title: Synthesis and anti-cancer activity of naturally occurring 2,5-diketopiperazines.
abstract: Three naturally occurring oxyprenylated diketopiperazines were synthesized and preliminarily tested as growth inhibitory agents in vitro against various cancer cell lines. The compounds were tested on six human cancer cell lines with different sensitivity to proapoptotic stimuli using the MTT colorimetric assay. The data revealed that of the chemicals under study only deoxymicelianamide (11) displayed the highest activity, recording mean IC50 growth inhibitory values ranging from 2 to 23 μM. A comparative study with the non-geranylated saturated derivative of (11) revealed the importance of the presence of the geranyloxy side chain and the exocyclic 2,5-DPK double bond moiety for the observed activity.
authors: Department of Pharmacy, "G. D'Annunzio" University of Chieti-Pescara, Via dei Vestini 31, 66100 Chieti Scalo (CH), Italy. Electronic address: a.mollica@unich.it.
authors: Adriano
authors: A
authors: Mollica
authors: Department of Pharmacy, "G. D'Annunzio" University of Chieti-Pescara, Via dei Vestini 31, 66100 Chieti Scalo (CH), Italy.
authors: Roberto
authors: R
authors: Costante
authors: Department of Pharmacy, "G. D'Annunzio" University of Chieti-Pescara, Via dei Vestini 31, 66100 Chieti Scalo (CH), Italy.
authors: Serena
authors: S
authors: Fiorito
authors: Department of Pharmacy, "G. D'Annunzio" University of Chieti-Pescara, Via dei Vestini 31, 66100 Chieti Scalo (CH), Italy.
authors: Salvatore
authors: S
authors: Genovese
authors: Department of Chemistry, "Sapienza" Università di Roma, P. le A. Moro, 5, 00187 Rome, Italy.
authors: Azzurra
authors: A
authors: Stefanucci
authors: Laboratoire de Cancérologie et de Toxicologie Expérimentale, Faculté de Pharmacie, Université Libre de Bruxelles, 1050 Brussels, Belgium.
authors: Veronique
authors: V
authors: Mathieu
authors: Laboratoire de Cancérologie et de Toxicologie Expérimentale, Faculté de Pharmacie, Université Libre de Bruxelles, 1050 Brussels, Belgium.
authors: Robert
authors: R
authors: Kiss
authors: Department of Pharmacy, "G. D'Annunzio" University of Chieti-Pescara, Via dei Vestini 31, 66100 Chieti Scalo (CH), Italy.
authors: Francesco
authors: F
authors: Epifano
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D017209:Apoptosis; D045744:Cell Line, Tumor; D054659:Diketopiperazines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure
chemical_list: D000970:Antineoplastic Agents; D054659:Diketopiperazines; C000597509:deoxymicelianamide
keywords: Cancer; Diketopiperazines; In vitro growth inhibition; Oxyprenylated secondary metabolites