Natural Product Research
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E1 did not show a presence of 1–3. E2 contained only 3. E3 and E4 exhibited a presence
of 3 and traces of 1. E5–E8 contained mainly 3, small amounts of 1 and traces of 2.
The amount of 1–3 in these extracts remained unchanged after staying at room
temperature for 2 h.
1
Compound 1: Amorphous powder; H and 13C NMR spectra: Tables 1 and 2; HPLC
showed retention time of 28.15 min. MS (APCI), m/z: 1091 [M þ 1]þ, 1073 [M þ 1
ꢀ H2O]þ, 1031 [M þ 1 ꢀ H2O ꢀ 42]þ, 885 [M þ 1 ꢀ H2O ꢀ 42 ꢀ Rha]þ, 739 [M þ 1 ꢀ
H2O ꢀ 42 ꢀ 2Rha]þ, 577 [M þ 1 ꢀ H2O ꢀ 42 ꢀ 2Rha ꢀ Glc]þ, 415 [M þ 1ꢀ H2O ꢀ 42
ꢀ 2Rha ꢀ 2Glc]þ, 397 [415 ꢀ H2O]þ; HRFABMS: m/z: 1113.5111 [M þ Na]þ (Calcd for
C53H86O23Na, 1113.545765).
1
Compound 2: Amorphous powder; H and 13C NMR spectra: Tables 1 and 2; HPLC
showed retention time of 25.69 min. MS (APCI), m/z: 1091 [M þ 1]þ, 1073 [M þ 1 ꢀ
H2O]þ, 1031 [M þ 1 ꢀ H2O ꢀ 42]þ, 885 [M þ 1 ꢀ H2O ꢀ 42 ꢀ Rha]þ, 739 [M þ 1 ꢀ H2O
ꢀ 42 ꢀ 2Rha]þ, 577 [M þ 1 ꢀ H2O ꢀ 42 ꢀ 2Rha ꢀ Glc]þ, 415 [M þ 1 ꢀ H2O ꢀ 42 ꢀ 2Rha
ꢀ 2Glc]þ, 397 [415 ꢀ H2O]þ.
1
Compound 3 as a mixture with compound 2: Amorphous powder; the H and 13C NMR
spectra of the mixture showed some characteristic signals for 3: ꢂH 2.0 (s, OCOCH3),
ꢂC 20.8 (OCOCH3) and 171.0 (OCOCH3) for acetyl group and ꢂH 6.30 (br s, H-100), 5.01
(overlapped, H-200), 5.85 (dd, J ¼ 3.1, 9.0 Hz, H-300), 4.55 (overlapped, H-400), 5.00
(overlapped, H-500), 1.70 (d, J ¼ 6.2 Hz, CH3-600); ꢂC 102.0 (C-100), 71.0 (C-200), 76.6 (C-300),
72.4 (C-400), 69.5 (C-500), 18.3 (C-600) for 20-Rha moiety. Analytical RP-HPLC showed
retention time of 26.63 min for compound 3. MS (APCI), m/z: 1091 [M þ 1]þ, 1073 [M þ 1
ꢀ H2O]þ, 1031 [M þ 1 ꢀ H2O ꢀ 42]þ, 885 [M þ 1 ꢀ H2O ꢀ 42 ꢀ Rha]þ, 739 [M þ 1 ꢀ H2O
ꢀ 42 ꢀ 2Rha]þ, 577 [M þ 1 ꢀ H2O ꢀ 42 ꢀ 2Rha ꢀ Glc]þ, 415 [M þ 1 ꢀ H2O ꢀ 42 ꢀ 2Rha ꢀ
2Glc]þ, 397 [415 ꢀ H2O]þ.
Acknowledgement
This work was supported in part by the Bulgarian National Science Fund (Contracts X-1312 and
X-1601).
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