NF-kappa B-inhibiting naphthopyrones from the Fijian echinoderm Comanthus parvicirrus

Florence Folmer; William T. A. Harrison; Jicji N. Tabudravu; Marcel Jaspars; William Aalbersberg; Klaus Feussner; Anthony D. Wright; Mario Dicato; Marc Diederich

doi:10.1021/np070290y

NF-kappa B-inhibiting naphthopyrones from the Fijian echinoderm Comanthus parvicirrus

Florence Folmer, William T. A. Harrison, Jicji N. Tabudravu, Marcel Jaspars, William Aalbersberg, Klaus Feussner, Anthony D. Wright, Mario Dicato, Marc Diederich

Chemistry

Research output: Contribution to journal › Article

35 Citations (Scopus)

Abstract

The two naphthopyrones 6-methoxycomaparvin (1) and 6-methoxycomaparvin 5-methyl ether (2) were isolated from a bioactive methanol-soluble extract of the Fijian echinoderm Comanthus parvicirrus. Their structures were assigned on the basis of spectroscopic methods. X-ray diffraction analysis was used to confirm the structure of 1. Both compounds were tested for their potential to inhibit the activation of the transcription factor NF-kappa B, which plays an important role in cancer development and inflammation, and the mechanism of action of the two compounds was investigated. Both naphthopyrones 1 and 2 completely inhibit TNF-alpha-induced NF-kappa B activation at a concentration of 300 mu M by inhibiting the enzymatic activity of the kinase IKK beta.

Original language	English
Pages (from-to)	106-111
Number of pages	6
Journal	Journal of Natural Products
Volume	71
Issue number	1
Early online date	19 Dec 2007
DOIs	https://doi.org/10.1021/np070290y
Publication status	Published - Jan 2008

Keywords

marine animals
drug development
cancer
pigments
activation
emodin
mechanisms
expression
prevention
crinoids

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/np070290y

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title = "NF-kappa B-inhibiting naphthopyrones from the Fijian echinoderm Comanthus parvicirrus",

abstract = "The two naphthopyrones 6-methoxycomaparvin (1) and 6-methoxycomaparvin 5-methyl ether (2) were isolated from a bioactive methanol-soluble extract of the Fijian echinoderm Comanthus parvicirrus. Their structures were assigned on the basis of spectroscopic methods. X-ray diffraction analysis was used to confirm the structure of 1. Both compounds were tested for their potential to inhibit the activation of the transcription factor NF-kappa B, which plays an important role in cancer development and inflammation, and the mechanism of action of the two compounds was investigated. Both naphthopyrones 1 and 2 completely inhibit TNF-alpha-induced NF-kappa B activation at a concentration of 300 mu M by inhibiting the enzymatic activity of the kinase IKK beta.",

keywords = "marine animals, drug development, cancer, pigments, activation, emodin, mechanisms, expression, prevention, crinoids",

author = "Florence Folmer and Harrison, {William T. A.} and Tabudravu, {Jicji N.} and Marcel Jaspars and William Aalbersberg and Klaus Feussner and Wright, {Anthony D.} and Mario Dicato and Marc Diederich",

year = "2008",

month = jan,

doi = "10.1021/np070290y",

language = "English",

volume = "71",

pages = "106--111",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

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T1 - NF-kappa B-inhibiting naphthopyrones from the Fijian echinoderm Comanthus parvicirrus

AU - Folmer, Florence

AU - Harrison, William T. A.

AU - Tabudravu, Jicji N.

AU - Jaspars, Marcel

AU - Aalbersberg, William

AU - Feussner, Klaus

AU - Wright, Anthony D.

AU - Dicato, Mario

AU - Diederich, Marc

PY - 2008/1

Y1 - 2008/1

N2 - The two naphthopyrones 6-methoxycomaparvin (1) and 6-methoxycomaparvin 5-methyl ether (2) were isolated from a bioactive methanol-soluble extract of the Fijian echinoderm Comanthus parvicirrus. Their structures were assigned on the basis of spectroscopic methods. X-ray diffraction analysis was used to confirm the structure of 1. Both compounds were tested for their potential to inhibit the activation of the transcription factor NF-kappa B, which plays an important role in cancer development and inflammation, and the mechanism of action of the two compounds was investigated. Both naphthopyrones 1 and 2 completely inhibit TNF-alpha-induced NF-kappa B activation at a concentration of 300 mu M by inhibiting the enzymatic activity of the kinase IKK beta.

AB - The two naphthopyrones 6-methoxycomaparvin (1) and 6-methoxycomaparvin 5-methyl ether (2) were isolated from a bioactive methanol-soluble extract of the Fijian echinoderm Comanthus parvicirrus. Their structures were assigned on the basis of spectroscopic methods. X-ray diffraction analysis was used to confirm the structure of 1. Both compounds were tested for their potential to inhibit the activation of the transcription factor NF-kappa B, which plays an important role in cancer development and inflammation, and the mechanism of action of the two compounds was investigated. Both naphthopyrones 1 and 2 completely inhibit TNF-alpha-induced NF-kappa B activation at a concentration of 300 mu M by inhibiting the enzymatic activity of the kinase IKK beta.

KW - marine animals

KW - drug development

KW - cancer

KW - pigments

KW - activation

KW - emodin

KW - mechanisms

KW - expression

KW - prevention

KW - crinoids

U2 - 10.1021/np070290y

DO - 10.1021/np070290y

M3 - Article

VL - 71

SP - 106

EP - 111

JO - Journal of Natural Products

JF - Journal of Natural Products

SN - 0163-3864

IS - 1

ER -

NF-kappa B-inhibiting naphthopyrones from the Fijian echinoderm Comanthus parvicirrus

Abstract

Keywords

UN SDGs

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