Studies on Aldose Reductase Inhibitors from Natural Products. V. Active Components of Hachimi-jio-gan (Kampo Medicine).

Synthesis, chemistry and applications of 5-hydroxymethyl-furfural and its derivatives

“…Numata et al 68 isolated 5-hydroxymethylfurfural from Osmunda japonica, Ayer 69 reported its isolation from malt extract. Shimizu 70 performed the extraction of Campo medicinae and Hsiao 71 obtained HMF from Aralia bipinata. The problem with the efficient preparation of pure 5-hydroxymethylfurfural is still unresolved.…”

Three new triterpenyl esters, codonopilates A–C, isolated from Codonopsis pilosula

“…From the CHCl 3 -soluble portion at the MeOH extract of C. pilosula, three new triterpenyl esters, codonopilates A-C (1-3), along with nine triterpenoids, 24-methylenecycloartanyl linolate (4) [5], 24-methylenecycloartan-3-ol (5) [6], friedelan-3-one [7], 1-friedelen-3-one [8], stigmast-7-en-3-one [9], 14-taraxeren-3-ol [10], stigmast-7-en-3-ol [11], stigmast-7,22-dien-3-ol [12] and squalene, a sesquiterpenoid, atractylenolide III [13], a furfural, 5-hydroxymethylfurfural [14], a polyacetylene, lobetyolin [15], a-tocopherol and a pyrrolidine alkaloid, codonopyrrolidium B (6) [16], were isolated by various chromatographic techniques. These known compounds were identified by spectroscopic comparison to reported data in the literature or standard compounds (Fig.…”

Sessiline, A New Nitrogenous Compound from the Fruits ofAcanthopanax sessiliflorus

“…The HRCIMS of 1 showed a quasi-molecular ion [M + H] + at m/z 210.0776 for the molecular formula C 10 H 11 O 4 N. The IR spectrum of 1 showed absorption bands for an amide at 3184 and 3116 cm ±1 , an aldehyde at 1698 cm ±1 , a lactam C = O at 1669 cm ± 1 , and C-O stretching at 1060 and 1033 cm ±1 . The 1 H-and 13 C-NMR spectra were very similar to those of a-pyrrolidone [7] and 5-hydroxymethylfurfural [8]. The typical furan ring protons were observed at d 6.73 (d, J = 3.4 Hz) and 7.51 (d, J = 3.4 Hz), together with an aldehyde at d 9.58 and oxymethylene protons at d 4.59 and 4.49 indicating the 5-hydroxymethylfurfural moiety.…”