Advertisement

Calotropis procera: UHPLC-QTOF-MS/MS based profiling of bioactives, antioxidant and anti-diabetic potential of leaf extracts and an insight into molecular docking

  • Muhammad Nadeem
  • Muhammad Waseem MumtazEmail author
  • Muhammad Danish
  • Umer Rashid
  • Hamid Mukhtar
  • Farooq Anwar
  • Syed Ali Raza
Original Paper
  • 2 Downloads

Abstract

This work aims to investigate antioxidant/antidiabetic activities of aqueous and aqueous ethanol (20–80% ethanol:water, v/v) extracts from Calotropis procera leaves followed by profiling of related bioactives using UHPLC-QTOF-MS/MS technique. Of the extracts produced, 80% ethanolic extract offered highest level of total phenolics and total flavonoids with contribution 176.31 ± 2.09 mg GAE/g DE and 65.38 ± 2.65 mg RE/g DE, respectively. The α-Glucosidase and α-amylase inhibitory effect of 80% extract was found to be maximum with IC50 value of 0.78 ± 0.01 mg/mL and 0.93 ± 0.01 mg/mL, respectively among others. The same extract also showed higher total antioxidant power (184.91 ± 3.65 mg/g AAE) and antiradical effect with corresponding IC50 of 87.35 ± 2.45 µg/mL. UHPLC-QTOF-MS/MS investigation of 80% ethanolic extract led to identification/characterization of different antioxidant and antidiabetic metabolites such as p-hydroxybenzoic acid, 4-O-β-d-galactopyranosyl-d-fructose, myrciacitrin IV, quinic acid and astragaloside/kaempferol/quinic acid derivatives. Based on the present findings, 80% ethanol leaf extract of C. procera was found to be an important source of bioactives with significant potency of antioxidant, α-glucosidase and α-amylase enzyme inhibitory effects. Binding affinity data and interaction patterns, elucidated via docking simulations, of potential bioactives in C. procera leaf extract predicted that they can inhibit α-glucosidase and α-amylase synergistically to prevent hyperglycemia. These results explore potential uses of C. procera for development of functional foods and antioxidant/antidiabetic nutraceuticals.

Keywords

Antidiabetic Antioxidant Calotropis procera Functional food Phenolics UHPLC-QTOF-MS/MS 

Notes

Acknowledgements

Dr. Umer Rashid has purchased MOE 2016.08 license under HEC-NRPU, Pakistan project 5291/Federal/ NRPU/R&D/HEC/2016.

