Boldine

Boldine
Names
IUPAC name
1,10-Dimethoxyaporphine-2,9-diol
Systematic IUPAC name
(6aS)-1,10-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.006.828 Edit this at Wikidata
UNII
  • InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1 checkY
    Key: LZJRNLRASBVRRX-ZDUSSCGKSA-N checkY
  • InChI=1/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1
    Key: LZJRNLRASBVRRX-ZDUSSCGKBM
  • CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)O
Properties
C19H21NO4
Molar mass 327.380 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Boldine is an alkaloid of the aporphine class that is characteristic of the boldo tree Peumus boldus Molina. It is the most abundant alkaloid found in boldo bark,[1] although it is not present in the leaves.[2] Boldine is also found in Lindera aggregata.[3]

References

[edit]
  1. ^ O'Brien, P.; Carrasco-Pozo, C.; Speisky, H. (2006). "Boldine and its Antioxidant or Health-Promoting Properties". Chemico-Biological Interactions. 159 (1): 1–17. doi:10.1016/j.cbi.2005.09.002. PMID 16221469.
  2. ^ Fuentes-Barros, G.; Castro-Saavedra, S.; Liberona, L.; et al. (2018). "Variation of the alkaloid content of Peumus boldus (boldo)". Fitoterapia. 127 (2): 179–185. doi:10.1016/j.fitote.2018.02.020. PMID 29454020.
  3. ^ Han, Z.; Zheng, Y.; Chen, N.; et al. (2008). "Simultaneous Determination of Four Alkaloids in Lindera aggregata by Ultra-High-Pressure Liquid Chromatography–Tandem Mass Spectrometry". Journal of Chromatography A. 1212 (1–2): 76–81. doi:10.1016/j.chroma.2008.10.017. PMID 18951552.