Literature DB >> 16146411

A stereocontrolled synthesis of delta-trans-tocotrienoloic acid.

David J Maloney1, Sidney M Hecht.   

Abstract

[reaction: see text] A concise stereoselective total synthesis of a naturally occurring polymerase beta inhibitor, delta-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additionally, this report corrects a previously reported structural assignment, defines the absolute stereochemistry of 2, and defines key structural requirements for polymerase beta inhibition.

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Year:  2005        PMID： 16146411     DOI： 10.1021/ol051849t

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  8 in total

1.  Analysis of vitamin E metabolites including carboxychromanols and sulfated derivatives using LC/MS/MS.

Authors:  Qing Jiang; Tianlin Xu; Jianjie Huang; Amber S Jannasch; Bruce Cooper; Chao Yang
Journal:  J Lipid Res       Date:  2015-09-08       Impact factor: 5.922

2.  Vitamin E metabolite 13'-carboxychromanols inhibit pro-inflammatory enzymes, induce apoptosis and autophagy in human cancer cells by modulating sphingolipids and suppress colon tumor development in mice.

Authors:  Yumi Jang; Na-Young Park; Agnetha Linn Rostgaard-Hansen; Jianjie Huang; Qing Jiang
Journal:  Free Radic Biol Med       Date:  2016-03-23       Impact factor: 7.376

3.  Callophycoic acids and callophycols from the Fijian red alga Callophycus serratus.

Authors:  Amy L Lane; Elizabeth P Stout; Mark E Hay; Anne C Prusak; Kenneth Hardcastle; Craig R Fairchild; Scott G Franzblau; Karine Le Roch; Jacques Prudhomme; William Aalbersberg; Julia Kubanek
Journal:  J Org Chem       Date:  2007-08-23       Impact factor: 4.354

4.  Tocopherols and Tocotrienols Are Bioavailable in Rats and Primarily Excreted in Feces as the Intact Forms and 13'-Carboxychromanol Metabolites.

Authors:  Kilia Y Liu; Qing Jiang
Journal:  J Nutr       Date:  2020-02-01       Impact factor: 4.798

5.  A Facile Semisynthesis and Evaluation of Garcinoic Acid and Its Analogs for the Inhibition of Human DNA Polymerase β.

Authors:  Satheesh Gujarathi; Maroof Khan Zafar; Xingui Liu; Robert L Eoff; Guangrong Zheng
Journal:  Molecules       Date:  2020-12-11       Impact factor: 4.411

Review 6.  Natural 6-hydroxy-chromanols and -chromenols: structural diversity, biosynthetic pathways and health implications.

Authors:  Marc Birringer; Karsten Siems; Alexander Maxones; Jan Frank; Stefan Lorkowski
Journal:  RSC Adv       Date:  2018-01-26       Impact factor: 4.036

7.  Functionalized Buckyballs for Visualizing Microbial Species in Different States and Environments.

Authors:  Qingsu Cheng; Ashwin Aravind; Matthew Buckley; Andrew Gifford; Bahram Parvin
Journal:  Sci Rep       Date:  2015-09-08       Impact factor: 4.379

8.  Concise Synthesis of (S)-δ-CEHC, a Metabolite of Vitamin E.

Authors:  Matthew Burke; Pratik Pal; Peiyi Zhang; Xuan Zhang; Guangrong Zheng
Journal:  ACS Omega       Date:  2021-02-02
  8 in total

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