Iodinated indole alkaloids from Plakortis simplex -: New plakohypaphorines and an evaluation of their antihistamine activity

被引：35

作者：

Borrelli, F

Campagnuolo, C

Capasso, R

Fattorusso, E

Taglialatela-Scafati, O

机构：

[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy

[2] Univ Naples Federico II, Dipartimento Farmacol Sperimentale, I-80131 Naples, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 2004卷 / 15期

关键词：

antihistaminic activity; Iodinated indoles; iodine; microwave dehalogenation; natural products;

D O I：

10.1002/ejoc.200400181

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three new iodinated tryptophan derivatives, plakohypaphorines D-F (4-6), have been isolated from the Caribbean sponge Plakortis simplex. Their structures have been determined by applying spectroscopic methods and microwave-assisted selective dehalogenation. Compound 5 is the first naturally occurring triiodinated indole, while compound 6 is a unique metabolite because it possesses both chlorine and iodine atoms on the indole nucleus. We have evaluated the antihistamine activity of the whole series of plakohypaphorines A-F, but only the diiodinated analogues proved to be active: they display a specific antagonism of the noncompetitive type. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

引用

页码：3227 / 3232

页数：6