159026-30-9Relevant academic research and scientific papers
Total synthesis of dispyrin, purpurealidin E, and aplysamine-1
Yoshida, Makoto,Yamaguchi, Kentaro
scheme or table, p. 1362 - 1363 (2009/09/06)
Bromotyrosine alkaloids dispyrin (1), purpurealidin E (2), and aplysamine-1 (3) isolated from marine sponge, were synthesized from commercially available tyramine (4) as a common starting material. The overall yield was 18%, 39%, and 22% for 1 from 4 in 5
Aplysamine-1 and related analogs as histamine H3 receptor antagonists
Swanson, Devin M.,Wilson, Sandy J.,Boggs, Jamin D.,Xiao, Wei,Apodaca, Richard,Barbier, Ann J.,Lovenberg, Timothy W.,Carruthers, Nicholas I.
, p. 897 - 900 (2007/10/03)
Aplysamine-1 (1), a marine natural product, was synthesized and screened for in vitro activity at the human and rat histamine H3 receptors. Aplysamine-1 (1) was found to possess a high binding affinity for the human H3 receptor (Ki = 30 ± 4 nM). Synthetic analogs of 1, including des-bromoaplysamine-1 (10) and dimethyl-{2-[4-(3-piperidin-1-yl- propoxy)-phenyl]-ethyl}-amine (13), were potent H3 antagonists.
Turbotoxins A and B, novel diiodotyramine derivatives from the Japanese gastropod Turbo marmorata
Kigoshi, Hideo,Kanematsu, Kengo,Yokota, Kyoko,Uemura, Daisuke
, p. 9063 - 9070 (2007/10/03)
Bioassay-guided separation of the aqueous ethanol extract of the viscera of the Japanese gastropod Turbo marmorata resulted in the isolation of two toxins, turbotoxins A and B. Their structures were determined by spectral analysis and confirmed by organic synthesis to be diiodotyramine derivatives. Turbotoxins A and B exhibited acute toxicity against ddY mice, with LD99 values of 1.0 and 4.0 mg/kg, respectively. The structure-toxicity relationships of turbotoxins were examined, and it was proved that the iodine atoms and trimethylammonium groups are important for its acute toxicity. Turbotoxin A inhibits acetylcholinesterase with an IC50 of 28 μM. (C) 2000 Elsevier Science Ltd.
