Abstract
An investigation into the bioactive metabolites from a benthic, mat-forming strain dominating a polluted wastewater canal in Egypt was conducted. Phytochemical screening revealed the presence of saponins, flavonoids and alkaloids; vitamin C was also found at high concentrations. The isolate was investigated as a source of antimicrobial compounds. The lipophilic fraction was extracted using chloroform/methanol and bioassays for antimicrobial compounds were performed using strains of pathogenic bacteria. The fraction that showed the highest bioactivity was purified and its structure elucidated using UV, FTIR, proton-NMR and GC-MS. The compound’s molecular weight was 220 and it was identified as butylated hydroxytoluene which has both antimicrobial and antioxidant activities. On the ecological front, this compound, and the other metabolites detected, seem to enable the isolate to dominate its niche and protect it from adverse conditions. On the commercial front, this compound is used as a food additive and was recently discovered in different cyanobacteria, and can be used as a lead compound for both drug and food industries to substitute for the expensive and hazardous synthetic analogs. Therefore, this strain can be considered as a potential source of bioactive compounds that should be further explored.
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Abd El-Hady BA (2007) Compare the effect of polluted and River Nile irrigation water on contents of heavy metals of some soils and plants. Res J Agri Biol Sci 3: 287-294. Available from: http://www.insipub.com/rjabs/2007/287-294.pdf. Accessed 24 August 2010
Asthana RK, Srivastava A, Singh AP, Deepali MK, Singh SP, Nath G, Srivastava R, Srivastava BS (2006) Identification of an antimicrobial entity from the cyanobacterium Fischerella sp. isolated from bark of Azadirachta indica (neem) tree. J Appl Phycol 18:33–39. doi:10.1007/s10811-005-9011-9.C
Babu B, Wu J-T (2008) Production of natural Butylated Hydroxytoluene as antioxidant by freshwater Phytoplankton. J Phycol 44:1447–1454. doi:10.1111/j.1529-8817.2008.00596.x
Barrios-Llerena ME, Burja AM, Wright PC (2007) Genetic analysis of polyketide synthase and peptide synthetase genes in cyanobacteria as a mining tool for secondary metabolites. J Ind Microbiol Biotechnol 34:443–456. doi:10.1007/s10295-007-0216-6
Bauer AW, Kirby WM, Sherris JC, Turck M (1966) Antibiotic susceptibility testing by a standardized single disk method. Amer J Clin Pathol 45: 493-496. Available from: http://www.garfield.library.upenn.edu/classics1985/A1985ANC2900001.pdf. Accessed 24 August 2010
Buettner GR (1993) The pecking order of free radicals and antioxidants: lipid peroxidation, alpha-tocopherol, and ascorbate. Arch Biochem Biophy 300: 535-543. Availablefrom http://www.ncbi.nlm.nih.gov/pubmed/8434935. Accessed 24 August 2010
Chauhan A, Chauhan G, Gupta PC, Goyal P, Kaushik P (2010) In vitro antibacterial evaluation of Anabaena sp. against several clinically significant microflora and HPTLC analysis of its active crude extracts. Indian J Pharmacol 42:105–107. doi:10.4103/0253-7613.64490
Chisti Y (2007) Biodiesel from microalgae. Biotechnol Adv 25:294–306. doi:10.1016/j.biotechadv.2007.02.001
Claus ER (1967) Pharmacognosy, 5th edn. Henry Kimpton, London
Davidson PM, Branden AL (1981) Antimicrobial activity of non-halogenated phenolic compounds. J Food Prot 44:623–632
Doan NT, Rickards RW, Rothschild JM, Smith GD (2000) Allelopathic actions of the alkaloid 12-epi-Hapalindole E isonitrile and calothrixin A from cyanobacteria of the genera Fischerella and Calothrix. J Appl Phycol 12:409–416. doi:10.1023/A:1008170007044
Ehrenreich IM, Waterbury JB, Webb EA (2005) Distribution and diversity of natural product genes in marine and freshwater cyanobacterial cultures and genomes. Appl Environ Microbiol 71(1):17401–17413. doi:10.1128/AEM.71.11.7401-7413.2005
