Literature DB >> 20486688

Flavone C-glycosides from seeds of fenugreek, Trigonella foenum-graecum L.

Saleh Rayyan1, Torgils Fossen, Øyvind M Andersen.   

Abstract

Fenugreek (Trigonella foenum-graecum L.) is particularly used in Asia, Africa, and Mediterranean countries for its nutritional and medicinal value. The flavone C-glycosides, apigenin 6-C-beta-chinovopyranosyl-8-C-beta-galactopyranoside (6) and apigenin 6-C-beta-xylopyranosyl-8-C-(6'''-O-(3-hydroxy-3-methylglutaroyl)-beta-glucopyranoside) (7), in addition to the known flavone C-glycosides, apigenin 6,8-C-di-beta-galactopyranoside (1), apigenin 6-C-beta-xylopyranosyl-8-C-beta-galactopyranoside (2), apigenin 6-C-beta-arabinopyranosyl-8-C-beta-galactopyranoside (3), luteolin 8-C-beta-glucopyranoside (4), luteolin 6-C-beta-glucopyranoside (5), apigenin 8-C-beta-glucopyranoside (8), apigenin 6-C-beta-glucopyranoside (9), luteolin 8-C-(2''-O-(E)-p-coumaroyl-beta-glucopyranoside) (10), and apigenin 8-C-(2''-O-(E)-p-coumaroyl-beta-glucopyranoside) (11) were isolated from fenugreek seeds. Compounds 1, 5, and 10 were reported for the first time in this species. Signal duplication in the NMR spectra, with exception of spectra of the mono-6-C-substituted compounds, revealed the presence of rotameric conformers, created by rotational hindrance at the C (sp(3))-C (sp(2)) glycosyl-flavone linkage in these flavone C-glycosides.

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Year:  2010        PMID: 20486688     DOI: 10.1021/jf100848c

Source DB:  PubMed          Journal:  J Agric Food Chem        ISSN: 0021-8561            Impact factor:   5.279


  10 in total

1.  Effect of Trigonella foenum-graecum Linn. seeds methanol extract on learning and memory.

Authors:  Tahira Assad; Rafeeq Alam Khan; Muhammad Ali Rajput
Journal:  Metab Brain Dis       Date:  2018-04-21       Impact factor: 3.584

2.  The Identification of Maize and Arabidopsis Type I FLAVONE SYNTHASEs Links Flavones with Hormones and Biotic Interactions.

Authors:  María Lorena Falcone Ferreyra; Julia Emiliani; Eduardo José Rodriguez; Valeria Alina Campos-Bermudez; Erich Grotewold; Paula Casati
Journal:  Plant Physiol       Date:  2015-08-12       Impact factor: 8.340

3.  Characterization of flavonoid glycosides from fenugreek (Trigonella foenum-graecum) crude seeds by HPLC-DAD-ESI/MS analysis.

Authors:  Zakia Benayad; Carmen Gómez-Cordovés; Nour Eddine Es-Safi
Journal:  Int J Mol Sci       Date:  2014-11-11       Impact factor: 5.923

Review 4.  Fenugreek a multipurpose crop: Potentialities and improvements.

Authors:  Awais Ahmad; Salem S Alghamdi; Kaiser Mahmood; Muhammad Afzal
Journal:  Saudi J Biol Sci       Date:  2015-09-14       Impact factor: 4.219

5.  Phenolic metabolites, biological activities, and isolated compounds of Terminalia muelleri extract.

Authors:  Walaa A El-Kashak; Samir M Osman; Ahmed H Gaara; Sayed A El-Toumy; Tahia K Mohamed; Iñaki Brouard
Journal:  Pharm Biol       Date:  2017-12       Impact factor: 3.503

6.  Amebicidal effects of fenugreek (Trigonella foenum-graecum) against Acanthamoeba cysts.

Authors:  Yasemin Kaya; Ayşe Baldemir; Ülkü Karaman; Nilay Ildız; Yeliz Kasko Arıcı; Gamze Kaçmaz; Zeynep Kolören; Yusuf Konca
Journal:  Food Sci Nutr       Date:  2019-01-28       Impact factor: 2.863

Review 7.  Phenolics from Medicinal and Aromatic Plants: Characterisation and Potential as Biostimulants and Bioprotectants.

Authors:  Musa Kisiriko; Maria Anastasiadi; Leon Alexander Terry; Abdelaziz Yasri; Michael Henry Beale; Jane Louise Ward
Journal:  Molecules       Date:  2021-10-20       Impact factor: 4.411

8.  Cytotoxicity of Fenugreek Sprout and Seed Extracts and Their Bioactive Constituents on MCF-7 Breast Cancer Cells.

Authors:  Kholoud K Khoja; Melanie-Jayne R Howes; Robert Hider; Paul A Sharp; Iain W Farrell; Gladys O Latunde-Dada
Journal:  Nutrients       Date:  2022-02-13       Impact factor: 5.717

9.  Anti-Obesity Evaluation of Averrhoa carambola L. Leaves and Assessment of Its Polyphenols as Potential α-Glucosidase Inhibitors.

Authors:  Nehal S Ramadan; Nabil H El-Sayed; Sayed A El-Toumy; Doha Abdou Mohamed; Zeinab Abdel Aziz; Mohamed Sobhy Marzouk; Tuba Esatbeyoglu; Mohamed A Farag; Kuniyoshi Shimizu
Journal:  Molecules       Date:  2022-08-12       Impact factor: 4.927

Review 10.  The value of universally available raw NMR data for transparency, reproducibility, and integrity in natural product research.

Authors:  James B McAlpine; Shao-Nong Chen; Andrei Kutateladze; John B MacMillan; Giovanni Appendino; Andersson Barison; Mehdi A Beniddir; Maique W Biavatti; Stefan Bluml; Asmaa Boufridi; Mark S Butler; Robert J Capon; Young H Choi; David Coppage; Phillip Crews; Michael T Crimmins; Marie Csete; Pradeep Dewapriya; Joseph M Egan; Mary J Garson; Grégory Genta-Jouve; William H Gerwick; Harald Gross; Mary Kay Harper; Precilia Hermanto; James M Hook; Luke Hunter; Damien Jeannerat; Nai-Yun Ji; Tyler A Johnson; David G I Kingston; Hiroyuki Koshino; Hsiau-Wei Lee; Guy Lewin; Jie Li; Roger G Linington; Miaomiao Liu; Kerry L McPhail; Tadeusz F Molinski; Bradley S Moore; Joo-Won Nam; Ram P Neupane; Matthias Niemitz; Jean-Marc Nuzillard; Nicholas H Oberlies; Fernanda M M Ocampos; Guohui Pan; Ronald J Quinn; D Sai Reddy; Jean-Hugues Renault; José Rivera-Chávez; Wolfgang Robien; Carla M Saunders; Thomas J Schmidt; Christoph Seger; Ben Shen; Christoph Steinbeck; Hermann Stuppner; Sonja Sturm; Orazio Taglialatela-Scafati; Dean J Tantillo; Robert Verpoorte; Bin-Gui Wang; Craig M Williams; Philip G Williams; Julien Wist; Jian-Min Yue; Chen Zhang; Zhengren Xu; Charlotte Simmler; David C Lankin; Jonathan Bisson; Guido F Pauli
Journal:  Nat Prod Rep       Date:  2018-07-13       Impact factor: 13.423

  10 in total

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