3,749
Views
106
CrossRef citations to date
0
Altmetric
Review Article

Sinomenium acutum: A review of chemistry, pharmacology, pharmacokinetics, and clinical use

, , &
Pages 1053-1061 | Received 14 Sep 2011, Accepted 08 Jan 2012, Published online: 09 Jul 2012

References

  • Bao GH, Qin GW, Wang R, Tang XC. (2005). Morphinane alkaloids with cell protective effects from Sinomenium acutum. J Nat Prod, 68, 1128–1130.
  • Bao GH, Wang XL, Tang XC, Chiu P, Qin GW. (2009). Sinoracutine, a novel skeletal alkaloid with cell-protective effects from Sinomenium acutum. Tet Lett, 50, 4375–4377.
  • Ban XH, Huang ZY, Li Y, Zhou L, Zahng JM, Yang XS, Zhang YH. (2008). Studies on the chemical constituents of Sinomenium acutum. Lishizhen Med Mat Med Res, 19, 1831–1832.
  • Chan K, Liu ZQ, Jiang ZH, Zhou H, Wong YF, Xu HX, Liu L. (2006). The effects of sinomenine on intestinal absorption of paeoniflorin by the everted rat gut sac model. J Ethnopharmacol, 103, 425–432.
  • Chen WM, Qiu F, Wu LJ, Yao XS. (2005). A new alkaloid from Sinomenium acutum. Chinese Chem Lett, 16, 1481–1483.
  • Chen GX, Li XJ, Liu QP Liu XL, Huang KE Chen JF. (2008). Effect of sinomenine on activation and proliferation of T lymphocytes. J Guangzhou Univ TCM, 25, 425–428.
  • Chen FJ, Ye L, Hu W, Zhang RY, Chen YH. (2008). Effect of sinomenine on immune function of adjuvant arthritis rats. J Guangzhou Univ TCM, 25, 421–424.
  • Chen SW, Mi XJ, Wang R, Wang WJ, Kong WX, Zhang YJ, Li YL. (2005). Behavioral effects of sinomenine in murine models of anxiety. Life Sci, 78, 232–238.
  • Cheng Y, Zhang J, Hou W, Wang D, Li F, Zhang Y, Yuan F. (2009). Immunoregulatory effects of sinomenine on the T-bet/GATA-3 ratio and Th1/Th2 cytokine balance in the treatment of mesangial proliferative nephritis. Int Immunopharmacol, 9, 894–899.
  • Cheng WM, Qiu F, Yao XS. (2007). Three major urinary metabolites of sinomenine in rats. J Asian Nat Prod Res, 9, 13–18.
  • Chen W, Zhou Y, Kang J, Li Q, Feng X. (2009). Study on pharmacokinetics and absolute bioavailability of sinomenine in beagle dogs. Zhongguo Zhong Yao Za Zhi, 34, 468–471.
  • Ding ZR, Li GS, Jiang XJ, Xu JL, Wang T. (2000). The effect of sinomenine on sodium, L-type calcium current in guinea pig ventricular myocytes. Chinese J Cardiac Pacing Electrophysiol, 14, 39–41.
  • Gao XL, Mo ZX, Qiu YH. (2007). Effects of QingFengTeng capsule on anxious behavior in morphine dependent rats. Chin J Drug Depend, 16, 430–434.
  • He X, Wang J, Guo Z, Liu Q, Chen T, Wang X, Cao X. (2005). Requirement for ERK activation in sinomenine-induced apoptosis of macrophages. Immunol Lett, 98, 91–96.
  • Huang ZY, Zhang YH, Zhou L, Li Y, Yang XS. (2009). Studies on the chemical constituents of Sinomenium acutum (‖). Chin Tradit Herb Drugs, 40, 193–196.
  • Huang XL, Hao F, Wang Y, Fang YF. (2007). Inhibition of sinomenine on nuclear factor-κB of synoviocytes in collagen-induced arthritis rats. Acta Acad Med Mil Tert, 29, 1269–1272.
  • Hu XD, LI FY. (2003). Effects of sinomenine on morphine withdrawal syndromes in mice rats and guinea pig ileum. Chin J Drug Depend, 12, 28–31.
