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Four new stilbenes and one new flavonoid with potential antibacterial and anti-SARS-CoV-2 activity from Cajanus cajan
Ist Teil von
Journal of natural medicines, 2023-09, Vol.77 (4), p.858-866
Ort / Verlag
Singapore: Springer Nature Singapore
Erscheinungsjahr
2023
Link zum Volltext
Quelle
MEDLINE
Beschreibungen/Notizen
Four new stilbenes (
1
–
4
) and one new flavonoid (
5
), named cajanines D–H, together with three known stilbenes (
6
–
8
) were isolated from the leaves of
Cajanus cajan
(L.) Millsp. (pigeon pea). The structures of these compounds were elucidated unambiguously on the basis of IR, 1D, and 2D NMR, as well as HRESIMS data. Structurally, stilbenes
1
–
4
bore an isopentyl side chain, and further hydroxylation of compounds
1
–
3
generated a greater variety of structural forms. Compound
5
was a flavonoid owning an isopentyl side chain. Besides, antibacterial activity of the isolated compounds against
Staphylococcus aureus
,
Bacillus cereus
, and
Escherichia coli
was studied in vitro. Compounds
1
–
8
were endowed with profound antibacterial activity. Among them, the MIC values of compounds
4
,
6
, and
7
against
S. aureus
were 1.56, 0.78, and 0.78 µg/mL, respectively, among which
6
and
7
had better antibacterial activity than the positive control Vancomycin with the MIC values of 1.56 µg/mL. Additionally, the anti-SARS-CoV-2 main protease activity of all the isolated compounds was evaluated, and it was worth mentioning that the IC
50
values of compounds
5
–
7
were 8.27, 4.65, and 8.30 µM, respectively, being comparable to the positive control Ebselen. Our findings may provide valuable guidance for the application of stilbenes as lead compounds in the future for the development of drugs with antibacterial or anti-COVID-19 activity.
Graphical abstract