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Structural Elucidation and Identification of 2-Hydroxy Benzoic Acid: An Antibacterial and Cytotoxic Compound from Streptomyces sp. VITHM1 Isolated from Marine Sediment Sample of Alappuzha Beach, Kerala, India

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Abstract

Streptomyces sp. VITHM1 isolated from marine sediment sample collected at Alappuzha Beach, Kerala, India, was screened for antibacterial activity against Gram-positive and Gram-negative bacterial pathogens. The isolate was identified based on phylogeny and molecular taxonomic characterization. Bioactivity-guided extraction and purification of ethyl acetate extract of the isolate lead to identification of crystalline compound 2-hydroxy benzoic acid (HBA). HBA in methanol formed a needle-shaped crystal at room temperature after 36 h. Crystals formed were observed under scanning electron microscope for surface morphology, and the crystal structure was identified by using single-crystal X-ray diffraction analysis. The crystal was belonged to orthorhombic system, space group pbca with \(a = 11.631(16)\) A, \(b=7.1541\)(8) A, \(c= 16.028(2)\) A, \(V= 1334.2(3)\)  Å\(^{3}\). The molecular weight was calculated as 138.12 Daltons with a molecular formula C\(_{7}\) H\(_{6 }\)O\(_{3}\). The crystalline compound dissolved in ethyl acetate showed antibacterial activity against tested Gram-positive bacterial pathogens with the MIC value ranged from 12.5 to 25.0 \(\upmu \)g/mL and 12.5 to 75.0 \(\upmu \)g/mL against Gram-negative bacterial pathogens. HBA also exhibited concentration-dependent cytotoxicity on Vero cell line. This is the first report on extraction and identification of crystalline HBA from marine Streptomyces sp. VITHM1, and it can be explored further to be used as an effective antibacterial agent.

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References

  1. John, W.B.; Brent, R.C.; Robert, A.K.; Murray, H.G.M.; Michele, R.P.: Marine natural products. Nat. Prod. Rep. 32, 116–123 (2015)

    Article  Google Scholar 

  2. Gordon, M.C.; David, J.N.: Natural products: a continuing source of novel drug leads. Biochim. Biophys. Acta. 1830, 3670–3695 (2013)

    Article  Google Scholar 

  3. Hrudayanath, T.; Bikash, C.B.; Rashmi, R.M.; Sushil, K.D.: Biodiversity and biotechnological potential of microorganisms from mangrove ecosystems: a review. Ann. Microbiol. 63, 1–19 (2013)

    Article  Google Scholar 

  4. Zhi, Q.X.; Jian, F.W.; Yu, Y.H.; Yong, W.: Recent advances in the discovery and development of marine microbial natural products. Mar. Drugs 11, 700–717 (2013)

    Article  Google Scholar 

  5. Blunt, J.W.; Copp, B.R.; Munso, M.H.; Northcote, P.T.; Prinsep, M.R.: Marine natural products. Nat. Prod. Rep. 28, 196–268 (2011)

    Article  Google Scholar 

  6. Renu, S.; Monisha, K.; Rup, L.: Bioactive compounds from marine actinomycetes. Indian J. Microbiol. 48, 410–431 (2008)

    Article  Google Scholar 

  7. Jannu, V.G.; Ethiraj, S.; Krishnan, K.: Extraction of quinone derivative from Streptomyces sp. VITVSK1 isolated from Cheyyur saltpan, Tamil Nadu, India. J. Korean Soc. Appl. Biol. Chem. 56, 361–367 (2013)

    Article  Google Scholar 

  8. Esther, S.; Krishnan, K.: Isolation and identification of anti-ESBL (Extended Spectrum \(\beta \)-Lactamase) compound from marine Streptomyces sp. VITSJK8. J. Adv. Sci. Res. 5, 13–18 (2014)

    Google Scholar 

  9. Gaille, C.; Kast, P.; Haas, D.: Salicylate biosynthesis in Pseudomonas aeruginosa. J. Biol. Chem. 277, 21768–21775 (2002)

