Naturalproductman’s Blog

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Archive for the ‘Polyketides’ Category

Callyspongiolide synthesis

Posted by naturalproductman on May 29, 2016

Tao Ye and co-workers from Peking University have reported in JACS on the synthesis of callyspongiolide.

 

JACS paper

Posted in Alkynes, Macrolides, Polyketides, Total Synthesis | Leave a Comment »

From a trans to cis olefin and oxidations

Posted by naturalproductman on April 14, 2016

Kenji Watanabe and co-workers from the University of Shizuoka have reported in ACIE on an enzyme system (PsoE (glutathione S-transferase) and PsoF (flavin-containing monooxygenase)) that involves glutathione conjugation of a polyolefinic natural product (presynerazol) to form a glutathione adduct intermediate, which in turn is oxidized to the sulfoxide (by flavin hydroperoxide) and eliminates to form a cis-olefin (synerazol).

 

ACIE paper

Posted in Biosynthesis, Polyketides | Leave a Comment »

ent-Ascospiroketals A and B syntheses

Posted by naturalproductman on April 7, 2016

Rongbiao Tong and colleague from Hong Kong University of Science and Technology have reported in Organic Letters on the synthesis of ascospiroketals A and B.

 

OL paper

Posted in Cascade Reactions, Polyketides, Total Synthesis | Leave a Comment »

Helicascolide syntheses

Posted by naturalproductman on April 5, 2016

Bernhard Breit and co-workers from Albert-Ludwigs-Universität Freiburg have reported in ACIE on the synthesis of helicascolides A, B, and C.

 

ACIE paper

Posted in Methodology, Polyketides, Total Synthesis | Leave a Comment »

Trioxacarcins syntheses

Posted by naturalproductman on February 24, 2016

KC Nicolaou and co-workers reported in JACS on the synthesis of trioxacarcins. The abstract figure looks interstellar.

 

JACS paper

 

 

Posted in Polyketides, Total Synthesis | Leave a Comment »

Hippolachnin A synthesis

Posted by naturalproductman on February 12, 2016

Kevin Brown (Indiana University) and John Wood (Baylor University) and co-workers have reported in JACS on the synthesis of hippolachnin A.

 

JACS paper

Posted in Polyketides, Total Synthesis | Leave a Comment »

A natural product binding protein

Posted by naturalproductman on February 12, 2016

Using NMR, David Jakeman and co-workers at Dalhousie University reported in JACS on a natural product binding protein, JadX.

 

JACS paper

Posted in New Techniques, NMR, Polyketides | Leave a Comment »

Nahuoic acid

Posted by naturalproductman on February 3, 2016

Raymond Andersen and co-workers reported in JOC on the isolation of nahuoic acid. They used Rychnovsky’s method to determine the relative stereochemistry of the alcohols.

 

JOC paper

Posted in Cancer, Classic papers, Classical rules, Polyketides, Protein Targets, Rycnovsky's rules | Leave a Comment »

Sanggenons C and O syntheses

Posted by naturalproductman on January 19, 2016

John Porco and co-workers at Boston University have reported in JACS on the syntheses of sanggenons C and O.

 

JACS paper

Posted in Diels-Alder, Named Reactions, Polyketides, Total Synthesis | Leave a Comment »

Shapeshifting natural product

Posted by naturalproductman on November 27, 2015

John Porco and co-workers reported in JACS on the synthesis of a shapeshifting natural product, secalonic acid A. When I think of shapeshifting molecules, I think of Jeffrey Bode’s work with unnatural compounds, but I did not realize that natural products are also known to shape shift.

NATURALPRODUCTMAN 11.28.2015.gif

JACS paper

Posted in Polyketides, Total Synthesis | Leave a Comment »

 
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