185138-92-5Relevant articles and documents
Taurospongins B and C, new acetylenic fatty acid derivatives possessing a taurine amide residue from a marine sponge of the family Spongiidae
Kubota, Takaaki,Suzuki, Haruna,Takahashi-Nakaguchi, Azusa,Fromont, Jane,Gonoi, Tohru,Kobayashi, Jun'Ichi
, p. 11073 - 11079 (2014)
Two new acetylenic fatty acid derivatives possessing a taurine amide residue, taurospongins B (1) and C (2), have been isolated from an Okinawan marine sponge of the family Spongiidae. The gross structures of 1 and 2 were elucidated on the basis of their spectral data, especially 2D NMR and FABMS/MS data. The absolute configurations for 1 and 2 were established by chemical means. Taurospongin C (2) showed inhibitory activity against Cryptococcus neoformans.
Synthesis of taurospongin A
Wu, Boshen,Mallinger, Aurelie,Robertson, Jeremy
supporting information; experimental part, p. 2818 - 2821 (2010/09/03)
(Figure presented) Two new routes to the C(1-10) carboxylic acid core of taurospongin A are presented. In the first route, overall asymmetric hydration of a C(2)-C(3) alkene is achieved by Sharpless AD and selective deoxygenation at C(2); in the second route, the C(3) stereogenic center is set by Tietze asymmetric allylation. A short synthesis of the C(1′-25′) fatty acid combines with the product from the first route to complete the total synthesis of taurospongin A.
Use of π-allyltricarbonyliron lactone complexes in the synthesis of taurospongin A: A potent inhibitor of DNA polymerase β and HIV reverse transcriptase
Hollowood, Christopher J.,Yamanoi, Shigeo,Ley, Steven V.
, p. 1664 - 1675 (2007/10/03)
The total synthesis of taurospongin A by two new approaches has been achieved where π-allyltricarbonyliron lactone complexes have been used to control highly stereoselective additions of the nucleophiles to a carbonyl unit located in the side chain of the
Synthesis of taurospongin A: a potent inhibitor of DNA polymerase and HIV reverse transcriptase, using pi-allyltricarbonyliron lactone complexes.
Hollowood, Christopher J,Ley, Steven V,Yamanoi, Shigeo
, p. 1624 - 1625 (2007/10/03)
The synthesis of taurospongin A has been achieved using, as a key step, a pi-allyltricarbonyliron lactone complex to control a highly stereoselective addition of a methyl group to a carbonyl unit located in the side chain of the complex.