19-Epivoacristine

19-Epivoacristine.png 200px Methyl (20R)-20-hydroxy-12-methoxyibogamine-18-carboxylate Methyl (6S,6aS,7S,9R)-7-[(1R)-1-hydroxyethyl]-2-methoxy-7,8,9,10,12,13-hexahydro-5H-6,9-methanopyrido[1′,2′:1,2]azepino[4,5-b]indole-6(6aH)-carboxylate 20-Epivoacangarine; 19-Epi-voacangarine 6883-77-8 57523176 56842093 C[C@H]([C@H]1C[C@@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC)C(=O)OC)O 1S/C22H28N2O4/c1-12(25)16-8-13-10-22(21(26)28-3)19-15(6-7-24(11-13)20(16)22)17-9-14(27-2)4-5-18(17)23-19/h4-5,9,12-13,16,20,23,25H,6-8,10-11H2,1-3H3/t12-,13-,16-,20+,22-/m1/s1 OYMQKBZMKFJPMH-MDIKWQLESA-N 22 28 2 4 19-Epivoacristine is an indole alkaloid found in different species of Tabernaemontana, such as Tabernaemontana dichotoma, as well as in Peschiera affinis. Lemos TL, Andrade CH, Guimarães AM, Wolter-Filho W, Braz-Filho RF 19-Epivoacristine, an Iboga Alkaloid Isolated from Peschiera affinis Journal of the Brazilian Chemical Society 1996 7 2 123–126 10.5935/0103-5053.19960018 free It is also known as 20-epivoacangarine and 19-epi-voacangarine. Tabernaemontana dichotoma Roxb.ex Wall https://www.genome.jp/db/pcidb/kna_species/4589 PhytoChemical Interactions DB (PCIDB) Potential pharmacology 19-Epivoacristine may be a selective acetylcholinesterase (AChE) inhibitor in vitro. Vieira IJ, Medeiros WL, Monnerat CS, Souza JJ, Mathias L, Braz-Filho R, Pinto AC, Sousa PM, Rezende CM, Epifanio Rde A Two fast screening methods (GC-MS and TLC-ChEI assay) for rapid evaluation of potential anticholinesterasic indole alkaloids in complex mixtures Anais da Academia Brasileira de Ciências 80 3 419–26 September 2008 18797794 10.1590/s0001-37652008000300003 https://www.scielo.br/pdf/aabc/v80n3/a03v80n3.pdf free Chemistry 19-Epivoacristine can be prepared by potassium borohydride reduction of voacryptine. 12 May 2014 The Alkaloids: Chemistry and Physiology https://books.google.com/books?id=ovbJCgAAQBAJ&q=19-Epivoacristine&pg=PA83 Elsevier 83 9781483221960 Manske RH See also Voacristine Voacamine Apparicine Lochnericine References Category:Indole alkaloids Category:Alkaloids found in Apocynaceae Category:Heterocyclic compounds with 5 rings Category:Methyl esters Category:Methoxy compounds