Study On The Chemical Constituents And Bioactivities Of Three Medicinal Plants

The dissertation has mainly investigated the chemical constituents and biological activities of three medicinal plants, Teucrium viscidum Blume (Lamiaceae), leaves of Cinnamomum subavenium Miq.(Lauraceae), and Trichosanthes cucumeroides (Ser.) Maxim.(Cucurbitaceae).53compounds, including14triterpenoids,13sesquiterpenoids,2sesquiterpenoid glycosides,4monoterpenoids,2monoterpenoid glycosides,4lignans,2flavonoids,2steroids and10compounds with other type of skeletons, were isolated by repeated chromatography (Silica gel, ODS, Sephadex LH-20, MPLC, HPLC) from these medicinal plants. The absolute configuration of compound17was first established by single-crystal X-ray diffraction. The structures and relative configurations of others were established on the basis of spectroscopic analyses (UV, IR,1D,2D NMR) and by comparison with the previous data in the literature. Among these compounds,5new compounds and3new natural compounds were identified. Moreover, Compound4showed stronger inhibitory activity on11β-HSD1in vitro, and compound44exhibited marked inhibitory effects against HL-60、SMMC-7721、A-549、MCF-7、SW480and BEAS-2B cell lines in vitro.Anti-inflammtory effect of essential oils from the leaves of C. subavenium (CS-EO) was the first studied in lipopolysaccharide (LPS)-stimulated mouse macrophage RAW264.7cells and X-carrageenan (Carr)-induced hind mouse paw edema model. The results showed CS-EO had potential anti-inflammtory effect, which might be result from inhibition of iNOS, COX-2, IL-6, IL-lβ, and TNF-a expression through the down-regulation of NF-kB activation.1Chemical constituents and bioactivities of T. viscidumT. viscidum (Lamiaceae) is an annual herb, whose whole parts are used as a traditional Chinese medicine to treat hemoptysis, hematemesis, pulmonary abscesses, traumatic injuries, and bites of rabies-stricken dogs or venomous snakes. In the course of search for novel natural products from traditional Chinese medicines,31compounds, including three new compounds (1,13, and16), and three new natural compounds (27,28, and31) were isolated from the whole parts of T. viscidum. Compound16represents the first guaiane-type sesquiterpenoid isolated from Teucrium geuns, which may be a chemotaxonomic marker for T. viscidum. Moreover, Compound4showed stronger inhibitory activity on11β-HSD1, with an IC50values of1.5μM.2Chemical constituents and bioactivities of leaves of C. subaveniumC. subavenium (Lauraceae) is used as folk medicine to treat abdominal distension, dyspepsodynia, algomenorrhea, arthritis, rheumatism and hemostasis swelling pain. In the course of search for novel natural products from traditional Chinese medicines, one new sesquiterpenoid glycoside (32), together with11known compounds were isolated from the leaves of C.subavenium. The known compounds were first isolated from the plant. In addition, compound32displayed low inhibitory activity against five human tumor cells (HL-60、SMMC-7721、A-549、MCF-7、SW480).The anti-inflammatory effect of CS-EO was studied by using λ-carrageenan (Carr)-induced hind mouse paw edema model and lipopolysaccharide (LPS)-stimulated mouse macrophage RAW264.7cells. The results showed that CS-EO could decrease the paw edema and significantly attenuate the malondialdehyde (MDA) level in the edema paw after Carr administration, and inhibit the expression of nitric oxide (NO), prostaglandin E2(PGE2), interleukin (IL)-6, interleukin (IL)-1β, and tumor necrosis factor alpha (TNF-a) in vitro and vivo. Western blotting revealed that CS-EO could decrease Carr-induced nitric oxide synthase (iNOS), cyclooxygenase-2(COX-2), and nuclear transcription factor kappa-B (NF-κB) expressions in the edema paw and in LPS-stimulated RAW264.7cells. Thus, anti-inflammatory effects of CS-EO might be related to inhibition of MDA, iNOS, COX-2, NO, IL-6, IL-1β, and TNF-a expression through the suppression of NF-κB activity.3Chemical constituents of fruits of T. cucumeroidesThe fruits of T. cucumeroides (Cucurbitaceae) are used as a traditional Chinese medicine to treat jaundice, nausea, amenorrhea, haemorrhoids, and chronic pharyngitis. In the course of search for novel natural products from traditional Chinese medicines, one new sesquiterpenoid (44), together with9known compounds were isolated from the fruits of T.cucumeroides. The known compounds were first isolated from the fruits. In addition, compound44exhibited marked inhibitory effects against HL-60(IC50,14.51μM)、 SMMC-7721(IC50,10.63μM)、A-549(IC50,9.84μM)、MCF-7(IC50,12.23μM)、SW480(IC50,13.52μM) and BEAS-2B (IC50,17.02μM).