Bazzanins L-R, chlorinated macrocyclic bisbibenzyls from the liverwort Lepidozia incurvata

Phytochemistry

Volumn 64, Issue 3, 2003, Pages 791-796

  Scher, Jochen M ^a   Zapp, Josef ^a   Schmidt, Andreas ^a   Becker, Hans ^a  

^a SAARLAND UNIVERSITY   (Germany)

Author keywords

Chlorinated bisbibenzyl; Hepaticae; Lepidozia incurvata; Liverwort; Structure elucidation

Indexed keywords

BAZZANIN L; BAZZANIN M; BAZZANIN N; BAZZANIN O; BAZZANIN P; BAZZANIN Q; BAZZANIN R; BISBIBENZYL DERIVATIVE; LEPIDOZIA INCURVATA EXTRACT; PLANT EXTRACT; UNCLASSIFIED DRUG;

ARTICLE; CHLORINATION; DRUG ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; LEPIDOZA INCURVATA; LIVERWORT; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT;

LEPIDOZIA; LEPIDOZIA INCURVATA; MARCHANTIOPHYTA;

EID: 0141839108     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(03)00382-0     Document Type: Article

References (21)

1. Asakawa, Y., 1995. Chemical constituents of the bryophytes. In: Herz, W., Kirby, W.B., Moore, R.E., Steglich, W., Tamm, Ch. (Eds.), Progress in the Chemistry of Organic Natural Products, Vol. 65. Springer, Vienna, pp. 1-618.
2. Asakawa, Y., Toyota, M., Tori, M., Hashimoto, T., 2000. Chemical structures of macrocyclic bis(bibenzyls) isolated from liverworts (Hepaticae). Spectroscopy 14, 149-175.
3. Anton, H., Kraut, L., Mues, R., Morales, Z., Maria, I., 1997. Phenanthrenes and bibenzyls from a Plagiochila species. Phytochemistry 46, 1069-1075.
4. Cullmann, F., Schmidt, A., Schuld, F., Trennheuser, M.L., Becker, H., 1999. Lignans from the liverworts Lepidozia incurvata, Chiloscyphus polyanthos and Jungermannia exsertifolia ssp. cordifolia. Phytochemistry 52, 1647-1650.
5. Hashimoto, T., Irita, H., Takaoka, S., Tanaka, M., Asakawa, Y., 2000. New chlorinated cyclic bis(bibenzyls) from the liverworts Herbertus sakuraii and Mastigophora diclados. Tetrahedron 56, 3153-3159.
6. Hashimoto, T., Kanayama, S., Kan, Y., Tori, M., Asakawa, Y., 1996. Isoplagiochins C and D, new type of macrocyclic bis(bibenzyls), having two biphenyl linkages from the liverwort Plagiochila fruticosa. Chemistry Letters 741-742.
7. Hertewich, U.M., Zapp, J., Becker, H., 2003. Secondary metabolites from the liverwort Jamesoniella colorata. Phytochemistry 63, 227-233.
8. Martini, U., Zapp, J., Becker, H., 1998. Chlorinated macrocyclic bis-bibenzyls from the liverwort Bazzania trilobata. Phytochemistry 47, 89-96.
9. Matsuo, A., Kubota, N., Nakayama, M., Hayashi, S., 1981. (-)-Lepidozenal, a sesquiterpenoid with a novel trans-fused bicyclo[8.1.0]undecane system from the liverwort Lepidozia vitrea. Chemistry Letters. 1097-1100.
10. Matsuo, A., Kubota, N., Uto, S., Nakayama, M., Hayashi, S., Yamasaki, K., 1979. (-)-Isobicyclogermacrenal, a novel sesquiterpenoid of ent-isobicyclogermacrene group from the liverwort Lepidozia vitrea. Chemistry Letters 1383-1384.
11. Matsuo, A., Nozaki, H., Kubota, N., Uto, S., Nakayama, M., 1984a. Structures and conformations of (-)-isobicyclogermacrenal and (-)-lepidozenal, two key sesquiterpenoids of the cis- and trans-10,3-bicyclic ring systems, from the liverwort Lepidozia vitrea: X-ray crystal structure analysis of the hydroxy derivative of (-)-iso-bicyclogermacrenal. Journal of the Chemical Society, Perkin Transactions, Organic and Bio-Organic Chemistry (1972-1999) 203-214.
12. Matsuo, A., Uto, S., Nozaki, H., Nakayama, M., 1984b. Structure and absolute configuration of (+)-vitrenal, a novel carbon skeletal sesquiterpenoid having plant-growth-inhibitory activity, from the liverwort Lepidozia vitrea. Journal of the Chemical Society, Perkin Transactions, Organic and Bio-Organic Chemistry (1972-1999) 215-221.
13. Oiso, Y., Toyota, M., Asakawa, Y., 1999. Occurrence of a bis-bibenzyl derivative in the Japanese fern Hymenophyllum barbatum: first isolation and identification of perrottetin H from the pteridophytes. Chemical & Pharmaceutical Bulletin 47, 297-298.
14. Paul, C., König, W.A., Wu, C.L., 2001. Sesquiterpenoid constituents of the liverworts Lepidozia fauriana and Lepidozia vitrea. Phytochemistry 58, 789-798.
15. Scher, J.M., Zapp, J., Becker, H., 2003. Lignan derivatives from the- liverwort Bazzania trilobata. Phytochemistry 62, 769-777.
16. Shu, Y.-F., Wei, H.-C., Wu, C.L., 1994. Sesquiterpenoids from liverworts Lepidozia vitrea and L. fauriana. Phytochemistry 37, 773-776.
17. Speicher, A., Heisel, R., Kolz, J., 2003. First detection of a chloroperoxidase in bryophytes. Phytochemistry 62, 679-682.
18. Speicher, A., Hollemeyer, K., Heinzle, E., 2001. Rapid detection of chlorinated bisbibenzyls in Bazzania trilobata using MALDI-TOF mass spectrometry. Phytochemistry 57, 303-306.
19. Toyota, M., Nakaishi, E., Asakawa, Y., 1996. Eudesmane-type sesquiterpenoids from the liverwort Lepidozia vitrea. Phytochemistry 41, 833-836.
20. Winter, M. J., University of Sheffield, 2001. See: http://www.chem.shef.ac.uk/WebElements.cgi.
21. Wu, C.L., Liou, C.S., Ean, U.J., 2001. Fusicoccane diterpenoids and bisbibenzyls from the liverwort Plagiochila peculiaris. Journal of the Chinese Chemical Society (Taipei, Taiwan) 48, 1197-1202.