Chemistry and biodiversity p. 155 - 165 (2011)
Update date:2022-09-26
Topics:
De Oliveira, Steno L.
Tavares, Josean F.
Branco, Marianna V. S. Castello
Lucena, Hellane F. S.
Barbosa-Filho, Jose M.
De F. Agra, Maria
Do Nascimento, Silene C.
Dos S. Aguiar, Jaciana
Da Silva, Teresinha G.
De Simone, Carlos A.
De Araujo-Junior, Joao X.
Da Silva, Marcelo S.
Three tropane alkaloids, 1-3, were isolated from Erythroxylum caatingae, i.e., 6β-benzoyloxy-3α-[(4-hydroxy-3,5-dimethoxybenzoyl)oxy]tropane (1), a new tropane alkaloid, along with the known alkaloids 3α,6β- dibenzoyloxytropane (2) and 6β-benzoyloxy-3α-[(3,4,5- trimethoxybenzoyl)oxy]tropane (catuabine B; 3). Their structures were determined by 2D- (1H and 13C) NMR. By LC/ESI-MS/MS analysis of the fractions of alkaloids 1-3, it was possible to detect five more alkaloids, 4-8, two of these, 4 and 8, possibly being new natural products. X-Ray crystallography of the chloride derivate of 1, i.e., 6β-benzoyloxy- 3α-(4-hydroxy-3,5-dimethoxybenzoyloxy)tropane hydrochloride (1a) confirmed the structure of 1. Cytotoxicity was tested against the cell lines HEp-2, NCI-H292, and KB for the MeOH extract and alkaloid 3, and antitumor activity was tested against Sarcoma 180 only for the MeOH extract. Copyright
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