Citation: Jian Sun, Shu Wang, Fang Xia, Ke-Yuan Wang, Jin-Ming Chen, Peng-Fei Tu. Five new benzophenone glycosides from the leaves of Aquilaria sinensis (Lour.) Gilg[J]. Chinese Chemical Letters, ;2014, 25(12): 1573-1576. doi: 10.1016/j.cclet.2014.07.013 shu

Five new benzophenone glycosides from the leaves of Aquilaria sinensis (Lour.) Gilg

Jian Sun ^a ,
Shu Wang ^b ,
Fang Xia ^c ,
Ke-Yuan Wang ^d ,
Jin-Ming Chen ^d ,
Peng-Fei Tu ^a,,

a.
a. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China;
b.
b. Department of Medicinal Chemistry and Pharmaceutical Analysis, Logistics College of Chinese People's Armed Police Forces, Tianjin 300309, China;
c.
c. TaiJi Pharmaceutical Research Institute, Chongqing 400118, China;
d.
d. Guangdong Junyuan Pharmaceutical Co., Ltd., Guangzhou 525432, China

Corresponding author: Peng-Fei Tu,
Received Date: 30 March 2014
Available Online: 29 May 2014
Fund Project:

Phytochemical investigation on the ethanol extract from the leaves of Aquilaria sinensis led to the isolation of five new benzophenone glycosides, aquilarinensides A-E (1-5). Their structures were elucidated by a combination of 1D and 2D NMR, HRMS, and chemical analysis.
- Thymelaeaceae,
- Aquilaria sinensis,
- Benzophenone glycosides
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  [13] Aquilarinenside A (1): flavescent crystalline powder (MeOH); [α]D²⁵ -25.0 (c 0.08, MeOH); UV (MeOH) λ_max (log ε): 291 nm (0.17) and 205 nm (0.53); IR nmax 3514, 2982, 2932, 1643, 1606, 1510, 1449, 1388, 1320, 1277, 1168, 1138, 1051, 919, 881, 839, 801, 702, 627, 580 cm^-1; HR-ESI-MS m/z, 537.1598 [M-H]^-(calcd. for C₂₅H₃₀O₁₃, 537.1614).
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  [15] Aquilarinenside B (2): flavescent crystalline powder (MeOH); [α]D²⁵ -70.0 (c 0.08, MeOH); UV (MeOH) λ_max (log ε): 291 nm (0.27) and 205 nm (0.81); IR nmax 3420, 2926, 1648, 1608, 1510, 1452, 1378, 1320, 1167, 1073, 784, 468 cm^-1; HRESI-MS m/z, 537.1617 [M-H]^-(calcd. for C₂₅H₃₀O₁₃, 537.1614).
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  [16] Aquilarinenside C (3): flavescent crystalline powder (MeOH); [α]D²⁵ -26.0 (c 0.08, MeOH); UV (MeOH) λ_max (log ε): 290 nm (0.22) and 205 nm (0.61); IR ν_max 3419, 2978, 2931, 1650, 1604, 1512, 1451, 1317, 1274, 1168, 1064, 1026, 926, 828, 766, 695, 581, 533cm^-1; HR-ESI-MS m/z, 537.1632 [M-H]^-(calcd. for C₂₅H₃₀O₁₃, 537.1614).
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  [17] Aquilarinenside D (4): flavescent crystalline powder (MeOH); [α]D²⁵ -30.0 (c 0.14, MeOH); UV (MeOH) λ_max (log ε): 289 nm(0.44) and 205 nm (1.29); IR ν_max 3419, 2978, 2933, 1605, 1511, 1453, 1319, 1275, 1167, 1072, 1044, 972, 925, 893, 819, 696, 652, 623, 584, 532 cm^-1; HR-ESI-MS m/z, 523.1442 [M-H]^-(calcd. for C₂₄H₂₇O₁₃, 523.1457).
18. [18]
  [18] Aquilarinenside E (5): flavescent crystalline powder (MeOH); [α]D²⁵ -3.33 (c 0.30, MeOH); UV (MeOH) λ_max (log ε): 289 nm (0.32) and 205 nm (0.96); IR ν_max 3582, 3519, 3380, 2931, 1712, 1627, 1591,1555, 1514, 1450,1380, 1314, 1291, 1212, 1171, 1100, 1071, 1047, 922, 836, 805, 712, 596, 532 cm^-1; HR-ESI-MS m/z, 435.1247 [M+H]⁺ (calcd. for C₂₁H₂₃O₁₀, 435.1227).
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