Plant-mediated green synthesis of Ag nanoparticles using Rauvolfia tetraphylla (L) flower extracts:Characterization, biological activities, and screening of the catalytic activity in formylation reaction

Document Type : Article

Authors

1 Research and Development Center, Department of Chemistry, Shridevi Institute of Engineering and Technology, Tumakuru - 572106, Karnataka, India

2 Energy Materials Research Laboratory, Department of Chemistry, Siddaganga Institute of Technology, Tumakuru - 572103, Karnataka, India

3 Department of Chemistry, Siddaganga Institute of Technology, Tumakuru - 572103, Karnataka, India

Abstract

Various plant extracts have been currently used for the bioproduction of nanoparticles that find enormous applications. Rauvolfia tetraphylla flower extracts were employed to obtain silver nanoparticles (Ag NPs) by bioproduction. The biologically produced nanoparticles were characterized by XRD, FTIR, UV-Vis, BET, SEM, EDAX and TEM analysis. The phytochemical screening of the Rauvolfia tetraphylla flower extracts indicated presence of nine different constituents. The bioreduction of Ag NPs by phytochemicals was revealed by FTIR analysis. The elemental composition of Ag NPs was reported by EDAX spectral analysis. The Ag NPs exhibited anti-bacterial activity against Pseudomonas aeruginosa, Staphylococus aureus, Klebsiella aerogenes and Escherichia coli, anti-fungal activity against Penicillium citrinum and Aspergillus flavus and anti-mitotic activity. The response of amines through formic acid within the sight of an Ag NPs catalyst in dissolvable free condition provides high yielded convention for the N-formylation to shape the comparing formamide derivatives. N-fromylation includes incite recyclability, clean strategy and naturally neighbourly under milder response conditions and straightforward work-up to brilliant yield of the coveted items.

