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Rutin NMR Table

1. The document describes the identification of the compound Rutin through analysis of its 1H NMR, 13C NMR, EI-MS, and HMBC spectral data. Key peaks are reported and match references. 2. The spectral data indicates the presence of glucose and rhamnose sugar moieties linked to a rutinaglycone nucleus. 3. The study aims to characterize Rutin, a known antioxidant compound, which was isolated from the leaves of Memecylon edule plant.

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239 views4 pages

Rutin NMR Table

1. The document describes the identification of the compound Rutin through analysis of its 1H NMR, 13C NMR, EI-MS, and HMBC spectral data. Key peaks are reported and match references. 2. The spectral data indicates the presence of glucose and rhamnose sugar moieties linked to a rutinaglycone nucleus. 3. The study aims to characterize Rutin, a known antioxidant compound, which was isolated from the leaves of Memecylon edule plant.

Uploaded by

Mema Fathy
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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1.

Rutin:

Yellow crystals, EI-MS m/z:


1 H-NMR and 13C NMR (chemical shift δ in ppm) (400 MHz, DMSO)
Atom C/H δH (ppm) J (Hz) δ(ppm) HMBC δH J (Hz) δ(ppm)
(ppm)
Reference [1] [2]
2 - - 156.88 - - - 156.7
3 - - 133.73 - - - 134.1
4 - - 177.81 - - - 178.2
5 - - 161.66 - 12.602 - 161.5
6 6.206 d 2 99.17 C-5, C-7, C-8, C-10 6.11 d 2.2 98.9
7 - - 164.65 - 10.844 - 164.3
8 6.400 d 1.2 94.07 C-6, C-7, C-9, C-10 6.40 d 2 93.9
9 - - 157.06 - - - 157.1
10 - - 104.37 - - - 104.2
1’ - - 121.61 - - - 121.9
2’ 7.670 d 1.6 115.69 C-1', C-2', C-3', C-4', 7.55 d 2.1 116.1
C-2

3’ - - 145.22 - - - 145.6
4’ - - 148.89 - - - 148.7
5’ 6.864 d 8.4 116.70 C-3', C-4', C-6' 6.85 d 8.4 116.5
6’ 7.568 dd 8.4/2 122.05 C-4', C-6' 7.56 dd 9/2.1 122.0
β-Glucose
1” 5.363 d 6.8 101.63 C-1''', C-2''', C-6'' 5.35 d 7.8 101.4
2” 3.422 m 7/3.3 74.52 - 3.46 m - 74.9
3” 3.248 m - 76.88 - 3.25 m - 76.7
4” 3.302 m - 72.28 - 3.29 m - 72.7
5” 3.373 m - 76.35 - 3.38 m - 76.7
6” 4.392 m - 67.45 C-4''', C-5''', C-6''' 3.79 m - 67.3
α-rhamnose
1” 5.125 d 2.4 101.21 C-1''', C-2''', C-6'' 5.12 d 1.6 101.0
2” 3.730 m - 70.44 - 3.63 m - 70.8
3” 3.526 m - 70.82 - 3.53 m - 71.2
4” 3.276 m - 71.00 - 3.28 m - 71.4
5” 3.406 m - 68.71 - 3.43 m - 68.5
6” 1.010 d 6 18.21 C-4''', C-5''', C-6''' 1.13 d 6.2 18.0
5- OH 12.602 - - C-5, C-6, C-10 - - -
Ref [3]
HMBC table

1. Feng, J.H., et al., Antinociceptive effect of single components isolated from Agrimonia pilosa
Ledeb. extract. Scientia Pharmaceutica, 2019. 87(3): p. 18.
2. Srinivasan, R., et al., Antioxidant Compound Quercetin-3-O-α-L-rhamnoside (1→ 6)-β-D-
glucose (Rutin) isolated from ethyl acetate leaf extracts of Memecylon edule Roxb
(Melastamataceae). 2015. 5(1): p. 35-42.
3. Dhiman, A., et al., Development of Rutin Ethosomes for Enhanced Skin Permeation. 2019. 1: p.
4-10.

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