The roots of Ononis spinosa subsp. leiosperma (Leguminosae) afforded a new glycoside, spinonin (1), possessing a novel skeleton, in addition to the known isoflavonoid glycoside, ononin [7β-(glucosyloxy)formononetin] (2) and the known pterocarpan, 7-demethoxy-7-D-(glucosyloxy)homopterocarpin (3). The structure of the new isolate was elucidated by spectral methods including 1H and 13C NMR, COSY, APT, HETCOR, HMBC, NOESY, CD, FABMS, HRMS, EIMS, CIMS, and some chemical reactions. Spinonin was inactive against a number of human cancer cell lines and HIV-1 reverse transcriptase. The compounds 1 and 3 showed weak activity against Pseudomonas aeruginosa, whereas 2 was active against β-hemolytic Streptococcus.
NCBI PubMed ID: 9182126Publication DOI: 10.1021/np9605652Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Institutions: Department of Organic Chemistry, Faculty of Science, Ege University, Izmir, Turkey
Methods: 13C NMR, 1H NMR, NMR-2D, IR, FAB-MS, TLC, ESI-MS, GC, chemical methods, biological assays, NMR-1D, HPLC, UV, extraction, CD
Found