Cytotoxic activity of semi-synthetic derivatives of elatol and isoobtusol

Cytotoxic activity of semi-synthetic derivatives of elatol and isoobtusol

In the present study, the in vitro cytotoxic effects of six semi-synthetic derivatives of elatol (1) and isoobtusol (2) were investigated. Chemical modifications were performed on the hydroxyl groups aiming to get derivatives of different polarity, namely the hemisuccinate, carbamate and sulfamate....

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Published in:Marine drugs Vol. 10; no. 10; pp. 2254 - 2264
Main Authors: Lang, Karen L, Silva, Izabella T, Zimmermann, Lara A, Lhullier, Cíntia, Mañalich Arana, Maria V, Palermo, Jorge A, Falkenberg, Miriam, Simões, Cláudia M O, Schenkel, Eloir P, Durán, Fernando J
Format: Journal Article
Language:English
Published: Switzerland MDPI AG 01-10-2012
MDPI
Subjects:
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - pharmacology
Cell Line
cytotoxic activity
elatol
Humans
isoobtusol
Laurencia - chemistry
Laurencia - metabolism
Marine
Molecular Structure
sesquiterpenes
Spiro Compounds - chemistry
synthesis
isoobtusol
synthesis
cytotoxic activity
elatol
sesquiterpenes
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Summary:In the present study, the in vitro cytotoxic effects of six semi-synthetic derivatives of elatol (1) and isoobtusol (2) were investigated. Chemical modifications were performed on the hydroxyl groups aiming to get derivatives of different polarity, namely the hemisuccinate, carbamate and sulfamate. The structural elucidation of the new derivatives was based on detailed NMR and MS spectroscopic analyses. The in vitro cytotoxicity of compounds 1 to 8 was evaluated against A459 and RD tumor cell lines with CC₅₀ values ranging from 4.93 to 41.53 µM. These results suggest that the structural modifications performed on both compounds could be considered a good strategy to obtain more active derivatives.
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content type line 23
ISSN:1660-3397
1660-3397
DOI:10.3390/md10102254