2018
DOI: 10.1016/j.bioorg.2018.06.024
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New C-2 diastereomers of flavanone glycosides conjugated with 3-hydroxy-3-methylglutaric acid from the pericarp of Citrus grandis (L.) Osbeck

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Cited by 9 publications
(3 citation statements)
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“…Following the general procedure C, 9b (1.78 g, 4.4 mmol) was used as a substrate to get 10b (0.97 g, 81% yield) as a white solid: 1 H NMR (400 MHz, DMSO- d 6 ) δ 12.16 (s, 1H, −OH), 10.80 (s, 1H, −OH), 9.60 (s, 1H, −OH), 7.32 (d, J = 8.4 Hz, 2H, H-10, H-14), 6.80 (d, J = 8.4 Hz, 2H, H-11, H-13), 5.89 (s, 2H, H-6, H-8), 5.44 (dd, J = 12.8, 2.7 Hz, 1H, H-2), 3.27 (dd, J = 17.1, 12.8 Hz, 1H, H-3a), 2.68 (dd, J = 17.1, 2.7 Hz, 1H, H-3b); 13 C NMR (100 MHz, DMSO- d 6 ) δ 196.9 (CO), 167.1, 164.0, 163.4, 158.2, 129.3, 128.8 (2 × C), 115.6 (2 × C), 102.2, 96.3, 95.4, 78.9 (C-2), 42.4 (C-3). The spectroscopic data correspond to reported values …”
Section: Methodssupporting
confidence: 79%
See 1 more Smart Citation
“…Following the general procedure C, 9b (1.78 g, 4.4 mmol) was used as a substrate to get 10b (0.97 g, 81% yield) as a white solid: 1 H NMR (400 MHz, DMSO- d 6 ) δ 12.16 (s, 1H, −OH), 10.80 (s, 1H, −OH), 9.60 (s, 1H, −OH), 7.32 (d, J = 8.4 Hz, 2H, H-10, H-14), 6.80 (d, J = 8.4 Hz, 2H, H-11, H-13), 5.89 (s, 2H, H-6, H-8), 5.44 (dd, J = 12.8, 2.7 Hz, 1H, H-2), 3.27 (dd, J = 17.1, 12.8 Hz, 1H, H-3a), 2.68 (dd, J = 17.1, 2.7 Hz, 1H, H-3b); 13 C NMR (100 MHz, DMSO- d 6 ) δ 196.9 (CO), 167.1, 164.0, 163.4, 158.2, 129.3, 128.8 (2 × C), 115.6 (2 × C), 102.2, 96.3, 95.4, 78.9 (C-2), 42.4 (C-3). The spectroscopic data correspond to reported values …”
Section: Methodssupporting
confidence: 79%
“…5,7-Dihydroxy-2-phenylchroman-4-one (10a). Following the general procedure C, 9a (1.52 g, 4.4 mmol) was used as a substrate to get 10a (0.99 g, 88% yield) as a white solid: 1 44…”
Section: -(24-bis(methoxymethoxy)phenyl)-57-bis(methoxymethoxy)chroma...mentioning
confidence: 99%
“…These might be attributed to the fact that cigranoside F was below the detection limit in Shatainyu or did not exist in other pomelo cultivars. Cigranoside A, cigranoside B, bergamjuicin and neoeriocitrin were previously found in traditional Chinese medicine, such as the pericarp of C. grandis huajuhong (cigranoside A and B) ( Ma et al, 2018 ), the juice of C. bergamia bergamot (bergamjuicin) ( Formisano et al, 2019 ) and the rhizomes of Drynaria fortunei (Kunze et Mett.) J. Sm (neoeriocitrin) ( Yang et al, 2015 ).…”
Section: Resultsmentioning
confidence: 99%