(+)-agelasine D: improved synthesis and evaluation of antibacterial and cytotoxic activities.
An improved synthesis of (+)-agelasine D (10) from (+)-manool is reported together with cytotoxic and antibacterial data for agelasine D and structurally close synthetic analogues. These compounds display a broad spectrum of antibacterial activities including effects on M. tuberculosis and Gram-positive and Gram-negative bacteria (both aerobes and anaerobes). They exhibit profound cytotoxic activity against several cancer cells, including a multidrug-resistant cell line. (+)-Agelasine D (10) has been isolated earlier from a marine sponge (Agelas sp.).
Vik
Anders
A
Department of Chemistry, University of Oslo, Norway.
Hedner
Erik
E
Charnock
Colin
C
Samuelsen
Orjan
O
Larsson
Rolf
R
Gundersen
Lise-Lotte
LL
Bohlin
Lars
L
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D004224:Diterpenes / Q000737:chemistry*; D018432:Drug Resistance, Multiple; D004354:Drug Screening Assays, Antitumor; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry; D011687:Purines; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D004224:Diterpenes; D011687:Purines; C509934:agelasine D; C482828:manool