thielavin A Chemical Properties

Melting point:

235-236 °C

Boiling point:

850.0±65.0 °C(Predicted)

Density 

1.371±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

DMF: souble; DMSO: souble; Ethanol: soluble

form 

White to off-white powder.

pka

2.82±0.28(Predicted)

thielavin A Usage And Synthesis

Description

Thielavin A is a fungal metabolite originally isolated from T. terricola that is related to thielavin B . Thielavin A inhibits COX, blocking both the conversion of arachidonic acid to prostaglandin H₂ (PGH₂; ) and the conversion of PGH₂ to PGE₂ (; IC₅₀s = 10 and 40 μM, respectively). Thielavin A also inhibits glucose-6-phosphatase in rat liver microsomes (IC₅₀ = 4.6 μM). It is a non-competitive inhibitor of α-glucosidase from S. cerevisiae (IC₅₀ = 23.8 μM; K_i = 27.8 μM).

Uses

The fungal metabolite, thielavin A, and its relatives are glucose-6-phosphatase inhibitors. The three benzoic acid units are essential for inhibition. Thielavin A was originally isolated as a inhibitor of prostaglandin biosynthesis. The closely related thielavin B is a telomerase and cell wall transglycosylation inhibitor.

Uses

Thielavin A acts as an inhibitor of prostagladins biosynthesis.

References

[1] N KITAHARA. The structures of thielavins A, B and C. Prostaglandin synthetase inhibitors from fungi.[J]. Journal of Antibiotics, 1983, 36 5: 599-600. DOI: 10.7164/antibiotics.36.599
[2] N KITAHARA. Thielavin A and B, new inhibitors of prostaglandin biosynthesis produced by Thielavia terricola.[J]. Journal of Antibiotics, 1981, 34 12: 1562-1568. DOI: 10.7164/antibiotics.34.1562
[3] SHINICHI SAKEMI  et al. et al. Thielavins as Glucose-6-phosphatase (G6Pase) Inhibitors: Producing Strain, Fermentation, Isolation, Structural Elucidation and Biological Activities.[J]. ChemInform, 2003, 34 17. DOI: 10.1002/chin.200317215
[4] Y TAKE. Comparative studies of the inhibitory properties of antibiotics on human immunodeficiency virus and avian myeloblastosis virus reverse transcriptases and cellular DNA polymerases.[J]. Journal of Antibiotics, 1989, 42 1: 107-115. DOI: 10.7164/antibiotics.42.107
[5] RIVERA-CHáVEZ J, GONZáLEZ-ANDRADE M, GONZáLEZ M C, et al. Thielavins A, J and K: α-Glucosidase Inhibitors from MEXU 27095, an Endophytic Fungus from Hintonia latiflora[C]. 2013: 0. DOI: 10.1055/s-0033-1348676

thielavin A(71950-66-8)Related Product Information

• thielocin B3
• PS 990
• GYROPHORIC ACID
• EVERNIC ACID
• 4-BENZYLOXY-3,5-DIMETHYLBENZALDEHYDE
• 4-Benzyloxy-3,5-dimethylbenzoic acid
• thielavin A
• thielavin B
• CHEMBRDG-BB 9070990
• 2,5-dimethylphenyl 4-methoxybenzoate
• CHEMBRDG-BB 9072034