19-Epivoacristine

19-Epivoacristine
Identifiers
	IUPAC name methyl (1S,15R,17S,18S)-17-[(1R)-1-hydroxyethyl]-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate;
CAS Number	6883-77-8;
PubChem CID	56842093;
Chemical and physical data
3D model (JSmol)	Interactive image;
	SMILES 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;
	InChI InChI=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; Key:OYMQKBZMKFJPMH-MDIKWQLESA-N;

19-Epivoacristine is a indole alkaloid found in different species of Tabernaemontana such as Tabernaemontana dichotoma as well as in Peschiera affinis.[1] Its also known as 20-Epivoacangarine and 19-epi-Voacangarine. [2]

Uses

Medical

Pharmacology

It appears to be selective AChE inhibitor.[3]

Pharmacodynamics

Pharmacokinetics

Chemistry

Synthesis

It's prepared from potassium borohydride reduction of voacryptine.[4]

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References

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[1] "19-Epivoacristine, an Iboga Alkaloid Isolated from Peschiera affinis".

[2] ttps://www.genome.jp/db/pcidb/kna_species/4589

[3] "Annals of the Brazilian Academy of Sciences" (PDF).

[4] The Alkaloids: Chemistry and Physiology. p. 83.