6-epi-COTC, Cytotoxic

Cat. No.: FNK-14698

Size: 1mg
Synonyms: 2-Crotonyloxymethyl-(4R,5R,6S)-4,5,6-trihydroxycyclohex-2-enone
CAS#: 959150-61-9
Molecular Formula: C₁₁H₁₄O₆
Molecular Weight: 242.227
Source: Streptomyces griseosporeus
Supplied as: Powder
Purity: > 98% (HPLC)
Long Term Storage: at -20 °C
Solubility: Soluble in DMSO, H2O

Note: It is recommended to avoid using alcohol such as MeOH or EtOH which may decrease the purity of 6-epi-COTC.

Description

6-epi-COTC was isolated from the fermentation broth of Streptomyces griseosporeus MD287-CF4 and the structure was confirmed by x-ray crystallography. 6-epi-COTC was originally synthesized as a diastereomer of 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC) which is isolated from Streptomyces griseosporeus MD287-CF4. 6-epi-COTC shows cytotoxic activities towards lung cancer cell lines A549 and H460 with the IC50 values of 170 and 158 μM, respectively.

References
1) The crystal structure data was deposited to the Cambridge crystallographic data centreas CCDC number 2149556.
2) Arene cis-dihydrodiols: Useful precursors for the preparation of analogues of the anti-tumor agent, 2-crotonyloxymethyl(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC). Arthurs C. L,et al. BioorgMed Chem Lett. 2007 175974-5977.

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