Antimicrobial Activity of Chlororinated Bibenzyl Compounds

  • Na, Young-Soon (Department of Beauty, Konyang University) ;
  • Baek, Seung-Hwa (Department of Herbal Resources, Professional Graduate School of Oriental Medicine and Institute of Basic Natural Sciences, Wonkwang University)
  • Published : 2006.06.25

Abstract

Chlororinated bibenzyl compounds (1 and 2) inhibited the growth of the Gram positive bacterium Bacillus subtilis ATCC 19659, (2 mm inhibition zone and 2 mm inhibition zone at $30{\;}{\mu}g/disc$), Candida albicans ATCC 14053, (2 mm inhibition zone and 2 mm inhibition zone at $30{\;}{\mu}g/disc$), and the dermatophytic fungi Trichophyton mentagrophytes ATCC 28185, (3 mm inhibition zone and 7 mm inhibition zone at 30 Ug/disc) and Cladosporium resl'nae ATCC 52833 (1 mm inhibition zone at $30{\;}{\mu}g/disc$).

Keywords

References

  1. Allison, K.W., Child, J. The Liverworts of New Zealand; University of Otago Press: Dunedin, 1975
  2. Asakawa, Y. In progress in the Chemistry of Organic Natural Products; Herz, W., Kirby, G.W., Moore, R.E., Steglich, W., Tamm, C., Eds. Springer Vienma, Vol. 65, 1-525, 1995
  3. Perry, N.B., Foster, L.M. Sesquiterpene/quinol from a New Zealand liverwort, Riccardia crassa. J Nat Prod 58, 1131-1135, 1995 https://doi.org/10.1021/np50121a027
  4. Toyota, M., Asakawa, Y. Sesquiterpene derivatives and a norsesquiterpenoid from the liverworts Riccardia crassa and Porella caespitans. Phytochemistry 32, 137-140, 1990 https://doi.org/10.1016/0031-9422(92)80119-Y
  5. Benesova, V., Samek, Z., Herout, V., Sorm, F. Plant substances. XXIX. Isolation and structure of two new indole alkaloids from Riccardia sinuata. Collect Czech Chem Commun 34, 1807-1809, 1969 https://doi.org/10.1135/cccc19691807
  6. Benesova, V., Herout, V., Sorm, F. Plant substances. XXX. Components of liverworts Aneura pinguis, Riccardia sinuata, R. incurvata, and Conocephalum conicum. Collect Czech Chem Commun 34, 1810-1814, 1969 https://doi.org/10.1135/cccc19691810
  7. Asakawa, Y., Toyota, M., Matsuda, R., Takikawa, K., Takemoto, T. Chemosystematics of bryophytes. Part 15. Distribution of novel cyclic bisbibenzyls in Marchantia and Riccardia species. Phytochemistry 22, 1413-1415, 1983 https://doi.org/10.1016/S0031-9422(00)84025-X
  8. Asakawa, Y., Toyota, M., Taira, Z., Takemoto, T., Kido, M., S. Gray. Riccardin A and riccardia B two novel cyclic bis(bibenzyls) possessing cytotoxicity from the liverwort Riccardia multifida (L.) J Org Chem 48, 2164-2167, 1983 https://doi.org/10.1021/jo00161a009
  9. Dienes, Z., Nogradi, M., Vermes, B., Kajtar-Peredy, M. Synthesis of marchantin I, a macrocyclic bis(bibenzyl ether) from Riccardia multifida. Liebigs Ann Chem 1141-1143, 1989
  10. Kurata, K., Amiya, T. A new bromophenol from the red alga Polysiphonia urceolata. Bull Chem Soc Jpn 53, 2020-2022, 1980 https://doi.org/10.1246/bcsj.53.2020
  11. Toyota, M., Shimamura, T., Ishii, H., Renner, M., Braggins, J. and Asakawa, Y. New bibenzyl cannabinoid from the New Zealand liverwort Radula marginata. Chem. Pharm. Bull. 50, 1390-1392, 2002 https://doi.org/10.1248/cpb.50.1390
  12. Lorimer, S.D., Barns, G., Evans, A.C., Foster, L.M., May, B.C.H., Perry, N.B., Tangney, R.S. Cytotoxicity and antimicrobial activity of plants from New Zealand's subantarctic islands. Phytomed. 2, 327-333, 1996
  13. Na, Y.S., Lee, H., Kim, M.J., Oh, H.J., Baek, S.H. Antifungal activity of chloroform extract from Riccadia marginata. Kor J Orien Physiol & Pathol 19(2):511-514, 2005
  14. Schroeder, A.C., Hughes, R.G. Jr., Bloch, A. Synthesis and biological effects of acyclic pyrimidine nucleoside analogues. J Med Chem 24, 1078-1083, 1981 https://doi.org/10.1021/jm00141a012
  15. Sirirath, S., Tanaka, J., Ohtani, I.I., Ichiba, T., Rachmat, R., Ueda, K., Usui, T., Osada, H., Higa, T. Bitungolides A-F, new polyketides from the Indonesian sponge Theonella cf. swinhoei. J. Nat. Prod. 65, 1820-1823, 2002 https://doi.org/10.1021/np0200865
  16. Speicher, A., Heisel, R., Kolz, J. First detection of a chloroperoxidase in bryophytes. Phytochem. 62, 679-682, 2003 https://doi.org/10.1016/S0031-9422(02)00624-6