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首页> 外文学位 >Isolation and structure elucidation of bioactive chemical constituents from Vitex pinnata, Artocarpus nobilis, Barleria prionitis, Buxus natalensis and Coprinus micaceus.
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Isolation and structure elucidation of bioactive chemical constituents from Vitex pinnata, Artocarpus nobilis, Barleria prionitis, Buxus natalensis and Coprinus micaceus.

机译：松果，白果，巴氏杆菌，pr虫，纳豆黄粉和粉状鬼伞中生物活性化学成分的分离和结构解析。

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摘要

This thesis describes phytochemical studies on four medicinally important plants, Vitex pinnata, Artocarpus nobilis, Barleria prionitis, Buxus natalensis and one saprophytic fungus, Coprinus micaceus . These findings are summarized as follows: 1. Chemical studies on the crude methanolic extract of Vitex pinnata yielded one new iridoid glucoside, 6"-glucosepedunculariside (88) and three known natural products, pedunculariside (89), agnuside ( 90) and p-hydroxy benzoic acid (91). Compounds 88-91 were found to exhibit weak to moderate GST/AChE inhibitory activities and antioxidant activity. 2. Phytochemical investigations on the crude ethanolic extract of Artocarpus nobilis resulted in the isolation of two new triterpenoids, [artocarpurate A (109), atocarpurate B (110)] four known triterpenoids, [cyclolaudenyl acetate (111), lupeol acetate (112), beta-amyrine acetate (113), 12,13-dihydromicromeric acid (114)] and two known flavonoids [artonins E (115) and artobiloxanthone (116)]. All of these compounds exhibited different levels of anti-AChE and anti-GST properties. Compounds 115 and 116 were found to be more potent GST inhibitors than the standard GST inhibitor sodium taurocholate whereas compound 113 showed good AChE inhibitory activitity (IC50 = 11.5 +/- 2.58). 3. Our studies on the crude ethanolic extract of aerial parts of Barleria prionitis afforded five known natural products, 8-O-acetylshanzhiside methyl ester (127), shanzhiside methyl ester (128), lupeol (129), betulinic acid (130) and pipataline (131). Pipataline was isolated in enough quantity to prepare three different analogues of this natural product by doing reactions on C-7/C-8 double bond and evaluate them for the aforementioned bioactivities. We were interested to see the role of this double bond in the moderate bioactivity of this compound. In this study, we discovered that by the addition of an amino group at C-7 position, acetylcholinesterase inhibitory activity was improved from IC50 value of 135.09 +/- 0.501 muM to 36.75 +/- 0.272muM. 4. Phytochemical studies on Buxus natalensis have resulted in the isolation of one new steroidal alkaloid, natalensamine-A (156). Compound 156 showed weak AChE inhibitory activity. 5. Chemical studies on the methanolic extract of Coprinus micaceus yielded two compounds, micaceol (179) and (Z, Z)-4-oxo-2, 5-heptadienedioic acid (180). Compound 179 was found to be new while 180 was isolated for the first time as a natural product. Compound 179 showed weak antibacterial activity against Staphylococcus aureus and Corynebacterium xerosis while compound 180 was inactive in this bioassay. Compound 180 showed weak GST inhibitory activity while compound 179 was inactive in this bioassay.
机译：本论文描述了四种药用植物的植物化学研究，它们分别是黄荆子（Vitex pinnata），面包果（Artocarpus nobilis），巴勒菌性ion病，纳豆（Buxus natalensis）和一种腐生真菌，鸡腿粉（Coprinus micaceus）。这些发现归纳如下：1.对松果油的粗甲醇提取物进行化学研究后，产生了一种新的鸢尾糖苷，6“-葡糖苷二糖苷（88）和三种已知的天然产物：鼠李糖苷（89），人参糖苷（90）和p-羟基苯甲酸（91）。发现化合物88-91具有弱至中等的GST / AChE抑制活性和抗氧化活性。2.对面包木（Artocarpus nobilis）粗乙醇提取物的植物化学研究导致分离出两种新的三萜类化合物[artocarpurate A（109），阿卡尿酸盐B（110）]四个已知的三萜类化合物，[环月桂基乙酸乙酸酯（111），乙酸卢哌醇（112），乙酸β-am啶乙酸（113），12,13-二氢微聚酸（114）]和两个已知的类黄酮[artonins E（115）和artobiloxanthone（116）]。所有这些化合物均表现出不同水平的抗AChE和抗GST特性，发现化合物115和116比标准GST抑制剂牛磺胆酸钠更有效。化合物113显示出良好的AChE抑制活性（IC 50 ＝ 11.5 +/- 2.58）。 3.我们对巴氏杆菌性睑缘炎的气生部分的粗乙醇提取物的研究提供了五种已知的天然产物：8-O-乙酰基山芝苷甲酯（127），山芝苷甲酯（128），鲁皮醇（129），桦木酸（130）和匹帕他林（131）。通过在C-7 / C-8双键上进行反应并对其进行上述生物活性评估，可以分离出足够数量的哌帕林，以制备该天然产物的三种不同类似物。我们有兴趣看到该双键在该化合物的中等生物活性中的作用。在这项研究中，我们发现通过在C-7位置添加氨基，乙酰胆碱酯酶的抑制活性从IC50值135.09 +/- 0.501μM改善到36.75 +/-0.272μM。 4.对山茱Bu的植物化学研究已分离出一种新的甾体生物碱，那他森胺-A（156）。化合物156显示弱的AChE抑制活性。 5.对鸡腿菇的甲醇提取物进行化学研究，得到了两种化合物，micaceol（179）和（Z，Z）-4-oxo-2，5-庚二烯二酸（180）。发现化合物179是新化合物，而首次以天然产物形式分离出180。化合物179对金黄色葡萄球菌和干燥棒杆菌具有弱的抗菌活性，而化合物180在该生物测定中没有活性。在此生物测定中，化合物180显示出弱的GST抑制活性，而化合物179未激活。

著录项

  • 作者

    Zahid, Shamsul Haq.;

  • 作者单位

    University of Manitoba (Canada).;

  • 授予单位 University of Manitoba (Canada).;
  • 学科 Chemistry Organic.
  • 学位 M.Sc.
  • 年度 2010
  • 页码 222 p.
  • 总页数 222
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

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