Alkaloids from the Leaves of Fissistigma Glaucescens

Two new alkaloids, glaucenamide ( 1 ) and fissiceine ( 2 ), along with fifteen known ones, liriodenine ( 3 ), oxocrebanine ( 4 ), kuafumine ( 5 ), oxoxylopine ( 6 ), atherospermidine ( 7 ), (‐)‐xylopine ( 8 ), (‐)‐N‐acetylxylopine ( 9 ), N‐trans‐feruloyltyramine ( 10 ), aristololactam BII ( 11 ), aristololactam BIII ( 12 ), aristololactam AII ( 13 ), piperolactam A ( 14 ), goniothalactam ( 15 ), norcepharadion B ( 16 ), and noraristolodione ( 17 ) were isolated from the methanolic extracts of the Fissistigma glaucescens. The structures of these compounds were established by means of spectral analysis.     

Two New Aporphine Alkaliods from Fissistigma bracteolatum

1，2－methylenedioxy-9-methoxy-N-methoxycarbonyl-aporphine and 1,2-methylenedioxy-8,9-dimethoxy-N-methoxycarbonyl-aporphine,two new alkaloids possessing a N-(methoxy carbonyl) group have been isolated from the stems of Fssistigma bracteolatum. Their structures were established on the basis of spectral analysis.     

A new morphinandienone alkaloid from the stems of Fissistigma tungfangense

A new morphinandienone alkaloid, fissistigmine A (1), together with three known alkaloids (2?4), were isolated and identified from the stems of Fissistigma tungfangense. Among them, fissistigmine A (1) represents the first example of a novel naturally occurring morphinandienone alkaloid with a unique cleavage of the C-9?N-17 bond. All isolated compounds were evaluated for their anti-rheumatoid arthritis activities via examining their anti-proliferative effects on synoviocytes in vitro. Compound 1 exhibited inhibitory effect on the proliferation of synoviocytes with an IC₅₀ value of 114.6 ± 2.2 μM.     

Comparative Research of Chemical Profiling in Different Parts of Fissistigma oldhamii by Ultra-High-Performance Liquid Chromatography Coupled with Hybrid Quadrupole-Orbitrap Mass Spectrometry

The roots of Fissistigma oldhamii (FO) are widely used as medicine with the effect of dispelling wind and dampness, promoting blood circulation and relieving pains, and its fruits are considered delicious. However, Hakka people always utilize its above-ground parts as a famous folk medicine, Xiangteng, with significant differences from literatures. Studies of chemical composition showed there were multiple aristolactams that possessed high nephrotoxicity, pending evaluation research about their distribution in FO. In this study, a sensitive, selective, rapid and reliable method was established to comparatively perform qualitative and semi-quantitative analysis of the constituents in roots, stems, leaves, fruits and insect galls, using an Ultra-High-Performance Liquid Chromatography coupled with Hybrid Quadrupole Orbitrap Mass Spectrometry (UPLC-Q-Exactive Orbitrap MS, or Q-Exactive for short). To make more accurate identification and comparison of FO chemicals, all MS data were aligned and screened by XCMS, then their structures were elucidated according to MSⁿ ion fragments between the detected and standards, published ones or these generated by MS fragmenter. A total of 79 compounds were identified, including 33 alkaloids, 29 flavonoids, 11 phenylpropanoids, etc. There were 54 common components in all five parts, while another 25 components were just detected in some parts. Six toxic aristolactams were detected in this experiment, including aristolactam AII, AIIIa, BII, BIII, FI and FII, of which the relative contents in above-ground stems were much higher than roots. Meanwhile, multivariate statistical analysis was performed and showed significant differences both in type and content of the ingredients within all FO parts. The results implied that above-ground FO parts should be carefully valued for oral administration and eating fruits. This study demonstrated that the high-resolution mass spectrometry coupled with multivariate statistical methods was a powerful tool in compound analysis of complicated herbal extracts, and the results provide the basis for its further application, scientific development of quality standard and utilization.