Studies On The Chemical Constituents And Bioactivities Of Acorus Tatarinowii Schott

The main contents of this dissertation included three chapters. The main contents of Chapter 1 were about the chemical constituents and biological activities of Acorus tatarinowii from Qichun, Hubei Province; Chapter 2 focused on the chemical investigations on biologically active natural products from A. tatarinowii of Jiujiang, Jiangxi Province; Chapter 3, research progress of chemical ingredients and pharmacological action of Acorus speciesA. tatarinowii (Acoraceae), a perennial medical plant, growing in the dankness, is widely distributed in Asian, such as the north part of Thailand, northeast India, and the south of China. In China, the dried rhizomes of A. tatarinowii have been traditionally used in various systems, including cardiovascular system, gastrointestinal tract system, respiratory system, and nervous system for improvement of learning and memory and neuroprotection.51 optically pure compounds have been isolated from the rhizomes of A. tatarinowii from Qichun, Hubei Province, by repeated chromatography, such as RP-C18 ODS column, silica gel, Sephadex LH-20, HPLC and Daicel IC column. The planar structures were identified by various spectroscopic methods including UV, IR, 1D&2D NMR, HRESIMS, and the absolute configurations of all the new compounds were determined by the physical and chemical properties, such as calculated electronic circular dichroism (ECD), Mosher's method and X-ray single crystal diffraction. There were 21 new compounds including lignans (1-18), phenylpropanoids (19-33), sesquiterpenoids (34-46), and other compounds (37-40). 15 pairs of enantiomers were lignans and phenylpropanoids, including 7 pairs of partial racemic mixtures, and 11 pairs were successfully separated by Daicel IC column to afford the optically pure compounds la/lb-6a/6b,8a/8b-9a/9b,19a/19b, 20a/20b and 23a/23b. Partial racemates, rarely reported in natural products, were considered as optically pure chemical entities due to their observed optical rotations and the significant Cotton effects in their ECD spectra. In this study, we discovered and separated 7 pairs of partial racemic mixtures, indicating that the researchers in the natural products should pay more attentions in partial racemates, especially lignans and phenylpropanoids. All the compounds isolated from A. tatarinowii were evaluated for their BACE1 inhibitory activities using the virtual screening application, and the scores were low. Some new compounds were tested their antioxidant activities using DPPH assay and inhibitory activities against NO production in RAW 264.7 cell lines. The results indicated that compounds 1a,3a,8b and 10 showed moderate inhibitory activities against NO production with IC50 values of 23.3,29.5,26.6, and 28.5?M, respectively, while the inhibitory activities of compounds 9a,9b,15 and 17were weak and the IC50 values were 34.8,35.5,30.1 and 31.5?M, respectively.19 optically pure compounds were successfully obtained from the rhizomes of A. tatarinowii in Jiujiang, Jiangxi Province, by repeated chromatography. Their planar structures were elucidated by various spectroscopic methods including UV, IR, NMR, HRESIMS, and the absolute configurations of all the new compounds were determined by the physical and chemical properties. There were 17 lignans isolated from the plant, including 11 new compounds. Three pairs of enantiomers (1a/1b-3a/3b) were successfully separated by chiral HPLC, including one pair of partial racemate (3a/3b). All the compounds were evaluated for their BACE1 inhibitory activities using the virtual screening application, and compounds 5 and 6 with high scores were tested by experiment showing no inhibitory activities of BACE1 with the concentration from 0.064-40?M. Some new compounds were tested their antioxidant activities using DPPH assay and inhibitory activities of NO production in RAW 264.7. Compound 6 showed potent antioxidant activity with IC50 value of 16.4?g/mL.