Undescribed 2,9-deoxyflavonoids and flavonol-diamide [3+2] adduct from the leaves of Aglaia odorata Lour. Inhibit nitric oxide production

From the methanol extract of the Cryptolepis buchananii fruits, four undescribed pentacyclic triterpenene glycosides (1–4) and five known pentacyclic triterpenenes (5–9) were isolated. Their structures were determined to be uncargenin C 28‐O‐α‐L‐rhamnopyranosyl‐(1→2)‐β‐D‐glucopyranosyl ester (1), 3‐O‐β‐D‐glucopyranosyluncargenin C 28‐O‐α‐L‐rhamnopyranosyl‐(1→2)‐β‐D‐glucopyranosyl ester (2), 3‐O‐β‐D‐glucopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐6β,23‐dihydroxyursolic acid 28‐O‐α‐L‐rhamnopyranosyl‐(1→2)‐β‐D‐glucopyranosyl ester (3), 3‐O‐β‐D‐glucopyranosyl‐(1→2)‐β‐D‐glucopyranosylasiatic acid 28‐O‐α‐L‐rhamnopyranosyl‐(1→2)‐β‐D‐glucopyranosyl ester (4), asiatic acid (5), 2α,3β,23‐trihydroxyoleana‐11,13(18)‐dien‐28‐oic acid (6), arjunolic acid (7), 6β‐hydroxyarjunolic acid (8), and actinidic acid (9) based on analyses of their HR‐ESI‐MS, 1D and 2D NMR spectra. All the isolates showed significantly NO production inhibition in LPS‐activated RAW264.7 cells with the IC50 values ranging from 18.79 to 37.57 μM, compared to that of the positive control compound, dexamethasone, which showed IC50 value of 14.05 μM.

Section: Resultsmentioning

confidence: 99%

“…The NO assay protocol is the same as described in our previous works [19][20][21] referred to Supplementary information.…”

Section: Acid Hydrolysis Of Saponinsmentioning

confidence: 99%

Four New Pentacyclic Triterpene Glycosides Isolated from the Fruits of Cryptolepis buchananii R.Br. ex Roem. & Schult and Their Inhibition of NO Production in LPS‐activated RAW264.7 Cells

Duc Duy,

Anh Bang,

Hai Yen

et al. 2023

Discovery of Four New Compounds from Macropanax membranifolius and Their Cytotoxic Activity

Hang,

Hue,

Nam

et al. 2023

Self Cite

A phytochemical investigation of the methanolic extract of the Macropanax membranifolius C.B. Shang leaves led to the isolation of three new flavans, (2R,3R)‐4′‐O‐methylcatechin 5‐O‐β‐D‐glucopyranoside (1), (2S,3S)‐4′‐O‐methylcatechin 5‐O‐β‐D‐glucopyranoside (2), (2S,3R)‐4′‐O‐methylcatechin 5‐O‐β‐D‐glucopyranoside (3), one new triterpene glycoside 3‐O‐β‐D‐xylopyranosyl‐(1→6)‐[β‐D‐xylopyranosyl‐(1→2)]‐β‐D‐glucopyranosyl‐oleanolic acid 28‐O‐β‐D‐glucopyranoside (4), together with nine known compounds (5‐13). Their chemical structures were elucidated based on HR‐ESI‐MS, NMR spectroscopic data. The absolute configurations of compounds 1‐3 were established by electronic circular dichroism (ECD) spectra. At concentration of 20 µM, compounds 1‐ 13 showed the percentages of dead cell in the range of 2.14% to 33.61% against KB, HepG2, HL60, P388, HT29, and MCF7 cancerous cell lines by SRB assay

Four Undescribed compounds Isolated from the Aerial Parts of Phyllanthus cochinchinensis with Antimicrobial Activity and NO Production Inhibitory Activity in LPS Activated RAW 264.7 Cells

Yen,

Hang,

Yen

et al. 2024

Self Cite

Four previously undescribed compounds named phyllancosides A and B (1 and 2), and phyllancochines A and B (3 and 4) together with ten known compounds (5‐14) were isolated from the aerial parts of Phyllanthus cochinchinensis Spreng. Their chemical structures were elucidated on the basis of comprehensive analysis of IR, HR‐ESI‐MS, 1D and 2D NMR spectra. The absolute configurations of 1 and 2 were determined by electronic circular dichroism spectroscopy (ECD) spectra. Compounds 3, 4, 10 showed antimicrobial activity against E. faecalis, S. aureus, and B. cereus with the MIC values in range of 32‐256 µg/mL. Compound 11 inhibited E. faecalis and B. cereus, and 7 inhibited S. aureus with the MIC values in range of 64‐128 µg/mL. In addition, compounds 1, 3, 4, 8, and 9 showed significantly NO inhibitory activity in LPS activated RAW 264.7 Cells with IC50 values ranging from 36.57 to 56.34 µM.