Anti-inflammatory activity of ingredients from the heartwood of Vietnamese Dalbergia oliveri Gamble ex Prain

Abstract

Objectives: To investigate the phytochemical constituents of Vietnamese Dalbergia oliveri and their inhibition of NO production. Methods: The ethyl acetate soluble fraction was subjected to column chromatography using silica gel and Sephadex LH-20 to isolate compounds. The chemical structures of isolated compounds were identified by nuclear magnetic resonance data and comparison with previously reported literature. The anti-inflammation effects of the isolated compounds on the lipopolysaccharide (LPS)-induced NO production in RAW 264.7 cells were measured using the Griess reaction. Results: Nine secondary metabolites (1−9) were isolated successfully from the heartwood of D. oliveri. The chemical structures of these compounds were identified as daidzein (1), formononetin (2), 3,7-dihydroxy-4′-methoxyflavone (3), liquiritigenin (4), 3′-methoxydaidzein (5), dalbergin (6), butin (7), sativanone (8), and isoliquiritigenin (9). This is the first time that compounds 1, 3, 5−8 have been isolated from D. oliveri. In the NO production inhibition, compounds 7 and 9 exhibited the most potent inhibitory activity, with IC50 values of 7.6 and 11.2 μM, respectively, followed by 3−6, with IC50 values from 19.6 to 28.7 μM. Conclusion: The results suggested that D. oliveri and its natural products might exert anti-inflammatory effects due to their NO-inhibiting actions.

Dataset on the compounds from the leaves of Vietnamese Machilus thunbergii and their anti-inflammatory activity

“…The level of NO production was determined by measuring the amount of nitrite from the cell culture supernatants as described previously [10] . The RAW 264.7 cells were seeded at a density of 1 × 10 5 cells/well in 24 well plates and incubated for 12 h at 37 °C and 5% CO 2 .…”

“…To assess the inhibitory activity on NO production, RAW 264.7 cells were exposed to varying concentrations (1–30 µM) of the isolated compounds, and the level of NO production was determined using the Griess reaction [10] . As illustrated in Table 1 , compounds 1 – 3 displayed the most potent inhibitory activity against LPS-induced NO production, showcasing IC 50 values of 15.45, 25.44, and 19.82 µM, respectively.…”

“…This effect could be attributed to the presence of 3,4-hydroxylation in the benzene ring, similar to previous reports [19 , 20] . Compounds 2 and 3 showed reduced inhibitory activities (IC 50 values of 25.44 and 19.82 µM, respectively), likely due to the absence of 3-hydroxylation (compound 2 ) or the presence of methoxy groups (compound 3 ) in the benzene ring [10 , 20] . Compounds 4 − 7 displayed further reduced inhibitory activities (IC 50 values ranging from 42.15 to 46.56 µM) compared to compounds 1 − 3 , possibly due to the sugar units (rhamnose, galactose, xylose, and arabinose) despite the presence of 3,4-hydroxylation in the benzene ring.…”

“…Compounds 8 and 9 exhibited even greater reduction in inhibitory activities (IC 50 values of 64.28 and 67.42 µM) due to the combination of sugar units (rhamnose and glucose) and the lack of 3-hydroxylation in the benzene ring. Lastly, compounds 10 − 12 were inactive (IC 50 > 100 µM) due to the presence of multiple sugar units (rutinose unit) combined with the absence of 3-hydroxylation (compound 11 ) or the presence of methoxy groups (compound 12 ) in the benzene ring [10 , 20] .…”

“…The cytotoxic assay was conducted by MTS assay [9] . The inhibition of NO production assay was determined using the Griess reaction [10] . Data source location Institution: Phenikaa University Nano Institute (PHENA), Phenikaa University City/Town/Region: Hanoi, Ha Dong, Yen Nghia Country: Vietnam Data accessibility Repository name: Mendeley Data Data identification number: 10.17632/j26n3rjbv6.1 Direct URL to data: https://data.mendeley.com/datasets/j26n3rjbv6/1 Instructions for accessing these data: NMR data of isolated compounds …”