A new secosterol from the Indonesian octocoral Pachyclavularia violacea

Journal of Natural Products

Volumn 65, Issue 9, 2002, Pages 1357-1359

  Anta, Cristina ^a   González, Noemí ^a   Rodríguez, Jaime ^a   Jiménez, Carlos ^a  

^a UNIVERSITY OF A CORUÑA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

3BETA,11 DIHYDROXY 5BETA,6BETA EPOXY 24 METHYL 9,11 SECOCHOLESTAN 9 ONE; PACHYCLAVULARIAENOME B; SECOSTEROID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CORAL; DRUG ISOLATION; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; NUCLEAR OVERHAUSER EFFECT; OPTICAL ROTATION; PACHYCLAVULARIA VIOLACEA; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

ANIMALS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CNIDARIA; COLONIC NEOPLASMS; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; INDONESIA; LEUKEMIA P388; LUNG NEOPLASMS; MASS SPECTROMETRY; MELANOMA; MICE; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; SECOSTEROIDS; STEREOISOMERISM; TUMOR CELLS, CULTURED;

ANTHOZOA; PACHYCLAVULARIA;

EID: 0036743085     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np010592e     Document Type: Article

References (17)

1. Faulkner, D. Nat. Prod. Rep. 2001,18,1-49, and references therein.
2. Fabricius, K.; Anderslade, P. Personal communication.
3. (a) Bowden, B. F.; Coll, J. C.; Mitchell, S. J.; Raston, C. L.; Stokie, G. J.; White, A. H. Aust. J. Chem. 1979, 32, 2265-2274.
4. (b) Uchio, Y.; Fukuzawa, Y.; Bowden, B. F.; Coll, J. C. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 1989, 31, 548-553 (Chem. Abstr. 112: 175870s).
5. (c) Inman, W.; Crews, P. J. Org. Chem. 1989, 54, 2526-2529.
6. (d) Xu, L.; Patrick, B. O.; Roberge, M.; Allen, T.; van Ofwegen, L.; Andersen, R. J. Tetrahedron 2000, 56, 9031-9037.
7. (e) Wang, G.-H.; Sheu, J.-H.; Chiang, M. Y.; Lee, T.-J. Tetrahedron Lett. 2001, 42, 2333-2336.
8. (a) Rodríguez, J.; Nieto, R. M.; Jiménez, C. J. Nat. Prod. 1998, 61, 313-317.
9. (b) García, M.; Rodríguez, J.; Jiménez, C. J. Nat. Prod. 1999, 62, 257-260.
10. (c) González, N.; Barral, M. A.; Rodríguez, J.; Jiménez, C. Tetrahedron 2001, 57, 3487-3497.
11. Morris, L. A.; Christie, E. M.; Jaspars, M.; Vanofwegen, L. P. J. Nat. Prod. 1998, 61, 538-541.
12. D'Auria, M. V.; Finamore, E.; Minale, L.; Pizza, C.; Riccio, R.; Zollo, F.; Pusset, M.; Tirard, P. J. Chem. Soc., Perkin Trans. 1 1984, 2277-2282.
13. 1H NMR chemical shifts for Me-26 and -27 are also characteristic for 24S-methylcholestanes side chains. See: (a) Kobayashi, M.; Hayashi, T.; Hayashi, K.; Tanabe, M.; Nakagawa, T.; Mitsuhshi, H. Chem. Pharm. Bull. 1983, 31, 1848-1855. (b) Rubinstein, I.; Goad, L. J.; Clague, A. D. H.; Mulheirn, L. J. M. Phytochemistry 1976, 15, 195-200.
14. 1H NMR chemical shifts for Me-26 and -27 are also characteristic for 24S-methylcholestanes side chains. See: (a) Kobayashi, M.; Hayashi, T.; Hayashi, K.; Tanabe, M.; Nakagawa, T.; Mitsuhshi, H. Chem. Pharm. Bull. 1983, 31, 1848-1855. (b) Rubinstein, I.; Goad, L. J.; Clague, A. D. H.; Mulheirn, L. J. M. Phytochemistry 1976, 15, 195-200.
15. Naz, S.; Kerr, R. G.; Narayanan, R. Tetrahedron Lett. 2000, 41, 6035-6040.
16. Dopeso, J.; Quiñoá, E.; Riguera, R.; Debitus, C.; Bergquist, P. R. Tetrahedron 1994, 50, 3813-3828.
17. Capon, R. J.; Faulkner, D. J. J. Org. Chem. 1985, 50, 4771-4773.