DDCAD (inhibitor of COMT, cyclic AMP phosphodiesterase and DOPA decarboxylase)

                                                                                   

Synonyms: rel-(3R,3aR,6R,6aR)-3,6-Bis(3,4-dihydroxyphenyl)tetrahydro-1H,4H-furo[3,4-c]furan-1,4-dione,(±)-Dehydrodicaffeic acid dilactone

Cat.No: FNK-18723

Size: 1 mg

Storage: -20℃ under argon atmosphere

Molecular Weight: 358.302

Purity: >90% (HPLC)

CAS#: 60804-37-7

Molecular Formula: C₁₈H₁₄O₈

Source: Chemically synthesized

Supplied as: Powder

Solubility: Soluble in DMSO


The chemical structure was confirmed by NMR and HRMS.
DDCAD is labile in alkaline soltuion. 
 

Application

DDCAD was isolated from the culture filtrate of a mushroom Inonotus sp. K-1410 as an inhibitor of catechol-O-methyltransferase (IC₅₀ = 3.9-5.0 x 10^-5 M). ¹⁾ DDCAD also inhibited DOPA decarboxylase (IC₅₀ = 1.3-2.1 x 10^-5 M) and cyclic AMP phosphodiesterase (IC₅₀ = 15-18 x 10^-5 M). It showed significant hypotensive effect when intraperitoneally injected (50 mg/kg) into spontaneously hypertensive rats (once a day for 3 days). ¹ Several derivatives of DDCAD were synthesized and the activities were investigated. ^2,3)

References

1) Dehydrodicaffeic acid dilactone, an inhibitor of catechol-O-methyl transferase. Kumada Y, et al. J Antibiot. 1976 29(9) 882-889.
 

2) Characterization of the dehydrodicaffeic acid dilactone-forming enzyme and enzymic and chemical synthesis of this mushroom product. Kumada Y, et al. Agric. Biol. Chem. 1977 41(5) 877-885.
 

3) Biochemical activities of the derivatives of dehydrodicaffeic acid dilactone. Kumada Y, et al. J Antibiot. 1978 31(2) 105-111.