Keywords

Main Subjects


  1. References:

    1. Albrecht, M.A., Evans, C.W., and Raston, C.L. Green chemistry and the health implications of nanoparticles", Green Chem., 8, pp. 417-432 (2006).
    2. Frattini, A., Pellegri, N., Nicastro, D., and De Sanctis, O. E ect of amine groups in the synthesis of Ag S.P. Vinay et al./Scientia Iranica, Transactions F: Nanotechnology 27 (2020) 3353{3366 3363 nanoparticles using  aminosilanes", Mat. Chem. Phys., 94, pp. 148-152 (2005).
    3. Duran, N., Marcato, P.D., De Souza, G.I., et al. Antibacterial e ect of silver nanoparticles produced by fungal process on textile fabrics and their euent treatment", J. Biomed. Nanotechnol., 3, pp. 203-208 (2007).
    4. Merga, G., Wilson, R., Lynn, G., et al. Redox catalysis on naked silver nanoparticles", J. Phys. Chem. C.,111, pp. 12220-12226 (2007).
    5. Guo, J.Z., Cui, H., Zhou, W., et al. Ag nanoparticlecatalyzed chemiluminescent reaction between luminol and hydrogen peroxide", J. Photochem. Photobiol A Chem., 193, pp. 89-96 (2008).
    6. Kotthaus, S., Gunther, B., Hang, R., et al. Study of isotropically conductive bondings lled with aggregates of nanosited Ag-particles", IEEE Trans Comp Pack Manuf Technol A., 20, pp. 15-20 (1997). 7. Jiang, H., Manolache, S., Wong, A.C.L., et al. Plasma-enhanced deposition of silver nanoparticles onto polymer and metal surfaces for the generation of antimicrobial characteristics", Journal of Applied Polymer Science, 93(3), pp. 1411-1422 (2004). 8. Kumar, V. and Yadav, S.K. Plant mediated synthesis
      of silver and gold nanoparticles and their applications", J. Chem. Technol. Biotechnol., 84, pp. 151-157 (2009). 9. Huang, J., Li, Q., Sun, D., et al. Biosynthesis of silver and gold nanoparticles by novel sundried Cinnamomum camphora leaf",  Nanotechnology, 18, pp. 105-115 (2007). 10. Udayabhanu, Nagaraju, G., Nagabhushana, H., et al. Green, nonchemical route for the synthesis of ZnO superstructures, evaluation of its applications toward photocatalysis, photoluminescence, and biosensing", Crystal Growth & Design, 16(12), pp. 6828-6840 (2016). 11. Casida, J.E. and Quistad, G.B. Insecticide targets:
      learning to keep up with resistance and changing concepts of safety", Agricultural Chemistry and Biotechnology, 43, pp. 185-191 (2005). 12. Logeswari, P., Silambarasan, S., and Abraham, J. Ecofriendly synthesis of silver nanoparticles from
      commercially available plant powders and their antibacterial properties", Scientia Iranica, F., 20(3), pp. 1049-1054 (2013).
      13. Logeswari, P., Silambarasan, S., and Abraham, J. Synthesis of silver nanoparticles using plants extract and analysis of their antimicrobial property", Journal of Saudi Chemical Society, 19, pp. 311-317 (2015). 14. Forough, M. and Farhadi, K. Biological and green synthesis of silver nanoparticles", Turkish J. Eng. Env. Sci., 34, pp. 281-287 (2010). 15. Agrawal, P., Mehta, K., Vashisth, P., et al. Green synthesis of silver nanoparticles and their application in dental lling material", International Journal of Innovative Research in Science and Engineering Technology, 3(6), pp. 13038-13052 (2014).
      16. Dwivedi, R. Silver nanoparticles ecofriendly green synthesis by using two medicinal plant extract", International
      Journal of Bio-Technology and Research, 3(4), pp. 61-68 (2013). 17. Geethalakshmi, R. and Sarada, D.V.L. Synthesis of plant-mediated silver nanoparticles using Trianthema decandra extract and evaluation of their anti microbial activities", International Journal of Engineering Science and Technology, 2(5), pp. 970-975 (2010). 18. Balasubramanian, S., Jeyapaul, U., John Bosco, A., et al. Green synthesis of silver nanoparticles using Cressa Cretica leaf extract and its antibacterial ef-
      cacy", International Journal of Advanced Chemical Science and Applications, 3(1), pp. 65-71 (2015). 19. Shikha Behera and Nayak, P.L. In vitro antibacterial activity of green synthesized silver nanoparticles using Jamun extract against multiple drug resistant bacteria", World Journal of Nano Science & Technology, 2(1), pp. 62-65 (2013). 20. Srinivas Naik, L., Paul Marx, K., Sree vennela, P., et al. Green synthesis of silver nanoparticles using strawberry leaf extract (Arbutus unedo) and evaluation of its antimicrobial activity - a novel study", International Journal of Nanomaterials and Biostructures, 3(3), pp. 47-50 (2013).
      21. Durga Devi, G., Murugan, K., and Panneer Selvam, C. Green synthesis of silver nanoparticles using Euphorbia
      hirta (Euphorbiaceae) leaf extract against crop pest of cotton bollworm, Helicoverpa armigera (Lepidoptera: Noctuidae)", J. Biopest., 7, pp. 54-66 (2014). 22. Vinay, S.P., Chandrashekar, N., and Chandrappa, C.P. Silver nanoparticles: Synthesized by leaves extract of avocado and their antibacterial activity", International Journal of Engineering Development and Research,
