The absolute configuration of 1-(3′,4′-dihydroxycinnamoyl) cyclopentane-2,3-diol from the Amazonian tree Chimarrhis turbinata

Journal of Natural Products

Volumn 69, Issue 7, 2006, Pages 1046-1050

  Cardoso, Carmen Lucia ^a   Da Silva Bolzani, Vanderlan ^a   Siqueira Silva, Dulce Helena ^a   Ishii, Hideki ^b   Berova, Nina ^b   Nakanishi, Koji ^b  

^a SÃO PAULO STATE UNIVERSITY UNESP   (Brazil)

^b Howard Hughes Medical Institute   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 (3',4' DIHYDROXYCINNAMOYL)CYCLOPENTANE 2,3 DIOL; 2,3 DIHYDROXYCYCLOPENTYL 3 (3',4' DIHYDROXYPHENYL)ACRYLATE; 3',4' DIMETHOXYCINNAMOYL DERIVATIVE; ALCOHOL; ANTIOXIDANT; CHIMARRHIS TURBINATA EXTRACT; CHLOROGENIC ACID METHYL ESTER DERIVATIVE; PLANT EXTRACT; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; ARTICLE; CHIMARRHIS TURBINATA; CHIRALITY; CIRCULAR DICHROISM; CIS TRANS ISOMERISM; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; ENANTIOMER; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAF; RUBIACEAE; STRUCTURE ANALYSIS; TREE; TROPICAL RAIN FOREST;

ANTIOXIDANTS; CYCLOPENTANES; MOLECULAR STRUCTURE; PLANT LEAVES; PLANTS, MEDICINAL; STEREOISOMERISM; TREES;

CHIMARRHIS TURBINATA;

EID: 33747391947     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np050522y     Document Type: Article

References (13)

1. Boom, B. M.; Campos, M. T. V. A. Bot. Mus. Paraense Emilio Goeldi 1991, 7, 223-247.
2. Cardoso, C. L.; Silva, D. H. S.; Tomazela, D. M.; Verli, H.; Young, M. C. M.; Furlan, M.; Eberlin, M. N.; Bolzani, V. S. J. Nat. Prod. 2003, 66, 1017-1021.
3. Castro-Gamboa, I.; Cardoso, C. L.; Silva, D. H. S.; Cavalheiro, A. J.; Furlan, M.; Bolzani, V. S. J. Braz. Chem. Soc. 2003, 14, 771-776.
4. Cardoso, C. L.; Silva, D. H. S.; Bolzani V. S. Abstracts of the 41st Annual Meeting of the American Society of Pharmacognosy, New Jersey, 2002.
5. Cardoso, C. L. Phytochemical and Biological Studies of Chimarrhis turbinata DC. Prodr. (Rubiaceae). Ph.D. Thesis, Universidade Estadual Paulista-UNESP, Araraquara, São Paulo, Brazil, 2003, pp 158-159.
6. Wang, H.; Nair, M. G.; Strasburg, G. M.; Booren, A. M. J.; Gray, I. J. Nat. Prod. 1999, 62, 86-88.
7. Gargiulo, D.; Ikemoto, N.; Odingo, J.; Bozhkova, N.; Iwashita, T.; Berova, N.; Nakanishi, K. J. Am. Chem. Soc. 1994, 116, 3760-3767.
8. Cai, G.; Bozhkova, N.; Berova, N.; Nakanishi, K. J. Am. Chem. Soc. 1993, 115, 7192-7198.
9. Donohoe, T. J.; Moore, P. R.; Waring, M. J. Tetrahedron Lett. 1997, 38, 5027-5031.
10. (a) Harada, N.; Nakanishi, K. In Circular Dichroic Spectroscopy: Exciton Coupling in Organic Stereochemistry; Harada, N., Nakanishi, K., Eds.; University Science Books: Mill Valley, CA, 1983.
11. (b) Berova, N.; Nakanishi, K. Exciton Coupling in Organic Stereochemistry. In Circular Dichroism-Principles and Applications; Berova, N., Nakanishi, K., Woody, R., Eds.; John Wiley & Sons: New York, 2000; p 337.
12. Harada, N.; Nakanishi, K. J. Am. Chem. Soc. 1969, 91, 3989-3992.
13. Kelley, C. J.; Harruf, R. C.; Carmack, M. J. Org. Chem. 1976, 41, 449-455.