Strychnos 1990 - 2004 - Crops for the Future

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Author Title Year Source title Reference Bonjoch J; Sole D; Garcia Rubio S; Bosch J A general synthetic entry to strychnos alkaloids of the curan type via a common 3 1997 Journal of the American Chemical Society 119(31): 7230-7240 Abstract A general strategy for the synthesis of pentacyclic Strychnos alkaloids with the curan skeleton has been developed. It utilizes 3a-(2-nitrophenyl)hexahydroindol-4-one (23), which was prepared from 2- alkyl-2-(2-nitrophenyl)-1,3-cyclohexanedione (15), as the common, pivotal intermediate. Three different procedures have been employed for the closure of the bridged piperidine D ring from 23: (i) an intramolecular Michael-type conjugate addition; (ii) a Ni(COD)(2)-promoted biscyclization that assembles B and D rings in a single synthetic step, and (iii) an intramolecular cyclization of an enone-propargylic silane system. when necessary, depending on the procedure used, introduction of the oxidized one-carbon substituent at C-16, closure of the indole ring, and/or adjustment of the functionality of the C-20 two-carbon chain constitute the last stages of the synthetic route to the title alkaloids. The procedure involving the cyclization of a propargylic silane has been successfully extended to the enantiospecific synthesis of (-)-tubifolidine starting from the enantiopure 3a-(2- nitrophenyl)hexahydroindolone (-)-51, which was prepared taking advantage of the prochiral c h a r a c t e r o f c y c l o h e x a n e d i o n e 1 5 . Author Title Year Source title Reference Abstract DeLaude C; DeLaude L African Strychnos alkaloids 1997 Bulletin Societe Royale Des Sciences De Liege 66(4): 183-286 -
Author Title Year Source title Reference Gu Z; Li T; Xiao O; Chen J; Lian W Studies on the chemical constituents of Strychnos nitida G Don 1997 Zhongguo Zhongyao Zazhi 22(1): 40-41 Abstract Six compounds were isolated from the root and stem of Strychnos nitida for the first time. On the basis of chemical properties and spectral data, the compounds were identified as beta-sitosterol, strychnine, brucine, cantieyine, lignoceric acid and palmitic acid. Author Title Year Source title Reference Gu ZP; Zhang SM; Wang CL; Lian WY; Xiao PG; Chen JM Determarion of strychnine and brucine in Strychnos by HPLC 1997 Acta Pharmaceutica Sinica 32(10): 791-794 Abstract The determination of strychnine and brucine by HPLC is described and its application to the seeds, roots, stems and leaves of 10 Strychnos species from various parts of China is reported. The analytical column used was ZY110 YNG-C18. The mobile phase was (0.01 m KH2PO4):MeOH (73:27), at pH 2.5 regulated by 10% H3PO4. Flow rate was 1.0 ml/min. The detection wavelength was 264 nm. The linear range was 0.18-7.26 micro g for strychnine and 0.11-4.32 micro g for brucine. The recoveries of strychnine and brucine were 98.27% and 98.04%, respectively. Results showed that strychnine and brucine contents exhibited great differences between samples from different species. The contents of strychnine in the seeds of Strychnos wallichiana and S. ignatii were 5.6% and 3.9%, respectively, showing that these 2 Strychnos species could be developed as s o u r c e s o f s t r y c h n i n e . Author Title Year Source title Reference Abstract Kuehne, M. E. and F. Xu Syntheses of strychnan- and aspidospermatan-type alkaloids. 9. The enantioselecti 1997 Journal of Organic Chemistry 62(23): 7950-7960 -
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Strychnos 1990 - 2004 - Crops for the Future

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