Rinderidine and oblongifolidine new pyrrolizidine alkaloids from Rindera oblongifolia M. Popov and their absolute configurations

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.

Graphical Abstract

Keywords:

• Rindera oblongifolia
• pyrrolizidine alkaloids
• X-ray analysis
• absolute configuration
• cytotoxicity

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the Program for Fundamental Scientific Research of the Uzbekistan Academy of Sciences.