1036244-18-4Relevant articles and documents
Total Synthesis of the Endocannabinoid Uptake Inhibitor Guineensine and SAR Studies
Bartholom?us, Ruben,Nicolussi, Simon,Baumann, Alice,Rau, Mark,Sim?o, Ana Catarina,Gertsch, Jürg,Altmann, Karl-Heinz
, p. 1590 - 1596 (2019)
Guineensine ((2E,4E,12E)-13-(benzo[d][1,3]dioxol-5-yl)-N-isobutyltrideca-2,4,12-trienamide) is a plant-derived natural product that inhibits reuptake of the endocannabinoid anandamide with sub-micromolar potency. We have established a highly efficient tot
Preparation method of guineensine
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, (2019/05/15)
A synthesis method of guineensine includes steps of: 1) performing a nucleophilic reaction on a compound A with 1-phenyl-5-thiol-1H-1,2,3,4-tetrazole under alkaline conditions to obtain a compound B;2) oxidizing the compound B with ammonium tungstate and
Practical and efficient approach to the synthesis of guineensine
Shingala, Shailesh D.,Venkateswar Reddy,Sateesh Chandra Kumar,Ashok Yadav,Suresh Babu
, p. 128 - 135 (2011/04/15)
A total synthesis of guineensine, a secondary metabolite of the Piperaceae family, has been executed in 12 steps with an overall yield of 27%. Key steps in the synthesis featured novel application of a Julia-Kocienski olefination reaction which effectively constructed alkenamide skeleton. This contributes a unique approach to the synthesis of the piperamide alkaloids.
Total synthesis of artochamins F, H, I, and J through cascade reactions
Nicolaou,Lister, Troy,Denton, Ross M.,Gelin, Christine F.
, p. 4736 - 4757 (2008/09/21)
A concise and efficient cascade-based total synthesis of artochamins F, H, I, and J is described. The potential biogenetic connection between artochamin F, or a derivative thereof, and artochamins H, I, and J, through an unusual formal [2+2] cycloaddition