  • Huang BD, He AS, Fu M, Sheng PY, Liao WM. (2010). Sinomenine suppresses expression of interleukin-1beta-induced matrix metalloproteinases in human osteoarthritic chondrocytes. J Med Plants Res, 4, 1830–1836.
  • Huang ZS, Wang N. (2010). Clinical observation on treatment of rheumatoid arthritis with Zhengqing Fengtongning Retard Tablets. Hebei Med J, 32, 59–60.
  • Huang GD, Li JB, Huang YH, Tang LJ, Zhang S, Li Q. (2007). The Clinical study on sinomenine for 100 patients with rheumatoid arthritis. JETCM, 16, 416–417.
  • Jiang T, Zhou L, Zhang W, Qu D, Xu X, Yang Y, Li S. (2010). Effects of sinomenine on proliferation and apoptosis in human lung cancer cell line NCI-H460 in vitro. Mol Med Report, 3, 51–56.
  • Jin HZ, Mao YS, Zhou TX, Wang R, Tang XC, Qin GW. (2007). Alkaloids from stems of Sinomenium acutum. Chin J Nat Med, 5, 35–37.
  • Jin HZ, Wang XL, Wang HB, Wang YB, Lin LP, Ding J, Qin GW. (2008). Morphinane alkaloid dimers from Sinomenium acutum. J Nat Prod, 71, 127–129.
  • Johnson EE, Christie MJ, Connor M. (2005). The role of opioid receptor phosphorylation and trafficking in adaptations to persistent opioid treatment. Neurosignals, 14, 290–302.
  • Kato A, Yasui M, Yano N, Kawata Y, Moriki K, Adachi I, Hollinshead J, Nash RJ. (2009). Alkaloids inhibiting l-histidine decarboxylase from Sinomenium acutum. Phytochemistry Letters, 2, 77–80.
  • Lao ZY. (2000). Sinomenine combined with methotrexate in treating rheumatoid arthritis. Chin J New Drugs Clin Rem, 19, 254–256.
  • Lee PY, Chen W, Liu IM, Cheng JT. (2007). Vasodilatation induced by sinomenine lowers blood pressure in spontaneously hypertensive rats. Clin Exp Pharmacol Physiol, 34, 979–984.
  • Li HB. (2006). Studies on the non-alkaloid constituents of Sinomenium acutum. J Guiyang Med Coll, 31, 154–155.
  • Li XJ, Wang PX, Liu L, Wang WJ, Zhou L, Liang RY, Cao LY. (2004). Anti-inflammatory and antirheumatic mechanism of sinomenine. J Guangzhou Univ TCM, 21, 34–36.
  • Li XJ, Wang PX, Liu L, Chen GX, Zhao JX, Zeng YY, Chen JP. (2005). Effects of sinomenine on cell activation and intracellular Th1 type cytokines expression of T lymphocytes. Chin J Immunol, 20, 249–258.
  • Li L. (2000). Study of prevention and control of primary hypertension. Zhonghua Liu Xing Bing Xue Za Zhi, 21, 165–166.
  • Li JQ, Luo R, Ge XY, Li YP, Zhao XS. (2009). Modified Zhizhu decoction in the treatment of functional constipation. J Anhui TCM Coll, 28, 11–13.
  • Liao DH, Chen Z, Luo ZG, Wang Y, Pan GH, Li GH, Fang JL, Xu L, Du YC. (2009). Effect of alkaloid sinomenine on interleukin-6 levels in venous blood of rat renal allograft models. CRTER, 13, 8693–8696.
  • Lin XJ, Cai XY, Ye JH. (2009). The clinical observation on sinomenine for rheumatoid arthritis. J Hunan Univ TCM, 29, 52–54.
  • Ling JJ, Wang Y, Xie B, Zhou LL. (2008). Bioequivalence study of sinomenine patch by microdialysis. China J Chin Mat Med, 33, 2482–2485.
  • Ling JJ, Xie B, Wang Y, Zhou LL. (2008). Dynamic determination of sinomenine in skin by microdialysis. J Chin Med Mater, 31, 1062–1065.
