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Rinderidine and oblongifolidine new pyrrolizidine alkaloids from<i>Rindera oblongifolia</i>M. Popov and their absolute configurations

R. M. RuzibaevaDepartment of Chemistry of Alkaloids, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanХ. М. БобакуловDepartment 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, UzbekistanN. I. MukarramovDepartment of Chemistry of Alkaloids, Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, UzbekistanB. 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, UzbekistanR. Ya. OkmanovDepartment of Organic Chemistry, National University of Uzbekistan named after Mirzo Ulugbek, Tashkent, UzbekistanA. M. NigmatullaevDepartment of Medicinal and Technical Plants, 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 Researchjournal2022en
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Abstract

The alkaloid composition of Rindera oblongifolia was studied, in which the pyrrolizidine alkaloids echinatine and trachelanthamine N-oxide, as well as two new quaternary salts namely rinderidine and the oblongifolidine were isolated. The structures of the isolated new alkaloids were elucidated by NMR spectroscopy. The absolute configuration of lindelofine, trachelanthamine N-oxide, rinderidine and oblongifolidine was established by single crystal X-ray diffraction as: 1 R, 4 R, 8 R, 2′S, 3′R; 1 R, 4S, 8S, 2′S, 3′R; 4 R, 7S, 8 R, 2′S, 3′S; 4 R, 7S, 8 R, 2′S, 3′S (7′′S, 8′′R) respectively. Both new pyrrolizidine alkaloids showed no cytotoxicity against four cancer cell lines such as HeLa, НEр-2, HBL-100 and CCRF-CEM.

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