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with 14:86 MeOH–water, giving mixture of 5 (323 mg) and 6
(54 mg). Compound 5:
+47.1° (c 1.0, H2O); 1H NMR
½ ꢃ
a 2D5
(500 MHz, D2O) d: 4.91 (1H, d, J1,2 = 3.80 Hz, F-1), 4.58 (1H, d,
J1,2 = 8.20 Hz, GN-1); 13C NMR (125 MHz, D2O) d: 175.15, 175.09
(–NH–COCH3), 103.03–102.14 (9C, m, GN-1, G1, G0-1), 99.91,
99.85 (F-1), 82.36–82.02 (7C, m, G-4, G0-4), 75.69, 75.66 (GN-5),
74.64, 74.55 (GN-3), 74.01–73.80 (7C, m, G-3, G-3), 72.94–72.68
(14C, m, G-2, G0-2, G-5, G0-5), 71.59, 71.49 (F-4), 70.91 (2C, s, GN-
4), 70.75, 70.66 (F-3), 69.38 (G0-6), 69.12 (2C, s, F-2), 68.98 (G76),
67.97, 67.80 (GN-6), 67.47 (2C, s, F-5), 61.40–61.16 (6C, m, G-6),
56.57 (2C, s, GN-2), 23.17 (2C, s, –NH–COCH3), 16.75, 16.66 (F-6).
HR-FAB-MS m/z: 1833.6530 (M+H)+ (Calcd for C70H116O53N2:
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1833.6522). Compound 6: ½a D25
ꢃ
+91.5° (c 1.0, H2O); 1H NMR
(500 MHz, D2O) d: 4.91 (1H, d, J1,2 = 3.80 Hz, F-1), 4.58 (1H, d,
J1,2 = 8.20 Hz, GN-1); 13C NMR (125 MHz, D2O) d: 175.16 (–NH–
COCH3), 102.98 (G0-1), 102.74–102.44 (6C, m, GN-1, G1), 99.87
(F-1), 82.52 (G0-4), 82.27–81.95 (6C, m, G-4), 75.70 (GN-5), 74.67
(GN-3), 73.94–73.82 (7C, m, G-3, G-3), 72.97–72.69 (14C, m, G-2,
G0-2, G-5, G0-5), 71.66 (F-4), 71.00 (GN-4), 70.81 (F-3), 69.74
(G0-6), 69.13 (F-2), 68.02 (GN-6), 67.49 (F-5), 61.42–61.12 (6C, m,
G-6), 56.53 (GN-2), 23.14 (–NH–COCH3), 16.90 (F-6).
HR-FAB-MS m/z: 1484.5160 (M+H)+ (Calcd for C56H93O44N:
1484.5149).
26. Dullenkopf, W.; Castro-Palomino, J. C.; Manzoni, L.; Schmidt, R. R. Carbohydr.
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Acknowledgments
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We thank Wako Pure Chemical Industries, Ltd (Osaka, Japan) for
technical support of the RT-CES (ACEA) study.
29. Nakanishi, N.; Tsujikawa, J.; Hara, N.; Tanimoto, T.; Koizumi, K. Yakugaku Zasshi
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