References

  1. 1.
    J. Naveen, V. Baskaran, Eur. J. Nutr. 57, 1275–1299 (2018)CrossRefGoogle Scholar
  2. 2.
    T. Gull, F. Anwar, B. Sultana, W. Nouman, Ind. Crops Prod. 67, 81–96 (2015)CrossRefGoogle Scholar
  3. 3.
    G. Muhammad, M.A. Hussain, F. Anwar, M. Ashraf, A.H. Gilani, Phytother. Res. 29, 1–13 (2015)CrossRefGoogle Scholar
  4. 4.
    J. Tuomilehto, P. Schwarz, J. Lindström, Diabetes Care 34, S210–S214 (2011)CrossRefGoogle Scholar
  5. 5.
    J. Montonen, R. Jarvinen, M. Heliovaara, A. Reunanen, A. Aromaa, P. Knekt, Eur. J. Clin. Nutr. 59, 441 (2005)CrossRefGoogle Scholar
  6. 6.
    J.S. de Munter, F.B. Hu, D. Spiegelman, M. Franz, R.M. van Dam, PLOS Med. 4, 261 (2007)CrossRefGoogle Scholar
  7. 7.
    S.K. Chang, C. Alasalvar, F. Shahidi, J. Funct. Foods 21, 113–132 (2016)CrossRefGoogle Scholar
  8. 8.
    F. Giacco, M. Brownlee, Circ. Res. 107, 1058–1070 (2010)CrossRefGoogle Scholar
  9. 9.
    L. Guariguata, D.R. Whiting, I. Hambleton, J. Beagley, U. Linnenkamp, J.E. Shaw, Diabetes Res. Clin. Pract. 103, 137–149 (2014)CrossRefGoogle Scholar
  10. 10.
    A. Hussain, I. Ali, Arch. Pharma. Pract. 7, 30 (2016)CrossRefGoogle Scholar
  11. 11.
    P. Reka, T. Banu, M. Seethalakshmi, Int. J. Pharm. Pharm. Sci. 9, 64–68 (2017)CrossRefGoogle Scholar
  12. 12.
    L. Zhang, Z.C. Tu, X. Xie, Y. Lu, Z.X. Wang, H. Wang, X.M. Sha, Ind. Crops Prod. 89, 522–532 (2016)CrossRefGoogle Scholar
  13. 13.
    F.L. Diaz-Gutierrez, J.M. Ladero, M. Diaz-Rubio, Am. J. Gastroenterol. 93, 481 (1998)CrossRefGoogle Scholar
  14. 14.
    M.A. Ibrahim, N.A. Koorbanally, M.S. Islam, Acta Pharm. 64, 311–324 (2014)CrossRefGoogle Scholar
  15. 15.
    S.A. Raza, A.R. Chaudhary, M.W. Mumtaz, A. Ghaffar, A. Adnan, A. Waheed, Pak. J. Pharm. Sci. 80, 472–479 (2018)Google Scholar
  16. 16.
    M. Kenganora, M. Bhaskaran, M.N. Santhepete, V.I. Hukkeri, Free Radic. Antioxid. 7, 143–151 (2017)CrossRefGoogle Scholar
  17. 17.
    K.M. Ahmed, A. Rana, V. Dixit, Pharmacogn. Magn. 1, 48 (2005)Google Scholar
  18. 18.
    M.N. Yesmin, S.N. Uddin, S. Mubassara, M.A. Akond, Am. Eurasian J. Agric. Environ. Sci. 4, 550–553 (2008)Google Scholar
  19. 19.
    Z. Iqbal, M. Lateef, A. Jabbar, G. Muhammad, M.N. Khan, J. Ethnopharmacol. 102, 256–261 (2005)CrossRefGoogle Scholar
  20. 20.
    S. Roy, R. Sehgal, B. Padhy, V. Kumar, J. Ethnopharmacol. 102, 470–473 (2005)CrossRefGoogle Scholar
  21. 21.
    S.S. Ramachandra, A.A. Quereshi, A.S. Viswanath, T. Patil, T. Prakash, K. Prabhu, A.G. Veeran, Fitoterapia 78, 451–454 (2007)CrossRefGoogle Scholar
  22. 22.
    J.V. Kamath, A. Rana, Fitoterapia 73, 111–115 (2002)CrossRefGoogle Scholar
  23. 23.
    A. Basu, T. Sen, R. Ray, A.N. Chaudhuri, Fitoterapia 63, 507–514 (1992)Google Scholar
  24. 24.
    M. Kamal, M. Adnan, W. Murad, H. Bibi, A. Tariq, H. Rahman, Z.K. Shinwari, Pak. J. Bot. 48, 399–413 (2016)Google Scholar
