scholarly journals New Quercetin Triglycoside from the Leaves of Soybean Cultivar ‘Clark’

2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1984361
Author(s):  
Yoshinori Murai ◽  
Ryoji Takahashi ◽  
Junichi Kitajima ◽  
Tsukasa Iwashina

A new flavonol triglycoside, Quercetin 3- O-α-rhamnopyranosyl-(1→4)-[α-rhamnopyranosyl-(1→6)-β-galactopyranoside], was isolated from the leaves of soybean ( Glycine max) cultivar “Clark” and identified by UV spectra, LC-ESI-MS, acid hydrolysis, and 1H and 13C NMR. The compound was found together with 7 known flavonol glycosides, quercetin 3- O-robinobioside, quercetin 3- O-rutinoside, kaempferol 3- O-rhamnosyl-(1→4)-[rhamnosyl-(1→6)-galactoside], kaempferol 3- O-robinobioside, kaempferol 3- O-rutinoside, isorhamnetin 3- O-robinobioside, and isorhamnetin 3- O-rutinoside.

2015 ◽  
Vol 10 (8) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Risa Nakane ◽  
Tsukasa Iwashina

Twelve flavonoids were isolated from Allium macrostemon leaves. Five compounds were identified as kaempferol 3,7-di -O-glucoside (1), kaempferol 3,4′-di- O-glucoside (2), quercetin 3- O-glucoside (3), kaempferol 3- O-glucoside (4) and isorhamnetin 3- O-glucoside (5) by UV spectra, LC-MS, acid hydrolysis and HPLC comparisons with authentic standards. Other flavonoids were characterized as kaempferol glycosides (6–8, 10 and 11) and quercetin glycosides (9 and 12). Other compounds, such as steroidal saponins, have been already found from the bulbs of A. macrostemon. However, flavonoids were reported for the first time from the leaves.


2013 ◽  
Vol 8 (9) ◽  
pp. 1934578X1300800
Author(s):  
Tsukasa Iwashina ◽  
Minoru N. Tamura ◽  
Yoshinori Murai ◽  
Junichi Kitajima

Two new flavonol glycosides were isolated from the leaves of Triantha japonica, together with eight known flavonols, kaempferol 3- O-sophoroside, kaempferol 3- O-sambubioside, kaempferol 3- O-glucosyl-(1→2)-[glucosyl-(1→6)-glucoside], quercetin 3- O-sophoroside, quercetin 3- O-sambubioside, isorhamnetin 3- O-glucoside, isorhamnetin 3- O-sophoroside and isorhamnetin 3- O-sambubioside. The new compounds were identified as kaempferol 3- O-β-xylopyranosyl-(1→2)-[β-glucopyranosyl-(1→6)-β-glucopyranoside] (1) and isorhamnetin 3- O-β-xylopyranosyl-(1→2)-[β-glucopyranosyl-(1→6)-β-glucopyranoside] (3) by UV, LC-MS, acid hydrolysis, and 1H and 13C NMR spectroscopy. Another two new flavonol glycosides were isolated from the leaves of Tofieldia nuda, and identified as kaempferol 3- O-β-glucopyranosyl-(1→2)-[β-glucopyranosyl-(1→6)-β-galactopyranoside] (4) and quercetin 3- O-β-glucopyranosyl-(1→2)-[β-glucopyranosyl-(1→6)-β-galactopyranoside] (5). Though the genera Triantha and Tofieldia were treated as Tofieldia sensu lato, they were recently divided into two genera. It was shown by this survey that their flavonoid composition were also different to each other.


2018 ◽  
Vol 13 (5) ◽  
pp. 1934578X1801300
Author(s):  
Ayumi Uehara ◽  
Kazuhide Shimoda ◽  
Yoshinori Murai ◽  
Tsukasa Iwashina

Sixteen Japanese Artemisia taxa were surveyed for flavonoid aglycones and glycosides. The leaves were rinsed with acetone and then extracted with MeOH. Isolated flavonoids were identified by UV, LC-MS, acid hydrolysis, 1H and 13C NMR, and/or HPLC comparisons with authentic samples. Thus, nine flavone aglycones, apigenin (10), luteolin (5), chrysoeriol (11), hispidulin (6), jaseosidin (7), nepetin (15), sudachitin (8), luteolin 7-methyl ether (13) and eupatilin (14), three flavonol aglycones, axillarin (9), quercetin 3-methyl ether (16) and 5,7,4′-trihydroxy-3,6-dimethoxyflavone (12), one flavanone aglycone, pinocembrin (4), three dihydroflavonol aglycones, taxifolin (1), taxifolin 3-acetate (2) and padmatin (3) were found in their Artemisia taxa with the various combination. On the other hand, four flavonol glycosides, quercetin 3- O-rutinoside (17), quercetin 3- O-glucoside (18), patuletin 3- O-glucoside (19) and patuletin 3- O-rhamnosylglucoside (20), were isolated from a few Artemisia taxa.


