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Involucratine, Saussureamine B

Chemical Name: 1-[(3R,3aS,9bS)-6,9-Bismethylene-2-oxoperhydroazulene[4,5-b]furan-3-ylmethyl]pyrrolidine-2(S)-carboxylic acid
CAS No. 126209-82-3
项目整合开发状态: Biological Testing
项目研究机构: Kuraray (Originator)
合成路线:By condensation of costunolide (I) (isolated from the dried roots of Chinese plant Saussurea lappa) with L-proline (II) by means of Et3N in refluxing ethanol.

合成路线:By condensation of dehydrocostus lactone (I) (isolated from the dried roots of Chinese plant Saussurea lappa) with L-proline (II) by means of Et3N in refluxing ethanol.

合成路线:By condensation of dehydrocostus lactone (I) (isolated from the dried roots of Chinese plant Saussurea lappa) with L-asparagine (II) by means of Et3N in refluxing ethanol.

合成路线:The epoxidation of costunolide (I) (isolated from the dried roots of Chinese plant Saussurea lappa) with MCPBA followed by cyclization by means of BF3稥t2O gives a mixture of two furo-naphthalene derivatives that is separated by gel chromatography.The desired isomer (II) is finally condensed with L-proline (III) by means of Et3N in refluxing ethanol.

合成路线:The epoxidation of costunolide (I) (isolated from the dried roots of Chinese plant Saussurea lappa) with MCPBA followed by cyclization by means of BF3稥t2O gives a mixture of two furo-naphthalene derivatives that is separated by gel chromatography.The desired isomer (II) is finally condensed with L-proline (III) by means of Et3N in refluxing ethanol.
📌 参考资料/链接:
参考文献标题:Absolute stereostructures and syntheses of saussureamines A,B,C,D and E,amino acid-sesquiterpene conjugates with gastroprotective effect,from the roots of Saussurea lappa
文献作者:Matsuda,H.; et al.
参考来源:Tetrahedron 2000,56(39),7763