Immunosuppressive Lignans Isolated from Saururus chinensis

 

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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

References

• 1 Gummert J F, Ikonen T, Morris R E. Newer immunosuppressive drugs: a review.  J Am Soc Nephrol. 1999;  10 1366-80.
  PubMedGoogle Scholar
• 2 Chung B S, Shin M G. Dictionary of Korean folk medicine. Seoul; Young Lim Publishing 1990: 813-4.
  Google Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  Article in Thieme ConnectPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 8 Sung S H, Kim Y C. Hepatoprotective diastereomeric lignans from Saururus chinensis herbs.  J Nat Prod. 2000;  63 1019-21.
  CrossrefPubMedGoogle Scholar
• 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.
  PubMedGoogle Scholar
• 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.
  Article in Thieme ConnectPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  PubMedGoogle Scholar
• 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.
  Article in Thieme ConnectPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  Article in Thieme ConnectPubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar
• 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.
  PubMedGoogle Scholar
• 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.
  CrossrefPubMedGoogle Scholar

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

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