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Usage

Uses

Used in Pharmaceutical Industry:
Galiellalactone is used as a STAT3 inhibitor for its ability to block the binding of activated STAT3 dimers to their DNA binding sites without inhibiting the tyrosine and serine phosphorylation of the Stat3 transcription factor. This selective inhibition makes it a promising compound for the development of future prostate cancer drugs.
Used in Cancer Research:
Galiellalactone is used as a research tool to study the role of STAT3 in cancer cell growth and proliferation. Its ability to inhibit IL-6 induced SEAP expression with IC50 values of 250-500 nM makes it a valuable asset in understanding the underlying mechanisms of cancer development and progression.
Used in Drug Development:
Galiellalactone is used as a starting point for the development of new drugs targeting STAT3-mediated signaling pathways. Its selectivity and potency in inhibiting STAT3 dimer binding to DNA make it a promising candidate for the creation of novel therapeutics for various types of cancer, including prostate cancer.

Upstream product

• 408311-40-0 (R)-5-(but-3-enyl)-3-(E)-(1-propenyl)-5H-furan-2-one 
• 443286-60-0 (R)-5-but-3-enyl-3-iodo-5H-furan-2-one 
• 477959-79-8 Trifluoro-methanesulfonic acid (6S,7aR)-6-methyl-2,6,7,7a-tetrahydro-1H-inden-4-yl ester 
• 477959-80-1 (6S,7aR)-6-Methyl-2,6,7,7a-tetrahydro-1H-indene-4-carboxylic acid methyl ester 
• 477959-81-2 (1aS,3aR,5S,7aS)-5-Methyl-1a,2,3,3a,4,5-hexahydro-1-oxa-cyclopropa[c]indene-7-carboxylic acid methyl ester 

Downstream Products

• 754990-69-7 2aβ,3-dihydrogaliellalactone 
• 754990-74-4 C₁₇H₁₇NO₃ 
• 839709-78-3 benzoic acid 6-methyl-1-oxo-2a,3,4,4a,5,6-hexahydro-1H-2-oxa-cyclopenta[cd]inden-7b-yl ester 

Relevant academic research and scientific papers

Diastereoselective Total Synthesis of (-)-Galiellalactone

An enantioselective total synthesis of (-)-galiellalactone has been accomplished. The key features of the synthesis involve the highly stereoselective construction of the cis-trisubstituted cyclopentane intermediate by a Pd(0)-catalyzed cyclization, the stereospecific introduction of an angular hydroxyl group by Riley oxidation, and the efficient construction of the tricyclic system of (-)-galiellalactone via a combination of diastereoselective Hosomi-Sakurai crotylation and ring-closing metathesis (RCM)

Synthesis of (-)-pregaliellalactone, conversion of (-)-pregaliellalactone to (-)-galiellalactone by mycelia of Galiella rufa

An enantioselective synthesis of (-)-pregaliellalactone (1), a biosynthetic precursor of the potent fungal metabolite (-)-galiellalactone (3) produced by several ascomycetes, is reported. When fed to a culture of Galiella tufa, 1 was efficiently converted to 3.

Cyclization of (-)-pregaliellalactone in the fungus Galiella rufa

An intramolecular Diels-Alder reaction with inverse electron demand in a polyketide biosynthetic pathway is reported in which the rate of the cyclization is enhanced in vivo. Alive mycelia of the fungus Galiella rufa catalyze the cyclization of (-)-pregaliellalactone (1) to (+)-desoxygaliellalactone (2), while dead mycelia have no effect. No rate increase was observed with the unnatural enantiomer (+)-1.