3-Oxo-γ-costic acid fungal-transformation generates eudesmane sesquiterpenes with in vitro tumor-inhibitory activity. Issue 16 (15th August 2017)

• Record Type: Journal Article
• Authors: Hegazy, Mohamed-Elamir F.; El-Beih, Ahmed A.; Hamed, Ahmed R.; Abd El Aty, Abeer A.; Mohamed, Naglaa S.; Paré, Paul W.
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 27:Issue 16(2017)
• Page Start: 3825
• Page End: 3828
• Publication Date: 2017-08-15
• Subjects: Fungal transformation -- 3-Oxo-γ-costic acid -- Tumor inhibition activity -- Chiliadenus montanus -- Athelia rolfsii; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2017.06.057
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: While select eudesmane sesquiterpenes exhibit anti-neoplastic activity, tumor-inhibition for costic-acids has not been established. Here biological activity of 3-oxo-γ-costic acid (1 ), previously isolated from Chiliadenus montanus, as well as new sesquiterpenes (2 –5 ) and the known derivative, 3-oxoeudesma-1, 4, 11(13)-trien-7-1061αH-l2-oic acid (6 ), all produced from1 by the fungus Athelia rolfsii, are reported. Structures were elucidated using MS and NMR spectroscopy with activity-screening utilizing human colon- and lung-tumor lines, Caco-2 and A549 respectively. Compound1 exhibited anti-proliferative activity against Caco-2 (IC50 39 µM) and2 was active against A549 (IC50 74 µM) suggesting therapeutic potential for the original substrate and a bio-transformed product.