Galloyl depsides of tyrosine from young leaves of Inga laurina

Journal of Natural Products

Volumn 70, Issue 1, 2007, Pages 134-136

  Lokvam, John ^a   Clausen, Thomas P ^b   Grapov, Dmitry ^a   Coley, Phyllis D ^a,c   Kursar, Thomas A ^a,c  

^a UNIVERSITY OF UTAH   (United States)

^b UNIVERSITY OF ALASKA FAIRBANKS   (United States)

^c SMITHSONIAN TROPICAL RESEARCH INSTITUTE   (Panama)

Author keywords

[No Author keywords available]

Indexed keywords

DIGALLOYLTYROSINE; GALLOYLTYROSINE; TRIGALLOYLTYROSINE; TYROSINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; DRY WEIGHT; EXTRACTION; HERBAL MEDICINE; INGA LAURINA; MASS SPECTROMETRY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

DEPSIDES; FABACEAE; GALLIC ACID; MOLECULAR STRUCTURE; PANAMA; PLANT LEAVES; TYROSINE;

INGA LAURINA;

EID: 33847044724     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np060491m     Document Type: Article

References (15)

1. Coley, P. D.; Kursar, T. A. In Tropical Forest Plant Ecophysiology; Mulkey, S. S., Chazdon, R., Smith, A. P., Eds.; Chapman and Hall: New York, 1996; pp 305-336.
2. Kursar, T. A.; Coley, P. D. Biochem. Syst. Ecol. 2003, 21, 929-949.
3. Lokvam, J.; Brenes-Arguedas, T.; Lee, J. S.; Coley, P. D.; Kursar, T. A. Am. J. Bot. 2006, 93, 1109-1113.
4. Nonaka, G.-i.; Nishimura, H.; Nishioka, I. Chem. Pharm. Bull. 1982, 30, 2061-2067.
5. Ono, M.; Masuoka, C.; Koto, M.; Tateishi, M.; Komatsu, H.; Kobayashi, H.; Igoshi, K.; Ito, Y.; Okawa, M.; Nohara, T. Chem. Pharm. Bull. 2002, 50, 1416-1417.
6. Hillenbrand, M.; Zapp, J.; Becker, H. Planta Med. 2004, 70, 380-382.
7. Reynertsen, K. A.; Wallace, A. M.; Adachi, S.; Gil, R.; Yang, H.; Basile, M. J.; D'Armiento, J.; Weinstein, I. B.; Kenelly, E. J. J. Nat. Prod. 2006, 69, 1228-1230.
8. Lee, T.-H.; Qiu, F.; Waller, G. R.; Chou, C.-H. J. Nat. Prod. 2000, 63, 710-712.
9. Sun, D.; Zhao, Z.; Foo, L. Y.; Wong, H. Linchan Huaxue Yu Gongye 1991, 11, 251-257.
10. Shnyakina, G. P.; Zapesochnaya, G. G. Khim. Prir. Soedin. 1975, 11, 92-93.
11. Nicollier, G.; Thompson, A. C. J. Nat. Prod. 1983, 46, 112-117.
12. We suspect the basis of decomposition of the tyrosine depsides to tyrosine and methyl gallate is the result of a metal-catalyzed process involving a p-quinone methide/ketene intermediate similar to that proposed by Cevasco et al. (Cevasco, G.; Vigo, D.; Thea, S. J. Org. Chem. 2000, 65, 7833-7838) for a similar base-catalyzed process.
13. Li, S.-H.; Zhang, H.-J.; Niu, X.-M. Tetrahedron 2003, 59, 37-45.
14. Li, Y.; Leung, K.-T.; Yao, F.; Ooi, L. S. M.; Ooi, V. E. C. J. Nat. Prod. 2006, 69, 833-835.
15. Marfey, P. S. Carlsberg Res. Commun. 1984, 49, 591-596.