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 AiM  Vol.7 No.6 , June 2017
Butterflies Extracts Show Antibacterial Activity
Abstract: Extracts of several British butterfly species were tested and shown to possess powerful bactericidal activity against gram-positive bacteria (tested on Staphylococcus aureus and Bacillus anthracis). The active compounds in the grass-feeding species were identified as hydroxylated pyrrolizidine alkaloids (PAs) related to loline with nitrogen at C-1. Lolines are known insecticidal and insect-deterrent compounds that are produced in grasses infected by endophytic fungal symbionts. Lolines also increase resistance of endophyte-infected grasses to insect herbivores. The butterfly-isolated pyrrolizidine alkaloids appear to be novel and non-toxic to human cells such as HaCat human skin keratinocytes and Hep-2 human epithelial cells. The discovery of novel agents from butterflies could lead to the development of new antimicrobials.
Cite this paper: Rasooly, R. , Rothschild, M. , Gov, Y. , Wolferstan, P. , Nash, R. , Do, P. and Balaban, N. (2017) Butterflies Extracts Show Antibacterial Activity. Advances in Microbiology, 7, 467-479. doi: 10.4236/aim.2017.76036.
References

[1]   Balaban, N., Goldkorn, T., Nhan, R.T., Dang, L.B., Scott, S., Ridgley, R.M., Rasooly, A., Wright, S.C., Larrick, J.W., Rasooly, R. and Carlson, J.R. (1998) Autoinducer of Virulence as a Target for Vaccine and Therapy against Staphylococcus aureus. Science, 280, 438-440.
https://doi.org/10.1126/science.280.5362.438

[2]   Purrello, S.M., Garau, J., Giamarellos, E., Mazzei, T., Pea, F., Soriano, A. and Stefani, S. (2016) Methicillin-Resistant Staphylococcus aureus Infections: A Review of the Currently Available Treatment Options. Journal of Global Antimicrobial Resistance, 7, 178-186.
https://doi.org/10.1016/j.jgar.2016.07.010

[3]   Henderson, I., Yu, D. and Turnbull, P.C. (1995) Differentiation of Bacillus anthracis and Other “Bacillus cereus Group” Bacteria Using IS231-Derived Sequences. FEMS Microbiology Letters, 128, 113-118. https://doi.org/10.1111/j.1574-6968.1995.tb07509.x

[4]   Koehler, T.M. (2002) Bacillus anthracis Genetics and Virulence Gene Regulation. Current Topics in Microbiology and Immunology, 271, 143-164.
https://doi.org/10.1007/978-3-662-05767-4_7

[5]   Kiran, M.D., Bala, S., Hirshberg, M. and Balaban, N. (2010) YhgC Protects Bacillus anthracis from Oxidative Stress. The International Journal of Artificial Organs, 33, 590-607.

[6]   Rasooly, R., Hernlem, B., He, X. and Friedman, M. (2015) Plant Compounds Enhance the Assay Sensitivity for Detection of Active Bacillus cereus Toxin. Toxins, 7, 835-845.
https://doi.org/10.3390/toxins7030835

[7]   Matsunaga, T., Nakahara, A., Minnatul, K.M., Noiri, Y., Ebisu, S., Kato, A. and Azakami, H. (2010) The Inhibitory Effects of Catechins on Biofilm Formation by the Periodontopathogenic Bacterium, Eikenella Corrodens. Bioscience, Biotechnology, and Biochemistry, 74, 2445-2450.
https://doi.org/10.1271/bbb.100499

[8]   Woestmann, L., Kvist, J. and Saastamoinen, M. (2017) Fight or Flight?—Flight Increases Immunegene Expression but Does Not Help to Fight an Infection. Journal of Evolutionary Biology, 30, 501-511. https://doi.org/10.1111/jeb.13007

[9]   Farnsworth, N.R. (1966) Biological and Phytochemical Screening of Plants. Journal of Pharmaceutical Sciences, 55, 225-276. https://doi.org/10.1002/jps.2600550302

[10]   Hawser, S.P., Norris, H., Jessup, C.J. and Ghannoum, M.A. (1998) Comparison of a 2,3-bis(2-methoxy-4-nitro-5-sulfophenyl)-5-[(phenylamino)carbonyl]-2H-tetrazolium hydroxide (XTT) Colorimetric Method with the Standardized National Committee for Clinical Laboratory Standards Method of Testing Clinical Yeast Isolates for Susceptibility to Antifungal Agents. Journal of Clinical Microbiology, 36, 1450-1452.

[11]   National Committee for Clinical Laboratory Standards (2001) Performance Standards for Antimicrobial Susceptibility Testing (Suppl. 11) M100-S11, USA, Wayne.

