馬拉巴栗莖部之化學成分及抗發炎活性之研究

Studies on the Chemical Constituents and Anti-inflammatory Activities from the Stem of Pachira aquatica

鄭霖陽(Lin-Yang Cheng)

指導教授 ： 鍾美英

共同指導教授 ： 陳日榮(Jih-Jung Chen)

高雄醫學大學/藥學院/藥學研究所/碩士(2011年)

摘要

馬拉巴栗為木棉科之常綠喬木，分佈於熱帶美洲地區，被引進廣東、雲南南部及台灣作為栽培種植物。對台灣產植物進行抗發炎活性篩選，發現馬拉巴栗莖部具有抗發炎活性。
目前由馬拉巴栗莖部正己烷可溶部分離出兩個新化合物，包括一個2H-naphtho-[1,8-bc]furan-2-one：11-hydroxy-2-O-methylhibisco- lactone A (1)及一個4,5-dihydro-3H-naphtho[1,8-bc]furan-3-one：O-methylhibiscone D (2)，以及十八個已知化合物，包括hibiscolactone A (3), isohemigossylic acid lactone-7-methyl ether (4), hibiscone D (5), gmelofuran (6), 2-O-methylisohemigossypolone (7), 5-hydroxyauranetin (8), kaempferol 3,7,4′-trimethyl ether (9), santin-7-methyl ether (10), 3,5,6,7,8,3′,4′-heptamethoxyflavone (11), 5,4′-dihydroxy-3,6,7,8-tetra- methoxyflavone (12), retusin (13), 5,4′-dihydroxy-3,7-dimethoxyflavone (14), scopoletin (15), benzophenone (16), lupenone (17), 2??,3??- dihydroxylup-20(29)-ene (18), (23Z)-cycloart-23-en-3??,25-diol (19) and (24R)-cycloart-25-en-3??,24-diol (20)。上述化合物之結構，經由各種圖譜分析及文獻數據比對予以確認。
目前分離得到的化合物中，11-hydroxy-2-O-methylhibiscolactone A (1), isohemigossylic acid lactone-7-methyl ether (4), gmelofuran (6)及5-hydroxyauranetin (8)對於formyl-L-methionyl-L-leucyl-L-phenyl- alanine (fMLP)誘導人類嗜中性白血球產生超氧陰離子(O2•–)，具有良好的抑制活性，其IC50值分別為16.65 ± 0.68, 12.77 ± 2.48, 0.15 ± 0.01及28.84 ± 2.26 ?嵱。

關鍵字

馬拉巴栗 ； 木棉科 ； 抗發炎

並列摘要

Pachira aquatica Aublet (Bombacaceae) is an evergreen tree, distributed in tropical America and introduced to Guangdong, southern Yunnan, and Taiwan as a cultivated plant. In our studies on the anti-inflammatory constituents of Formosan plants, many species have been screened for in vitro inhibitory activity on neutrophil pro- inflammatory responses, and P. aquatica has been found to be an active species.
Investigation of n-hexane-soluble fraction of the stem of P. aquatica has led to the isolation of two new compounds, including a 2H- naphtho[1,8-bc]furan-2-one, 11-hydroxy-2-O-methylhibiscolactone A (1) and a 4,5-dihydro-3H-naphtho[1,8-bc]furan-3-one, O-methylhibiscone D (2), together with 18 known compounds, including hibiscolactone A (3), isohemigossylic acid lactone-7-methyl ether (4), hibiscone D (5), gmelofuran (6), 2-O-methylisohemigossypolone (7), 5-hydroxyauranetin (8), kaempferol 3,7,4′-trimethyl ether (9), santin-7-methyl ether (10), 3,5,6,7,8,3′,4′-heptamethoxyflavone (11), 5,4′-dihydroxy-3,6,7,8-tetra- methoxyflavone (12), retusin (13), 5,4′-dihydroxy-3,7-dimethoxyflavone (14), scopoletin (15), benzophenone (16), lupenone (17), 2??,3??- dihydroxylup-20(29)-ene (18), (23Z)-cycloart-23-en-3??,25-diol (19), and (24R)-cycloart-25-en-3??,24-diol (20). The structures of the above isolates were determined through spectroscopic and MS analyses. Among the isolates, compounds 1, 4, 6 and 8 exhibited potent inhibition against formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP)-induced supero- xide production with IC50 values of 16.65 ± 0.68, 12.77 ± 2.48, 0.15 ± 0.01, and 28.84 ± 2.26 ?嵱, respectively.

並列關鍵字

Pachira aquatica ； Bombacaceae ； Anti-inflammatory

參考文獻

1. Tang, Y.; Gilbert, M. G.; Dorr, L. J. Bombacaceae in Flora of China, Editorial Committee of the Flora of China, Beijing, 2007, Vol. 12, pp 299-301.

2. 鄭武燦，台灣植物圖鑑，上冊，國立編譯館，台北，2000，p 648.

3. Liu, T. S. Illustrations of native and introduced ligneous plants of Taiwan, College of Agriculture, National Taiwan University, Taipei, 1991, Vol. I, p 334.

4. Malech, H. L.; Gallin, J. I. Current concepts: immunology neutrophils in human diseases. The New England Journal of Medicine 1987, 317, 687-694.

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