Identification of the eight-membered heterocycles hicksoanes A-C from the gorgonian Subergorgia hicksoni

Tomáš Řezanka; Lumír O. Hanuš; Valery M. Dembitsky; Karel Sigler

doi:10.1002/ejoc.200700645

Identification of the eight-membered heterocycles hicksoanes A-C from the gorgonian Subergorgia hicksoni

Tomáš Řezanka^*
, Lumír O. Hanuš
, Valery M. Dembitsky
, Karel Sigler

^*Corresponding author for this work

School of Pharmacy

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

Abstract

Novel eight-membered heterocycles, named hicksoanes A-C, were isolated from the gorgonian Subergorgia hicksoni. Their structures, including the absolute configuration of all three stereocenters, were determined by means of extensive spectroscopic data. Hicksoanes have a unique structure containing a triazocane cycle, which is substituted by isoleucine and tryptophan moieties. Hicksoanes A-C showed antifeeding activity against goldfish at natural concentration (≈10 μg mL^-1).

Original language	English
Pages (from-to)	1265-1270
Number of pages	6
Journal	European Journal of Organic Chemistry
Issue number	7
DOIs	https://doi.org/10.1002/ejoc.200700645
State	Published - Mar 2008

Keywords

Gorgonians
Hicksoanes A-C
Natural products
Nitrogen heterocycles

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10.1002/ejoc.200700645

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title = "Identification of the eight-membered heterocycles hicksoanes A-C from the gorgonian Subergorgia hicksoni",

abstract = "Novel eight-membered heterocycles, named hicksoanes A-C, were isolated from the gorgonian Subergorgia hicksoni. Their structures, including the absolute configuration of all three stereocenters, were determined by means of extensive spectroscopic data. Hicksoanes have a unique structure containing a triazocane cycle, which is substituted by isoleucine and tryptophan moieties. Hicksoanes A-C showed antifeeding activity against goldfish at natural concentration (≈10 μg mL-1).",

keywords = "Gorgonians, Hicksoanes A-C, Natural products, Nitrogen heterocycles",

author = "Tom{\'a}{\v s} {\v R}ezanka and Hanu{\v s}, \{Lum{\'i}r O.\} and Dembitsky, \{Valery M.\} and Karel Sigler",

year = "2008",

month = mar,

doi = "10.1002/ejoc.200700645",

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AU - Řezanka, Tomáš

AU - Hanuš, Lumír O.

AU - Dembitsky, Valery M.

AU - Sigler, Karel

PY - 2008/3

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N2 - Novel eight-membered heterocycles, named hicksoanes A-C, were isolated from the gorgonian Subergorgia hicksoni. Their structures, including the absolute configuration of all three stereocenters, were determined by means of extensive spectroscopic data. Hicksoanes have a unique structure containing a triazocane cycle, which is substituted by isoleucine and tryptophan moieties. Hicksoanes A-C showed antifeeding activity against goldfish at natural concentration (≈10 μg mL-1).

AB - Novel eight-membered heterocycles, named hicksoanes A-C, were isolated from the gorgonian Subergorgia hicksoni. Their structures, including the absolute configuration of all three stereocenters, were determined by means of extensive spectroscopic data. Hicksoanes have a unique structure containing a triazocane cycle, which is substituted by isoleucine and tryptophan moieties. Hicksoanes A-C showed antifeeding activity against goldfish at natural concentration (≈10 μg mL-1).

KW - Gorgonians

KW - Hicksoanes A-C

KW - Natural products

KW - Nitrogen heterocycles

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JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 7

ER -

Identification of the eight-membered heterocycles hicksoanes A-C from the gorgonian Subergorgia hicksoni

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Keywords

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