Skip to main content
SpringerLink
Log in

In-Vitro and In-Silico Anti-inflammatory Activity of Lupeol Isolated from Crateva adansonii and Its Hidden Molecular Mechanism

  • Published:
International Journal of Peptide Research and Therapeutics Aims and scope Submit manuscript

Abstract

The aim of the present study is to reveal the possible mechanism of anti-inflammatory activity of Crateva adansonii leaf extract to claim folkoric use of the plant in inflammation disease conditions. Isolation of chloroform leaf extract fraction (CEF) containing anti-inflammatory marker compound of the plant lupeol is done through column chromatography procedure, which is further confirmed by HPLC analysis with standard lupeol compound. The isolated marker compound lupeol from CEF shows significant in vitro anti-inflammatory effect compared to methanolic and chloroform leaf extracts (ME & CE) of the plant Crateva adansonii and reference standard indomethacin. Further in silico screening of lupeol and indomethacin against five crucial inflammatory molecular targets such as COX-2 (PDB ID: 4COX), MPO (PDB ID: 3ZS0), IL1β (PDBID: 1T4Q), IL6 (PDBID: 19PM) and TNFα (PDBID: 2AZ5) was done using autodock tool. Maximal binding affinity (− 11.6, − 9.0, − 9.9, − 7.5, − 9.0 kcal/mol) was exhibited by lupeol against all five targets of inflammation COX-2, MPO, TNFα, IL1β & IL6 respectively. In vitro and in silico modeling confirms the anti-inflammatory efficiency of lupeol and also unveils the hidden molecular mechanisms of folkoric use of Crateva adansonii plant in inflammatory disease conditions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  • Abdullahi A, Hamzah RU, Jigam AA, Yahya A, Kabiru AY, Muhammad H, Sakpe S, Adefolalu FS, Isah MC, Kolo MZ (2012) Inhibitory activity of xanthine oxidase by fractions Crateva adansonii. J Acute Dis 1:126–129

    Article  Google Scholar 

  • Akanji MA, Salau AK, Yakubu MT (2013) Safety evaluation of aqueous extract of Crateva adansonii leaf on selected tissues of rats. Fountain J Nat Appl Sci 2:17–28

    CAS  Google Scholar 

  • Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE (2000) The protein data bank. Nucleic Acids Res 28:235–242

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Boakye-Gyasi E, Woode E, Ainooson GK, Obiri DD, Ansah C, Duwejua M (2008) Anti-inflammatory and antipyretic effects of an ethanolic extract of Palisota hirsuta K. Schumroots. Afrn J Pharm Pharmacol 2:191–199

    Google Scholar 

  • Calder PC, Ahluwalia N, Albers R (2013) A consideration of biomarkers to be used for evaluation of inflammation in human nutritional studies. Br J Nutr 109:S1–S34

    Article  PubMed  Google Scholar 

  • Cao H, Yu R, Choi Y (2010) Discovery of cyclooxygenase inhibitors from medicinal plants used to treat inflammation. Pharmacol Res 61:519–524

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Cos P, Vlietinck AJ, Berghe DV, Maes L (2006) Anti-infective potential of natural products: how to develop a stronger in vitro ‘proof of concept’. J Ethnopharmacol 106(3):290–302

    Article  CAS  PubMed  Google Scholar 

  • Gallin JI, Snyderman R (1999) Inflamation: basic principles and clinical correlates, 3rd edn. Lippincott Williams & Wilkins, Philadelphia, pp 1–3

    Google Scholar 

  • Garcia Rodriguez LA, Tacconelli S, Patrignani P (2008) Role of dose potency in the prediction of risk of myocardial infarction associated with nonsteroidal anti-inflammatory drugs in the general population. J Am Coll Cardiol 52:1628–1636

    Article  CAS  PubMed  Google Scholar 

  • Gitte TA, Kare MA, Deshmukh AM (2012) Ethno-medicinal studies on barks of some medicinal plants in Marathwada (M. S.) India. Recent Res Sci Technol 4:8–10