  • Liu L, Li XJ, Wang PX, Wang WJ, Zhou L, Liang RY, Cao LY. (2002). Effects of sinomenine on IL-1β, IL-8 gene expression of human peripheral blood. Chin J Immunol, 18, 241–244.
  • Liu JH, Li WD, Teng HL, Lin ZB. (2005). Immunopharmacological action of sinomenine, an alkaloid isolated from Sinomenium acutum, and its mechanism of action in treating rheumatoid arthritis. Acta Pharm Sin, 40, 127–131.
  • Liu Z, Zheng Jf Yang, LQ, Yi L, Hu B. (2007). Effects of sinomenine on NO/nNOS system in cerebellum and spinal cord of morphine dependent and withdrawal mice. Acta Physiolog Sin, 5, 285–292.
  • Liu ZQ, Zhou H, Liu L, Jiang ZH, Wong YF, Xie Y, Cai X, Xu HX, Chan K. (2005a). Influence of co-administrated sinomenine on pharmacokinetic fate of paeoniflorin in unrestrained conscious rats. J Ethnopharmacol, 99, 61–67.
  • Liu ZQ, Jiang ZH, Chan K, Zhou H, Wong YF, Bian ZX, Xu HX, Liu L. (2005). Pharmacokinetic interaction of paeoniflorin and sinomenine: pharmacokinetic parameters and tissue distribution characteristics in rats and protein binding ability in vitro. J Pharmacol Sci, 99, 381–391.
  • Liu ZQ, Chan K, Zhou H, Jiang ZH, Wong YF, Xu HX, Liu L. (2005). The pharmacokinetics and tissue distribution of sinomenine in rats and its protein binding ability in vitro. Life Sci, 77, 3197–3209.
  • Liu W, Liu XY, Liu B. (2006). Clinical observation on treatment of rheumatoid arthritis with Zhengqing Fengtongning retard tablets: A report of 60 cases. J Chin Integrative Med, 4, 201–202.
  • Long LH, Wu PF, Chen XL, Zhang Z, Chen Y, Li YY, Jin Y, Chen JG, Wang F. (2010). HPLC and LC-MS analysis of sinomenine and its application in pharmacokinetic studies in rats. Acta Pharmacol Sin, 31, 1508–1514.
  • Lu ZL, Chen WY, Viljoen AH. Hamman J. (2010). Effect of sinomenine on the in vitro intestinal epithelial transport of selected compounds. Phytother Res, 24, 211–218.
  • Mark W, Schneeberger S, Seiler R, Stroka DM, Amberger A, Offner F, Candinas D, Margreiter R. (2003). Sinomenine blocks tissue remodeling in a rat model of chronic cardiac allograft rejection. Transplantation, 75, 940–945.
  • Min YD, Choi SU, Lee KR. (2006). Aporphine alkaloids and their reversal activity of multidrug resistance (MDR) from the stems and rhizomes of Sinomenium acutum. Arch Pharm Res, 29, 627–632.
  • Mo ZX, Liang RN, Wang CY. (2004). Effects of Caulis sinomenii and sinomenine on morphine-induced place preference and cyclic AMP level in mice. Chin JMAP, 21, 87–90.
  • Mo ZX, Zhou JY. (2006). Effects of Caulis sinomenii and sinomenine on brain histamine level in place preference mice. Pharmacol Clin Chin Mater Med, 22, 20–22.
  • Mo ZX, An SL, Zhou JY. (2006). Effects of Caulis sinomenii and sinomenine on morphine-induced place preference and brain histamine level in mice. J Southern Med Univ, 26, 1709–1713.
  • Nishida S, Satoh H. (2006). In vitro pharmacological actions of sinomenine on the smooth muscle and the endothelial cell activity in rat aorta. Life Sci, 79, 1203–1206.
  • Oh YC, Kang OH, Choi JG, Brice OO, Lee YS, Keum JH, Kim SB, Shin DW, Ma J, Jeong GH, Kwon DY. (2011). Anti-allergic effects of sinomenine by inhibition of prostaglandin D2 and leukotriene C4 in mouse bone marrow-derived mast cells. Immunopharmacol Immunotoxicol, 33, 266–270.
