17751-36-9Relevant articles and documents
REACTIONS OF DITERPENOIDS ON SOLID SUPPORTS. I. OXIDATION OF METHYL ABIETATE ON THE SORBENTS Al2O3 AND SiO2 CONTAINING POTASSIUM PERMANGANATE
Kuzakov, E.V.,Shmidt, E.N.,Bagryanskaya, I.Yu.,Gatilov, Yu.V.
, p. 339 - 345 (1994)
The oxidation of methyl abietate on the sorbents Al2O3 and SiO2 containing potassium permanganate has benn studied.It has been shown that the following are formed under the conditions selected: compounds of the dehydroabietane series, stereoisomeric mono- and diepoxides of methyl abietate, and the products of their transformation on the sorbents.The structures and stereochemistries of the compounds isolated have been established with the aid of spectral methods and XSA.
Regioselective routes towards 14-hydroxyabietane diterpenes. A formal synthesis of immunosuppressant (-)-triptolide from (+)-abietic acid
Alvarez-Manzaneda, Enrique,Chahboun, Rachid,Bentaleb, Faouzia,Alvarez, Esteban,Escobar, M. Angeles,Sad-Diki, Said,Cano, Maria José,Messouri, Ibtissam
, p. 11204 - 11212 (2008/02/13)
Two procedures to introduce an oxygenated function into the C-14 of abietane diterpenes with complete regioselectivity have been developed. Utilizing these, the synthesis of the antileishmanial quinone (-)-12-deoxyroyleanone (1) and a formal synthesis of antitumour and immunosuppressant (-)-triptonide (7) and (-)-triptolide (8) from (+)-abietic acid (13) have been carried out.
Investigation of the Allergenic Principles from Colophony: Autoxidation, Synthesis, and Sensitization
Krohn, Karsten,Budianto, Emil,Floerke, Ulrich,Hausen, Bjoern M.
, p. 911 - 920 (2007/10/02)
The autoxidation of abietic acid (1a), levopimaric acid (2a), and dehydroabietic acid (3a) was studied and the compounds 3a as well as (after esterification) 8b, 9b, 10b, 11b (from 1a); 6b (from 2a); and 4b, 5b (from 3a) were isolated for the first time.Some derivatives (6a, 6b, 13b/14b, and 7b) were semi-synthezised.The isolated autoxidation products, the synthetic compounds and some polar fractions of natural colophony were tested for their sensitizing capacity.Compounds 4a, 10b, 16, and 18 as well as the combined polar fraction A-D of colophony show enhanced sensitizing capacity.Methylation of the acids to the ester significantly reduces their activity.Key Words: Resin acids, autoxidation of / Colophony, allergy of / Sensitizing potency