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Rodiasine

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Revision as of 16:51, 10 August 2011 by CheMoBot (talk | contribs) (Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)
Rodiasine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C38H42N2O6/c1-39-13-11-24-19-33(43-4)34-21-26(24)29(39)17-22-7-9-31(41)27(15-22)28-16-23(8-10-32(28)42-3)18-30-36-25(12-14-40(30)2)20-35(44-5)37(45-6)38(36)46-34/h7-10,15-16,19-21,29-30,41H,11-14,17-18H2,1-6H3/t29-,30+/m1/s1Key: HIQZXOFBXJICTD-IHLOFXLRSA-N
  • InChI=1/C38H42N2O6/c1-39-13-11-24-19-33(43-4)34-21-26(24)29(39)17-22-7-9-31(41)27(15-22)28-16-23(8-10-32(28)42-3)18-30-36-25(12-14-40(30)2)20-35(44-5)37(45-6)38(36)46-34/h7-10,15-16,19-21,29-30,41H,11-14,17-18H2,1-6H3/t29-,30+/m1/s1Key: HIQZXOFBXJICTD-IHLOFXLRBV
SMILES
  • O(c1ccc5cc1c2c(O)ccc(c2)C7N(CCc6cc(OC)c(Oc3c4c(cc(OC)c3OC)CCN(C)4C5)cc67)C)C
Properties
Chemical formula C38H42N2O6
Molar mass 622.75 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Rodiasine is an cyclic bisbenzylisoquinoline alkaloid that was first isolated from the South American greenheart tree Chlorocardium rodiei. The synthesis of O-demethylrodiasine (antioquine) and its derivatives, and the possible application of these compounds as anti-cancer, calcium channel blockers, and anti-parasitic drugs has been described.

References

  1. Grundon, M.F. (1966). "Alkaloids from greenheart. Part III. The structure of rodiasine. Mass spectra of bisbenzylisoquinoline alkaloids". Journal of the Chemical Society C: Organic. 1966: 1082–1084. doi:10.1039/J39660001082. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help)
  2. Bentley, K. W. (1996). "β-Phenylethylamines and the isoquinoline alkaloids" (PDF). Natural Product Reports. 13 (2): 127–150. doi:10.1039/NP9961300127.
  3. D'Ocon MP, Candenas ML, Anselmi E, Zafra-Polo MC, Cortes D (1989). "Antioquine: a new bisbenzylisoquinoleine alkaloid with calcium antagonist activity". Arch Int Pharmacodyn Ther. 297: 205–16. PMID 2730236.{{cite journal}}: CS1 maint: multiple names: authors list (link)


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