13-Oxyingenol dodecanoat | CAS:54706-70-6

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Regio- and stereo-selective hydroxylations of ingenane diterpenoids by Mortierella ramanniana and Gibberella fujikuroi.[Pubmed: 28262122 ]

The regio- and stereo-selective hydroxylations of two ingenane diterpenoids, 20-deoxyingenol (1) and 13-Oxyingenol dodecanoat (2), by the filamentous fungi Mortierella ramanniana and Gibberella fujikuroi were investigated in the present study.
METHODS AND RESULTS:
Four undescribed metabolites (3-6) of substrate 1 and two undescribed metabolites (7 and 8) of substrate 2 were isolated. All the metabolites were identified as hydroxylated ingenane derivatives by extensive NMR and HR-ESI-MS data analyses. All the biotransformed compounds and the substrates were evaluated for their cytotoxicities against three human cancer cell lines, including human colon cancer Caco-2, breast cancer MCF-7, and adriamycin (ADM)-resistant MCF-7/ADM cell lines. All ingenane alcohols (1, and 3-6) displayed no significant cytotoxic activities. The substrate 13-Oxyingenol dodecanoat (2) showed moderate cytotoxicity with IC50 values being 35.59 ± 5.37 μmol·L-1 (Caco-2), 24.04 ± 4.70 μmol·L-1 (MCF-7), and 22.24 ± 5.19 μmol·L-1 (MCF-7/ADM). However, metabolites 7 and 8 displayed no significant cytotoxicity.
CONCLUSIONS:
These results indicated that the hydroxylation at the C-13 aliphatic acid ester of substrate 2 can significantly reduce the cytotoxic activity.

Product Name	13-Oxyingenol dodecanoat
CAS No.:	54706-70-6
Catalog No.:	CFN93244
Molecular Formula:	C₃₂H₅₀O₇
Molecular Weight:	546.74 g/mol
Purity:	>=98%
Type of Compound:	Diterpenoids
Physical Desc.:	Powder
Source:	The seeds of Euphorbia lathyris L.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
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