7,11-cyclobotryococca-5,12,26-triene, a novel botryococcene-related hydrocarbon occurring in natural environments

被引:11
作者
Behrens, A
Schaeffer, P
Bernasconi, S
Albrecht, P [1 ]
机构
[1] Univ Strasbourg 1, Inst Chim, Lab Geochim Organ, CNRS,UMR 7509, F-67000 Strasbourg, France
[2] ETH Zentrum, Inst Geol, CH-8092 Zurich, Switzerland
关键词
D O I
10.1021/ol0056980
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With the unambiguous structural characterization of 7,11-cyclobotryococca-5,12,26-triene 1 by NMR, a novel C-30 botryococcene-related hydrocarbon skeleton bearing a midchain five-membered ring has been identified in organic-rich sediments from Lake Cadagno (Switzerland), This compound may originate from the green alga Botryococcus braunii (race B) widespread in recent and past environments. Alternatively, it may also be a yet unreported lipid of green sulfur photosynthetic bacteria (Chlorobiaceae) or a microbial transformation product of the farnesol produced by the latter.
引用
收藏
页码:1271 / 1274
页数:4
相关论文
共 20 条
  • [1] BACHMANN H, 1928, SCHWEIZ Z HYDROL, V5, P1
  • [2] 14 beta,22R-epithiosteranes, a novel series of fossil steroids widespread in sediments
    Behrens, A
    Schaeffer, P
    Albrecht, P
    [J]. TETRAHEDRON LETTERS, 1997, 38 (27) : 4921 - 4924
  • [3] BROCK TD, 1988, BIOL MICROORGANISMS, P552
  • [4] HYDROCARBON CONTENT AND ITS RELATIONSHIP TO PHYSIOLOGICAL STATE IN GREEN ALGA BOTRYOCOCCUS BRAUNII
    BROWN, AC
    KNIGHTS, BA
    CONWAY, E
    [J]. PHYTOCHEMISTRY, 1969, 8 (03) : 543 - +
  • [5] BOTRYOCOCCENE - TETRAMETHYLATED ACYCLIC TRITERPENOID OF ALGAL ORIGIN
    COX, RE
    BURLINGAME, AL
    WILSON, DM
    EGLINTON, G
    MAXWELL, JR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (08) : 284 - 285
  • [6] 2 CYCLOBOTRYOCOCCENES FROM THE B RACE OF THE GREEN-ALGA BOTRYOCOCCUS-BRAUNII
    DAVID, M
    METZGER, P
    CASADEVALL, E
    [J]. PHYTOCHEMISTRY, 1988, 27 (09) : 2863 - 2867
  • [7] De Leeuw J.W., 1995, Geological Society Special Publication, V83, P43, DOI 10.1144/GSL.SP.1995.083.01.04
  • [8] DARWINENE - A BRANCHED HYDROCARBON FROM A GREEN FORM OF BOTRYOCOCCUS-BRAUNII
    GALBRAITH, MN
    HILLEN, LW
    WAKE, LV
    [J]. PHYTOCHEMISTRY, 1983, 22 (06) : 1441 - 1443
  • [9] A remarkable paradox: Sulfurised freshwater algal (Botryococcus braunii) lipids in an ancient hypersaline euxinic ecosystem
    Grice, K
    Schouten, S
    Nissenbaum, A
    Charrach, J
    Damste, JSS
    [J]. ORGANIC GEOCHEMISTRY, 1998, 28 (3-4) : 195 - 216
  • [10] SACREDICENE, A NOVEL MONOCYCLIC C-33 HYDROCARBON FROM SEDIMENT OF SACRED-LAKE, A TROPICAL FRESHWATER LAKE, MOUNT KENYA
    HUANG, YS
    MURRAY, M
    EGLINTON, G
    METZGER, P
    [J]. TETRAHEDRON LETTERS, 1995, 36 (33) : 5973 - 5976