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1900-29-4

1900-29-4 Structure

1900-29-4 Structure
IdentificationBack Directory
[Name]

(-)-4,6'-Dimethoxy-6-methyl-3,4'-dioxospiro[benzofuran-2(3H),1'-[2,5]cyclohexadiene]-2'-carboxylic acid methyl ester
[CAS]

1900-29-4
[Synonyms]

Trypacidin
(-)-4,6-Dimethoxy-6-methyl-3,4-dioxospiro[benzofuran-2(3H),1-[2,5]cyclohexadiene]-2-carboxylic acid methyl ester
(-)-4,6'-Dimethoxy-6-methyl-3,4'-dioxospiro[benzofuran-2(3H),1'-[2,5]cyclohexadiene]-2'-carboxylic acid methyl ester
Spiro[benzofuran-2(3H),1'-[2,5]cyclohexadiene]-2'-carboxylic acid, 4,6'-dimethoxy-6-methyl-3,4'-dioxo-, methyl ester, (-)-
[Molecular Formula]

C18H16O7
[MDL Number]

MFCD01684067
[MOL File]

1900-29-4.mol
[Molecular Weight]

344.32
Chemical PropertiesBack Directory
[Melting point ]

228-231 °C(Solv: methanol (67-56-1))
[Boiling point ]

582.2±50.0 °C(Predicted)
[density ]

1.37±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: Soluble
Methanol: Soluble
[form ]

A solid
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
Hazard InformationBack Directory
[Uses]

Trypacidin is the conidia-bound metabolite with antiprotozoal activity. Trypacidin has a protective function against phagocytes both in the environment and during the infection process[1].
[Biological Activity]

Trypacidin is a fungal metabolite originally isolated from A. fumigatus.1 It is active against B. subtilis and M. bovis (MICs = 12.5 and 1.25 μg/ml, respectively), as well as T. cruzi and T. gondii (MICs = 5-10 and 10-20 μg/ml, respectively).1,2 It reduces viability and induces lysis of A549 human lung cancer cells (IC50s = 7.4 μM for both).3 Trypacidin increases survival in a mouse model of T. gondii infection when administered in six doses of 12.5 mg/kg each.1
[storage]

-20°C
[References]

1.Balan, J., Ebringer, L., Nemec, P., et al.Antiprotozoal antibiotics. II. Isolation and characterization of trypacidin, a new antibiotic, active against Trypanosoma cruzi and Toxoplasma gondiiJ. Antibiot. (Tokyo)16157-160(1963) 2.Song, Z., Liu, Y., Gao, J., et al.Antitubercular metabolites from the marine-derived fungus strain Aspergillus fumigatus MF029Nat. Prod. Res.1-8(2019) 3.Gauthier, T., Wang, X., Dos Santos, J.S., et al.Trypacidin, a spore-borne toxin from Aspergillus fumigatus, is cytotoxic to lung cellsPLoS One7(2)e29906(2012)
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