    Article  Google Scholar 

  10. Solimabi, W.; Deepak, N.N.; Prabha, D.: Fermentation products of solvent tolerant marine bacterium Moraxella spp. MB1 and its biotechnological applications in salicylic acid bioconversion. PLoS ONE 8, e83647 (2013)

    Article  Google Scholar 

  11. Devika, R.; Justin, K.: Quantitative analysis of bioactive compounds from T agetes erecta linn. Asian J. Pharm. Clin. Res. 8, 185–187 (2015)

    Google Scholar 

  12. Hussein, N.M.; Hussein, M.I.; Gadelhak, S.H.; Hammad, M.A.; Shaalan, H.S.: Efficacy of exogenous elicitors against Tuta absoluta on tomato. Nat. Sci. 12, 120–128 (2014)

    Google Scholar 

  13. Leila, Y.; Roya, F.T.; Fardin, G.: Effectiveness of CaCl\(_{2}\), peppermint oil and salicylic acid treatments on shelf life extension of fresh mint during cold storage. J. Food Process. Preserv. 39, 2639–2646 (2015)

    Article  Google Scholar 

  14. Chandrashekhar, J.P.; Chandrakant, A.N.: The azo derivatives of salicylic acid. Int. J. Pharm. Sci. Rev. Res. 51, 248–256 (2015)

    Google Scholar 

  15. Adele, S.; Beatrice, T.; Ileana, D.P.; Laura, L.P.: An innovative approach to the topical treatment of acne. Clin. Cosmet. Investig. Dermatol. 8, 179–185 (2015)

    Google Scholar 

  16. Andrew, P.D.; Keelan, C.L.: Antibacterial activity of long-chain polyunsaturated fatty acids against Propionibacterium acnes and Staphylococcus aureus. Mar. Drugs 11, 4544–4557 (2013)

    Article  Google Scholar 

  17. El-Gendy, M.M.A.; Hawas, U.W.; Jaspars, L.: Novel bioactive metabolites from a marine derived bacterium Nocardia sp. ALAA 2000. J. Antibiot. 61, 379–386 (2008)

    Article  Google Scholar 

  18. Xu, L.Y.; Quan, X.S.; Sheng, W.C.; Zhou, G.X.; Lin, B.R.; Jiang, R.W.; Yao, X.S.: Antimycins A19 and A20, two new antimycins produced by marine actinomycete Streptomyces antibioticus H74–18. J. Antibiot. 64, 661–665 (2011)

    Article  Google Scholar 

  19. Abdelfattah, M.S.: Isolation and crystal structure of a new anthraquinone derivative from actinomycete. Chem. Nat. Compd. 50, 613–616 (2014)

    Article  Google Scholar 

  20. Guo, Y.-Y.; Li, H.; Zhou, Z.-X.; Mao, X.-M.; Tang, Y.; Chen, X.; Jiang, X.-H.; Liu, Y.; Jiang, H.; Li, Y.-Q.: Identification and biosynthetic characterization of natural aromatic azoxy products from Streptomyces chattanoogensis L10. Org. Letts. 17, 6114–6117 (2015)

    Article  Google Scholar 

  21. Kavitha, A.; Prabhakar, P.; Vijayalakshmi, M.; Venkateswarlu, Y.: Purification and biological evaluation of the metabolites produced by Streptomyces sp. TK-VL_333. Res. Microbiol. 161, 335–345 (2010)

    Article  Google Scholar 

  22. Taddei, A.; Rodriguez, M.J.; Vilchez, E.M.; Castelli, C.: Isolation and identification of Streptomyces spp. from Venezuelan soils: morphological and biochemical studies. Microbiol Res 161, 222–231 (2006)

    Article  Google Scholar 

  23. Marmur, J.; Doty, P.: Determination of the base composition of deoxyribonucleic acid from its thermal denaturation temperature. J. Mol. Biol. 5, 109–118 (1962)

