Boldine

Boldine
Identifiers

CAS Number	476-70-0^N
3D model (JSmol)	Interactive image
ChemSpider	9748^Y
ECHA InfoCard	100.006.828
PubChem CID	10154
UNII	8I91GE2769^Y
InChI 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^Y Key: LZJRNLRASBVRRX-ZDUSSCGKSA-N^Y 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
SMILES CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)O
Properties
Chemical formula	C₁₉H₂₁NO₄
Molar mass	327.38 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Boldine is an alkaloid of the aporphine class that can be found in the boldo tree^[1] and in Lindera aggregata.^[2]

Boldine has antioxidant activity that effectively protects against free radical induced lipid peroxidation or enzyme inactivation. In addition, it has alpha-adrenergic antagonist activities in vascular tissue, and it has also been reported to have hepatoprotective, cytoprotective, antipyretic and anti-inflammatory effects.^[3]

References

↑ O'Brien, P.; Carrasco-Pozo, C.; Speisky, H. (2006). "Boldine and its Antioxidant or Health-Promoting Properties". Chemico-Biological Interactions. 159 (1): 1–17. PMID 16221469. doi:10.1016/j.cbi.2005.09.002.
↑ Han, Z.; Zheng, Y.; Chen, N.; Luan, L.; Zhou, C.; Gan, L.; Wu, Y. (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. PMID 18951552. doi:10.1016/j.chroma.2008.10.017.
↑ Zhang, A.; Zhang, Y.; Branfman, A. R.; Baldessarini, R. J.; Neumeyer, J. L. (2007). "Advances in Development of Dopaminergic Aporphinoids". Journal of Medicinal Chemistry. 50 (2): 171–181. PMID 17228858. doi:10.1021/jm060959i.

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