| This dissertation is composed of three chapters. The chemical and bioactive constituents of Cimicifuga simplex Wormsk and Chukrasia tahularis A. Juss. have been phytochemically studied in chapter1-2, respectively. Chapter3is a review about the chemical and bioactivities of triterpenes in Cimicifuga and Chukrasia tabularis plants between2000and2014.86compounds, including34new ones, were isolated from the above mentioned two species. Their structures were established on the basis of extensive spectroscopic methods in conjunction with singal-crystal X-ray diffraction analysis. These compounds mainly including9,19-cycloartane-type triterpenes and phragmalin-type limonoids.The strutures of compounds from the C. simplex wormsk can be categorized as Cimigenol-type, Cimiaceroside-type, Hydroxyshengmanol-type, Acteol-type, Dahurinol-type, Shengmanol-type and others, including24new ones as (23R,24S)-cimigenol-3-O-β-D-glucopryanosyl-(1"â†'2’)-α-L-arabinopyranoside(4),(23R,24S)-25-O-acetyl-7,8-didehydrocimigenol-3-O-β-D-galactopyranoside(7),25-m-ethoxy-1α-hydroxycimigenol-3-O-β-D-xylopyranoside(10),1α-hydroxy-25-anhydro-cimigenol-3-O-β-D-xylopyranoside(12),(16R,23R24R)-hydroxyshengmanol-7(8)-en-15-one-3-O-α-L-arabinopyranoside(23),(16R,23R,24S)-hydroxyshengmanol-7(8)-en-15-one-3-O-α-L-arabinopyranoside(24),(16R,23R,24R)-hydroxyshengmanol-15-one-3-O-α-L-arabinopyranoside(25),(16R,23R,24S)-hydroxyshengmanol-15-one-3-O-α-L,-arabinopyranoside(26),(16R,23R,24S)-hydroxyshengmanol-15-one-3-O-β-D-xylopyranoside(27),(16R,23R,24S)-hydroxyshengmanol-7(8)-en-15-one-3-O-β-D-xylopyranoside(28),24-epi-24-O-acetylhydroshengmanol-3-O-β-D-glucopyranoside (31),(23R,24R)23-O-acetyl-shengmanol-3-O-β-D-glucoside(36),(23R,24R)23-O-acetyl-shengmanol-3-O-β-D-galactoside(37)(3β,16β)-cycloartane-23-(acetyl)-3,16,23,24,25-pentol-3-(β-D-arabinpyranoside)(38),(3β)-cycloartane-23-(acetyl)-3,16,23,24, 25-pentol-16-en-15-one-3-(β-D-arabinpyranoside)(39,44),(3β)-cycloartane-3,16,23,24,25-pentol-7,16-dien-15-one-3-(β-D-arabinopyranoside)(42),(3β)-cycloartane-3,16,23,24,25-pentol-16-en-15-one-3-(β-D-xylopyranoside)(43),7β-hydroxy-23-epi-acteol-3-O-a-L-arabinopyranoside(45),7β-hydroxy-23-epi-acteol-3-O-β-D-xylosepyranosi de(46),shengmanol-3-O-β-D-glucopryanosyl-(1"â†'3’)-β-D-xylopyranoside(48),Yunna nterpene G(53),26-methoxy-acteol-12(18)-en(54),25-methoxy-24-O-acetylisohurinol (55),15,16-seco-shengmanolC(56)。The strutures of compounds from the Chukrasia tabularis A. Juss including9new ones, can be categorized into common phragmalin limonoids, C-19norphragmalin limonoids, phragmalin and mexincanolide limonoid and so on. And the9new ones have been named as14β,16-epoxy-15β-hydroxy-ent-pimara-7-one-19-oic acid (2), Chubularisin S (11), Velutinasin I (7), Tabulalide S (10), Chubularisins T (16), Chukvelutilides R (17), Chukvelutilides P (19), Chukvelutilides S (22).Selected9’19-cycloartane-type triterpenes from C. simplex wormsk were evaluated for activity against Acetylcholinesterase(AchE), five tumor cell lines(including HL-60, SMMC-7721, A-549, MCF-7, SW480), and fat metabolism. And indicated that tested compounds are all showed vary degree activities with IC50values from1.66to24.11μM, except for hydroxylshengmanol-type compounds. As24-O-acetyshengmanol-3-O-β-D-xylopyranoside(34) and26-deoxyactein(40) showed strong activity against fat metabolism. But the slected compounds from C. simplex Wormsk were show inactive against AchE. Selected Phragmalin-type limonoids from Chukrasia tabularis A. Juss evaluated for their activity on fat metabolism, showed inactive in this study.Finally, this dissertation reviews9,19-cycloartane-type triterpenes and phragmalin limonoids reported from genus cimicifuga and chukrasia since2000. And discovery of all these novel compounds and the results of bioassay tests enhanced our knowledge of constituents and bioactivities of Cimicifuga simplex Wormsk and Chukrasia tabularis A. Juss. They can all provide new scientific evidences and data for further research and even utilization of this species. |
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