A Sesquiterpene Quinone, 5-Epi-smenospongine, Promotes TNF-α Production in LPS-stimulated RAW 264.7 Cells

doi:10.3390/md504151

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Mar. Drugs 2007, 5(4), 151-156; doi:10.3390/md504151

Article

A Sesquiterpene Quinone, 5-Epi-smenospongine, Promotes TNF-α Production in LPS-stimulated RAW 264.7 Cells

Taiko Oda^1,* , Weifang Wang², Kazuyo Ukai², Takahiro Nakazawa² and Masataka Mochizuki¹

¹ Kyoritsu University of Pharmacy, Shibakoen, Minato-ku, Tokyo 105-8512, Japan ² Tohoku Pharmaceutical University, Komatsushima, Aoba-ku, Sendai 981-8558, Japan

* Author to whom correspondence should be addressed.

Received: 25 September 2007 / Accepted: 29 September 2007 / Published: 30 October 2007

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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 theireffects 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 at10 μM, but compounds 1-7 did not show apparent activity. The results suggest that thecis-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 sesquiterpenequinone.

Keywords: Sesquiterpene quinone; marine sponge; Hippospongia sp.; TNF-α production; RAW 264.7 cells

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MDPI and ACS Style

Oda, T.; Wang, W.; Ukai, K.; Nakazawa, T.; Mochizuki, M. A Sesquiterpene Quinone, 5-Epi-smenospongine, Promotes TNF-α Production in LPS-stimulated RAW 264.7 Cells. Mar. Drugs 2007, 5, 151-156.

AMA Style

Oda T., Wang W., Ukai K., Nakazawa T., Mochizuki M. A Sesquiterpene Quinone, 5-Epi-smenospongine, Promotes TNF-α Production in LPS-stimulated RAW 264.7 Cells. Marine Drugs. 2007; 5(4):151-156.

Chicago/Turabian Style

Oda, Taiko; Wang, Weifang; Ukai, Kazuyo; Nakazawa, Takahiro; Mochizuki, Masataka. 2007. "A Sesquiterpene Quinone, 5-Epi-smenospongine, Promotes TNF-α Production in LPS-stimulated RAW 264.7 Cells." Mar. Drugs 5, no. 4: 151-156.

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