Synthesis of antimicrobial natural products targeting FtsZ

(+)-totarol and related totarane diterpenes

Michelle B. Kim, Jared T. Shaw

Research output: Contribution to journal › Article

33 Citations (Scopus)

Abstract

(Equation Presented). An efficient, convergent synthesis of totarol by a diastereoselective epoxide/alkene/arene bicyclization is described. The reported synthesis enables the preparation of related diterpenes totaradiol and totarolone as well as previously unavailable derivatives that exhibit comparable inhibition of the bacterial cell division protein FtsZ.

Original languageEnglish (US)
Pages (from-to)3324-3327
Number of pages4
JournalOrganic Letters
Volume12
Issue number15
DOIs
StatePublished - Aug 6 2010

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Diterpenes
Epoxy Compounds
Alkenes
Biological Products
Cell Division
cell division
epoxy compounds
synthesis
products
alkenes
Proteins
Cells
Derivatives
proteins
preparation
totaradiol
totarol
totarolone
12,13-dihydroxy-8,11,13-totaratriene-6-one

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry
  • Medicine(all)

Cite this

Synthesis of antimicrobial natural products targeting FtsZ : (+)-totarol and related totarane diterpenes. / Kim, Michelle B.; Shaw, Jared T.

In: Organic Letters, Vol. 12, No. 15, 06.08.2010, p. 3324-3327.

Research output: Contribution to journal › Article

Kim, MB & Shaw, JT 2010, 'Synthesis of antimicrobial natural products targeting FtsZ: (+)-totarol and related totarane diterpenes', Organic Letters, vol. 12, no. 15, pp. 3324-3327. https://doi.org/10.1021/ol100929z
Kim MB, Shaw JT. Synthesis of antimicrobial natural products targeting FtsZ: (+)-totarol and related totarane diterpenes. Organic Letters. 2010 Aug 6;12(15):3324-3327. https://doi.org/10.1021/ol100929z
Kim, Michelle B. ; Shaw, Jared T. / Synthesis of antimicrobial natural products targeting FtsZ : (+)-totarol and related totarane diterpenes. In: Organic Letters. 2010 ; Vol. 12, No. 15. pp. 3324-3327.
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