      5(2), pp. 1608-1613 (2017). 23. Logeswari, P., Silambarasan, S., and Abraham, J. Ecofriendly synthesis of silver nanoparticles from commercially available plant powders and their antibacterial properties", Scientia Iranica, F, 20(3), pp. 1049-1054 (2013). 24. Lingaraju, K., Raja Naika, H., Manjunath, K., et al. Rauvol a serpentina-mediated green synthesis of CuO
      nanoparticles and its multidisciplinary studies", Acta Metall. Sin. (Engl. Lett.), 28(9), pp. 1134-1140 (2015). 25. Martinez, J. and Laur, J. Active esters of formic acid as useful formaylating agents: Improvements in the synthesis of formyl-amino acid esters, N- -formyl-Met-Leu-Phe-OH and Formyl-Met-Lys-Pro- Arg, a phagocytosis stimulating peptide", Synthesis,
      11, pp. 979-981 (1982). 26. Han, Y. and Cai, L. An ecient and convenient synthesis of formamidines", Tetrahedron Lett., 38(31), pp. 5423-5426 (1997). 27. Akikazu, K., Suketaka, L., Shigetoshi., H., et al. Preparation of new nitrogen-bridged heterocycles. 3364 S.P. Vinay et al./Scientia Iranica, Transactions F: Nanotechnology 27 (2020) 3353{3366 Part 40. Synthesis of 1,4-dihydropyrido[2,3-b]indolizin- 4-one derivatives", Bull Chem Soc Jpn., 68, pp. 3573- 3580 (1995). 28. Kobayashi, S. and Nishio, K. Facile and highly stereoselective synthesis of homoallylic alcohols using organosilicon intermediates", J. Org. Chem., 59(22), pp. 6620-6628 (1994). 29. Shu, K., Masaru, Y., and Iwao, H. Trichlorosilanedimethylformamide
      (Cl3SiH-DMF) as an ecient reducing rgent. Reduction of aldehydes and imines and reductive amination of aldehydes under mild conditions using hypervalent hydridosilicates", Chem. Lett., 25(5), pp. 407-408 (1996). 30. Kisfaludy, L. and Laszlo, O. Rapid and selective formylation with penta uorophenyl format", Synthesis, 5, pp. 510 (1987). 31. Strazzolini, P., Giumanini, A.G., and Cauci, S. Acetic formic anhydride a review", Tetrahedron, 46(4), pp. 1081-1118 (1990). 32. Suchy, M., Elmehriki, A.A.H., and Hudson, R.H.E. A remarkably simple protocol for the N-formylation of amino acid esters and primary amines", Org. Lett., 13(15), pp. 3952-3955 (2011). 33. Lei, M., Ma, L., and Hu, L. A convenient one-pot synthesis of formamide  erivatives using thiamine hydrochloride as a novel catalyst", Tetrahedron Letters, 51(32), pp. 4186-4188 (2010). 34. Kim, J.G. and Jang, D.O. Solvent-free zinc-catalyzed amine N-formylation", Bull. Korean Chem. Soc., 31(10), pp. 2989-2991 (2010).
      35. Hosseini-Sarvari, M. and Sharghi, H. ZnO as a new catalyst for N-formylation of amines under solventfree
      conditions", J. Org. Chem., 71(17), pp. 6652-3354 (2006). 36. Amjad Ali M Iqbal, Firoz A Kalam Khan, and Mohib
      Khan Ethno-phyto-pharmacological overview on Rauwol a tetraphylla L", Int. J. Pharm. Phytopharmacol.
      Res., 2(4), pp. 247-251 (2013). 37. Nair, V.D., Panneerselvam, R., and Gopi, R. Studies on methanolic extract of Rauvol a species from Southern Western Ghats of India - In vitro antioxidant properties, characterisation of nutrients and phytochemicals", Industrial Crops and Products, 39, pp. 17- 25 (2012). 38. Nandhini, V.S. and Vijistella Bai, G. Screening of phyto-chemical constituents, trace metal concentrations and antimicrobial eciency of Rauvol a Tetraphylla", IJPCBS, 4(1), pp. 47-52 (2014). 39. Vinay, S.P. and Chandrasekhar, N. Eco-friendly approach for the green synthesis of silver nanoparticles
      using  ower extracts of Sphagneticola trilobata and study of antibacterial activity", IJPBS, 7(2), pp. 145- 152 (2017).
      40. Vinay, S.P. and Chandrasekhar, N. One-step green synthesis of silver nanoparticles using  ower extract of
      Tabebuia argentea Bur. & K. Sch. and their antibacterial activity", Research Journal of Pharmaceutical, Biological
      and Chemical Sciences, 8, pp. 527-534 (2017). 41. Vinay, S.P. and Chandrasekhar, N. Evaluation of antibacterial assay and characterization of silver nanoparticles produced by green synthesis method using Hylocereus undatus fruit extract", IJMDRR, 1(29), pp. 65-70 (2017). 42. Vinay, S.P. and Chandrasekhar, N. Biological synthesis of silver nanoparticles using Callistemon viminalis (bottle brush) blooms concentrate and study of their antibacterial activity", IJMDRR, 1(29), pp. 109-114 (2017). 43. Govindappa, M., Hemashekhar, B., Arthikala, M.K., et al. Characterization, antibacterial, antioxidant,
      antidiabetic, anti- in ammatory and antityrosinase activity of green synthesized silver nanoparticles using
      Calophyllum tomentosum leaves extract", Results in Physics, 9, pp. 400-408 (2018). 44. Chandrasekhar, N. and Vinay, S.P. Yellow colored blooms of Argemone mexicana and Turnera ulmifolia mediated synthesis of silver nanoparticles and study of
      their antibacterial and antioxidant activity", Applied Nanoscience, 7, pp. 851-861 (2017).
