Literature DB >> 11871898

Absolute stereochemistry of amphidinolide E.

Takaaki Kubota1, Masashi Tsuda, Jun'ichi Kobayashi.   

Abstract

The absolute configurations at eight chiral centers in amphidinolide E (1), a cytotoxic 19-membered macrolide isolated from a marine dinoflagellate Amphidinium sp., were determined to be 2R, 7R, 8R, 13S, 16S, 17R, 18R, and 19R on the basis of detailed analysis of NMR data and by chemical means.

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Year:  2002        PMID： 11871898     DOI： 10.1021/jo016326n

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  8 in total

1.  Amphidinolide B: total synthesis, structural investigation, and biological evaluation.

Authors:  Liang Lu; Wei Zhang; Sangkil Nam; David A Horne; Richard Jove; Rich G Carter
Journal:  J Org Chem       Date:  2013-02-13       Impact factor: 4.354

2.  Recent Applications of Acyclic (Diene)iron Complexes and (Dienyl)iron Cations in Organic Synthesis.

Authors:  William A Donaldson; Subhabrata Chaudhury
Journal:  European J Org Chem       Date:  2009-08

3.  Synthesis of 2-epi-amphidinolide E: an unexpected and highly selective C(2)inversion during an esterification reaction.

Authors:  Porino Va; William R Roush
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

4.  (+)-Sorangicin A: evolution of a viable synthetic strategy.

Authors:  Amos B Smith; Shuzhi Dong; Richard J Fox; Jehrod B Brenneman; John A Vanecko; Tomohiro Maegawa
Journal:  Tetrahedron       Date:  2011-12-23       Impact factor: 2.457

5.  Iriomoteolides-9a and 11a: two new odd-numbered macrolides from the marine dinoflagellate Amphidinium species.

Authors:  Keiko Kumagai; Masayuki Tsuda; Eri Fukushi; Jun Kawabata; Atsunori Masuda; Masashi Tsuda
Journal:  J Nat Med       Date:  2017-03-02       Impact factor: 2.343

6.  Total synthesis of amphidinolide E.

Authors:  Porino Va; William R Roush
Journal:  J Am Chem Soc       Date:  2006-12-20       Impact factor: 15.419

7.  Total Synthesis of Amphidinolide E and Amphidinolide E Stereoisomers.

Authors:  Porino Va; William R Roush
Journal:  Tetrahedron       Date:  2007-06-25       Impact factor: 2.457

Review 8.  Marine-Derived Macrolides 1990-2020: An Overview of Chemical and Biological Diversity.

Authors:  Hairong Zhang; Jiabin Zou; Xiaoxue Yan; Junlong Chen; Xiujiao Cao; Jialing Wu; Yinghui Liu; Tingting Wang
Journal:  Mar Drugs       Date:  2021-03-25       Impact factor: 5.118
  8 in total

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