    Article  Google Scholar 

  24. Stach, J.E.M.; Maldonado, L.A.; Ward, A.C.; Goodfellow, M.: New primers for the class Actinobacteria: application to marine and terrestrial environments. Environ. Microbiol. 5, 828–841 (2003)

    Article  Google Scholar 

  25. Saitou, N.; Nei, M.: The neighbor-joining method: a new method for reconstructing phylogenetic trees. Mol. Biol. Evol. 24, 189–204 (1987)

    Article  Google Scholar 

  26. Kumar, S.; Kannabiran, K.: Cytotoxicity and antioxidant activity of 5-(2,4-dimethylbenzyl)pyrrolidin-2-one extracted from marine Streptomyces VITSVK5 spp., Saudi J. Biol. Sci. 19, 81–86 (2012)

    Article  Google Scholar 

  27. Ostash, B.; Makitrinskyy, R.; Walker, S.; Fedorenko, V.: Identification and characterization of Streptomyces ghanaensis ATCC14672 integration sites for three actinophage-based plasmids. Plasmid 61, 171–175 (2009)

    Article  Google Scholar 

  28. Rainsford, K.D.: Aspirin and Related Drugs, p. 235. Taylor & Francis, London (2004)

    Book  Google Scholar 

  29. Huang, P.; Xie, F.; Ren, B.; Wang, Q.; Wang, J.; Wang, Q.; Abdel-Mageed, W.M.; Liu, M.; Han, J.; Oyeleye, A.; Shen, J.; Song, F.; Dai, H.; Liu, X.; Zhang, L.: Anti-MRSA and anti-TB metabolites from marine-derived Verrucosispora sp. MS100047. Appl. Microbiol. Biotechnol. 100, 7437–7447 (2016)

  30. Leon, I.K.; Yeaman, M.R.; Nast, C.C.; Kupferwasser, D.; Xiong, Y.; Palma, M.; Cheung, A.L.; Bayer, A.S.: Salicylic acid attenuates virulence in endovascular infections by targeting global regulatory pathways in Staphylococcus aureus. J. Clin. Invest. 112, 222–233 (2003)

    Article  Google Scholar 

  31. Djanan, V.; Hatice, M.K.: Inhibitory effects of salicylic acid on A549 human lung adenocarcinoma cell viability. Turk. J. Biol. 39, 1–5 (2015)

    Article  Google Scholar 

  32. Vald’es, A.; Mellinas, A.C.; Ramos, M.; Burgos, N.; Jim’enez, A.; Garrig’os, M.C.: Use of herbs, spices and their bioactive compounds in active food packaging. RSC. Adv. 5, 40324–40335 (2015)

    Article  Google Scholar 

  33. Ismail, I.A.; Abdel-Rahaman, R.S.; Abdel-Raheem, M.A.: Influence of some essential oils, chemical compounds and their mixtures against Ceroplastes rusci L. and Asterolcanium pustolans Cock on fig trees. Int. J. ChemTech Res. 8, 187–195 (2015)

    Google Scholar 

  34. Solecka, J.; Zajko, J.; Postek, M.; Rajnisz, A.: Biologically active secondary metabolites from actinomycetes. Cent. Eur. J. Biol. 7, 373–390 (2012)

    Google Scholar 

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Authors and Affiliations

  1. Department of Biomedical Sciences, School of Biosciences and Technology, VIT University, Vellore, Tamil Nadu, 623014, India

    Kannabiran Krishnan & Abirami Mani

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  1. Kannabiran Krishnan
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  2. Abirami Mani
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Correspondence to Kannabiran Krishnan.

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Krishnan, K., Mani, A. Structural Elucidation and Identification of 2-Hydroxy Benzoic Acid: An Antibacterial and Cytotoxic Compound from Streptomyces sp. VITHM1 Isolated from Marine Sediment Sample of Alappuzha Beach, Kerala, India. Arab J Sci Eng 43, 3339–3348 (2018). https://doi.org/10.1007/s13369-017-2953-9

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  • DOI: https://doi.org/10.1007/s13369-017-2953-9

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