  • Ou YQ, Chen LH, Li XJ, Lin ZB, Li WD. (2009). Sinomenine influences capacity for invasion and migration in activated human monocytic THP-1 cells by inhibiting the expression of MMP-2, MMP-9, and CD147. Acta Pharmacol Sin, 30, 435–441.
  • Qian L, Xu Z, Zhang W, Wilson B, Hong JS, Flood PM. (2007). Sinomenine, a natural dextrorotatory morphinan analog, is anti-inflammatory and neuroprotective through inhibition of microglial NADPH oxidase. J Neuroinflammation, 4, 23.
  • Shaw CY, Chen CH, Hsu CC, Chen CC, Tsai YC. (2003). Antioxidant properties of scopoletin isolated from Sinomonium acutum. Phytother Res, 17, 823–825.
  • Song YB, Chen WM, Qu GX, Qiu F. (2007). Chemical constituents of Sinomenium acutum. Shenyang Pharm Univ, 24, 79–80.
  • Song SH, Zhang YH, Huang ZY. (2011). Study on the alkaloids of Sinomenium acutum. Lishizhen Med Mat Med Res, 22, 327–328.
  • Song SH, Shen XY, Tang Y, Wang ZX, Guo WY, Ding GS, Wang QX, Fu ZR. (2009). Sinomenine pretreatment attenuates cold ischemia/reperfusion injury in rats: The role of heme oxygenase-1. Int Immunopharmacol, 10, 679–684.
  • Sun Y, Ou Yang HL, Zhang YL, Gao F, He Y, Ji WQ, Huang Z, Hu JL, Li NL, Xiao LB. (2009). Effect of low molecular weight sinomenine on collage induced arthritis model in rat. J Hunan Univ TCM, 29, 41–45.
  • Sun J, Shi JM, Zhang TH, Gao K, Mao JJ, Li B, Sun YH, He ZG. (2005). Impact of release characteristics of sinomenine hydrochloride dosage forms on its pharmacokinetics in beagle dogs. World J Gastroenterol, 11, 4547–4551.
  • Sun JP, Gao YX, Dong H. (2007). Clinical observation on treatment of glomerulonephritis with sinomenine preparation: A report of 28 cases. Clinical Focus, 22, 1194–1195.
  • Tranter M, Jones WK. (2008). Anti-inflammatory effects of HO-1 activity in vascular endothelial cells, commentary on “Carbon monoxide donors or heme oxygenase (HO-1) overexpression blocks interleukin-18-mediated NF-kappaB-PTEN-dependent human cardiac endothelial cell death”. Free Radic Biol Med, 44, 261–263.
  • Wang X, Jin H, Li Z, Qin G. (2007). 8-Demethoxyrunanine from Sinomenium acutum. Fitoterapia, 78, 593–595.
  • Wang XL, Liu BR, Wang JR, Chen CK, Qin GW, Lee SS. (2011). Two new morphinane alkaloids from Sinomenium acutum. J Asian Nat Prod Res, 13, 523–528.
  • Wang WJ, Wang PX, Li XJ. (2003). The effect of sinomenine on cyclooxygenase activity and the expression of COX-1 and COX-2 mRNA in human peripheral monocytes. China J Chin Mat Med, 28, 352–355.
  • Wang Y, Chen Z, Xiong L, Luo ZG, Qin GQ, Li JJ. (2004). Effects of the alkaloid sinomenine on T cell proliferation and acute rejection in rat renal allografts. Chin J Exp Surg, 21, 573–574.
  • Wang CY, Mo ZX, Zhu QS, Wen L. (2002). Effects of sinomenine on withdrawal syndrome and neurotransmitter of morphine-dependent rats. J Chin Med Mater, 25, 337–339.
  • Wang ND, Xue LQ, Xu DJ, Yuan AW, Deng ZB, Cui SL. (2006). Cloning and analysis of phage Fab antibodies of mouse male specific antigen. Sheng Wu Gong Cheng Xue Bao, 22, 727–732.
  • Wang MH, Chang CK, Cheng JH, Wu HT, Li YX, Cheng JT. (2008). Activation of opioid mu-receptor by sinomenine in cell and mice. Neurosci Lett, 443, 209–212.
