Isolation And Structure Elucidation Of Metabolites From Gnetum Pendulum And One Actinomycete With Biological Halogenation

Discovering new active natural products from natural resources is an important approach for new drug research and development. Traditional nature product chemistry is focused on isolation, purification and structure elucidation. The pure compound's structure was determined by UV, IR, MS and NMR, its biological activity was tested by in vitro or in vivo experiment.In our investigation of chemical constituents from Gnetum Pendulum, four compounds were isolated by the methods of normal-phase silica gel and sephadex LH-20 chromatography. Then the compounds were elucidated on the basis of chemical and spectral methods. Four compounds were elucidated as 3, 5-dihydroxy-4-methoxystilbene (â… ), pinosylvin (â…¡), rhapontigenin (â…¢) and shegansu B (â…£), the compoundâ… is a new compound.Sarcina lutea (ATCC 9341) and Bacillus subtilis (ATCC 6633) were treated as bioassay-guided, they led to the isolation of the active constituents. Compounds have been isolation from the actinomycete by repeatedly chromatography on normal and reversed-phase silica gel columns, sephadex LH-20 and final purification by reversed preparative HPLC. By detailed analysis of the spectral data (IR, ESIMS, 1HNMR, 13CNMR, DEPT, COSY, NOESY, HMBC), seven of them were elucidated as following, 8-chloro-genistein(1), genistein(2), daidzein(3), 3',4',7-trihydroxy- isoflavone(4), formononetin(5), 5-hydroxy-5-methylhex-2-enoic acid(6) and adenosine(7). 5-hydroxy-5-methylhex-2-enoic acid(6) and adenosine(7) have good antibacterial activity.In the compounds isolated from the actinomycete, 8-chloro-genistein(1) was deduced the biological halogenation product of genistein, From the time course profile of this biotransformation, 8-chloro-genistein was observed from the third day of fermentation. The result completely confirmed that the actinomycete have biological halogenation characteristic.