大武新木薑子莖部化學成分及抗發炎活性之研究

Chemical Constituents and Anti-inflammatory Activity from the Stem of Neolitsea daibuensis

王雍雅(Yung-Ya Wang)

指導教授 ： 蔡烟力

高雄醫學大學/藥學院/天然藥物研究所碩士班/碩士(2011年)

摘要

大武新木薑子 (Neolitsea daibuensis Kamikoti) 屬於樟科 (Lauraceae) 半落葉性小喬木，為台灣固有種，分布在台灣南部海拔在800到1,000公尺高的闊葉林中。過去盧盛德 教授曾由其根皮部以及根材部僅分離到一個生物鹼S-(+)-reticuline；以及本實驗室過去曾對根部進行研究。然而，過去尚未有關於本植物莖部之生物活性研究。
針對台灣產植物進行活性篩選，約有40種台灣樟科植物進行過iNOS抗發炎活性之篩選，其中N. daibuensis莖部之甲醇萃取物呈現良好的抗發炎活性。因此，本實驗目的為針對大武新木薑子莖部之化學成分及生物活性之探討。
大武新木薑子莖部之乙酸乙酯層可溶部利用生物活性導向試驗分離共得到二十八個化合物，包括七個elemane type sesquiterpenoids類：elemanodaibulactone A (1)、elemanodaibulactone B (2)、elemanodaibulactone C (3)、daibudilactone A (4)、daibudilactone B (5)、daibudilactone C (6)、sericealactone (65)，七個germacrane type sesquiterpenoids類：daibudilactone C (7)、daibulactone D (8)、daibulactone E (9)、daibudilactone D (10)、linderalactone (86)、linderadine (87)、pseudoneolinderane (104)，一個elemane-germacrane type sesquiterpenoids類：daibudilactone E (11)，一個guaiane type sesquiterpenoids類：daibuguaianin (12)，四個eudesmane type sesquiterpenoids類：4(15)-eudesmene-1??,7,11-triol (15)、7-epi-eudesm-4(15)-ene-
l??,6??-diol (16)、11-hydroxy-4-methoxyselinane (17)、eudesm-4(15)-ene-1??,6??-diol (68)，一個aromadendrane類：4???z10??-dihydroxyaromadendrane (39)，兩個其他sesquiterpenoids類：daibulactone F (13)、daibulactone G (14)，兩個benzenoids類：p-anisic acid (228)、vanillin (233)，一個steroid類：β-sitosterol (222)，以及兩個long-chain compounds：palmitic acid (18)及linoleic acid (260)之混合物。以上分離之化合物皆以各種圖譜分析以及X-ray單晶繞射決定其化學結構。
所有分離到的化合物中，化合物1-6，8-14為新化合物，化合物7為天然物首次分離之化合物。而化合物elemanodaibulactone A (1)及daibudilactone D (10)具有良好的抗發炎活性且細胞毒性低。

關鍵字

大武新木薑子 ； 抗發炎活性

並列摘要

Neolitsea daibuensis Kamikoti (Lauraceae) is a small semi-deciduous tree, endemic to forests at altitudes of 800 to 1,000 m in southern Taiwan. Lu et al. previously reported an alkaloid, S-(+)-reticuline, from the root wood and root bark of this species. Recently, the root of this species has ever been studied in our laboratory. However, the stem of this plant has not been conducted before. The aims of this study are to isolate the chemical and anti-inflammatory constituents from the stem of this species.
Over 40 Lauraceous species of Formosan plants were in vitro screened for anti-inflammatory activity using an inducible nitric oxide synthase (iNOS) assay. Among them, the methanolic extract of the stem of N. daibuensis showed anti-inflammatory activity.
Bioassay-guided fractionation of active ethyl acetate-soluble layer from the stem led to the isolation of 28 compounds, including seven elemane type sesquiterpenoids: elemanodaibulactone A (1), elemanodaibulactone B (2), elemanodaibulactone C (3), daibudilactone A (4), daibudilactone B (5), daibudilactone C (6), sericealactone (65); seven germacrane type sesquiterpenoids: daibudilactone C (7), daibulactone D (8), daibulactone E (9), daibudilactone D (10), linderalactone (86), linderadine (87), pseudoneolinderane (104); one elemane-germacrane type sesquiterpenoids: daibudilactone E (11); one guaiane type sesquiterpenoids: daibuguaianin (12): four eudesmane type sesquiterpenoids: 4(15)-eudesmen-1??,7,11-triol (15), 7-epi-eudesm-4(15)-ene-l??,6??-diol (16), 11-hydroxy-4-methoxyselinane (17), 4???z10??-dihydroxyaromadendrane (39), eudesm-4(15)-en-1??,6??-diol (68); one aromadendrane type: 4???z10??-dihydroxyaromadendrane (39); two other type sesquiterpenoids: daibulactone F (13), daibulactone G (14); two benzenoids: p-anisic acid (228), vanillin (233); one steroid: β-sitosterol (222) and two long-chain compounds：mixture of palmitic acid (18), linoleic acid (260). The structures of these isolates were elucidated by spectral analysis and single-crystal X-ray diffraction.
Among these isolates, compounds 1-6 and 8-14 were new compounds, and 7 was first isolated from nature. Elemanodaibulactone A (1) and daibudilactone D (10) showed potent anti-inflammatory activity with weak cytotoxicity.

並列關鍵字

Neolitsea daibuensis ； Anti-inflammatory

參考文獻

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