Studies On The Constituents Of Selaginella Sinensis, Senecio Kaschkarovii And The Root Bark Of Ailanthus Altissima

The extraction, isolation and structure elucidation of natural products, as well as their physicochemical properties research and biological activity determination, are not only fundamental research but also applied research, and are very significant both for theory and for reality. With the technological progress and social development, the modernization of Traditional Chinese Medicine (TCM) will become more and more significant. We want not only to know chemical constituents, biological and pharmacological activity of TCM, but also to get new drugs from it. These all make natural products research more and more important, especially for our country.The chemical constituents of Chinese Herbal Medicine Selaginella sinensis, Senecio kaschkarovii and the root bark of Ailanthus altissima were studied in this thesis.Part I Selaginella sinensisPlant characteristic and pharmacological activity of Selaginella and Selaginella sinensis are introduced. Progress on Research of chemical constituents of Selaginella, especially biflavones is reviewed. A survey of research on chemical constituents of Selaginella sinensis is summarized and, from the acetone extract of Selaginella sinensis, seven compounds were isolated and elucidated, a new compound selaginellin (1), five known compounds, Amentoflavone (2), Hinokiflavone (3), Ginkgetin (4),β-Sitosterol (5), 2,3-dihydroxypropyl-octadeca-9,12-dienoate (6) and a biflavone which is not completely determined. Study on structure and physicochemical properties of selaginellin (1) and its methoxy derivative selaginellin (la) shows that selaginellin (1) is a new, unusual racemic natural product with a novel carbon framework which has distinctive physical and chemical properties as does its derivative. Both 1 and its derivative la may be used as pigments, 1 as an acid-base indicator and la in luminescent material fields. The research achievement was published in The Journal of Organic Chemistry (2007), 72(10), 3921-3924.Part II Senecio kaschkarovii Characteristic and pharmacological activity of Senecio and Senecio kaschkarovii are introduced. Progress on Research of chemical constituents of Senecio, especially sesquiterpenes and pyrrolizidine alkaloids (PA) is reviewed. A survey of research on chemical constituents of Senecio kaschkarovii is summarized and, from the petroleum ether-ether extract of Senecio kaschkarovii, four compounds were isolated and elucidated, three known compounds, 1α-acetoxy-6β-angeloyloxy-10β-hydroxy-9-oxofuroeremophilane (1), 1α-methacryloyloxy-6β-Acetoxy-10β-hydroxyl-9-oxofuroeremophilane (2), 6β-isobutyloxy-10(1)-en-9-oxofuroeremophilane (3) and a new compound, 1β-acetoxy-6β-acetoxy-10β-H-9-oxofuroeremophilane (4). Compound 3 was obtained from Senecio kaschkarovii for the first time and, Compound 4 is a new compound. Compound 4's absolute configuration had been determined by CD, NMR and NOE. The research achievement was published in Chemical Journal of Chinese Universities 2006,27(7), 1286-1288.Part III the root bark of Ailanthus altissimaPlant characteristic and pharmacological activity of Ailanthus, Ailanthus altissima and the root bark of Ailanthus altissima are introduced. Progress on Research of chemical constituents of Ailanthus, especially alkaloids and triterpenes is reviewed. From the root bark of Ailanthus altissima, nine compounds were isolated and elucidated, seven known compounds,β-sitosterol (1),β-daucosterol (2), shinjulactone A (3), 4,5-(benze-1',2')-6-hydroxy-1H-2-benzopyran-1-one (4), 4,5-(benze-1',2')-6-[O-β-D-glucopyranosyl-(1→5)-α-L-arabino-furanoside]-1H-2-benzopyran-1-one (5), glucose (6), and 1-hydroxycanthin-6-one (7), Two new alkaloidal glycosides: canthin-6-one-5-o-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside (8) and canthin-6-one-1-o-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside (9) named ailantcanthinosides A and B. The new compounds' structures were elucidated by one-and two-dimensional ¹H, ¹³C NMR, FABMS, HRESIMS spectra and chemical methods. The research achievement will be published in Journal of Asian Natural Products Research (July, 2007).