<Suppliers Price>

Methyl pyropheophorbide-a

Names

[ CAS No. ]:
6453-67-4

[ Name ]:
Methyl pyropheophorbide-a

[Synonym ]:
3-Phorbinepropanoic acid, 9-ethenyl-14-ethyl-24,25-dihydro-4,8,13,18-tetramethyl-20-oxo-, methyl ester
Methyl pyrophaeophorbide a
9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoi
Methyl 3-(14-ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinyl-24,25-dihydro-3-phorbinyl)propanoate
MPP A
PYROPHEOPHORBIDE A METHYL ESTER
MFCD00057989
Methyl pyropheophorbide a
Methyl-13-decarboxy-methyl phaeophorbide-a
9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoicacid meth
Pyropheophorbide-alpha methyl ester
Methyl carbamic pyrophyllate a

Biological Activity

[Description]:

Methyl pyropheophorbide-a (Pyropheophorbide-a methyl ester), a chlorophyll-a derivative, and is a potent photosensitizer that can be used in photodynamic therapy (PDT) of cancer. Methyl pyropheophorbide-a has photodynamic activity and can induce apoptosis and inhibit tumor growth[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others

[In Vitro]

Pyropheophorbide-a methyl ester (2 μM; 12 h) inhibits the cell cycle progression from the G0/G1-phases and induces apoptosis at the light dosage of 55.6 kJ/m2 in PC-3M cells[2]. Pyropheophorbide-a methyl ester (0.2-15 μM; 20 h) has no significant dark cytotoxicity in NCI-h446 cells[1]. Pyropheophorbide-a methyl ester (0.1-15 μM; 20 h) mediates a dose-dependent photocytotoxicity in the NCI-h446 cells[1]. Pyropheophorbide-a methyl ester (2-4 μM; 0-24 h) induces apoptosis of NCI-h446 cells in a time-dependent manner[1]. Pyropheophorbide-a methyl ester (0.5-4 μM; 0-20 h) shows a photocytotoxicity in PC-3M cells[2]. Apoptosis Analysis[1] Cell Line: PC-3M cells Concentration: 2 μM Incubation Time: 12 h Result: Apoptosis rate was about 0.27%, 6.15%, 20.49%, 50.76%, 65.39%, 64.92%, and 64.37% at 1, 3, 6, 12, 18, and 24 h posttreatment, respectively under the conditions of LC75 (2 μM+55.6 kJ/m2).

[In Vivo]

Pyropheophorbide-a methyl ester (15 mg/kg; tail vein and topical injection) inhibits the growth of PC-3M tumors in mice[2]. Animal Model: Male BALB/c nude mice (6-8 weeks, 16-20 g) bearing PC-3M tumor[2] Dosage: 15 mg/kg Administration: Tail vein injection and topical injection Result: The tumor volume and the weight inhibition rate were 46.78%, 41.84% in tail vein injection group and 78.66%, 72.07% in topical injection group, respectively.

[References]

[1]. Sun X, et, al. Photodynamic therapy with pyropheophorbide-a methyl ester in human lung carcinoma cancer cell: efficacy, localization and apoptosis. Photochem Photobiol. 2002 Jun;75(6):644-51.

[2]. Tian Y, et, al. Cell death induced by MPPa-PDT in prostate carcinoma in vitro and in vivo. Biochem Biophys Res Commun. 2006 Sep 22;348(2):413-20.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
924.1±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C34H36N4O3

[ Molecular Weight ]:
548.675

[ Flash Point ]:
512.7±34.3 °C

[ Exact Mass ]:
548.278748

[ PSA ]:
99.67000

[ LogP ]:
6.95

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.642

[ Storage condition ]:
-20°C

MSDS


Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.