  25. 25.
    B. Yogi, S.K. Gupta, A. Mishra, Bull. Environ. Pharmacol. Life Sci. 5, 74–81 (2016)Google Scholar
  26. 26.
    P. Sharma, J. Sharma, Fitoterapia 71, 77–79 (2000)CrossRefGoogle Scholar
  27. 27.
    Y. Murti, S. Sharma, P. Mishra, Asian J. Pharm. Clin. Res. 8, 188–190 (2015)Google Scholar
  28. 28.
    Y. Murti, B. Yogi, D. Pathak, J. Pharm. Res. 4, 3452–3454 (2011)Google Scholar
  29. 29.
    M. Arshad, M.W. Mumtaz, A.R. Chaudhary, U. Rashid, M. Ali, H. Mukhtar, A. Adnan, S.A. Raza, Pak. J. Pharm. Sci. 32, 871–874 (2019)Google Scholar
  30. 30.
    R. Pandey, B. Kumar, J. Liq. Chromatogr. Relat. Technol. 39, 225–238 (2016)CrossRefGoogle Scholar
  31. 31.
    J.F. Tang, W.X. Li, X.J. Tan, P. Li, X.H. Xiao, J.B. Wang, M.J. Zhu, X.I. Li, F. Meng, Anal. Methods 8, 2904–2914 (2016)CrossRefGoogle Scholar
  32. 32.
    M.H. Al-Zuaidy, A.A. Hamid, A. Ismail, S. Mohamed, A.F. Abdul Razis, M.W. Mumtaz, S.Z. Salleh, J. Food Sci. 81, C1080–C1090 (2016).CrossRefGoogle Scholar
  33. 33.
    D.O. Kim, S.W. Jeong, C.Y. Lee, Food Chem. 81, 321–326 (2003)CrossRefGoogle Scholar
  34. 34.
    Y.S. Park, S.T. Jung, S.G. Kang, B.G. Heo, P. Arancibia-Avila, F. Toledo, J. Drzewiecki, J. Namiesnik, S. Gorinstein, Food Chem. 107, 640–648 (2008)CrossRefGoogle Scholar
  35. 35.
    P. Kumar, P. Kalita, T. Barman, T. Chatterjee, J. Pharm. Res. 1, 27–35 (2013)Google Scholar
  36. 36.
    L.L. Mensor, F.S. Menezes, G.G. Leitao, A.S. Reis, T.C.d. Santos, C.S. Coube, S.G. Leitao, Phytother. Res. 15, 127–130 (2001)CrossRefGoogle Scholar
  37. 37.
    M. Umamaheswari, T. Chatterjee, Afr. J. Tradit. Complement. Altern. Med. 5, 61–73 (2008)CrossRefGoogle Scholar
  38. 38.
    L.J. Shai, P. Masoko, M.P. Mokgotho, S.R. Magano, A. Mogale, N. Boaduo, J.N. Elof, S. Afr. J. Bot. 76, 465–470 (2010)Google Scholar
  39. 39.
    B. Jabeen, N. Riaz, M. Saleem, M.A. Naveed, M. Ashraf, U. Alam, H.M. Rafiq, R.B. Tareen, A. Jabbar, Phytochemistry 96, 443–448 (2013)CrossRefGoogle Scholar
  40. 40.
    M. Ali, S. Ali, M. Khan, U. Rashid, M. Ahmad, A. Khan, A. Al-Harrasi, F. Ullah, A. Latif, Bioorg. Chem. 80, 472–479 (2018)CrossRefGoogle Scholar
  41. 41.
    F. Iftikhar, F. Yoqoob, N. Tabassum, M.S. Jan, A. Sadiq, S. Tahir, T. Batool, B. Niaz, F.L. Ansari, M.I. Chaudhary, Bioorg. Chem. 80, 99–111 (2018)CrossRefGoogle Scholar
  42. 42.
    Dassault Systèmes. Discovery Studio Modeling Environment, Release 2017 (Dassault Systèmes, San Diego, 2017)Google Scholar
  43. 43.
    Y. Liu, X.R. She, J.B. Huang, M.C. Liu, M.E. Zhan, Food Sci. Technol. 38, 1–8 (2017)CrossRefGoogle Scholar
  44. 44.
    P.D. Duh, Y.Y. Tu, G.C. Yen, LWT-. Food Sci. Technol. 32, 269–277 (1999)Google Scholar
  45. 45.
    M.I. Kazeem, A.M. Mayaki, B.F. Ogungbe, A.B. Ojekale, Iran. J. Pharm. Res. 15, 37 (2016)Google Scholar