      45. Vinay, S.P. and Chandrasekhar, N. Characterization and green synthesis of silver nanoparticles from
      plumeria leaves extracts: Study of their antibacterial activity", IOSR-JAC, 10, pp. 57-63 (2017).
      46. Bauer, A.W., Kirby, W.M., Sherris, J.C., et al. Antibiotic susceptibility testing by a standardized single
      disk method", American Journal of Clinical Pathology, 45, pp. 493-496 (1966). 47. Birla, S.S., Tiwari, V.V., Gade, A.K., et al. Fabrication of silver nanoparticles by Phoma glomerate and Staphylococcus aureus", Letters in Applied Microbiology,
      48, pp. 173-179 (2009). 48. Krishnamurthy, N.B., Nagaraj, B., Malakar, B., et al. Green synthesis of gold nanoparticles using Tagetes erecta L. (Mari gold)  ower extract and evaluation of their antimicrobial activities", IJPBS., 3, pp. 212-221
      (2012). 49. Channabasava and Govindappa, M. First report of anticancer agent, lapachol producing endophyte, Aspergillus
      niger of Tabebuia argentea and its in vitro cytotoxicity assays", Bangladesh J. Pharmacol., 9, pp. 129-139 (2014). 50. Karimi, M.A., Mozaheb, M.A., Hate -Mehrjardi, A., et al. Green synthesis of silver nanoparticles using pollen extract of rose ower and their antibacterial activity", Scientia Iranica F., 22(6), pp. 2736-2744 (2015). 51. Vinay, S.P. and Chandrasekhar, N. Synthesis and characterization of silver nanoparticles using Ricinuscommunis plant and study of their biological activity", International Journal of Science, Engineering and Management, 1(8), pp. 63-68 (2016). S.P. Vinay et al./Scientia Iranica, Transactions F: Nanotechnology 27 (2020) 3353{3366 3365 52. Zhou, M., Wei, Z., Qiao, H., et al. Particle size and pore structure characterization of silver nanoparticles prepared by con ned arc plasma", Journal of Nanomaterials, 2009, pp. 1-5 (2009). 53. Anupama, C., Kaphle, A., Udayabhanu., et al. Aegle marmelos assisted facile combustion synthesis of multifunctional ZnO nanoparticles: study of their photoluminescence, photo catalytic and antimicrobial activities", J. of Materials Science: Materials in Electronics, 29(5) pp. 4238-4249 (2018). 54. Mahdieha, M., Zolanvari, A., Azimee, A.S., et al. Green biosynthesis of silver nanoparticles by Spirulina platensis", Scientia Iranica F., 19(3) pp. 926-929 (2012). 55. Agnihotri, S., Mukherji, S., and Mukherji, S. Sizecontrolled silver nanoparticles synthesized over the range 5-100 nm using the same protocol and their
      antibacterial ecacy", RSC Adv., 4, pp. 3974-3983 (2014). 56. Parang, Z., Keshavarz, A., Farahi, S., et al. Fluorescence
      emission spectra of silver and silver/cobalt nanoparticles", Scientia Iranica, F., 19(3), pp. 943- 947 (2012). 57. Supaporn, B., Atiweena, K., Nutthaphon, P., et al. Antifungal activity of water-stable copper-containing metal-organic frameworks", R. Soc. Open Sci., 4(10), p. 170654 (2017). DOI: 10.1098/rsos.170654 58. Hemashekhar, B., Govindappa, M., Nagaraju, G., et
      al. Green alloy of silver nanoparticles from endophytic extracts of Withania somnifera and studies of antibacterial
      and antimitotic activity", Asian J Pharm Clin Res., 10(11), pp. 300-303 (2017). 59. Raghavendra, M., Lalithamba, H.S., Sharathb, B.S., et al. Synthesis of N -protected formamides from amino acids using MgO nano catalyst: Study of molecular
      docking and antibacterial activity", Scientia Iranica C., 24(6), pp. 3002-3013 (2017). 60. Madhusudana Reddy, M.B., Ashoka, S., Chandrappa, G.T., et al. Nano-MgO: An ecient catalyst for the synthesis of formamides from amines and formic acid
      under MWI", Catal. Lett., 138, pp. 82-87 (2010). 61. Yu, B., Xie, J.N., Zhong, C.L., et al. Copper (I)@carbon-catalyzed carboxylation of terminal alkynes with CO2 at atmospheric pressure", ACS Catal., 5, pp. 3940-3944 (2015). 62. Safaei-Ghomi, J. and Ghasemzadeh, M.A. Silver iodide nanoparticle as an ecient and reusable catalyst for the one-pot synthesis of benzofurans under aqueous conditions", J. Chem. Sci., 125(5), pp. 1003-1008 (2013). 63. Zhou, Y., He, T., and Wang, Z. Nanoparticles of silver oxide immobilized on di erent templates: Highly ecient catalysts for three-component coupling
      of aldehydeamine-alkyne", ARKIVOC, 8, pp. 80-90 (2008). 64. Bhatte, K.D., Tambade, P.J., KDhake., K.P., et al.  Silver nanoparticles as an ecient, heterogeneous and recyclable catalyst for synthesis of -enaminones", Catalysis Communications, 11, pp. 1233-1237 (2010). 65. Makwana, B.A., Vyas, D.J., Bhatt, K.D., et al. Novel uorescent silver nanoparticles: sensitive and selective turn o sensor for cadmium ions", Appl. Nanosci., 6(4), pp. 555-566 (2015).
Volume 27, Issue 6 - Serial Number 6
Transactions on Nanotechnology (F)
November and December 2020
Pages 3353-3366
  • Receive Date: 19 June 2018
  • Revise Date: 13 November 2018
  • Accept Date: 14 September 2019