Synthesis, Structure, and Pharmacological Activity
of (7R,8S)-Epoxy-(13R,17R)-trioxolane Abietic Acid

O. B. Kazakova^{a, 1}, I. E. Smirnova^a, H. Do Tkhi Tkhu^b, Tkhankh Tra Nguen^b, G. N. Apryshko^c,
O. S. Zhukova^c, N. I. Medvedeva^a, T. I. Nazyrov^a, E. V. Tret’yakova^a, I. V. Chudov^d,
A. F. Ismagilova^d, K. Yu. Suponitsky^e, D. V. Kazakov^a, F. E. Safarov^a, and G. A. Tolstikov^a

^a Institute of Organic Chemistry, Ufa Scientific Centre, Russian Academy of Sciences, pr. Oktyabrya, 71, Ufa, 450054 Russia

^b Institute of Chemistry, Vietnam Academy of Sciences and Technology, Khoang Quoc Viet, 18, Cau Giay, Hanoi, Vietnam

^c Blokhin Russian Cancer Research Centre, Moscow, Russia

^d Bashkir State Agrarian University, Ufa

^e Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow

Received May 25, 2012; in final form, October 8, 2012.

Abstract—The synthesis of (7R,8S)-epoxy-(13R,17R)-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 (7R,8S)-epoxy-
(13R,17R)-trioxolane derivative have anti-inflammatory and antiulcer activities in the absence of side effects.

Keywords: abietic acid, (7R,8S)-epoxy-(13R,17R)-trioxolane abietic acid, ozonolysis, cytotoxicity, anti-inflam-
matory activity, antiulcer activity, chemiluminescence

DOI: 10.1134/S1068162013020088

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