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A sesquiterpene quinone, 5-Epi-smenospongine, promotes TNF-α production in LPS-stimulated RAW 264.7 Cells.

Oda T, Wang W, Ukai K, Nakazawa T, Mochizuki M - Mar Drugs (2007)

Bottom Line: Eight sesquiterpene quinones: ilimaquinone (1), smenospongidine (3), smenospongiarine (5), smenospongine (7), and their corresponding 5-epimers 2, 4, 6, and 8, isolated from the Palauan marine sponge Hippospongia sp., were examined regarding their effects on TNF-α production in LPS-stimulated RAW 264.7 cells. 5-Epi-smenospongine (8) promoted the production of TNF-α to a level three times greater than the control at 10 micron, but compounds 1-7 did not show apparent activity.The results suggest that the cis-decaline ring and a primary amine in the benzoquinone ring are necessary for activity.This is the first study to report the modulation of TNF-α production by a sesquiterpene quinone.

View Article: PubMed Central - PubMed

Affiliation: Kyoritsu University of Pharmacy, Shibakoen, Minato-ku, Tokyo 105-8512, Japan. oda-ti@kyoritsu-ph.ac.jp

ABSTRACT
Eight sesquiterpene quinones: ilimaquinone (1), smenospongidine (3), smenospongiarine (5), smenospongine (7), and their corresponding 5-epimers 2, 4, 6, and 8, isolated from the Palauan marine sponge Hippospongia sp., were examined regarding their effects on TNF-α production in LPS-stimulated RAW 264.7 cells. 5-Epi-smenospongine (8) promoted the production of TNF-α to a level three times greater than the control at 10 micron, but compounds 1-7 did not show apparent activity. The results suggest that the cis-decaline ring and a primary amine in the benzoquinone ring are necessary for activity. This is the first study to report the modulation of TNF-α production by a sesquiterpene quinone.

No MeSH data available.


Related in: MedlinePlus

Effects of compounds 1–8 on TNF-α production and cell proliferation in LPS- stimulated RAW 264.7 cells. Panels A, B, C, and D show the results of compounds 1 and 2, 3 and 4, 5 and 6, and 7 and 8, respectively. Open and solid bars represent lower and higher numbered compounds, respectively (* P < 0.05). Open circle and star represent lower and higher numbered compounds, respectively.
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f2-md504151: Effects of compounds 1–8 on TNF-α production and cell proliferation in LPS- stimulated RAW 264.7 cells. Panels A, B, C, and D show the results of compounds 1 and 2, 3 and 4, 5 and 6, and 7 and 8, respectively. Open and solid bars represent lower and higher numbered compounds, respectively (* P < 0.05). Open circle and star represent lower and higher numbered compounds, respectively.

Mentions: 5-Epi-smenospongine (8) stimulated the production of TNF-α to a level three times greater than the control, but compounds 1–7 did not show any apparent activity (Fig. 2).


A sesquiterpene quinone, 5-Epi-smenospongine, promotes TNF-α production in LPS-stimulated RAW 264.7 Cells.

Oda T, Wang W, Ukai K, Nakazawa T, Mochizuki M - Mar Drugs (2007)

Effects of compounds 1–8 on TNF-α production and cell proliferation in LPS- stimulated RAW 264.7 cells. Panels A, B, C, and D show the results of compounds 1 and 2, 3 and 4, 5 and 6, and 7 and 8, respectively. Open and solid bars represent lower and higher numbered compounds, respectively (* P < 0.05). Open circle and star represent lower and higher numbered compounds, respectively.
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC2365696&req=5

f2-md504151: Effects of compounds 1–8 on TNF-α production and cell proliferation in LPS- stimulated RAW 264.7 cells. Panels A, B, C, and D show the results of compounds 1 and 2, 3 and 4, 5 and 6, and 7 and 8, respectively. Open and solid bars represent lower and higher numbered compounds, respectively (* P < 0.05). Open circle and star represent lower and higher numbered compounds, respectively.
Mentions: 5-Epi-smenospongine (8) stimulated the production of TNF-α to a level three times greater than the control, but compounds 1–7 did not show any apparent activity (Fig. 2).

Bottom Line: Eight sesquiterpene quinones: ilimaquinone (1), smenospongidine (3), smenospongiarine (5), smenospongine (7), and their corresponding 5-epimers 2, 4, 6, and 8, isolated from the Palauan marine sponge Hippospongia sp., were examined regarding their effects on TNF-α production in LPS-stimulated RAW 264.7 cells. 5-Epi-smenospongine (8) promoted the production of TNF-α to a level three times greater than the control at 10 micron, but compounds 1-7 did not show apparent activity.The results suggest that the cis-decaline ring and a primary amine in the benzoquinone ring are necessary for activity.This is the first study to report the modulation of TNF-α production by a sesquiterpene quinone.

View Article: PubMed Central - PubMed

Affiliation: Kyoritsu University of Pharmacy, Shibakoen, Minato-ku, Tokyo 105-8512, Japan. oda-ti@kyoritsu-ph.ac.jp

ABSTRACT
Eight sesquiterpene quinones: ilimaquinone (1), smenospongidine (3), smenospongiarine (5), smenospongine (7), and their corresponding 5-epimers 2, 4, 6, and 8, isolated from the Palauan marine sponge Hippospongia sp., were examined regarding their effects on TNF-α production in LPS-stimulated RAW 264.7 cells. 5-Epi-smenospongine (8) promoted the production of TNF-α to a level three times greater than the control at 10 micron, but compounds 1-7 did not show apparent activity. The results suggest that the cis-decaline ring and a primary amine in the benzoquinone ring are necessary for activity. This is the first study to report the modulation of TNF-α production by a sesquiterpene quinone.

No MeSH data available.


Related in: MedlinePlus