Subscribe to RSS
DOI: 10.1055/s-2007-981525
© Georg Thieme Verlag KG Stuttgart · New York
Immunosuppressive Lignans Isolated from Saururus chinensis
Publication History
Received: July 5, 2006
Revised: April 11, 2007
Accepted: April 16, 2007
Publication Date:
31 May 2007 (online)
Abstract
Bioactivity-guided fractionation of Saururus chinensis (Saururaceae) using a lymphoproliferation assay led us to isolate 5 lignans (compounds 1 - 5). Compounds 1 - 5 were identified as sauchinone, (-)-saucerneol, saucerneol C, manassantin A, and manassantin B, respectively, by spectroscopic analyses. The immunosuppressive activities of the active compounds were evaluated using lymphoproliferation, mixed leukocyte response, and Th1/Th2 cytokine assays. The relative potency was in the order: manassantin A, B > (-)-saucerneol > saucerneol C > sauchinone.
Abbreviations
Con A: concanavalin A
EBSS: Earle’s balanced salt solution
ELISA: enzyme-linked immunosorbent assay
IL-2: interleukin-2
INFγ: interferon gamma
LPS: lipopolysaccharide
MLR: mixed lymphocyte response
RPMI: Roswell Park Memorial Institute
TNFα: tumor necrosis factor alpha
- Supporting Information for this article is available online at
- Supporting Information .
References
- 1 Gummert J F, Ikonen T, Morris R E. Newer immunosuppressive drugs: a review. J Am Soc Nephrol. 1999; 10 1366-80.
- 2 Chung B S, Shin M G. Dictionary of Korean folk medicine. Seoul; Young Lim Publishing 1990: 813-4.
- 3 Ahn B T, Lee S, Lee S B, Lee E S, Kim J G, Bok S H. et al . Low-density lipoprotein-antioxidant constituents of Saururus chinensis . J Nat Prod. 2001; 64 1562-4.
- 4 Hwang B Y, Lee J H, Jung H S, Kim K S, Nam J B, Hong Y S. et al . Sauchinone, a lignan from Saururus chinensis, suppresses iNOS expression through the inhibition of transactivation activity of RelA of NF-kappaB. Planta Med. 2003; 69 1096-101.
- 5 Hwang B Y, Lee J H, Nam J B, Hong Y S, Lee J J. Lignans from Saururus chinensis inhibiting the transcription factor NF-kappaB. Phytochemistry. 2003; 64 765-71.
- 6 Lee W S, Baek Y I, Kim J R, Cho K H, Sok D E, Jeong T S. Antioxidant activities of a new lignan and a neolignan from Saururus chinensis . Bioorg Med Chem Lett. 2004; 14 5623-8.
- 7 Sung S H, Huh M S, Kim Y C. New tetrahydrofuran-type sesquilignans of Saururus chinensis root. Chem Pharm Bull (Tokyo). 2001; 49 1192-4.
- 8 Sung S H, Kim Y C. Hepatoprotective diastereomeric lignans from Saururus chinensis herbs. J Nat Prod. 2000; 63 1019-21.
- 9 Sung S H, Lee E J, Cho J H, Kim H S, Kim Y C. Sauchinone, a lignan from Saururus chinensis, attenuates CCl4-induced toxicity in primary cultures of rat hepatocytes. Biol Pharm Bull. 2000; 23 666-8.
- 10 Kim S R, Sung S H, Kang S Y, Koo K A, Kim S H, Ma C J. et al . Aristolactam BII of Saururus chinensis attenuates glutamate-induced neurotoxicity in rat cortical cultures probably by inhibiting nitric oxide production. Planta Med. 2004; 70 391-6.
- 11 Kang T H, Cho H, Oh H, Sohn D H, Kim Y C. Flavonol glycosides with free radical-scavenging activity of Saururus chinensis . Fitoterapia. 2005; 76 115-7.
- 12 Hwang B Y, Lee J H, Nam J B, Kim H S, Hong Y S, Lee J J. Two new furanoditerpenes from Saururus chinenesis and their effects on the activation of peroxisome proliferator-activated receptor gamma. J Nat Prod. 2002; 65 616-7.
- 13 Seo B R, Lee K W, Ha J, Park H J, Choi J W, Lee K T. Saucernetin-7 isolated from Saururus chinensis inhibits proliferation of human promyelocytic HL-60 leukemia cells via G0/G1 phase arrest and induction of differentiation. Carcinogenesis. 2004; 25 1387-94.
- 14 Seo B R, Yoo C B, Park H J, Choi J W, Seo K, Choi S K. et al . Saucernetin-8 isolated from Saururus chinensis induced the differentiation of human acute promyelocytic leukemia HL-60 cells. Biol Pharm Bull. 2004; 27 1594-8.
- 15 Song S Y, Lee I, Park C, Lee H, Hahm J C, Kang W K. Neolignans from Saururus chinensis inhibit PC-3 prostate cancer cell growth via apoptosis and senescence-like mechanisms. Int J Mol Med. 2005; 16 517-23.
- 16 Hahm J C, Lee I K, Kang W K, Kim S U, Ahn Y J. Cytotoxicity of neolignans identified in Saururus chinensis towards human cancer cell lines. Planta Med. 2005; 71 464-9.
- 17 Lee A K, Sung S H, Kim Y C, Kim S G. Inhibition of lipopolysaccharide-inducible nitric oxide synthase, TNF-alpha and COX-2 expression by sauchinone effects on I-kappaBalpha phosphorylation, C/EBP and AP-1 activation. Br J Pharmacol. 2003; 139 11-20.
- 18 Park H J, Kim R G, Seo B R, Ha J, Ahn B T, Bok S H. et al . Saucernetin-7 and saucernetin-8 isolated from Saururus chinensis inhibit the LPS-induced production of nitric oxide and prostaglandin E2 in macrophage RAW264.7 cells. Planta Med. 2003; 69 947-50.
- 19 Lee J H, Hwang B Y, Kim K S, Nam J B, Hong Y S, Lee J J. Suppression of RelA/p65 transactivation activity by a lignoid manassantin isolated from Saururus chinensis . Biochem Pharmacol. 2003; 66 1925-33.
- 20 Koh W S, Yang K H, Jeong T C, Delany B, Kaminski N E. 2-Acetylaminofluorene inhibits the activation of immune responses by blocking cell cycle progression at G1 phase. Arch Toxicol. 1995; 69 350-6.
- 21 Duechler M, Linke A, Cebula B, Shehata M, Schwarzmeier J D, Robak T. et al . In vitro cytotoxic effect of proteasome inhibitor bortezomib in combination with purine nucleoside analogues on chronic lymphocytic leukaemia cells. Eur J Haematol. 2005; 74 407-17.
Woo Suk Koh, Ph D.
Korea Institute of Toxicology
100 Jangdong
Yusung
Daejeon 305-343
Korea
Phone: +82-42-610-8091
Fax: +82-42-610-8172
Email: wskoh@kitox.re.kr
- www.thieme-connect.de/ejournals/toc/plantamedica