMC 9415500  . PMID 36013514. doi:10.3390/medicina58081047  .
^ Talbott, Shawn M; Talbott, Julie A; George, Annie; Pugh, Mike. Effect of Tongkat Ali on stress hormones and psychological mood state in moderately stressed subjects. Journal of the International Society of Sports Nutrition. 2013-05-26, 10 (1): 28. ISSN 1550-2783. PMC 3669033  . PMID 23705671. doi:10.1186/1550-2783-10-28  .

[1] 梁赫，邵雪花，秦子昕，溫雪梅，路偉. 宽缨酮对棉铃虫的拒食活性及生长发育的影响. 植物保護. 2023, 49 (1): 89-95. doi:10.16688/j.zwbh.2022468.

[2] 李紅亮，於秀穎，馬崇鳴，等. 东革阿里中活性成分宽缨酮的提取及纯化工艺研究. 中國藥學雜誌. 2016, 51 (14): 1001-2494. doi:10.11669/cpj.2016.14.004.

[Low_2013-3] 3.0 ^3.1 Low, Bin-Seng; Choi, Sy-Bing; Abdul Wahab, Habibah; Kumar Das, Prashanta; Chan, Kit-Lam. Eurycomanone, the major quassinoid in Eurycoma longifolia root extract increases spermatogenesis by inhibiting the activity of phosphodiesterase and aromatase in steroidogenesis. Journal of Ethnopharmacology. August 2013, 149 (1): 201–207. PMID 23810842. doi:10.1016/j.jep.2013.06.023.

[Jusoh_2013-4] Jusoh, Samsiah; Ghani, Rosnani Abd.; Kadir, Wan Rasidah W Ab; Ishak, Mohamad Fakhri. Phytochemical Assessment of Multi-Locational Tongkat Ali (Eurycoma longifolia) in Peninsular Malaysia. Jurnal Teknologi. October 2015, 77 (3). doi:10.11113/jt.v77.6011  .

[5] Chan, Kai Quin; Stewart, Claire; Chester, Neil; Hamzah, Sareena H.; Yusof, Ashril. The effect of Eurycoma Longifolia on the regulation of reproductive hormones in young males. Andrologia. May 2021, 53 (4): e14001. ISSN 1439-0272. PMID 33559971. S2CID 231868035. doi:10.1111/and.14001  .

[6] Leisegang, Kristian; Finelli, Renata; Sikka, Suresh C.; Panner Selvam, Manesh Kumar. Eurycoma longifolia (Jack) Improves Serum Total Testosterone in Men: A Systematic Review and Meta-Analysis of Clinical Trials. Medicina (Kaunas, Lithuania). 2022-08-04, 58 (8): 1047. ISSN 1648-9144. PMC 9415500  . PMID 36013514. doi:10.3390/medicina58081047  .

[7] Talbott, Shawn M; Talbott, Julie A; George, Annie; Pugh, Mike. Effect of Tongkat Ali on stress hormones and psychological mood state in moderately stressed subjects. Journal of the International Society of Sports Nutrition. 2013-05-26, 10 (1): 28. ISSN 1550-2783. PMC 3669033  . PMID 23705671. doi:10.1186/1550-2783-10-28  .

[1]

[2]

[3]

[4]

[5]

[6]

[7]