1935
DOI: 10.1002/jlac.19355180113
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Die Beeinflussung der fermentativen Spaltbarkeit von Phenol‐β‐d‐glucosiden durch Substitution im Benzolkern. (Über Emulsin XXI)

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Cited by 30 publications
(7 citation statements)
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“…Coniferin-[OMe-14 C] (IV) was synthesized from tetra-O-acetylglucovanillin-[OMe-14 C] by the same methods äs that described for labeled coniferin .Tetra-O-acetylglucovanilIin-[OMe-I4 C] was synthesized äs follows: 4-(tetra-Oacetyl-ß-D-glucosyl)-protocatechualdehyde (Helferich et al 1935) (140 mg) was dissolved in methyl ethyl ketone (3 ml); potassium carbonate (43 mg) and methyl iodide-[ !4 C] (50 mg, 3.7 10 7 Bq, New England Nuclear, Mass., U.S.A.) were added, and the solution was left for 4 hours at room temperature and heated (60 °C) for 4 hours; after cooling, the reaction mixture was filtered; the filtrate was evaporated and the residue was recrystallized from methanol to give tetra-O-acetylglucovanillin-[OMe-14 C] (140 mg, about 1.6 10 7 Bq).…”
Section: Methodsmentioning
confidence: 99%
“…Coniferin-[OMe-14 C] (IV) was synthesized from tetra-O-acetylglucovanillin-[OMe-14 C] by the same methods äs that described for labeled coniferin .Tetra-O-acetylglucovanilIin-[OMe-I4 C] was synthesized äs follows: 4-(tetra-Oacetyl-ß-D-glucosyl)-protocatechualdehyde (Helferich et al 1935) (140 mg) was dissolved in methyl ethyl ketone (3 ml); potassium carbonate (43 mg) and methyl iodide-[ !4 C] (50 mg, 3.7 10 7 Bq, New England Nuclear, Mass., U.S.A.) were added, and the solution was left for 4 hours at room temperature and heated (60 °C) for 4 hours; after cooling, the reaction mixture was filtered; the filtrate was evaporated and the residue was recrystallized from methanol to give tetra-O-acetylglucovanillin-[OMe-14 C] (140 mg, about 1.6 10 7 Bq).…”
Section: Methodsmentioning
confidence: 99%
“…for C14H00s : C, 59-2; H, 7.05 %.) Helferich, Scheiber, Streeck & Vorsatz (1935) give m.p. 181-183.50, [N] -65°.…”
Section: Experimental Preparation Of the Gluco8ide8mentioning
confidence: 99%
“…On the basis of this evidence, the structure of 4 was determined as (4-hydroxyphenyl)acetonitrile 4-Ob-d-glucopyranoside. This compound, for which we propose the name hydranitriloside B 2 , was previously synthesized by Helferich et al in 1935 [8], and it is reported here for the first time as a natural product. 168.8), a MeO group (d(C) 55.9), and six aromatic C-atoms (d(C) 123.9, 117.5, 147.3, 153.7, 111.9, and 125.2).…”
mentioning
confidence: 72%
“…Ser, a member of Saxifragaceae family, is widely cultivated in many countries including China and Japan. Hydrangea dulcis folium, which is the fermented and dried leaves of H. macrophylla, is listed in the Japanese Pharmacopoeia XV and extensively used in confectionery, drinks, and foods as a sweetener Here, we report the isolation and structure elucidation of three new non-cyanogenic cyanoglucosides, hydranitriloside A 1 (1), hydranitriloside A 2 (2), and hydranitriloside B 1 (3), a related derivative isolated for the first time as a new natural product, hydrantriloside B 2 (4) [8], and a new phenolic glucoside, 3-hydroxy-4-methoxybenzoic acid 3-O-b-d-glucopyranoside (5) from the leaves of the plant. …”
mentioning
confidence: 99%