Journal
CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 58, Issue 10, Pages 1391-1394Publisher
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.58.1391
Keywords
Menella sp.; gorgonian; menell in A; menellsteroid C; X-ray diffraction; anti-inflammatory inhibition
Funding
- National Natural Science Foundation of China [40706046, 30973679, 20902094]
- National Key Basic Research Program of China (973)'s [2010CB833800]
- Knowledge Innovation Program of the Chinese Academy of Science [LYQY200703, SQ200904, KSCX2-YW-G-073]
- Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry
- LMB Foundation [091002]
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A chemical investigation on a South China Sea gorgonian, Menella sp. resulted in the isolation and elucidation of menellin A (1), a highly oxygenated racemate with C skeleton, and a polyhydroxylated steroid, menellsteroid C (2), along with eight known compounds (3-10). The structures of the new compounds were elucidated by means of MS, 1D and 2D NMR spectra, and the relative stereochemistry of 1 was determined by X-ray single-crystal diffraction analysis. In addition, compound 7 was isolated as a new natural product. Compounds 1-3 and 7 were selected to test the anti-inflammatory inhibition against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages. 1 and 3 exhibited modest inhibitory effects with IC50 of 71.3, 33.9 mu M, respectively, compared to the positive control aminoguanidine (IC50 25.0 mu M).
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