118014-29-2

Upstream product

• 67-56-1 methanol 
• 95457-27-5 isorugosin D 
• 154774-31-9 benzyl 2,3,4,6-tetrakis(3,4-((diphenylmethylene)dioxy)-5-hydroxybenzoyl)-β-D-glucopyranoside 
• 89871-78-3 coriariin A 

Downstream Products

• 82220-63-1 tridecamethyltellimagrandin (β-anomer) 
• 82220-63-1 α-anomer of trideca-O-methyltellimagrandin-I 
• 96691-90-6 2,3-di-O-galloyl-D-⁴C₁-glucopyranose 
• 1707-75-1 2,2-diphenyl-1-picrylhydrazine 

Relevant academic research and scientific papers

On the basis for regioselective oxidation within a tetragalloylpyranose substrate

Lead (IV)-mediated oxidation of a benzyl 2,3,4,6- tetragalloylglucopyranoside leads only to coupling at the O(4)/O(6) galloyls. Competitive oxidation experiments with a series of positionally distinct phenolic galloyl analogs furnishes evidence that this unexpected regioselectivity stems from preferential oxidation at the O(6) galloyl ring. Companion studies with electronically dissimilar analogs provide support for a through-space component to O(6) galloyl oxidation selectivity in addition to steric and inductive influences.

Synthesis and biological profiling of tellimagrandin I and analogues reveals that the medium ring can significantly modulate biological activity

A novel synthesis of the ellagitannin natural product tellimagrandin I and a series of medium ring analogues is described. These compounds were all subsequently screened for redox activity, ability to precipitate protein and cellular phenotype in HeLa cel

Dimeric and trimeric ellagitannins from Corylus heterophylla

Besides previously reported tannins and related polyphenots, additional two new hydrolysable tannins, heterophylliins F and G, were isolated from the leaf extract of Corylus heterophylla, and characterized by spectral and chemical evidence as dimeric and trimeric ellagitannins, respectively, in which monomeric units are linked to each other through a valoneoyl group.

Ellagitannin chemistry. The first total chemical synthesis of an ellagitannin natural product, tellimagrandin I

Tellimagrandin I was synthesized by two different biogenetically patterned routes. One route featured diastereoselective galloyl ester coupling between the O(4) and O(6) galloyl moieties in a glucose-derived substrate bearing additional protected galloyl

Tannins of Coriaria japonica A. Gray. III. Structures of coriariins G, H, I and J

Four new hydrolyzable tannins, coriariins G, H, I and J, were isolated from the leaf of Coriaria japonica (Coriariaceae). Structures 1, 2 and 3, having a sedoheptulose residue, were assigned for coriariins G, H and I, respectively. Structure 4, having a d

Woodfordin D and oenothein A, trimeric hydrolyzable tannins of macro-ring structure with antitumor activity

Two new antitumor trimeric hydrolyzable tannins, woodfordin D (5) and oenothein A (13), were isolated from the dried flowers of Woodfordia fruticosa, and their macrocyclic structures, which have a novel constituent unit (woodfordinoyl group) connecting the monomers, have been elucidated on the basis of spectral and chemical evidence. Oenothein A (13) was also isolated from the leaves of Oenothera biennis.

Novel Metabolites of Hexahydroxydiphenic Acid Esters (Ellagitannins) from Carpinus japonica

The unique hydrated biscyclohexenetrione structures (1)-(4) of carpinins A-D, the metabolites of hexahydroxydiphenic acid esters (ellagitannins) isolated from the leaves of Carpinus japonica, are described.

The Metabolism of Gallic Acid and Hexahydroxydiophenic Acid in Higher Plants Part 4; Polyphenol Interactions Part 3. Spectroscopic and Physical Properties of Esters of Gallic Acid and (S)-Hexahydroxydiphenic Acid with D-Glucopyranose (4C1)

NMR spectroscopic methods, based upon 1H and 13C and two-dimensional long-range heteronuclear shift correlation , have been used accurately to define the positions of esterification to D-glucopyranose of structurally related phenolic acids in natural polyphenols.Quantitative measurements of physical properties i.e. gelling, distribution between octan-1-ol and water, and self-association of natural phenolic esters are described and related in some cases to features of putative biogenetic schemes for these metabolites.

Tannins of Coriaria japonica A. GRAY. II. Coriariins C, D, E and F, New Dimeric and Monomeric Hydrolyzable Tannins

Three new dimeric hydrolyzable tannins, named coriariins C (3), D (4), and E (5), and a new monomeric tannin, coriariin F (6), have been isolated from the leaves of Coriaria japonica A.GRAY along with rugosin B (7), gemin D (8) and strictinin, and the structures of the new tannins have been established upon the basis of chemical and spectroscopic evidence.Keywords-tannin; ellagitannin; dimeric hydrolyzable tannin; Coriariaceae; Rosaceae; Coriaria japonica; coriariin C; coriariin D; coriariin E; coriariin F