Dehydrostephanine Isolated from Stephania venosa Possesses Anti-Inflammatory Activity in Lipopolysaccharide-Activated RAW264.7 Macrophages

Wanatsanan  CHULRIK; Chutima  JANSAKUN; Waraluck  CHAICHOMPOO; Janejira  HATA; Poonsit  HIRANSAI; Wilanee  CHUNGLOK; Tanyarath  UTAIPAN; Apichart  SUKSAMRARN; Warangkana  CHUNGLOK

doi:10.48048/wjst.2020.6530

Authors

Wanatsanan CHULRIK School of Allied Health Sciences and Research Institute for Health Sciences, Walailak University, Nakhon Si Thammarat 80161, Thailand
Chutima JANSAKUN School of Allied Health Sciences and Research Institute for Health Sciences, Walailak University, Nakhon Si Thammarat 80161, Thailand
Waraluck CHAICHOMPOO Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, Thailand
Janejira HATA Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, Thailand
Poonsit HIRANSAI School of Allied Health Sciences and Research Institute for Health Sciences, Walailak University, Nakhon Si Thammarat 80161, Thailand
Wilanee CHUNGLOK Department of Microbiology, Faculty of Science, Prince of Songkla University, Songkhla 90110, Thailand
Tanyarath UTAIPAN Department of Pre-clinic, Faculty of Science and Technology, Prince of Songkla University, Pattani Campus, Pattani 94001, Thailand
Apichart SUKSAMRARN Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, Thailand
Warangkana CHUNGLOK School of Allied Health Sciences and Research Institute for Health Sciences, Walailak University, Nakhon Si Thammarat 80161, Thailand

DOI:

https://doi.org/10.48048/wjst.2020.6530

Keywords:

Stephania venosa, (–)-Stephanine, Dehydrostephanine, Aporphine alkaloids, Inflammation

Abstract

Stephania venosa (Blume) Spreng. is a medicinal herb wildly used as a folklore medicine in Thailand. Many studies have reported that S. venosa tuber revealed a variety of pharmacological activities including anti-malarial, anti-microbial, anti-cancer, anti-oxidant, and anti-inflammatory activities. In this study, we investigated the effects of (–)-stephanine and dehydrostephanine isolated from S. venosa tuber on anti-inflammation in lipopolysaccharide (LPS)-activated RAW264.7 macrophages. RAW264.7 cells were treated with (–)-stephanine and dehydrostephanine in the presence of LPS and cell viability was determined by MTT assay. The levels of inflammatory mediators, nitric oxide (NO) and pro-inflammatory cytokines were determined by Griess reagent and enzyme-linked immunosorbent assay, respectively. Pre-treatment of dehydrostephanine significantly suppressed NO secretion in LPS-activated RAW264.7 cells with the half-maximal NO inhibitory concentration (IC₅₀) value of 26.81±0.25 μM. However, (–)-stephanine had IC₅₀ value on the inhibition of NO secretion of >40 μM. In addition, dehydrostephanine at concentrations of 20 - 80 μM significantly reduced LPS-induced tumor necrosis factor-α, interleukin-1b, and interleukin-6 production in RAW264.7 cells. The present study showed that dehydrostephanine possesses the anti-inflammatory effect on LPS-activated RAW264.7 macrophages by suppression of inflammatory mediators. Dehydrostephanine may be a promising candidate compound for further investigation of a novel class of anti-inflammatory drug.

Downloads

Download data is not yet available.

References

E Stylianou. Epigenetics of chronic inflammatory diseases. J. Inflamm. Res. 2019; 12, 1-14.

JL Schultze and P Rosenstiel. Systems medicine in chronic inflammatory diseases. Immunity 2018; 48, 608-13.

S Akira, S Uematsu and O Takeuchi. Pathogen recognition and innate immunity. Cell 2006; 124, 783-801.

GA Duque and A Descoteaux. Macrophage cytokines: Involvement in immunity and infectious diseases. Front. Immunol. 2014; 5, 491-502.

Z Wu, M Han, T Chen, W Yan and Q Ning. Acute liver failure: Mechanisms of immune-mediated liver injury. Liver Int. 2010; 30, 782-94.

G Marelli, A Sica, L Vannucci and P Allavena. Inflammation as target in cancer therapy. Curr. Opin. Pharmacol. 2017; 35, 57-65.

K Ingkaninan, P Phengpa, S Yuenyongsawad and N Khorana. Acetylcholinesterase inhibitors from Stephania venosa tuber. J. Pharm. Pharmacol. 2006; 58, 695-700.

JT Blanchfield, DPA Sands, CHL Kennard and KA Byriel. Characterisation of alkaloids from some Australian Stephania (Menispermaceae) species. Phytochemistry 2003; 63, 711-20.

S Yodkeeree, C Ooppachai, W Pompimon and P Limtrakul. O-Methylbulbocapnine and dicentrine suppress LPS-induced inflammatory response by blocking NF-κB and AP-1 activation through inhibiting MAPKs and Akt signaling in RAW264.7 macrophages. Biol. Pharm. Bull. 2018; 41, 1219-27.

