Basic information Uses Safety Supplier Related

dihydrolycorine

Basic information Uses Safety Supplier Related

dihydrolycorine Basic information

Product Name:
dihydrolycorine
Synonyms:
  • (1S,2S,3aR,12bS,12cR)-2,3,3a,4,5,7,12b,12c-Octahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol
  • 1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 2,3,3a,4,5,7,12b,12c-octahydro-, (1S,2S,3aR,12bS,12cR)-
  • Dihydrolycorine,inhibit,Inhibitor
  • Dihydrolycorine, 10 mM in DMSO
  • (1S,2S,3aR,3a1R,12bS)-2,3,3a,3a1,4,5,7,12b-Octahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol
CAS:
6271-21-2
MF:
C16H19NO4
MW:
289.33
Mol File:
6271-21-2.mol
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dihydrolycorine Chemical Properties

Melting point:
247 °C
Boiling point:
460.5±45.0 °C(Predicted)
Density 
1.48
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Cryst.
pka
14.13±0.40(Predicted)
color 
White to off-white
InChI
InChI=1S/C16H19NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h4-5,8,11,14-16,18-19H,1-3,6-7H2/t8-,11+,14+,15-,16-/m1/s1
InChIKey
VJILFEGOWCJNIK-MGRBZGILSA-N
SMILES
[C@H]1(O)[C@]2([H])[C@]3([H])N(CC[C@]3([H])C[C@@H]1O)CC1C2=CC2OCOC=2C=1
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dihydrolycorine Usage And Synthesis

Uses

Dihydrolycorine is a derivative of Lycorine, the main phenanthridine Amaryllidaceae alkaloid which exhibits significant antitumor activity in cancer cells that display resistance to proapoptotic stimuli.

Description

Dihydrolycorine is a derivative of the alkaloid lycorine that has antihypertensive and neuroprotective activities. It inhibits methoxamine-induced contraction of isolated rabbit aortic rings and rat anococcygeus muscle with pA2 values of 5.93 and 6.35, respectively. Dihydrolycorine reduces mean arterial pressure (MAP) in anesthetized and conscious normotensive rats when administered at a dose of 80 mg/kg. It also reduces electrically or phenylephrine-induced hypertension in pithed rats. Dihydrolycorine reduces infarct size, cerebral edema, and myeloperoxidase activity in a rat model of focal cerebral ischemia-reperfusion injury when administered following reperfusion.

Chemical Properties

Colorless columnar crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Lycoris radiata bulbs.

Uses

Dihydrolycorine is a derivative of Lycorine (L487550), the main phenanthridine Amaryllidaceae alkaloid which exhibits significant antitumor activity in cancer cells that display resistance to proapoptotic stimuli.

in vivo

Dihydrolycorine inhibits methoxamine-induced contraction of isolated rabbit aortic rings and rat anococcygeus muscle with pA2 values of 5.93 and 6.35, respectively[2].

target

Adrenergic Receptor

References

[1] B Y CHEN. [Hypotensive effect of dihydrolycorine].[J]. Zhongguo yao li xue bao = Acta pharmacologica Sinica, 1993, 14 1: 45-49.
[2] HONG-YAN CHEN. [Protective effect of hyperin on focal cerebral ischemia reperfusion injury in rats].[J]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine, 2006, 4 5: 526-529. DOI: 10.3736/jcim20060518

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