TY - JOUR
T1 - 3-Oxo-γ-costic acid fungal-transformation generates eudesmane sesquiterpenes with in vitro tumor-inhibitory activity
AU - Hegazy, Mohamed Elamir F.
AU - El-Beih, Ahmed A.
AU - Hamed, Ahmed R.
AU - Abd El Aty, Abeer A.
AU - Mohamed, Naglaa S.
AU - Paré, Paul W.
N1 - Funding Information:
This work was financially supported by the Egyptian National Research Centre and the Robert Welch Foundation (D-1478).
Publisher Copyright:
© 2017 Elsevier Ltd
PY - 2017
Y1 - 2017
N2 - 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 from 1 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. Compound 1 exhibited anti-proliferative activity against Caco-2 (IC50 39 µM) and 2 was active against A549 (IC50 74 µM) suggesting therapeutic potential for the original substrate and a bio-transformed product.
AB - 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 from 1 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. Compound 1 exhibited anti-proliferative activity against Caco-2 (IC50 39 µM) and 2 was active against A549 (IC50 74 µM) suggesting therapeutic potential for the original substrate and a bio-transformed product.
KW - 3-Oxo-γ-costic acid
KW - Athelia rolfsii
KW - Chiliadenus montanus
KW - Fungal transformation
KW - Tumor inhibition activity
UR - http://www.scopus.com/inward/record.url?scp=85021439246&partnerID=8YFLogxK
U2 - 10.1016/j.bmcl.2017.06.057
DO - 10.1016/j.bmcl.2017.06.057
M3 - Article
C2 - 28676273
AN - SCOPUS:85021439246
SN - 0960-894X
VL - 27
SP - 3825
EP - 3828
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 16
ER -