Helvetica Chimica Acta – Vol. 93 (2010)
2051
low needles. [a]2 ¼ ꢀ43.9 (c ¼ 0.20, MeOH). UV (MeOH): 260 (sh, 4.49), 266 (4.49), 293 (sh, 4.29), 360
8
D
(
4.30). UV (MeONa): 272 (4.49), 327 (sh, 4.47), 400 (4.35). (AlCl ): 275 (4.59), 429 (4.33). UV (AlCl /
3 3
HCl): 272 (4.54), 294 (sh, 4.28), 362 (sh, 4.19), 402 (4.27). UV (AcONa): 271 (4.52), 327 (sh, 4.33), 386
4.32). UV (AcONa þ H BO ): 263 (4.57), 295 (sh, 4.26), 379 (4.35). IR: 3397 (OH), 1652 (a,b-unsat.
(
3
3
1
13
C¼O), 1608, 1513 (arom. C¼C), 1457, 1360, 1209, 1115, 1067 (glycosidic CꢀO). H- and C-NMR:
þ
þ
þ
Table 2. FAB-MS (pos.): 813 ([M þ Na] ), 791 ([M þ H] ). HR-FAB-MS (pos.): 791.2012 ([M þ H] ,
þ
C H O ; calc. 791.2035).
36
39 20
Alkaline Hydrolysis of 9. A soln. of 9 (5 mg) in 0.1% MeONa/MeOH (1 ml) was stirred at r.t. for
þ
1
h. The mixture was neutralized with Dowex HCR-S (H form), and the residue was removed by
filtration. After removal of the solvent under a N stream, the residue was chromatographed on an RP-18
2
column with 10% and then 50% MeOH to give rutin (2), which was identified by direct comparison with
an authentic sample.
The work was financially supported by the second phase of the Brain Korea 21 Program in 2009. The
authors are grateful to Dr. KiHwan Bae for identification of the plant materials.
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Received February 3, 2010