10605-03-5

10605-03-5 structure
10605-03-5 structure
  • Name: Dehydrocorydaline chloride
  • Chemical Name: 2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,chloride
  • CAS Number: 10605-03-5
  • Molecular Formula: C22H24ClNO4
  • Molecular Weight: 401.88300
  • Catalog: Signaling Pathways MAPK/ERK Pathway p38 MAPK
  • Create Date: 2017-02-12 06:43:24
  • Modify Date: 2024-01-13 10:56:19
  • Dehydrocorydaline chloride is an alkaloidal that has anti-inflammatory and anti-cancer activities. Dehydrocorydaline chloride can elevate p38 MAPK activation.

Name 2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,chloride
Synonyms 2,3,9,10-Tetramethoxy-13-methyl-5,6-dihydro-isochino[3,2-a]isochinolinylium,Chlorid
dehydrocorydaline chloride
ddehydrocorydaline chloride
Dansyl-D-Phe
N-[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]-D-phenylalanine
Dansyl-(R)-phenylalanine
Dansyl-D-phenylalanine
2,3,9,10-tetramethoxy-13-methyl-5,6-dihydro-isoquino[3,2-a]isoquinolinylium,chloride
N-(1-dimethylamino-5-naphthalenesulfonyl)-D-phenylalanine
D-Dansylphenylalanine
N-Dansyl-D-phenylalanine
13-Methylpalmatine chloride
Description Dehydrocorydaline chloride is an alkaloidal that has anti-inflammatory and anti-cancer activities. Dehydrocorydaline chloride can elevate p38 MAPK activation.
Related Catalog
Target

p38 MAPK[1]

In Vitro Treatment of C2C12 myoblasts with 500 nM Dehydrocorydaline increases the expression levels of muscle-specific proteins, including MyoD, myogenin and myosin heavy chain. Treatment with Dehydrocorydaline elevates p38 MAPK activation and the interaction of MyoD with an E protein. Furthermore, defects in differentiation-induced p38 MAPK activation and myoblast differentiation induced by depletion of the promyogenic receptor protein Cdo in C2C12 myoblasts are restored by Dehydrocorydaline treatment[1]. Dehydrocorydaline significantly inhibits MCF-7 cell proliferation in a dose- dependent manner, which can be reversed by a caspase-8 inhibitor, Z-IETD-FMK. Dehydrocorydaline increases DNA fragments without affecting ΔΨm. Western blotting assay shows that dehydrocorydaline dose-dependently increases Bax protein expression and decreases Bcl-2 protein expression. Furthermore, dehydrocorydaline induces activation of caspase-7,-8 and the cleavage of PARP without affecting caspase-9. These results show that dehydrocorydaline inhibits MCF-7 cell proliferation by inducing apoptosis mediated by regulating Bax/Bcl-2, activating caspases as well as cleaving PARP[3].
In Vivo Dehydrocorydaline (3.6, 6 or 10 mg/kg, i.p.) shows a dose-dependent antinociceptive effect in the acetic acid-induced writhing test and significantly attenuates the formalin-induced pain responses in mice. In the formalin test, dehydrocorydaline decreases the expression of caspase 6 (CASP6), TNF-α, IL-1β and IL-6 proteins in the spinal cord. These findings confirm that Dehydrocorydaline has antinociceptive effects in mice[2].
Cell Assay Briefly, MCF-7 cells (1×104 cells/well) are seeded in 96-well plates and treated with different concentrations of dehydrocorydaline (0-200 μM) for 24 h. The cell viability is determined. To explore the role of caspase-8 in dehydrocorydaline induced cytotoxicity, a caspase-8 inhibitor Z-IETD-FMK (10 μM) is co-incubated with 200 μM dehydrocorydaline.
Animal Admin Briefly, the mice are placed individually in glass beakers and are allowed to acclimate for 30 min before the test. The vehicle or Dehydrocorydaline (3.6, 6 or 10 mg/kg) are injected (10 ml/kg, i.p.) 15 min prior to the formalin injection. Morphine (10 mg/kg) or diclofenac sodium (20 mg/kg) are injected 15 and 30 min, respectively, prior to the formalin injection as positive controls. Then, 25 μL of a 5% formalin solution is injected into the plantar surface of the right hind paw of each mouse. Immediately after the formalin injection, the mice are placed individually in the beakers, and a mirror is placed under the beaker to allow clear observation of the paws of the animals. The time that the animals spent on biting/licking the injected paw is measured with a stopwatch every 5 min and considered as indication of nociception.
References

[1]. Yoo M, et al. Dehydrocorydaline promotes myogenic differentiation via p38 MAPK activation. Mol Med Rep. 2016 Oct;14(4):3029-36.

[2]. Yin ZY, et al. Antinociceptive effects of dehydrocorydaline in mouse models of inflammatory pain involve the opioid receptor and inflammatory cytokines. Sci Rep. 2016 Jun 7;6:27129

[3]. Xu Z, et al. Dehydrocorydaline inhibits breast cancer cells proliferation by inducing apoptosis in MCF-7 cells. Am J Chin Med. 2012;40(1):177-85.

Density 1.23g/cm3
Boiling Point 607.6ºC at 760 mmHg
Molecular Formula C22H24ClNO4
Molecular Weight 401.88300
Flash Point 179.9ºC
Exact Mass 401.13900
PSA 40.80000
LogP 0.69720
Vapour Pressure 1.05E-14mmHg at 25°C
Index of Refraction 1.615
Storage condition -20°C

~84%

10605-03-5 structure

10605-03-5

Literature: Hanaoka; Yoshida; Mukai Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 12 p. 3264 - 3267

~%

10605-03-5 structure

10605-03-5

Literature: Hanaoka; Yoshida; Mukai Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 12 p. 3264 - 3267
Precursor  2

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