Synthesis, Structure Revision, and Absolute Configuration of (+)-Didemniserinolipid B, a Serinol Marine Natural Product from a TunicateDidemnumsp.

2002 ◽  
Vol 4 (19) ◽  
pp. 3223-3226 ◽  
Author(s):  
Hiromasa Kiyota ◽  
Darren J. Dixon ◽  
Christine K. Luscombe ◽  
Stephan Hettstedt ◽  
Steven V. Ley
Keyword(s):  
Natural Product ◽  
Absolute Configuration ◽  
Marine Natural Product ◽  
Structure Revision

scholarly journals Synthesis, Structure Revision, and Absolute Configuration of (+)-Didemniserinolipid B, a Serinol Marine Natural Product from a Tunicate Didemnum sp.

ChemInform ◽  
2003 ◽  
Vol 34 (3) ◽  
Author(s):  
Hiromasa Kiyota ◽  
Darren J. Dixon ◽  
Christine K. Luscombe ◽  
Stephan Hettstedt ◽  
Steven V. Ley
Keyword(s):  
Natural Product ◽  
Absolute Configuration ◽  
Marine Natural Product ◽  
Structure Revision

Two for One: Structure Revision of the Marine Sesterterpene Tetronic Acid Strobilinin to (8Z,13E,20Z)-Strobilinin and (8E,13Z,20Z)-Strobilinin

1994 ◽  
Vol 47 (5) ◽  
pp. 933 ◽  
Author(s):  
R Davis ◽  
RJ Capon
Keyword(s):  
Natural Product ◽  
Spectroscopic Analysis ◽  
Marine Natural Product ◽  
Geometric Isomers ◽  
Tetronic Acid ◽  
Naturally Occurring ◽  
Structure Revision ◽  
Single Compound ◽  
The Absolute ◽  
Absolute Stereochemistry

A reinvestigation of the known marine natural product strobilinin has revealed it not to be a single compound (2), but to consist of two naturally occurring geometric isomers, neither of which corresponds to the structure originally assigned. These isomers, (8E,13Z,20Z)- strobilinin (10) and (8Z,13E,20Z)-strobilinin (11), were resolved, characterized and identified as their respective acetate derivatives (6) and (7), and their structures assigned by spectroscopic analysis. It would appear that the absolute stereochemistry of the strobilinins is very likely opposite to that of co-occurring variabilin (1).

Progress Toward The Total Synthesis Of The Marine Natural Product Karlotoxin 5

Planta Medica ◽  
2013 ◽  
Vol 79 (10) ◽  
Author(s):  
M Albadry ◽  
Y Zou ◽  
Y Takahashi ◽  
A Waters ◽  
M Hossein ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Marine Natural Product

Actin-binding Comparisons of the Marine Natural Product Latrunculin B with Natural and Semi-synthetic Latrunculin B Analogs

Planta Medica ◽  
2008 ◽  
Vol 74 (03) ◽  
Author(s):  
JJ Bowling ◽  
PR Daga ◽  
S Odde ◽  
SA Ahmed ◽  
MK Mesbah ◽  
...  
Keyword(s):  
Natural Product ◽  
Marine Natural Product ◽  
Actin Binding ◽  
Latrunculin B

Synthesis and antibacterial activities of marine natural product Ianthelliformisamines and subereamine synthetic analogues

2021 ◽  
pp. 127883
Author(s):  
Shivaji Narayan Khadake ◽  
Shaik Karamathulla ◽  
Tapan Kumar Jena ◽  
Mohan Monisha ◽  
Nikhil Kumar Tuti ◽  
...  
Keyword(s):  
Natural Product ◽  
Antibacterial Activities ◽  
Marine Natural Product ◽  
Synthetic Analogues

Chirality Transfer from a Chiral Primary Alcohol Equivalent Through Allyl Cyanate-to-Isocyanate Rearrangement: Synthesis of (+)-Geranyllinaloisocyanide

Synthesis ◽  
2019 ◽  
Vol 51 (15) ◽  
pp. 2959-2964 ◽  
Author(s):  
Yoshiyasu Ichikawa ◽  
Hirofumi Morimoto ◽  
Toshiya Masuda
Keyword(s):  
Natural Product ◽  
Primary Alcohol ◽  
Marine Natural Product ◽  
Chirality Transfer ◽  
New Approach ◽  
Stereogenic Centers ◽  
Quaternary Stereogenic Centers

A new approach was developed to construct quaternary stereogenic centers bearing nitrogen substituents in an enantioselective manner. The strategy takes advantage of [1,3]-chirality transfer from a chiral primary alcohol equivalent through an allyl cyanate-to-isocyanate rearrangement. This approach was employed in an efficient eight-step synthesis of the marine natural product, (+)-geranyllinaloisocyanide, in 43% overall yield.

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