El Semary NA, Ghazy SM and Abd El Naby M (2009) Investigating the taxonomy and bioactivity of an Egyptian Chlorococcum isolate. Australian Journal of Basic and Applied Sciences 3(3): 1540-1551. http://www.insipub.com/ajbas/2009/1540-1551.pdf
El Semary N and Abd El Naby M (2010) Characterization of a Synechocystis sp. from Egypt with the potential of bioactive compounds production. World J Microbiol Biotechnol 26 (6): 1125-1133. doi 10.1007/s11274-009-0280-3. http://www.springerlink.com/content/2620w7h267341h56/
El-Sheekh MM, Osman MEH, Dyab MA, Amer MS (2006) Production and characterization of antimicrobial active substance from the cyanobacterium Nostoc muscorum. Environ Toxicol Pharmacol 21(1):42–50. doi:10.1016/j.etap.2005.06.006
Falch BS, Konig GM, Wright AD, Sticher O, Angerhofer CK, Pezzuto JM, Bachmann H (1995) Biological activities of cyanobacteria: evaluation of extracts and pure compounds. Planta Med 61:321–328. doi:10.1055/s-2006-958092
Feuillade J (1994) The cyanobacterium (blue-green alga) Oscillatoria rubescence D.C.: ecological significance. Arch Hydrobiol Beih Ergebn Limnol 42:77–93
Ghasemi Y, Yazdi MT, Shafiee A, Amini M, Shokravi S, Zarrini G (2004) Parsiguine, a novel antimicrobial substance from Fischerella ambigua. Pharm Biol 42:318–322. doi:10.1080/13880200490511918
Herrero M, Cifuentes A, Ibañez E (2006) Sub- and supercritical fluid extraction of functional ingredients from different natural sources: plants, food-by-products, algae and microalgae: a review. Food Chem 98:136–148. doi:10.1016/J.foodchem.2005.05.058
Issa A (1999) Antibiotic production by the cyanobacteria Oscillatoria augustissima and Calothrix parietina. Environ Toxicol Pharmacol 8:33–37
Jaffe GM (1984) Ascorbic acid. In: Grayson M (ed) Kirk-Othmer encyclopedia Of chemical technology, vol 24. Wiley, New York
Kulik MM (1995) The potential for using cyanobacteria (blue-green algae) and algae in the biological control of plant pathogenic bacteria and fungi. Eur J Plant Pathol 101:585–599
Pavia DL, Lampman GM, Kriz GS (1996) Introduction to spectroscopy, 2nd edn. Harcourt Brace, New York pp 28–30, 465–467
Rao M, Malhotra S, Fatma T, Rattan A (2007) Antimycobacterial activity from cyanobacterial extracts and phytochemical screening of methanol extract of Hapalosiphon. Pharm Biol 45:88–93. doi:10.1080/13880200601105319
Scholz B, Liebezeit G (2006) Chemical screening for bioactive substances in culture media of microalgae and cyanobacteria from marine and brackish water habitats: first results. Pharm Biol 44:544–549. doi:10.1080/13880200600883114
Sikkema J, De Bont A, Poolman B (1995) Mechanisms of membrane toxicity of hydrocarbons. Microbiol Rev 59:201–222
Skulberg OM (2000) Microalgae as a source of bioactive molecules – experience from cyanophyte research. J Appl Phycol 12:341–348. doi:10.1023/A:1008140403621
Thajuddin N, Subramanian G (2005) Cyanobacterial biodiversity and potential applications in biotechnology. Curr Sci 89(1):47–57. doi:10.1023/A:1013840025518
Wall ME, Kreider MM, Kemson CF, Eddy CR, Williaman JJ, Corell DS, Gentry HS (1954) Steroidal sapogenins. VII-Survey of plants for steroidal sapogenins and other constituents. J Am Pharm Soc 43:1–3
Wang X, Willen R, Wadström T (2000) Astaxanthin-rich algal meal and vitamin C inhibit Helicobacter pylori infection in BALB/cA Mice. Antimicrob Agents Chemother 44:2452–2457. doi:0066-4804/00/$04.00+0
Whitton BA, Potts M (2000) The ecology of cyanobacteria: their diversity in time and space. Kluwer, Dordrecht
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The author is very grateful to Dr Dave G. Adams, Faculty of Biological Sciences, University of Leeds, United Kingdom, for proofreading of the manuscript.
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El Semary, N.A. The characterisation of bioactive compounds from an Egyptian Leptolyngbya sp. strain. Ann Microbiol 62, 55–59 (2012). https://doi.org/10.1007/s13213-011-0226-5
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DOI: https://doi.org/10.1007/s13213-011-0226-5