  46. 46.
    A. Gonzalez-Sarrías, L. Li, N.P. Seeram, J. Funct. Foods 4, 185–196 (2012)CrossRefGoogle Scholar
  47. 47.
    F. Odabasoglu, A. Aslan, A. Cakir, H. Suleyman, Y. Karagoz, M. Halici, Y. Bayir, Phytother. Res. 18, 938–941 (2004)CrossRefGoogle Scholar
  48. 48.
    P. Putnik, J. Lorenzo, F. Barba, S. Roohinejad, A. Rezek Jambrak, D. Granato, D. Montesano, D. Bursac Kovacevic, Foods 7, 106 (2018)CrossRefGoogle Scholar
  49. 49.
    Q.W. Zhang, L.G. Lin, W.C. Ye, Chin. Med. 13, 20 (2018)CrossRefGoogle Scholar
  50. 50.
    G. Nireesha, L. Divya, C. Sowmya, N. Venkateshan, M.N. Babu, V. Lavakumar, Int. J. Novel Trends Pharm. Sci. 3, 87–98 (2013)Google Scholar
  51. 51.
    U. Rashid, M.R. Khan, Biomed. Pharmacother. 88, 469–479 (2017)CrossRefGoogle Scholar
  52. 52.
    O.B. Afolabi, O.I. Oloyede, A.A. Ojo, A.A. Onansanya, S.O. Agunbiade, B.O. Ajiboye, J. Johnson, O.A. Peters, Potr. Slovak J. Food Sci. 12, 413–421 (2018)Google Scholar
  53. 53.
    A.B. Aliyu, M.A. Ibrahim, A.M. Musa, A.O. Musa, J.J. Kiplimo, A.O. Oyewale, Acta Pol. Pharm. 70, 115–121 (2013)Google Scholar
  54. 54.
    V. Ghadyale, S. Takalikar, V. Haldavnekar, A. Arvindekar, Evid. Based Complement. Altern. Med. 2012, 1–6 (2012)CrossRefGoogle Scholar
  55. 55.
    S.K. Singh, P.K. Rai, D. Jaiswal, G. Watal, Evid. Based Complement. Altern. Med. 5, 415–420 (2008)CrossRefGoogle Scholar
  56. 56.
    Y. Du, Z. Wang, L. Wang, M. Gao, L. Wang, C. Gan, C. Yang, Molecules 22, 1494 (2017)CrossRefGoogle Scholar
  57. 57.
    J. Sun, F. Liang, Y. Bin, P. Li, C. Duan, Molecules 12, 679–693 (2007)CrossRefGoogle Scholar
  58. 58.
    A. Yarizade, A. Niazi, H.H. Kumleh, J. Pharm. Sci. Res. 9, 2382–2387 (2017)Google Scholar
  59. 59.
    V. Chandrasekar, P.D. Belur, I. Regupathi, Resour. Efficient Technol. 2, S114–S118 (2016)CrossRefGoogle Scholar
  60. 60.
    P. Peungvicha, R. Temsiririrkkul, J.K. Prasain, Y. Tezuka, S. Kadota, S.S. Thirawarapan, H. Watanabe, J. Ethnopharmacol. 62, 79–84 (1998)CrossRefGoogle Scholar
  61. 61.
    Z. Yin, W. Zhang, F. Feng, Y. Zhang, W. Kang, Food Sci. Hum. Wellness 3, 136–174 (2014)CrossRefGoogle Scholar
  62. 62.
    H.G. Agalar, G.A. Ciftci, F. Goger, N. Kırımer, Rec. Nat. Prod. 12, 64–75 (2017)CrossRefGoogle Scholar
  63. 63.
    X. Chen, Q. Zuo, Y. Hai, X.J. Sun, Med. Hypotheses 76, 325–327 (2011)CrossRefGoogle Scholar
  64. 64.
    A. Bhatia, G. Kaur, M. Kaur, R. Singla, Adv. Appl. Sci. Res. 3, 3020–3024 (2012)Google Scholar
  65. 65.
    J.B. Chang, M.E. Lane, M. Yang, M. Heinrich, Planta Med. 82, 1134–1141 (2016)CrossRefGoogle Scholar
  66. 66.
    N.P. Kalogiouri, N.A. Alygizakis, R. Aalizadeh, N.S. Thomaidis, Anal. Bioanal. Chem. 408, 7955–7970 (2016)CrossRefGoogle Scholar
  67. 67.
