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Keywords = Diazona cf formosa

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15 pages, 961 KiB  
Article
Tanjungides A and B: New Antitumoral Bromoindole Derived Compounds from Diazona cf formosa. Isolation and Total Synthesis
by Carmen Murcia, Laura Coello, Rogelio Fernández, María Jesús Martín, Fernando Reyes, Andrés Francesch, Simon Munt and Carmen Cuevas
Mar. Drugs 2014, 12(2), 1116-1130; https://doi.org/10.3390/md12021116 - 21 Feb 2014
Cited by 14 | Viewed by 9094
Abstract
Tanjungides A (1) (Z isomer) and B (2) (E isomer), two novel dibrominated indole enamides, have been isolated from the tunicate Diazona cf formosa. Their structures were determined by spectroscopic methods including HRMS, and extensive 1D [...] Read more.
Tanjungides A (1) (Z isomer) and B (2) (E isomer), two novel dibrominated indole enamides, have been isolated from the tunicate Diazona cf formosa. Their structures were determined by spectroscopic methods including HRMS, and extensive 1D and 2D NMR. The stereochemistry of the cyclised cystine present in both compounds was determined by Marfey’s analysis after chemical degradation and hydrolysis. We also report the first total synthesis of these compounds using methyl 1H-indole-3-carboxylate as starting material and a linear sequence of 11 chemical steps. Tanjungides A and B exhibit significant cytotoxicity against human tumor cell lines. Full article
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