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Spinonin, a novel glycoside from Ononis spinosa subsp. leiosperma
S Kirmizigül1, N Gören, S W Yang
1Department of Organic Chemistry, Faculty of Science, Ege University, Izmir, Turkey.
Journal of Natural Products
|April 1, 1997
Summary
Researchers discovered spinonin, a new glycoside from Ononis spinosa roots, alongside known compounds. Spinonin showed no anticancer or antiviral activity but exhibited weak antibacterial effects against Pseudomonas aeruginosa.
Area of Science:
- Phytochemistry
- Natural Products Chemistry
- Pharmacognosy
Background:
- The Leguminosae family, particularly Ononis species, are known sources of bioactive compounds.
- Previous research suggests the presence of various flavonoids and related compounds in Ononis roots.
Purpose of the Study:
- To isolate and elucidate the structure of novel compounds from the roots of Ononis spinosa subsp. leiosperma.
- To evaluate the biological activities of the isolated compounds, including anticancer, antiviral, and antibacterial properties.
Main Methods:
- Phytochemical investigation of Ononis spinosa subsp. leiosperma roots.
- Structure elucidation using comprehensive spectral methods (NMR, MS, CD) and chemical reactions.
- In vitro biological assays for cytotoxicity against cancer cell lines, HIV-1 reverse transcriptase inhibition, and antibacterial activity.
Main Results:
- Isolation and characterization of a new glycoside, spinonin (1), with a novel skeleton.
- Identification of known compounds: ononin (2) and 7-demethoxy-7-D-(glucosyloxy)homopterocarpin (3).
- Spinonin (1) was inactive against tested cancer cell lines and HIV-1 reverse transcriptase.
- Compounds 1 and 3 exhibited weak activity against Pseudomonas aeruginosa.
- Ononin (2) showed activity against beta-hemolytic Streptococcus.
Conclusions:
- Ononis spinosa subsp. leiosperma yielded a novel glycoside, spinonin, and known related compounds.
- Spinonin possesses a unique chemical structure but limited biological activity in the tested assays.
- The isolated compounds display varying degrees of antibacterial activity, highlighting potential for further investigation.