[12]   Rothschild, M. and Edgar, J.A. (1978) Pyrrolizidine Alkaloids from Senecio vulgaris Sequestered and Stored by Danaus plexippus. Journal of Zoology, 186, 347-349.
https://doi.org/10.1111/j.1469-7998.1978.tb03923.x

[13]   Schoch, T.K., Gardner, D.R. and Stegelmeier, B.L. (2000) GC/MS/MS Detection of Pyrrolic Metabolites in Animals Poisoned with the Pyrrolizidine Alkaloid Riddelliine. Journal of Natural Toxins, 9, 197-206.

[14]   Hegnauer, R. (1988) Biochemistry, Distribution and Taxonomomic Relevance of Higher Plant Alkaloids. Phytochemistry, 27, 2423. https://doi.org/10.1016/0031-9422(88)87006-7

[15]   Rothschild, M. and Nash, R. (1993) The Chemical Defences of the Imago of Three Nymphalid Butterflies. Antenna, 17, 74-75.

[16]   Rothschild, M. (2001) The Marbled White (Melanargia galathea) a Toxic Butterfly. Antenna, 25, 176-177.

[17]   Spiering, M.J., Moon, C.D., Wilkinson, H.H. and Schardl, C.L. (2005) Gene Clusters for Insecticidal Loline Alkaloids in the Grass-Endophytic Fungus Neotyphodium uncinatum. Genetics, 169, 1403-1414. https://doi.org/10.1534/genetics.104.035972

[18]   Schardl, C.L., Grossman, R.B., Nagabhyru, P., Faulkner, J.R. and Mallik, U.P. (2007) Loline al-Kaloids: Currencies of Mutualism. Phytochemistry, 68, 980-996.
https://doi.org/10.1016/j.phytochem.2007.01.010

[19]   Bush, L.P., Fannin, F.F., Siegel, M.R., Dahlman, D.L. and Burton, H.R. (1993) Chemistry, Occurrence and Biological Effects of Saturated Pyrrolizidine Alkaloids Associated with Endophyte-Grass Interactions. Agriculture, Ecosystems and Environment, 44, 81-102.
https://doi.org/10.1016/0167-8809(93)90040-V

[20]   Richardson, M.D. (2000) Alkaloids of Endophyte-Infected Grasses: Defence Chemicals or Biological Anomalies? In: Bacon, C.W. and White, J.F., Eds., Microbial Endophytes, Marcel Dekker Inc., New York, 323-340.

[21]   Boppré, M. (1986) Insects Pharmacophagously Utilizing Defensive Plant Chemicals (Pyrrolizidine Alkaloids). Naturewissenschaften, 73, 17-26.
https://doi.org/10.1007/BF01168801

[22]   Edgar, J.A., Culvenor, C.C. and Smith, L.W. (1971) Dihydropyrrolizine Derivitatives in the Hair-Pencil Secretion of Danaid Butterflies. Experientia, 27, 761.
https://doi.org/10.1007/BF02136849

[23]   Barsoum, F.F. and Nawar, N.N. (2003) Synthesis of Novel 1H-Pyrrollizine-5-Carboxamides and Their Antimicrobial Properties. Bollettino Chimico Farmaceutico, 142, 160-166.

[24]   Jain, S.C. and Sharma, R. (1987) Antimicrobial Activity of Pyrrolizidine Alkaloids from Heliotropin ellipticum. Chemical and Pharmaceutical Bulletin, 35, 3487-3489.
https://doi.org/10.1248/cpb.35.3487

[25]   Singh, B., Sahu, P.M. and Singh, S. (2002) Antimicrobial Activity of Pyrrolizidine Alkaloids from Heliotropin subulatum. Fitoterapia, 73, 153-155.
https://doi.org/10.1016/S0367-326X(02)00016-3

[26]   Harborne, J.B. and Baxter, H. (1993) Pyrrolizidine Alkaloids. In: Taylor, F., Ed., Phytochemical Dictionary, Bristol, 255-266.

[27]   Brown Jr., K.S. and Trigo, J.R. (1995) The Ecological Activity of Alkaloids. The Alkaloids, 47, 227-354.

[28]   Aplin, R.T., Benn, M.H. and Rothschild, M. (1968) Poisonous Alkaloids in the Body Tissues of the Cinnabar Moth (Callimorpha jacobaeae L.). Nature, 219, 747-748.
https://doi.org/10.1038/219747a0

[29]   Schoenthal, R. and Magee, P.N. (1959) Further Observations on the Subacute and Chronic Liver Changes in Rats after a Single Dose of Various Pyrrolizidine (Senecio) Alkaloids. The Journal of Pathology and Bacteriology, 78, 471. https://doi.org/10.1002/path.1700780213

 
 
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