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Isolation of cytotoxic sesquiterpene lactones from the <i>Tanacetopsis karataviensis</i> (Kovalevsk.) Kovalevsk

D. E. DusmatovaDepartment of Chemistry of Coumarins and Terpenoids, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanKhayrulla BobakulovDepartment of Physical Methods of Research, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanR. F. MukhamatkhanovaDepartment of Chemistry of Coumarins and Terpenoids, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanK. K. TurgunovDepartment of Physical Methods of Research, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanE. O. Terent’evaDepartment of Molecular Genetics, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanElena A. TsayDepartment of Molecular Genetics, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanI. D. Sham’yanovDepartment of Chemistry of Coumarins and Terpenoids, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanBakhodir TashkhodzhaevDepartment of Physical Methods of Research, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanShakhnoza S. AzimovaDepartment of Molecular Genetics, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanН. Д. АбдуллаевDepartment of Physical Methods of Research, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Uzbekistan
Natural Product Researchjournal2019en
ABI

Аннотация

The structures and anticancer effects of two sesquiterpene lactones, 1 R,10S,3S,4R-diepoxyguai-5S,6S,7S-11(13)-en-6,12-olide (1) and hanphyllin (2) isolated from the aerial part of Tanacetopsis karataviensis (Kovalevsk.) Kovalevsk were investigated. The compound 1 was isolated for the first time as a natural compound and its structure was investigated by HR-ESI-MS, IR and NMR techniques. The X-ray diffraction analysis was performed to accurately determine the spatial structures of 1 and 2. Furthermore, we evaluated the cytotoxic activity of 1 and 2, and the chloroform fraction which contains both of them. Cytotoxic activity revealed that the effect of the chloroform fraction is stronger in growth inhibition of HeLa (89.7%) and HEp-2 (63.0%) cancer cells than the effect of individual compounds 1 (55.9 and 36.3%), 2 (78.6 and 50.3%) and the reference cisplatin (58.0 and 46.8%) respectively. Moreover, the chloroform fraction is less toxic to the hepatocytes.

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