Botryococcenone, an Oxygenated Botryococcene From Botryococcus braunii

1991 ◽  
Vol 44 (2) ◽  
pp. 313 ◽  
Author(s):  
RE Summons ◽  
RJ Capon
Keyword(s):  
Green Alga ◽  
Catalytic Hydrogenation ◽  
Spectroscopic Analysis ◽  
Saturated Hydrocarbon ◽  
Botryococcus Braunii ◽  
Carbon Skeleton ◽  
Lipid Extract

A new botryococcene (5) incorporating an unprecedented ketone functionality has been identified in the lipid extract of an Australian collection of the green alga Botryococcus braunii Kutzing . The structure was established by detailed n.m.r. and mass spectroscopic analysis. A saturated hydrocarbon (8) prepared from this ketone by catalytic hydrogenation and Wolff-Kishner reduction has a different carbon skeleton to that of (9) prepared by hydrogenation of the co-occurring C33 botryococcene.

scholarly journals The chemical behavior of terminally tert-butylated polyolefins

2015 ◽  
Vol 11 ◽  
pp. 1246-1258
Author(s):  
Dagmar Klein ◽  
Henning Hopf ◽  
Peter G Jones ◽  
Ina Dix ◽  
Ralf Hänel
Keyword(s):  
Catalytic Hydrogenation ◽  
Spectroscopic Data ◽  
Model Compound ◽  
Saturated Hydrocarbon ◽  
Complex Mixture ◽  
Diels Alder ◽  
Equivalent Amount ◽  
Chemical Behavior ◽  
Rearrangement Product ◽  
Olefinic Carbon

The chemical behavior of various oligoenes 2 has been studied. The catalytic hydrogenation of diene 3 yielded monoene 4. Triene 7 was hydrogenated to diene 8, monoene 9 and saturated hydrocarbon 10. Bromine addition to 3 and 7 yielded the dibromides 17 and 18, respectively, i.e., the oligoene system has been attacked at its terminal olefinic carbon atoms. Analogously, the higher vinylogs 19 and 20 yielded the 1,8- and 1,10-bromine adduts 23 and 24, respectively, when less than 1 equivalent of bromine was employed. Treatment of tetraene 19 with excess bromine provided tetrabromide 25. In epoxidation reactions, both with meta-chloroperbenzoic acid (MCPBA) and dimethyldioxirane (DMDO) two model oligoenes were studied: triene 7 and tetraene 19. Whereas 7 furnished the rearrangement product 31 with MCPBA, it yielded the symmetrical epoxide 32 with DMDO. Analogously, 19 was converted to mono-epoxide 33 with MCPBA and to 34 with DMDO. Diels–Alder addition of 7 with N-phenyltriazolinedione (PTAD) did not take place. Extension of the conjugated π-system to the next higher vinylog, 19, caused NPTD-addition to the symmetrical adduct 37 in good yield. Comparable results were observed on adding NPTD (equivalent amount) to pentaene 20 and hexaene 21. Using 36 in excess provided the 2:1-adduct 40 from 21 and led to a complex mixture of adducts from heptaene 22. With tetracyanoethylene (TCNE) as the dienophile, tetraolefin 19 yielded the symmetrical adduct 43, although the reaction temperature had to be increased. Pentaene 20 and hexaene 21 led to corresponding results, adducts 44 and 45 being produced in acceptable yields. With nonaene 42 and TCNE the 2:1-adduct 48 was generated according to its spectroscopic data. Exploratory photochemical studies were carried out with tetraene 19 as the model compound. On irradiation this reacted with oxygen to the stable endo-peroxide 52.

An n-alkatriene and some n-alkadienes from the A race of the green alga Botryococcus braunii

1986 ◽  
Vol 25 (8) ◽  
pp. 1869-1872 ◽  
Author(s):  
P. Metzger ◽  
J. Templier ◽  
C. Largeau ◽  
E. Casadevall
Keyword(s):  
Green Alga ◽  
Botryococcus Braunii

scholarly journals Influence of Salinity on Growth and Biochemical Composition of Green Alga Botryococcus braunii Kütz IPPAS H-252

2011 ◽  
Vol 4 (3) ◽  
pp. 229-242
Author(s):  
Zhila Natalia O. ◽  
◽  
Kalachova Galina S. ◽  
Volova Tatiana G. ◽  
◽  
...  
Keyword(s):  
Green Alga ◽  
Biochemical Composition ◽  
Botryococcus Braunii

scholarly journals Bloom of a freshwater green alga Botryococcus braunii (Botryococcaceae, Trebouxiophyceae) and the associated mass fish mortality in a man-made lake, Sarawak, Malaysia

2021 ◽  
Vol 16 (1) ◽  
pp. 59-68
Author(s):  
Sing Tung Teng ◽  
Ing Kuo Law ◽  
Afiqah Hamilton Hanifah ◽  
Othman Bin Bojo ◽  
Farah Akmal Idrus ◽  
...  
Keyword(s):  
Green Alga ◽  
Botryococcus Braunii ◽  
Fish Mortality ◽  
Associated Mass

scholarly journals Chaetolactone, A Skeletally New Cyclopentenone from Chaetomium sp. C521

2018 ◽  
Vol 13 (7) ◽  
pp. 1934578X1801300 ◽  
Author(s):  
Wen-Bo Han ◽  
He Li ◽  
Hui-Yi Zhou ◽  
Jia Meng ◽  
Jin-Ming Gao ◽  
...  
Keyword(s):  
Botrytis Cinerea ◽  
Absolute Configuration ◽  
Magnaporthe Oryzae ◽  
Spectroscopic Analysis ◽  
Alternaria Solani ◽  
Carbon Skeleton ◽  
The Absolute

Chaetolactone, a new polyketide with an unprecedented carbon skeleton, was constructed by Chaetomium sp. C521. Its structure was characterized by a combination of detailed spectroscopic analysis and ECD method, which facilitated the establishment of the absolute configuration for chaetolactone. The new compound was tested for anti-phytopathogenic activity against Botrytis cinerea, Alternaria solani, Gibberella saubinettii, and Magnaporthe oryzae, but exhibited negligible inhibition at a concentration of 20 μM.

The biosynthesis of long-chain hydrocarbons in the green alga Botryococcus braunii

1980 ◽  
Vol 19 (6) ◽  
pp. 1081-1085 ◽  
Author(s):  
C. Largeau ◽  
E. Casadevall ◽  
C. Berkaloff
Keyword(s):  
Green Alga ◽  
Botryococcus Braunii ◽  
Long Chain

scholarly journals Lipid composition of a green alga, Botryococcus braunii.

1987 ◽  
Vol 51 (2) ◽  
pp. 493-498 ◽  
Author(s):  
Katsumi YAMAGUCHI ◽  
Hiroshi NAKANO ◽  
Masahiro MURAKAMI ◽  
Shoji KONOSU ◽  
Osamu NAKAYAMA ◽  
...  
Keyword(s):  
Green Alga ◽  
Lipid Composition ◽  
Botryococcus Braunii

Structures of some botryococcenes: branched hydrocarbons from the b-race of the green alga Botryococcus braunii

1985 ◽  
Vol 24 (12) ◽  
pp. 2995-3002 ◽  
Author(s):  
P. Metzger ◽  
E. Casadevall ◽  
M.J. Pouet ◽  
Y. Pouet
Keyword(s):  
Green Alga ◽  
Botryococcus Braunii ◽  
Branched Hydrocarbons
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