Literature DB >> 19863114

Total synthesis of the putative structure of lucentamycin A.

Ujjwal Pal1, Sujeewa Ranatunga, Yamuna Ariyarathna, Juan R Del Valle.   

Abstract

A rapid and stereoselective enolate-Claisen rearrangement provides access to the 4-ethylidene-3-methylproline (Emp) subunit of lucentamycin A. Synthesis of the putative structure of the cytotoxic natural product suggests the need for structural revision.

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Year:  2009        PMID: 19863114     DOI: 10.1021/ol902251c

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


  4 in total

Review 1.  Survey of marine natural product structure revisions: a synergy of spectroscopy and chemical synthesis.

Authors:  Takashi L Suyama; William H Gerwick; Kerry L McPhail
Journal:  Bioorg Med Chem       Date:  2011-06-12       Impact factor: 3.641

2.  Total synthesis and structural revision of lucentamycin A.

Authors:  Sujeewa Ranatunga; Chih-Hang Anthony Tang; Chih-Chi Andrew Hu; Juan R Del Valle
Journal:  J Org Chem       Date:  2012-10-16       Impact factor: 4.354

3.  Structure assignment of lucentamycin E and revision of the olefin geometries of the marine-derived lucentamycins.

Authors:  Jin Wook Cha; Jin-Soo Park; Taebo Sim; Sang-Jip Nam; Hak Cheol Kwon; Juan R Del Valle; William Fenical
Journal:  J Nat Prod       Date:  2012-09-06       Impact factor: 4.050

Review 4.  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

  4 in total

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