    A. Arya, M.M.J. Al-Obaidi, N. Shahid, M.I.B. Noordin, C.Y. Looi, W.F. Wong, S.L. Khaing, M.R. Mustafa, Food Chem. Toxicol. 71, 183–196 (2014)CrossRefGoogle Scholar
  68. 68.
    S. Santhosh, Int. J. Pharm. Sci. Res. 6, 2127–2132 (2015)Google Scholar
  69. 69.
    S. Das, J. Acharya, B. De, Int. J. Food Prop. 20, 2982–2993 (2017)CrossRefGoogle Scholar
  70. 70.
    D.P. Singh, S. Verma, R. Prabha, J. Plant Biochem. Physiol. 6, 1–5 (2018)CrossRefGoogle Scholar
  71. 71.
    M. de la Luz Cadiz-Gurrea, S. Fernández-Arroyo, J. Joven, A. Segura-Carretero, Food Res. Int. 50, 197–204 (2013).CrossRefGoogle Scholar
  72. 72.
    A. Duangjai, N. Suphrom, J. Wungrath, A. Ontawong, N. Nuengchamnong, A. Yosboonruang, Integr. Med. Res. 5, 324–331 (2016)CrossRefGoogle Scholar
  73. 73.
    S. Ramachandran, P. Fontanille, A. Pandey, C. Larroche, Food Technol. Biotechnol. 44, 185–195 (2006)Google Scholar
  74. 74.
    H. Matsuda, N. Nishida, M. Yoshikawa, Chem. Pharm. Bull. 50, 429–431 (2002)CrossRefGoogle Scholar
  75. 75.
    G. Brahmachari, Res. Signpost 661, 187–212 (2011)Google Scholar
  76. 76.
    S. Kumar, A. Singh, B. Kumar, J. Pharm. Anal. 7, 214–222 (2017)CrossRefGoogle Scholar
  77. 77.
    M.E. Karar, N. Kuhnert, J. Chem. Biol. Ther. 1, 102 (2015)Google Scholar
  78. 78.
    G. Chen, X. Li, F. Saleri, M. Guo, Molecules 21, 1275 (2016)CrossRefGoogle Scholar
  79. 79.
    R. Yang, Y. Guan, W. Wang, H. Chen, Z. He, A.Q. Jia, PLoS ONE 13, 1–20 (2018)Google Scholar
  80. 80.
    M. Zhang, W.X. Liu, M.F. Zheng, Q.L. Xu, F.H. Wan, J. Wang, T. Lei, Z.Y. Zhou, J.W. Tan, Molecules 18, 14096–14104 (2013)CrossRefGoogle Scholar
  81. 81.
    L. Lv, S.Y. Wu, G.F. Wang, J.J. Zhang, J.X. Pang, Z.Q. Liu, W. Xu, S.G. Wu, J.J. Rao, Phytother. Res. 24, 219–224 (2010)Google Scholar
  82. 82.
    W. Kooti, M. Farokhipour, Z. Asadzadeh, D. Ashtary-Larky, M. Asadi-Samani, Electron. Phys. 8, 1832 (2016)CrossRefGoogle Scholar
  83. 83.
    R.C. Gupta, D. Chang, S. Nammi, A. Bensoussan, K. Bilinski, B.D. Roufogalis, Diabetol. Metab. Syndr. 9, 59 (2017)CrossRefGoogle Scholar
  84. 84.
    C.R. Triggle, H. Ding, Ther. Adv. Chronic Dis. 5, 245–268 (2014)CrossRefGoogle Scholar
  85. 85.
    G. Subbulakshmi, M. Naik, Bombay Hosp. J. 43, 548–561 (2001)Google Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Muhammad Nadeem
    • 1
  • Muhammad Waseem Mumtaz
    • 1
    Email author
  • Muhammad Danish
    • 1
  • Umer Rashid
    • 2
  • Hamid Mukhtar
    • 3
  • Farooq Anwar
    • 4
  • Syed Ali Raza
    • 5
  1. 1.Department of ChemistryUniversity of GujratGujratPakistan
  2. 2.Department of ChemistryCOMSATS University Islamabad, Abbottabad CampusAbbottabadPakistan
  3. 3.Institute of Industrial BiotechnologyGC UniversityLahorePakistan
  4. 4.Department of ChemistryUniversity of SargodhaSargodhaPakistan
  5. 5.Department of ChemistryGC UniversityLahorePakistan

Personalised recommendations