Biosynthesis of lignans. Part I . Biosynthesis of Arctiin (3) and Phillyrin (5)

Lignans constitute a class of naturally occuring phenolic compounds, widely distributed in higher plants. They are formally composed of two phenylpropanoid units, stercospecifically joined at the /f-carbon atoms of their side chains. Their biosynthesis has as yet not been investigated. To sec, if these plant phenolics originate from simple phenylpropancs, various radioactively labelled, putative precursors were fed to Forsythia shoots. Chemically synthezised arylpropane derivatives, such as Ή/1 'C-glucoferulic acid, -glucoferulic aldehyde, and -coniferin were incorporated into the lignans arctiin (3) and phillyrin (5) while 3H-3,4-dimcthoxycinnamic acid was not incorporated. From these results i t may be concluded that the hydroxylated compounds are direct precursors of these dimeric phenylpropanes and are incorporated through a dimerisation step without degradation of the Q - Q skeleton

Stereospecificity of cinnamyl alcohol dehydrogenase and synthesis of stereospecifically labelled coniferyl alcohol

Using horse liver alcohol dehydrogenase, stereospecifically tritiated (R)- and (S)-(γ-3H)-coniferyl alcohol was synthesized. Using both of these substrates it was demonstrated that cinnamyl alcohol dehydrogenase from lignifying Forsythia tissue specifically removes the pro-R-hydrogen atom of coniferyl alcohol in the oxidation to the aldehyde. This also means that in the reverse reaction the A-hydrogen of NADPH is transferred to the Re-site of coniferyl aldehyde

Utilization of Polislidae Wasp Venom as Potential New Insect Drugs in the R&D of Wellness Industry

The Polislidae wasp, one species of omnivorous social insects mainly living in the bush or under the leaves. The wasp has a venom sac in its tail, and the venom secreted by a sting can cause a series of body reactions and diseases. Multiple organ failure could be the outcome of wasp sting, if timely treatment or rescue has not been performed. Based on published reports on wasp sting related to medical concerns in recent years, this review summarizes the symptoms caused by wasp sting and corresponding mechanisms of actions. The medical application and relational utilization of the title insect is suggested derived from findings of the systematic review. Furthermore, we herewith sketch the perspectives of R&D on the venom of Polislidae wasp. It is expected to afford comprehensive references and be useful for broader study on the natural components and pharmacological effects of wasp venom

Molecular Architecture of Strictosidine Glucosidase: The Gateway to the Biosynthesis of the Monoterpenoid Indole Alkaloid Family[W]

Strictosidine β-d-glucosidase (SG) follows strictosidine synthase (STR1) in the production of the reactive intermediate required for the formation of the large family of monoterpenoid indole alkaloids in plants. This family is composed of ∼2000 structurally diverse compounds. SG plays an important role in the plant cell by activating the glucoside strictosidine and allowing it to enter the multiple indole alkaloid pathways. Here, we report detailed three-dimensional information describing both native SG and the complex of its inactive mutant Glu207Gln with the substrate strictosidine, thus providing a structural characterization of substrate binding and identifying the amino acids that occupy the active site surface of the enzyme. Structural analysis and site-directed mutagenesis experiments demonstrate the essential role of Glu-207, Glu-416, His-161, and Trp-388 in catalysis. Comparison of the catalytic pocket of SG with that of other plant glucosidases demonstrates the structural importance of Trp-388. Compared with all other glucosidases of plant, bacterial, and archaeal origin, SG's residue Trp-388 is present in a unique structural conformation that is specific to the SG enzyme. In addition to STR1 and vinorine synthase, SG represents the third structural example of enzymes participating in the biosynthetic pathway of the Rauvolfia alkaloid ajmaline. The data presented here will contribute to deciphering the structure and reaction mechanism of other higher plant glucosidases