The synthesis of (7 R ,8 S )-epoxy-(13 R ,17 R )-trioxolane abietic acid was carried out and its structure was established by X-ray diffraction. The antineoplastic activity and the ability to induce apoptosis that were predicted by a PASS computer system, correlate well with the experimentally found cytotoxic activity towards the MeWo malignant cell line. The results of tests on animals showed that abietic acid and its (7 R ,8 S )-epoxy-(13 R ,17 R )-trioxolane derivative have anti-inflammatory and antiulcer activities in the absence of side effects.

Осуществлен синтез (7R,8S)-эпокси-(13R,17R)-триоксоланабиетиновой кислоты и методом рентгеноструктурного анализа установлена ее структура. Прогнозируемые с помощью компьютерной системы PASS антинеопластическая активность и способность индуцировать апоптоз, коррелируют с экспериментально показанной цитотоксической активностью по отношению к злокачественным клеткам линии MeWo. Результаты испытаний на животных показали, что абиетиновая кислота и ее (7R,8S)-эпокси-(13R,17R)-триоксолановое производное обладают противовоспалительной и противоязвенной активностью при отсутствии побочных эффектов.

Reaction of the methyl ester of maleopimaric acid and dimethyldioxirane resulted in regioselective oxidation of the bridging double bond to form the 13(15)-en-14S-hydroxy derivative.

The synthesis of a new group of maleopimaric acid amides containing fragments of methyl ethers of amino acids, aliphatic amines, imidazole, and N -methylpiperazine was carried out. The ozonolysis of methylmaleopimarate occurs via the cleavage of the double bond C18(19) and the opening of an anhydrous ring with the formation of secotriacid. As a result of the screening of the anti-inflammatory and antiulcer activity of maleopimaric acid derivatives, new effective compounds such as maleopimaric acid and its methyl ether, a product of ozonolysis—diterpenic secotriacid—and maleopimaric acid amide with L -leucine were found. An important advantage of the studied compounds is the low toxicity and the presence of bidirectional activity in the absence of adverse effects on the animal.

Successful application of dimethyldioxirane for selective oxidation of an oxygen-containing tertiary C atom to form a hemiacetal, the preparation of which is inaccessible by other methods, was demonstrated using dihydroquinopimaric acid derivatives as examples.