| This PhD dissertation investigated chemical constituents of an ethanolic extract of a plant source of an ethnic medicine "Shou-zhang-shen", the dried tuber of Gymnadenia conopsea R. Br.. By using a variety of chromatographic techniques 50 compounds were isolated, and their structures were characterized by spectroscopic analyses and chemical methods. The names and structures of the purified constituents are listed in Table 1 and Figure 1. Among them, 1*-14*,15-19,25-40,45,47,48 and 50 were obtained from the genus Gymnadenia for the first time, and 1*-14* possessed new structures consisting of four phenolic diglucosides of 4-hydroxybenzyl alcohol (1*-4*), five mono- or bis(4-glycosyloxybenzyl) 2-isobutyltartrates (5*-4*), one 4-glycosyloxybenzyl 2-isobutylmalate (10*), two cyclodipeptide (11* and 12*), one 3-benzylcyclopent-4-en-1,3-dione derivative (13*), and a 3-phynylcyclopent-4-en-2-en-1-one derivative (14*). These compounds were screened on several pharmacological models. At a concentration of 10-6 mol/L, 37,39 and 40 showed antioxidative activity inhibiting Fe+2-cystine induced rat liver microsomal lipid peroxidation with inhibitory rates of 53%, 59% and 52%. At a concentration of 10-6 M, 24 was active against serum deprivation-induced SH-SY5Y apoptosis. At a concentration of 10-5 M, the tested compounds were inactive against several human cancer cell lines including human colon cancer (HCT-8), hepatoma (Bel7402), stomach cancer (BGC-823), lung adenocarcinoma (A549), and human ovarian cancer (A2780), as well as against acetylcholine esterase (AChE) and monoamine oxidase (MAO). In addition, 31 that showed in vivo sedative-hypnotic actitvity, and 10 derivatives (S1-S10), together with 2-isobutylmaleic acid that showed neuroprotective effects on memory deficits and pathological changes in senescent mice, were synthesized.
|
PDF Full Text Request