Preliminary study on the chemical constituents of the leaves of Macaranga balansae Gagnep.

Abstract

Macaranga balansae Gagnep., locally known as “Ba soi lông tơ” or “Mã rạng balansa”, is a tree endemic to Vietnam, found at central provinces. Its ethyl acetate extract was showed cytotoxic activity against TG1 cancer cell line. In this paper, we report the preliminary study on the chemical constituents of the leaves of M. balansae. Seven known compounds including lupeol (1), phytol (2), isophytol (3), sitostenone (4), sitoindoside I (5), gallic acid (6) and methyl gallate (7) were isolated from the ethyl acetate extract of the leaves of M. balansae. Their chemical structures were identified by NMR, MS spectra and in comparison with the reported literatures.

Isolation of Anti-Diabetic Active Compounds from Benincasae Exocarpium and Development of Simultaneous Analysis by HPLC-PDA

“…Isolated compounds 1 – 11 were identified as p -hydroxybenzoic acid ( 1 ), protocatechuic acid ( 2 ), isovanillin ( 3 ), 5-hydroxymethylfurfural ( 4 ), isovitexin ( 5 ), vitexin ( 6 ), orientin ( 7 ), gallic acid ( 8 ), caffeic acid ( 9 ), vitexin-2″- O -rhamnoside ( 10 ), and vitexin-4″- O -glucoside ( 11 ) using NMR ( 1 H and 13 C) spectroscopy and ESI-QTOF-MS/MS and through comparison with previous studies ( Supplementary Materials, Figures S1–S33 ) [ 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 ].…”

Flavanone Glycosides, Triterpenes, Volatile Compounds and Antimicrobial Activity of Miconia minutiflora (Bonpl.) DC. (Melastomataceae)

“…Chemical investigation of M. minutiflora leaves’ extract led to a mixture containing, mainly, a mixture of hydrocarbons (octacosane 16.95%, nonacosane 3.18%, triacontano 39.66%, untriacontano 5.13%, and dotriacontano 33.15%) (M1), the triterpene squalene [ 16 ] (S1), a mixture of the terpenoids β-amirin, α-amyrin, taraxerol and lupeol [ 17 ] (M2), a mixture of phytol [ 18 ], β and α-amyrin [ 19 ], and fatty acids (palmitic and linoleic acids) [ 20 ] (M3), and a mixture of the steroids, stigmasterol [ 21 ], spisnasterol [ 22 ] and sitosterol [ 23 ] (M4). Fractionation of the methanol extract from the leaves led to a mixture of the phenolics compounds, gallic acid and methyl gallate [ 24 ] (M5), and isolation of the flavanones, pinocembroside [ 25 ] (S4) and pinocembrin-7-O-[4″,6″-HHDP]-β-glucose [ 26 ] (S5).…”

Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies

“…However, some of the isolated compounds were reported from other species of the studied genus. This is the case for β-sitosterol (1), stigmasterol (2), and β-sitosterol-3-O-β-D-glucopyranoside (3) isolated from M. magna [14]; lupeol (4), evidenced from M. balansae [16]; schweinfurthins O and B (9 and 10), previously found in M. tanarius, and M. schweinfurthii [8,19]. Isomacarangin (6) was found in M. barteri [6] and M. schweinfurthii [36]; kaempferol (7) and quercetin (8) were isolated from M. indica [18]; ellagic acid (11) was found in M. barteri [11].…”

“…Repeated column chromatography on silica gel and Sephadex LH-20 of these fractions afforded 17 known metabolites (1-17) (Figure 1). Their structures were established by spectroscopic (1D and 2D NMR) and spectrometric analysis and by comparison with the literature data as a mixture of β-sitosterol and stigmasterol (1 and 2) [14], β-sitosterol-3-O-β-D-glucopyranoside (3) [15], lupeol (4) [16], apigenin-7-Oβ-D-glucopyranoside (5) [17], isomacarangin (6) [6], kaempferol (7) [18], quercetin (8) [18]; schweinfurthin O (9) [8], schweinfurthin B (10) [19], ellagic acid (11) [11], 3,4-methylenedioxy-3 -O-methylellagic (12) [20], 3,3 ,4-tri-O-methylellagic acid 4 -O-β-D-glucopyranoside (13) [21], 3,3 ,4 -tri-O-methylellagic acid (14) [22], (5R,6R)-4,6-dihydrocarbonyl-5-[2 ,3 ,4 -trihydroxy-6 -(methoxycarbonyl)phenyl]-5,6-dihydro-2H-pyran-2-one (15) [23], methyl brocchllin carboxylate (16) [24], and ishigoside (17) [25].…”