Literature DB >> 19943696

Synthesis of (S)-jamaicamide C carboxylic acid.

Kristin M Graf1, Martin G Tabor, Milton L Brown, Mikell Paige.   

Abstract

The jamaicamides are natural product sodium channel blockers derived from the cyanobacterium Lyngbya majuscula. The carboxylic acid fragment of jamaicamide C contains a methyl stereocenter and a trisubstituted E chloroolefin. Herein, we present the nonracemic synthesis of the aliphatic chain of jamaicamide C. The methyl stereocenter was installed using Evans' oxazolidinone methodology, and the trisubstituted chloroolefin was set by silylstannylation of a triple bond.

Entities:  

Mesh：

Substances：

Year:  2009        PMID： 19943696     DOI： 10.1021/ol9021222

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


  5 in total

Review 1.  Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

Authors:  Ranjan Jana; Tejas P Pathak; Matthew S Sigman
Journal:  Chem Rev       Date:  2011-02-14       Impact factor: 60.622

2.  Studies toward the Synthesis of Smenamide A, an Antiproliferative Metabolite from Smenospongia aurea: Total Synthesis of ent-Smenamide A and 16-epi-Smenamide A.

Authors:  Alessia Caso; Alfonso Mangoni; Gennaro Piccialli; Valeria Costantino; Vincenzo Piccialli
Journal:  ACS Omega       Date:  2017-04-17

Review 3.  A look around the West Indies: The spices of life are secondary metabolites.

Authors:  Adrian Demeritte; William M Wuest
Journal:  Bioorg Med Chem       Date:  2020-10-01       Impact factor: 3.641

Review 4.  Shellfish toxins targeting voltage-gated sodium channels.

Authors:  Fan Zhang; Xunxun Xu; Tingting Li; Zhonghua Liu
Journal:  Mar Drugs       Date:  2013-11-28       Impact factor: 5.118

Review 5.  The Diversity of Cyanobacterial Toxins on Structural Characterization, Distribution and Identification: A Systematic Review.

Authors:  Xingde Du; Haohao Liu; Le Yuan; Yueqin Wang; Ya Ma; Rui Wang; Xinghai Chen; Michael D Losiewicz; Hongxiang Guo; Huizhen Zhang
Journal:  Toxins (Basel)       Date:  2019-09-12       Impact factor: 4.546
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.