Isolation and Chemotaxonomic Implications of Tenelloside, a Novel Unusual C-Glycosyl Flavanone from Phyllanthus tenellus Roxb. in Tenerife Island

被引:0
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作者
Francioso, Antonio [1 ,2 ,3 ]
Diaz, Ignacio Antonio Jimenez [2 ]
Reyes, Carolina Perez [2 ]
Montelongo, Cristina Gonzalez [4 ]
Pierini, Marco [5 ]
Villani, Claudio [5 ]
Bazzocchi, Isabel Lopez [2 ]
机构
[1] Univ Teramo, Dept Biosci & Technol Food Agr & Environm, I-64100 Teramo, Italy
[2] Univ La Laguna, Inst Univ Bioorgan Antonio Gonzalez, Dept Quim Organ, Ave Astrofis Francisco Sanchez, San Cristobal la Laguna 38206, Spain
[3] Sapienza Univ Rome, Dept Biol Chem A Rossi Fanelli, I-00185 Rome, Italy
[4] Univ La Laguna, Fac Ciencias, Dept Bot Ecol & Fisiol Vegetal, Secc Biol, Ave Astrofis Francisco Sanchez, San Cristobal la Laguna 38206, Spain
[5] Sapienza Univ Rome, Dept Chem & Technol Drugs, I-00185 Rome, Italy
关键词
natural product chemistry; Phyllanthus genus; C-glycosyl flavanone; 1D/2D NMR; mass spectrometry; electronic circular dichroism; BIOACTIVE COMPOUNDS; IN-VIVO; BIOSYNTHESIS;
D O I
10.3390/separations11010015
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Phyllanthus is a large genus of the Euphorbiaceae family, which has been widely used in traditional medicine. The current study reports the isolation of an unusual C-glycosyl flavonoid, named tenelloside, from Phyllanthus tenellus Roxb., a non-endemic plant present in Canary Islands. The chemical structure of this secondary metabolite was established employing combined spectrometric and spectroscopic techniques, including 1D and 2D NMR experiments and mass spectrometry. The absolute stereochemical configuration was determined via the comparison of experimental and calculated electronic circular dichroism spectra. In our previous work, another C-glycosylated bioactive product was isolated from another Phyllanthus species, suggesting that this class of compounds can be produced in a genus-specific manner in different geographic regions. This work represents another important report for direct future studies on the biological and chemotaxonomic potential of C-glycosylated products of the Phyllanthus genus.
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页数:10
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