  • Xu DH, Zhou CH. (2007). Effect of different doses of sinomenine on CD80 and CD86 expressions and extracellular interleukin-1 2 secretion in dendritic cells. CRTER, 11, 5654–5656.
  • Xu M, Liu L, Qi C, Deng B, Cai X. (2008). Sinomenine versus NSAIDs for the treatment of rheumatoid arthritis: A systematic review and meta-analysis. Planta Med, 74, 1423–1429.
  • Yao YM, Cao W, Cao YJ, Cheng ZN, Ou-Yang DS, Liu ZQ, Zhou HH. (2007). Effect of sinomenine on human cytochrome P450 activity. Clin Chim Acta, 379, 113–118.
  • Yang CY, Cheng YW, Fu XL, Fei L, Jin NS, Xie CY, Tang YY, Wu YZ. (2007). Immunological J, 23, 265–269.
  • Yang XH, Yang JY. (2003). Clinical observation on treatment of rheumatoid arthritis with Zhengqing Fengtongning Retard Tablets: A report of 60 cases. Chin J Int Med, 40, 297–298.
  • Yu KQ, Luo R. (2009). Effect of sinomenine on the expression of chemokines and chemokine receptors in dendritic cells from patients with rheumatoid arthritis. Nan Fang Yi Ke Da Xue Xue Bao, 29, 635–637.
  • Zeng Y, Gu B, Ji X, Ding X, Song C, Wu F. (2007). Sinomenine, an antirheumatic alkaloid, ameliorates clinical signs of disease in the Lewis rat model of acute experimental autoimmune encephalolmyelitis. Biol Pharm Bull, 30, 1438–1444.
  • Zhang GM, Mo ZX, Wang CY. (2009). Study on the detoxification of alcohol extracts from Orient vine and its effective component on withdrawal syndromes of morphine. J Chin Med Mat, 32, 1414–1418.
  • Zhao Y, Yu KQ, Li J. (2006). The efect of sinomenine on the activity of nuclear transcription factor kappa B in dendritic cells in rheurmyoid arthritis. Guangdong Med J, 27, 55–57.
  • Zhao Y, Li J, Yu K, Liu Y, Chen X. (2007). Sinomenine inhibits maturation of monocyte-derived dendritic cells through blocking activation of NF-kappa B. Int Immunopharmacol, 7, 637–645.
  • Zhao G, Bi C, Qin GW, Guo LH. (2009). Caulis Sinomenii extracts activate DA/NE transporter and inhibit 5HT transporter. Exp Biol Med (Maywood), 234, 976–985.
  • Zheng JF, Liu Z, Zhu YH, Liu J, Hu B. (2008). Effect of sinomenine on the expression of HO2, sGC alpha 1 and sGC alpha 2 genes of spinal cord and cerebellum in morphine dependence mice. Chin Pharmacol Bull, 24, 1044–1048.
  • Zheng H, Shi LF, Hu JH. (2007). Pharmacokinetic study of free-form sinomenine in rat skin by microdialysis coupled with liquid chromatography-electrospray mass spectrometry. Biomed Chromatogr, 21, 101–106.
  • Zhou QX, Li YB, Jiang JQ. (2009). Triterpene constituents from Sinomenium acutum. Pharm Clin Res, 17, 36–38.
  • Zhou SX, Su KYJ Peng Y, Zhou Y, Lin F, Li H. (2009). Effect of sinomenine on expression of P-selectin and ICAM-1 following cerebral ischemic reperfusion injury in diabetic rats. Lishizhen Med Mat Med Res, 20, 1593–1595.
  • Zhou H, Wong YF, Wang J, Cai X, Liu L. (2008). Sinomenine ameliorates arthritis via MMPs, TIMPs, and cytokines in rats. Biochem Biophys Res Commun, 376, 352–357.
  • Zhu QS, Liu MY, Liu L, Zhang MY. (2009). Effects of Caulis sinomenii on the learning and memory capacity of morphine addicted mice. Heilongjiang Med Pharm, 32, 8–10.
  • Zou TX, Zhang YG, Zhang HG. (2008). Effects of sinomenine on phagocytosis ability of macrophage. Pharmacol Clin Chin Mater Med, 24, 15–17.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.