Geissolosimine

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Geissolosimine
Names
IUPAC name
(1R,12S,14S)-14-ethyl-9-[(14S,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraen-13-yl]-10-oxa-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6-triene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • InChI=1S/C38H44N4O/c1-3-21-18-40-14-13-38-28-10-6-8-12-30(28)42-36(38)27(24(21)17-33(38)40)20-43-37(42)34-25-15-32-35-26(23-9-5-7-11-29(23)39-35)16-31(34)41(32)19-22(25)4-2/h4-12,21,24-25,27,31-34,36-37,39H,3,13-20H2,1-2H3/b22-4-/t21-,24?,25-,27+,31?,32?,33?,34?,36?,37?,38-/m1/s1
    Key: CSVWQRLFFUNUND-KJSNTNJZSA-N
  • CC[C@@H]1CN2CC[C@@]34C2CC1[C@H]5C3N(C(OC5)C6[C@@H]\7CC8C9=C(CC6N8C/C7=C/C)C1=CC=CC=C1N9)C1=CC=CC=C41
Related compounds
Related compounds
Divaricine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Geissolosimine is an antiplasmodial indole alkaloid isolated from the bark of Geissospermum vellosii.[1]

References

  1. ^ Mbeunkui, Flaubert; Grace, Mary H.; Lategan, Carmen; Smith, Peter J.; Raskin, Ilya; Lila, Mary Ann (2012). "In vitro antiplasmodial activity of indole alkaloids from the stem bark of Geissospermum vellosii". Journal of Ethnopharmacology. 139 (2). Elsevier BV: 471–477. doi:10.1016/j.jep.2011.11.036. ISSN 0378-8741. PMID 22143154.