Sampsoniones C-H, a unique family of polyprenylated benzophenone derivatives with the novel tetracyclo[7.3,1.13,11.03,7]tetradecane- 2,12,14-trione skeleton, from Hypericum sampsonii(Guttiferae)

Tetrahedron Letters

Volumn 40, Issue 4, 1999, Pages 759-762

  Hu, Li Hong ^a   Sim, Keng Yeow ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

HYPERICUM EXTRACT; SAMPSONIONE C; SAMPSONIONE D; SAMPSONIONE E; SAMPSONIONE F; SAMPSONIONE G; SAMPSONIONE H; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG CONFORMATION; DRUG ISOLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STRUCTURE ANALYSIS;

CLUSIACEAE; HYPERICUM;

EID: 0033593421     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02366-1     Document Type: Article

References (8)

1. Geneive EH, Helen J, Sean C, Stewart M, William FR, Yang JP. Tetrahedron Lett., 1995, 36, 4575-4578.
2. Cecilia MAO, Andre MP, Volker B, Ivo V, Anita JM. Tetrahedron Lett., 1996, 37, 6427-6430.
3. Geneive EH, Helen J, Sean C, Stewart M, William FR. Tetrahedron Lett., 1996, 37, 8663-8666.
4. Hu LH, Sim KY. Tetrahedron Lett., 1998, 39, 7999-8002.
5. 3, 300 MHz): 2.63 (t, 12.6 Hz, 4α), 2.08 (dd, 12.4, 8.8 Hz, 4β), 3.12 (dd, 12.0, 8.9 Hz, 5β), 2.03 (m, 7α), 2.28 (m. 8α), 1.71 (m, 8β), 2.13 (m, 9), 2.52 (dd, 14.0, 8.6 Hz, 10a), 1.88 (d, 14.1 Hz, 10b), 7.11 (2H, d, 7.7 Hz, 17, 21), 7.26 (2 H, t, 7.9 Hz, 18, 20), 7.39 (t, 7.7 Hz, 19), 4.91 (s, 23), 4.84 (s, 23), 1.80 (s, 24), 0.86 (s, 25), 0.93 (s, 26), 2.47 (2 H, t, 5.9 Hz, 27), 5.11 (t, 5.7 Hz, 28), 1.98 (2 H, m, 30), 1.66 (s, 31), 2.03 (2 H, m, 32), 5.05 (t, 4.3 Hz, 33), 1.65 (s, 35), 1.57 (s, 36), 1.40 (s, 37), 1.46 (s, 38).
6. 3,300 MHz): 3.22 (d, 17.7 Hz, 4α), 2.76 (d, 17.7 Hz, 4β), 2.28 (t, 9.6 Hz, 7α), 2.48 (m, 8α), 1.75 (ddd, 15.4, 9.3, 1.2 Hz, 8β). 2.23 (brt, 6.8 Hz, 9), 2.22 (dd, 14.0, 7.3 Hz, 10a), 1.88 (d, 14.1 Hz, 10b), 7.10 (2H, d, 8.0 Hz, 17,21), 7.27 (2 H, dd, 7.9, 7.0 Hz, 18, 20), 7.41 (t, 7.0 Hz. 19), 1.09 (s, 25), 0.95 (s, 26), 2.54 (2 H, t, m, 27), 5.02 (m, 28), 1.94 (2 H, t, 7.4 Hz, 30), 1.65 (s, 31), 2.00 (2 H, m, 32), 5.02 (m, 33), 1.65 (s, 35), 1.57 (s, 36), 1.47 (s, 37), 1.51 (s, 38).
7. 3, 300 MHz): 2.26 (m, 4α), 2.75 (dd, 13.6, 6.6 Hz, 4β), 2.19 (m, 5α), 2.32 (dd, 12.8, 5.3 Hz, 7β), 2.02 (m, 8α), 1.77 (m, 8β), 2.10 (m, 9), 2.47 (dd, 14.9, 6.6 Hz, 10a), 2.20 (m, 10b), 7.07 (2H, d, 6.1 Hz, 17, 21), 7.29 (2 H, t, 6.3 Hz, 18, 20), 7.39 (t, 6.0 Hz, 19), 1.36 (6 H, 23, 24), 1.22 (s, 25), 1.07 (s, 26), 2.60 (2 H, m, 27), 5.22 (t, 7.5 Hz, 28), 1.73 (2 H, m, 30), 1.67 (s, 31), 1.39 (s, 37), 1.41 (s, 38).
8. 3, 300 MHz): 2.37 (dd, 13.7, 6.7 Hz, 4α), 2.43 (dd, 13.7. 7.0 Hz, 4β), 1.72 (m, 5α), 1.92 (m, 7β), 1.92 (m, 8α), 1.72 (m, 8β), 2.07 (m, 9), 2.50 (dd, 14.4, 5.3 Hz, 10a), 2.21 (d, 14.8 Hz, 10b), 7.10 (2H, d, 8.0 Hz, 17, 21), 7.27 (2 H, dd, 7.9, 7.0 Hz, 18, 20), 7.39 (t, 7.0 Hz, 19), 0.95 (s, 25), 1.03 (s, 26), 2.62 (2 H, m, 27), 5.30 (t, 7.4 Hz, 28), 2.06 (2 H, m, 30). 1.67 (s, 31), 2.07 (2 H, m, 32), 5.07 (brs, 33), 1.67 (s, 35), 1.58 (s, 36), 1.39 (s, 37), 1.42 (s, 38).