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Studies On The Chemical Constituents And Bioactivities Of Lycoris Sprengeri, Abies Fargesii & Schisandra Glaucescens

Posted on:2017-01-11Degree:DoctorType:Dissertation
Country:ChinaCandidate:W M WuFull Text:PDF
GTID:1314330482994369Subject:Medicinal chemistry
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This dissertation is composed of four parts. Chapter 1 presents the chemical constituents and neuroprotective effects of the bulbs of Lycoris sprengeri. Chapter 2 describes the chemical constituents and bioactivities of the branch and leaf of Abies fargesii. Chapter 3 presents the chemical constituents of the cane of Schisandra glaucescens. The fourth part is a review about the terpenoids from Abies species from 2008 to 2015.114 compounds, including 26 alkaloids,38 triterpenoids,17 diterpenoids,16 lignans,2 flavonoids,3 steroids,4 phenolic acids,5 aliphatics and 3 compounds with other types of skeletons, were isolated by repeated MCI, silica gel, Sephadex LH-20, ODS and HPLC column chromatography from the above three plants. Their structures were established on the basis of extensive spectroscopic analyses (1D and 2D NMR, HRESIMS, IR, UV, X-ray) and by comparison with the published data in the literature. Among these compounds,27 of which were identified as new compounds.Alkaloids L1-L3, L6 and L8 from L. sprengeri exhibited neuroprotective effects of different degrees. Compounds A19, A24, A31, and A38 from A. fargesii showed anti-proliferative effects against three cancer cell lines (B16, MCF7, and HepG2) with IC50 values range from 14.8 to 52.0?M. Diterpenoids A39 and A40 showed weak antibacterial activities against Staphylococcus aureus and Escherichia coli.1. The chemical constituents and neuroprotective effects of the bulbs of Lycoris sprengeri.Lycoris is an important genus of Amaryllidaceae, with about 20 species occurring in the world, and are mainly distributed in China and Japan. Plants of Lycoris are known to produce lycorine. The hydrogenated lycorine is used for the treatment of amoebic dysentery. Moreover, galantamine and lycoramine from the genus have been used clinically for the treatment of nervous system and cardiovascular system diseases.Lycoris sprengeri is a herb mainly distributes in Zhejiang, Jiangsu, Anhui and Hubei provinces in China, and its bulbs have been used as traditional Chinese medicine for the treatment of various diseases, such as sore throats, furuncle carbuncle swollen in skin and scrofula. In order to discover the bioactive constituents from L. sprengeri, we investigated the bulbs of L. sprengeri. Accordingly, two new alkaloids and twenty-four known ones, along with four known non-alkaloid compounds were isolated and identified. Selected compounds (L1-L3 and L6-L9) were tested for their neuroprotective activities against H2O2-, CoCl2- and A?25-35-induced SH-SY5Y cell injury. L3 and L8 exhibited significant neuroprotective effects against H2O2-induced SH-SY5Y cell death. L1, L3, and L6 showed obvious neuroprotective effects against CoCl2-induced SH-SY5Y cell injury. While L1-L3, L6, and L8 exhibited apparent neuroprotective effects against A?25-35-induced SH-SY5Ycell injury.2. The chemical constituents and bioactivies of the branch and leaf of Abies fargesii.Plants of the family Pinaceae, comprising about 230 species of 10 genera, are widely distributed in temperate and boreal regions of the northern hemisphere. Abies is an important genus of the family Pinaceae, with about 50 species occurring in the world, 19 of which are native to China. Several species of Abies have been used as folk medicines against colds, stomach-ache, dyspepsia, tuberculosis, bronchitis, vascular diseases, and so on.In the course of investigating the chemical constituents of traditional Chinese medicines, our attention was drawn to Abies fargesii Franch, a tall evergreen tree grown indigenously at 1500 to 3700 meters above sea level in the northwestern region of China. The resin and volatile oil from the branch and leaf of A. fargesii were used for the treatment of various diseases, e.g. bronchitis, gastritis, cough, fever, etc. In the current study,61 compounds including 24 new ones were isolated and identified from the branch and leaf of A. fargesii.Compounds A1-A24 and A27-A43 were evaluated for their cytotoxic activities in vitro against B16, MCF7 and HepG2 cell lines by MTT assay. Compounds A19, A24, A31, and A38 showed anti-proliferative effect for the three cancer cell lines with IC50 values range from 14.8 to 52.0?M.The antimicrobial activities of compounds A27-A43 against Staphylococcus aureus, Escherichia coli, and Monilia albicans were also tested. However, only compounds A39 and A40 exhibited weak activities against S. aureus and E. coli.3. The chemical constituents of the stem of Schisandra glaucescensSchisandra glaucescens is a vine plant mainly distributed in the western Hubei and southestern Sichuan provinces in China. Its edible fruits have been used as folk medicine for the alleviating the symptoms of cough, night sweat, neurasthenia, and so on. And its stem has been used for the treatment of congestion and arthritis by local residents.In the previous work from our laboratory,36 compounds including 10 new ones were isolated and identified from the fruit of S. glaucescens, some of which exhibited strong DPPH radical scavenging capacity. Furthermore,41 compounds including a triterpenoid with a unique 6/7/9-fused tricyclic carbon backbone were isolated and elucidated from the stem of S. glaucescens. In order to discover more bioactive constituents from S. glaucescens, we investigated the stem of S. glaucescens again. Accordingly,27 compounds including one new triterpenoids S1 were isolated and identified. Additionally, the configurations of 6-OH and 7-OH in S2 were confirmed for the first time.
Keywords/Search Tags:Lrcoris sprengeri, Abies fargesii, Schisandra glaucescens, alkaloids, triterpenoids, diterpenoids, neuroprotectivity, cytotoxicity
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