    Google Scholar 

  • Grant NH, Alburn HE, Kryzanauskas C (1970) Stabilization of derum albumin by anti-inflammatory drugs. Biochem Pharmacol 19(3):715–722

    Article  CAS  PubMed  Google Scholar 

  • Hawkey CJ (1990) Non-steroidal anti-inflammatory drugs and peptic ulcers: facts and figures multiply, but do they add up? Br Med J 300:278–284

    Article  CAS  Google Scholar 

  • Hess SM, Milonig RM (1972) Assay for anti-inflammatory drugs. In: Lepow IH, Ward PA (eds) Inflammation: mechanisms and control. Academic Press, New York, pp 1–12

    Google Scholar 

  • Huang MT, Ghai G, Ho CT (2004) Inflammatory process and molecular targets for antiinflammatory nutraceuticals. Comp Rev Food Sci F 3:127–139

    Article  CAS  Google Scholar 

  • Igoli NP, Gray AI, Clements CJ, Igoli JO, Uche N, Singla RK (2012) Scientific investigation of antitrypanosomal activity of Crateva adansonii DC leaves extracts. Indo Glob J Pharm 2(3):226–229

    Google Scholar 

  • Igoli NP, Clements CJ, Singla RK, Igoli JO, Uche N, Gray AI (2014) Antitrypanosomal activity and docking studies of components of Crateva adansonii DC leaves: novel multifunctional scaffolds. Curr Top Med Chem 14:981–990

    Article  CAS  PubMed  Google Scholar 

  • Limongelli V, Bonomi M, Marinelli L (2010) Molecular basis of cyclooxygenase enzymes (COXs) selective inhibition. Proc Natl Acad Sci USA 107:5411–5416

    Article  PubMed  PubMed Central  Google Scholar 

  • DL Lucetti, ECP Lucetti, MAM Bandeira, HNH Veras, AH Silva, LKAM Leal, AA Lopes, VCC Alves, GS Silva, GA Brito, GB Viana (2010) Anti-inflammatory effects and possible mechanism of action of lupeol acetate isolated from Himatanthus drasticus (Mart.) Plumel. J Inflamm 7:60.

  • Ma XH, Zheng CJ, Han LY, Xie B, Jia J, Cao ZW, Li YX, Chen YZ (2009) Synergistic therapeutic actions of herbal ingredients and their mechanisms from molecular interaction and network perspectives. Drug Discov Today 14:579–588

    Article  CAS  PubMed  Google Scholar 

  • Martel-Pelletier J, Lajeunesse D, Reboul P, Pelletier JP (2003) Therapeutic role of dual inhibitors of 5-LOX and COX, selective and non-selective non-steroidal anti-inflammatory drugs. Ann Rheum Dis 62(6):501–509

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Mitchell JA, Akarasereenont P, Thiemermann C, Flower RJ, Vane JR (1993) Selectivity of nonsteroidal antiinflammatory drugs as inhibitors of constitutive and inducible cyclooxygenase. Proc Natl Acad Sci USA 90(24):11693–11697

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Mizushima Y (1966) Screening test for anti-rheumatic drugs. Lancet 2:443

    Article  Google Scholar 

  • Sakat S, Juvekar AR, Gambhire MN (2010) In vitro antioxidant and anti-inflammatory activity of methanol extract of Oxalis corniculata Linn. J Pharm Sci 2(1):146–155

    Google Scholar 

  • Sostres C, Gargallo CJ, Arroyo MT, Lanas A (2010) Adverse effects of non-steroidal anti-inflammatory drugs (NSAIDs, aspirin and coxibs) on upper gastrointestinal tract. Best Pract Res Clin Gastroenterol 24(2):121–132

    Article  CAS  PubMed  Google Scholar 

  • Sasidharan S, Chen Y, Saravanan D, Sundram KM, Latha LY (2011) Extraction, isolation and characterization of bioactive compounds from plants extracts. Afr J Tradit Complem 8(1):1–10

