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Acetylcorynoline

From Wikipedia, the free encyclopedia
Acetylcorynoline
Names
Systematic IUPAC name
(5bR,6S,12bR)-5b,13-Dimethyl-5b,6,7,12b,13,14-hexahydro-2H,10H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-6-yl acetate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.208.690 Edit this at Wikidata
UNII
  • InChI=1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+,23-/m0/s1
    Key: PUHCFWFODBLSAP-WWNPGLIZSA-N
  • InChI=1/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+,23-/m0/s1
    Key: PUHCFWFODBLSAP-WWNPGLIZBS
  • CC(=O)O[C@H]1CC2=CC3=C(C=C2[C@@H]4[C@]1(C5=C(CN4C)C6=C(C=C5)OCO6)C)OCO3
Properties
C23H23NO6
Molar mass 409.438 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Acetylcorynoline is a bio-active isolate of Corydalis ambigua. It inhibits the maturing of bone marrow-derived dendritic cells in mice. However, it is only cytotoxic in amounts of greater than 20 μM.[1]

References

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  1. ^ Fu, RH; Wang, YC; Liu, SP; Chu, CL; Tsai, RT; Ho, YC; Chang, WL; Chiu, SC; Harn, HJ; Shyu, WC; Lin, SZ (2013). Caldwell, Charles C (ed.). "Acetylcorynoline impairs the maturation of mouse bone marrow-derived dendritic cells via suppression of IκB kinase and mitogen-activated protein kinase activities". PLOS ONE. 8 (3): e58398. Bibcode:2013PLoSO...858398F. doi:10.1371/journal.pone.0058398. PMC 3589392. PMID 23472193.
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