PMID- 11509978 OWN - NLM STAT- MEDLINE DCOM- 20011204 LR - 20131121 IS - 0032-0943 (Print) IS - 0032-0943 (Linking) VI - 67 IP - 6 DP - 2001 Aug TI - A curcuminoid and sesquiterpenes as inhibitors of macrophage TNF-alpha release from Curcuma zedoaria. PG - 550-2 AB - Tumor necrosis factor-alpha (TNF-alpha) is one of the major mediators produced in activated macrophages which contribute to the circulatory failure associated with septic shock. In the course of screening marketed oriental anti-inflammatory herbal drugs for TNF-alpha antagonistic activity, a crude methanolic extract of the rhizomes of Curcuma zedoaria exhibited significant activity. The activity-guided fractionation and repetitive chromatographic procedures with the EtOAc-soluble fraction resulted in the isolation of three active compounds. They were identified as 1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one (1), procurcumenol (2) and epiprocurcumenol (3) by spectral data analysis. They inhibited the production of TNF-alpha by lipopolysaccharide (LPS)-activated macrophages from the results of bioassay (IC(50) values of 1 and 2 are 12.3 and 310.5 microM, respectively) and Western blot assay. These results imply that the traditional use of C. zedoaria rhizome as anti-inflammatory drug may be explained at least in part, by the inhibition of TNF-alpha production. FAU - Jang, M K AU - Jang MK FAU - Sohn, D H AU - Sohn DH FAU - Ryu, J H AU - Ryu JH LA - eng PT - Letter PL - Germany TA - Planta Med JT - Planta medica JID - 0066751 RN - 0 (1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one) RN - 0 (Anti-Inflammatory Agents, Non-Steroidal) RN - 0 (Phenols) RN - 0 (Plant Extracts) RN - 0 (Sesquiterpenes) RN - 0 (Tumor Necrosis Factor-alpha) RN - 21698-40-8 (procurcumenol) RN - IT942ZTH98 (Curcumin) SB - IM MH - Anti-Inflammatory Agents, Non-Steroidal/isolation & purification/*pharmacology MH - Biological Assay MH - Blotting, Western MH - Cell Line MH - Cell Survival MH - Curcumin/analogs & derivatives/*pharmacology MH - Inhibitory Concentration 50 MH - Macrophages/*drug effects MH - Magnetic Resonance Spectroscopy MH - Phenols/chemistry/isolation & purification/*pharmacology MH - Plant Extracts/pharmacology MH - Plant Structures/chemistry MH - Plants, Medicinal/chemistry MH - Sesquiterpenes/chemistry/isolation & purification/*pharmacology MH - Tumor Necrosis Factor-alpha/*antagonists & inhibitors MH - Zingiberaceae/*chemistry EDAT- 2001/08/18 10:00 MHDA- 2002/01/05 10:01 CRDT- 2001/08/18 10:00 PHST- 2001/08/18 10:00 [pubmed] PHST- 2002/01/05 10:01 [medline] PHST- 2001/08/18 10:00 [entrez] AID - 10.1055/s-2001-16482 [doi] PST - ppublish SO - Planta Med. 2001 Aug;67(6):550-2. doi: 10.1055/s-2001-16482.