PM Le, V Srivastava, TT Nguyen, B Pradines, M Madamet, L Mosnier, TT Trinh and H Lee. Stephanine from Stephania venosa (Blume) Spreng showed effective antiplasmodial and anticancer activities, the latter by inducing apoptosis through the reverse of mitotic exit. Phytother. Res. 2017; 31, 1357-68.

DK Semwal, R Badoni, R Semwal, SK Kothiyal, GJP Singh and U Rawat. The genus Stephania (Menispermaceae): Chemical and pharmacological perspectives. J. Ethnopharmacol. 2010; 132, 369-83.

J Kunitomo, M Oshikata and M Akasu. The alkaloids of Stephania cepharantha Hayata cultivated in Japan (ii) (author’s transl). Yakugaku Zasshi. 1981; 101, 951-5.

S Nantapap, C Loetchutinat, P Meepowpan, N Nuntasaen and W Pompimon. Antiproliferative effects of alkaloids isolated from the tuber of Stephania venosa via the induction of cell cycle arrest in mammalian cancer cell lines. Am. J. Applied Sci. 2010; 7, 1057-65.

S Yodkeeree, P Wongsirisin, W Pompimon and P Limtrakul. Anti-invasion effect of crebanine and O-methylbulbocapnine from Stephania venosa via down-regulated matrix metalloproteinases and urokinase plasminogen activator. Chem. Pharm. Bull. 2013; 61, 1156-65.

K Bunluepuech and S Tewtrakul. Anti-HIV-1 integrase activity of Thai medicinal plants in longevity preparations. Songklanakarin J. Sci. Tech. 2011; 33, 693-7.

M Manrique-Moreno, L Heinbockel, M Suwalsky, P Garidel and K Brandenburg. Biophysical study of the non-steroidal anti-inflammatory drugs (NSAID) ibuprofen, naproxen and diclofenac with phosphatidylserine bilayer membranes. Biochim. Biophys. Acta 2016; 1858, 2123-31.

A Serrano, G Ros and G Nieto. Bioactive compounds and extracts from traditional herbs and their potential anti-inflammatory health effects. Medicines 2018; 5, 76-84.

P Intayoung, P Limtrakul and S Yodkeeree. Antiinflammatory activities of crebanine by inhibition of NF-κB and AP-1 activation through suppressing MAPKs and Akt signaling in LPS-induced RAW 264.7 macrophages. Biol. Pharm. Bull. 2016; 39, 54-61.

D Hirayama, T Iida and H Nakase. The phagocytic function of macrophage-enforcing innate immunity and tissue homeostasis. Int. J. Mol. Sci. 2017; 19, 92-105.

J Yin, KL Valin, ML Dixon and JW Leavenworth. The role of microglia and macrophages in CNS homeostasis, autoimmunity, and cancer. J. Immunol. Res. 2017; 2017, 5150678.

JN Sharma, A Al-Omran and SS Parvathy. Role of nitric oxide in inflammatory diseases. Inflammopharmacology 2007; 15, 252-9.

J MacMicking, Q Xie and C Nathan. Nitric oxide and macrophage function. Annu. Rev. Immunol. 1997; 15, 323-50.

TA Samad, KA Moore, A Sapirstein, S Billet, A Allchorne, S Poole, JV Bonventre and CJ Woolf.

Interleukin-1beta-mediated induction of Cox-2 in the CNS contributes to inflammatory pain hypersensitivity. Nature 2001; 410, 471-5.

BA Beutler. The role of tumor necrosis factor in health and disease. J. Rheumatol. Suppl. 1999; 57, 16-21.

F Schaper and S Rose-John. Interleukin-6: Biology, signaling and strategies of blockade. Cytokine Growth F. R. 2015; 26, 475-87.

C Gabay. Interleukin-6 and chronic inflammation. Arthritis Res. Ther. 2006; 8, S3.

DL Scott, F Wolfe and TW Huizinga. Rheumatoid arthritis. Lancet 2010; 376, 1094-108.

K Hamidzadeh, SM Christensen, E Dalby, P Chandrasekaran and DM Mosser. Macrophages and the recovery from acute and chronic inflammation. Annu. Rev. Physiol. 2017; 79, 567-92.

M Monteleone, JL Stow and K Schroder. Mechanisms of unconventional and secretion of IL-1 family cytokines. Cytokine 2015; 74, 213-8.

RA Balk. Pathogenesis and management of multiple organ dysfunction or failure in severe sepsis and septic shock. Crit. Care Clin. 2000; 16, 337-52.

MX Wang, YL Liu, Y Yang, DM Zhang and LD Kong. Nuciferine restores potassium oxonate-induced hyperuricemia and kidney inflammation in mice. Eur. J. Pharmacol. 2015; 747, 59-70.

H Wang, X Cheng, S Kong, Z Yang, H Wang, Q Huang, J Li, C Chen and Y Ma. Synthesis and structure-activity relationships of a series of aporphine derivatives with antiarrhythmic activities and acute toxicity. Molecules 2016; 21, 1555.