    CAS  Google Scholar 

  • Shinde UA, Phadke AS, Nari AM, Mungantiwara A, Dikshit VJ, Saraf MN (1999) Membrane stabilization activity-a possible mechanism of action for the anti-inflammatory activity of Cedrus deodara wood oil. Fitoterrapia 70:251–257

    Article  CAS  Google Scholar 

  • Thirumalaisamy R, Subramanian A, Binitha J, Mathiyazhagan M (2017) Evaluation and assessment of anti-inflammatory mediators in the leaf extracts of Crateva adansonii DC. Int J Adv Sci Eng 3(4):442–450

    Google Scholar 

  • Thirumalaisamy R, Subramanian A, Govarthanan M (2018) Screening of anti-inflammatory phytocompounds from Crateva adansonii leaf extracts and its validation by in silico modeling. J Genet Eng Biotechnol 16:711–719

    Article  PubMed  PubMed Central  Google Scholar 

  • Trott O, Olson AJ (2010) AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading. J Comput Chem 31:455–461

    CAS  PubMed  PubMed Central  Google Scholar 

  • Weissmann G, Spilberg I, Krakauer K (1969) Arthritis induced in rabbits by lysates of granulocyte lysosomes. Arthristis Rheum 12(2):103–116

    Article  CAS  Google Scholar 

  • Wilcox CM, Alexander LN, Cotsonis GA, Clark WS (1997) Nonsteroidal antiinflammatory drugs are associated with both upper and lower gastrointestinal bleeding. Digest Dis Sci 42(5):990–997

    Article  CAS  PubMed  Google Scholar 

  • Yonathan M, Asres K, Assefa A, Bucar F (2006) Invivoanti-inflammatoryand anti-nociceptive activities of Cheilanthes farinose. J Ethnopharmacol 108(3):462–470

    Article  CAS  PubMed  Google Scholar 

  • Zhou W, Cai JF, Yuan F, Ma M, Yin F (2014) In silico targeting of interleukin-6 by natural compounds. Bangladesh J Pharmacol 9:371–376

    Article  Google Scholar 

Download references

Acknowledgements

The research was funded by the Deanship of Scientific Research at Princess Nourah bint Abdulrahman University, Riyadh, Saudi Arabia through the fast track research funding group.

Author information

Authors and Affiliations

  1. Department of Biotechnology, Mahendra Arts & Science College (Autonomous), Namakkal, Tamil Nadu, 637 501, India

    R. Thirumalaisamy & T. Selvankumar

  2. Department of Biochemistry, Rajah Serfoji Government College (Autonomous), Thanjavur, Tamil Nadu, 613 005, India

    R. Thirumalaisamy & A. Subramanian

  3. Department of Botany & Microbiology, College of Science, King Saud University, Riyadh, 11451, Saudi Arabia

    Fuad Ameen

  4. Department of Biology, College of Science, Princess Nourah Bint Abdulrahman University, Riyadh, Saudi Arabia

    S. S. Alwakeel

  5. Department of Environmental Engineering, Kyungpook Natioanl University, Taegu, Republic of Korea

    M. Govarthanan

Authors
  1. R. Thirumalaisamy
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Fuad Ameen
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. Subramanian
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. T. Selvankumar
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. S. S. Alwakeel
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. M. Govarthanan
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to A. Subramanian or M. Govarthanan.

Ethics declarations

Conflict of interest

The authors declare that have no conflict of interests.

Ethical Approval

This article does not contain any studies with human participants performed by any of the authors.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Thirumalaisamy, R., Ameen, F., Subramanian, A. et al. In-Vitro and In-Silico Anti-inflammatory Activity of Lupeol Isolated from Crateva adansonii and Its Hidden Molecular Mechanism. Int J Pept Res Ther 26, 2179–2189 (2020). https://doi.org/10.1007/s10989-019-10006-5

Download citation

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10989-019-10006-5

Keywords

Search

Navigation