1004304-41-9

Upstream product

• 65976-77-4 (3,5-dimethoxy-phenyl)-acetic acid ethyl ester 
• 111-64-8 n-octanoic acid chloride 
• 4670-10-4 (3,5-dimethoxyphenyl)acetic acid 
• 124-07-2 Octanoic acid 
• 13195-66-9 ethyl 3-oxodecanoate 
• 1203549-54-5 3,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1004304-40-8 3,5-di-O-methylcytosporone F 

Downstream Products

• 1024622-66-9 3-hydroxy-5-methoxy-2-(1-oxooctyl)-benzenacetic acid ethyl ester 
• 17173-18-1 2-(3,5-dimethoxy-2-octanoylphenyl)acetic acid 

Relevant academic research and scientific papers

Ketide compounds, method for manufacturing, and use for treating diabetes thereof

The present invention relates to ketide compounds, as well as ketide compounds. The present invention relates to a method for preparing a ketide compound, and a use thereof, in which various anti-diabetic TMPA derivative designs can be induced, and is effective in comparison with existing multi-stage synthesis. In addition, the ketide compounds according to the present invention have strong AMPMPK activity and are expected to be useful as a therapeutic agent for diabetes. (by machine translation)

Relative impact of 3- and 5-hydroxyl groups of cytosporone B on cancer cell viability

A novel and the shortest route, thus far, for preparing cytosporone B (Csn-B) is reported. Csn-B and two analogs were used to probe the importance of hydroxyl groups at the 3- and 5-positions of the Csn-B benzene ring in inhibiting the viability of human H460 lung cancer and LNCaP prostate cancer cells, inducing H460 cell apoptosis, and interacting with the NR4A1 (TR3) ligand-binding domain (LBD). These studies indicate that Csn-B and 5-Me-Csn-B, having a phenolic hydroxyl at the 3-position of their aromatic rings, had similar activities in inhibiting cancer cell viability and in inducing apoptosis, whereas 3,5-(Me)2-Csn-B was unable to do so. These results are in agreement with ligand-binding experiments showing that the interaction with the NR4A1 LBD required the presence of the 3-hydroxyl group. The Royal Society of Chemistry.

An aryne route to cytosporone B and phomopsin C

The octaketide cytosporone B has been synthesized in six steps using 1,3,5-trihydroxybenzene as a starting material via aryne insertion reaction into a carbon-carbon σ-bond.

Total synthesis of Cytosporone B

The total synthesis of Cytosporone B, a naturally occurring agonist for Nur77, has been accomplished. The key steps are the sequential Grignard reaction and Lemieux-van Rudloff oxidation followed by a deprotection of the methyl aromatic ether to phenol an

Uncovering biosynthetic potential of plant-associated fungi: Effect of culture conditions on metabolite production by Paraphaeosphaeria quadriseptata and Chaetomium chiversii

In an attempt to uncover the biosynthetic potential of plant-associated fungi, the effect of culture conditions on metabolite production by Paraphaeosphaeria quadriseptata and Chaetomium chiversii was investigated. These studies indicated that the production of the major metabolites by P. quadriseptata differ when the water used to make the media was changed from tap water to distilled water. It resulted in the isolation of six new secondary metabolites, cytosporones F-I (1-4), quadriseptin A (5), and 5′-hydroxymonocillin III (6) together with monocillin III (7), a metabolite new to P. quadriseptata, in addition to monocillin I (8), a previously known metabolite from this organism. Aposphaerin B (9) encountered was suspected to be an artifact originating from cytosporone F (1). Incorporation of heavy metal ions to P. quadriseptata culture medium induced production of monocillin I (8) by this fungus. Cultivation of C. chiversii in liquid medium resulted in the isolation of chaetochromin A (12) as the major metabolite instead of radicicol (10), the major constituent of this organism when grown in a solid medium. Compounds 1-7 and 12 were evaluated for their potential to inhibit Hsp90 and antiproliferative activity toward the cancer cell lines NCI-H460, MCF-7, and SF-268. Only compounds 6, 7, and 8 exhibited significant activity in both assays.