+
Cholest-5-en-3ꢂ,7ꢃ-diol, 3-oleate (9). C H O , white needle, mp 44–46ꢀC; EI-MS m/z 666 [M] .Alkaline hydrolysis
45 78
3
–1
yielded cholest-5-en-3ꢂ,7ꢃ-diol and compound 2; IR (KBr, ꢄ, cm ): 2960 (C=C), 1738 (C=O), 1636 (C=C), 1380 (CH ),
1182 (C-O-C). H NMR (400 MHz, CDCl , ꢁ, J/Hz): 0.68 (3H, s, 18-CH ), 0.92 (3H, d, J = 6.6, 21-CH ), 1.15 (3H, s, 19-CH ),
3.86 (1H, br.s, H-7), 4.62 (1H, m, H-3), 5.30 (2H, m, H-9ꢅ and H-10ꢅ), 5.41 (1H, d, J = 4.4, H-6). C NMR (100 MHz, CDCl , ꢁ):
3
1
3
3
3
3
13
3
37.2 (C-1), 29.4 (C-2), 74.6 (C-3), 40.1 (C-4), 146.2 (C-5), 122.1 (C-6), 68.0 (C-7), 35.6 (C-8), 42.3 (C-9), 37.7 (C-10), 21.0
(C-11), 39.4 (C-12), 42.4 (C-13), 49.5 (C-14), 24.4 (C-15), 28.4 (C-16), 56.1 (C-17), 11.8 (C-18), 18.6 (C-19), 36.0 (C-20),
19.0 (C-21), 36.4 (C-22), 24.0 (C-23), 39.8 (C-24), 28.2 (C-25), 22.8 (C-26), 23.0 (C-27), 173.4 (C-1ꢅ), 34.5 (C-2ꢅ), 24.6
(C-3ꢅ), 129.6 (C-9ꢅ), 129.8 (C-10ꢅ), 29.9–28.7 (C-4ꢅ–C-7ꢅ, C-12ꢅ–C-15ꢅ), 31.6 (C-16ꢅ), 22.5 (C-17ꢅ), 14.0 (C-18ꢅ) [14].
+ 1
13
Cholest-5-en-3ꢂ-ol-7-one (10). C H O , white needle, mp 165–167ꢀC; EI-MS m/z 400 [M] . H and C NMR
27 44
2
spectral data agreed with those reported in [15].
+
Hexadecanoic Acid, 2,3-Dihydroxypropyl Ester (11). C H O , white needle, mp 68–69ꢀC; EI-MS m/z 330 [M] .
H and C NMR spectral data agreed with those reported in [16].
19 38
4
1
13
+ 1
13
Cholest-4-en-6ꢂ-ol-3-one (12). C H O , white needle, mp 175–177ꢀC; EI-MS m/z 400 [M] . H and C NMR
27 44
2
spectral data agreed with those reported in [17].
ACKNOWLEDGMENT
This work was supported by the National Natural Science Foundation of China (No. 30672620) and the Shanghai
Scientific Committee – Korea SK Research & Development Foundation (No.200312t).
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