1438-58-0Relevant academic research and scientific papers
Derivatives of grindelic acid: From a non-active natural diterpene to synthetic antitumor derivatives
Reta, Guillermo F.,Chiaramello, Alejandra I.,Garcia, Celina,Leon, Leticia G.,Martin, Victor S.,Padron, Jose M.,Tonn, Carlos E.,Donadel, Osvaldo J.
, p. 28 - 38 (2013/10/01)
Using several reactions that include homologations and asymmetric epoxidations as well as Ugi and Huisgen couplings, we generated a small focused library of new derivatives from the labdane-type diterpene grindelic acid. These compounds were evaluated as cytotoxic agents against a panel of five human solid tumor cell lines (HBL-100, HeLa, SW1573, T-47D, and WiDr). The presence of the diamide functionalizations enhanced the cytotoxic effect. N-Benzyl-N-(1-(benzylamino)-2-methyl-1-oxopropan-2-yl)grindelicamide, proved to be the most active product in all cell lines tested, with values of 0.95 (±0.38) μM against HBL-100 cells. 2013 Elsevier Masson SAS. All rights reserved.
Absolute Stereochemistry of the Novel Dioxaspiro Diterpenoids Strictanonic and Grindelistrictic Acids. Stereoselective Synthesis of Strictanonic Acid Methyl Ester and its C-6 Epimer
Gonzalez-Sierra, Manuel,Olivieri, Alejandro C.,Colombo, Maria I.,Ruveda, Edmundo A.
, p. 1393 - 1399 (2007/10/02)
The stereoselective synthesis of (+)-strictanonic acid methyl ester (2b) and its C-6 epimer from a common chiral intermediate, derived from natural grindelic acid (1a) of known absulute configuration, is described.With the aid of one- and two-dimensional multipulse n.m.r. techniques, the complete stereochemistry of strictanonic acid and that of C-9 of the related bisnorditerpene grindelistrictic acid (6a) was established.