2007 ◽  
Vol 2 (10) ◽  
pp. 1934578X0700201
Author(s):  
Irena Matławska ◽  
Maria Sikorska ◽  
Nabil H. El-Sayed ◽  
Jaromir Budzianowski ◽  
Elżbieta Hołderna-Kędzia ◽  
...  

Two flavones, hypolaetin 8- O-β-glucuronopyranoside 3″- O-sulfate and isoscutellarein 8- O-β-glucuronopyranoside 3″-O-sulfate, together with hypolaetin 8- O-β-glucuronopyranoside, kaempferol 3- O-α-rhamnopyranosyl (1“→6′”)-β-glucopyranoside and quercetin 3- O-α-rhamnopyranosyl (1″→6″”)-β-glucopyranoside were isolated from the leaves of Abutilon indicum, and their structures elucidated by acid hydrolysis and spectroscopic methods, including HPLC/ESI-MS, and 1H, 13C NMR, COSY, HMQC, HSQC and HMBC spectroscopic experiments. The antimicrobial activity of hypolaetin 8- O-β-glucuronopyranoside 3″- O-sulfate and of isoscutellarein 8- O-β-glucuronopyranoside 3″- O-sulfate against Staphylococcus aureus was confirmed.


2015 ◽  
Vol 10 (3) ◽  
pp. 1934578X1501000
Author(s):  
Nana Hashimoto ◽  
Ryo Ohsawa ◽  
Junichi Kitajima ◽  
Tsukasa Iwashina

Three flavonol glycosides were isolated from the leaves of Primula sieboldii. They were identified as quercetin 3- O-β-[xylopyranosyl-(1→2)- β-glucopyranosyl-(1→6)- β-glucopyranoside] (1), kaempferol 3- O- β-[glucopyranosyl-(1→2)- β-glucopyranosyl-(1→6)- β-glucopyranoside] (2) and kaempferol 3- O- β-[xylopyranosyl-(1→2)- β-glucopyranosyl-(1→6)- β-glucopyranoside] (3). Their chemical structures were determined by UV, 1H and 13C NMR spectroscopy, LC-MS and acid hydrolysis. Compounds 1 and 3 are found in nature for the first time. They were also detected in the flowers, together with two anthocyanins, malvidin 3,5-di- O-glucoside and a minor petunidin dihexoside.


1987 ◽  
Vol 52 (12) ◽  
pp. 2918-2925 ◽  
Author(s):  
Viktor Milata ◽  
Dušan Ilavský

The cyclization of 3-N(4- and 5-benzimidazolyl and benztriazolyl)amino-2-cyano- and 2-ethoxycarbonyl-2-propenoate esters Ia, b-IVa, b under the conditions of the Gould-Jacobs reaction leads to angularly ring-fused substituted imidazo or triazolo[4,5-f] (V, VI) and [4,5-h] (VII, VIII) quinolines, respectively. The esters Vb-VIIIb have been transformed into the corresponding chloroderivatives Vc-VIIIc. 3-N(5-Benzimidazolyl and 5-benztriazolyl)amino-2-cyano-2-propenenitriles are cyclized in the presence of aluminium(III) chloride to give the aminoquinolines Vd, VId. The structure of the products has been characterized by their 1H, 13C NMR, IR, and UV spectra.


2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly


1981 ◽  
Vol 38 (1) ◽  
pp. 99-112
Author(s):  
Paulo R.C. Castro ◽  
Roberto S. Moraes

This research deals with the effects of growth regulators on flowering and pod formation in soybean plant (Glycine max cv. Davis). Under greenhouse conditions, soybean plants were sprayed with 2,3,5-triiodobenzoic acid (TIBA) 20 ppm, Agrostemmin (1g/10 ml/3 l) gibberellic acid (GA) 100 ppm, and (2-chloroethyl) trimethylammonium chloride (CCC) 2,000 ppm. Application of TIBA increased number of flowers. 'Davis' soybean treated with CCC and TIBA presented a tendency to produce a lower number of pods.


2006 ◽  
Vol 86 (2) ◽  
pp. 483-484 ◽  
Author(s):  
Elroy R. Cober ◽  
Harvey D. Voldeng ◽  
Judith A. Frégeau-Reid ◽  
Ronald J. D. Guillemette

DH3604 is a 2700 crop heat unit soybean [Glycine max (L.) Merr.] cultivar developed for natto soyfood production. Key words: Soybean, cultivar description, natto


1996 ◽  
Vol 76 (1) ◽  
pp. 151-152
Author(s):  
H. D. Voldeng ◽  
R. J. D. Guillemette ◽  
D. A. Leonard ◽  
E. R. Cober

AC Albatros is a 2500 crop heat unit soybean [Glycine max (L.) Merr.] cultivar with good yield potential. Key words: Soybean, cultivar description


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