Literature DB >> 21560760

Drimenol: A versatile synthon for compounds with trans-drimane skeleton.

Manuel Cortés1, Virginia Delgado, Claudio Saitz, Veronica Armstrong.   

Abstract

Several reviews have been published on sesquiterpenes, and on drimane-type sesquiterpenes, going through drimenol and related compounds among others. However, to our knowledge, this is the first review exclusively on drimenol. Although, the main focus is on drimenol as a synthon for other drimane-type compounds, synthetic routes to obtain racemic and (-)-drimenol are summarized, as well as its isolation and determination of its configuration, in the early fifties. The reviewed synthetic routes start from natural (-)-drimenol as chiral synthon in most of cases, nevertheless total syntheses are considered as well. The strategies where racemic drimenol is involved begin with biomimetic cyclization of trans-farnesol. Microbiological procedures to functionalize the A ring of drimenol are also commented. The revision is classified according to the chemical structure of the final product, which mainly correspond to structures of natural occurrence, although other related derivatives are also analyzed.

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Year:  2011        PMID: 21560760

Source DB:  PubMed          Journal:  Nat Prod Commun        ISSN: 1555-9475            Impact factor:   0.986


  3 in total

1.  Four New Sesquiterpenoids from Cultures of the Fungus Phellinidium sulphurascens.

Authors:  Zhen-Zhu Zhao; He-Ping Chen; Tao Feng; Zheng-Hui Li; Ze-Jun Dong; Ji-Kai Liu
Journal:  Nat Prod Bioprospect       Date:  2014-12-10

2.  Broad-spectrum antifungal activities and mechanism of drimane sesquiterpenoids.

Authors:  Edruce Edouarzin; Connor Horn; Anuja Paudyal; Cunli Zhang; Jianyu Lu; Zongbo Tong; Guri Giaever; Corey Nislow; Raja Veerapandian; Duy H Hua; Govindsamy Vediyappan
Journal:  Microb Cell       Date:  2020-03-12

3.  Comparative study on the larvicidal activity of drimane sesquiterpenes and nordrimane compounds against Drosophila melanogaster til-til.

Authors:  Ivan Montenegro; Luis Pino; Enrique Werner; Alejandro Madrid; Luis Espinoza; Luis Moreno; Joan Villena; Mauricio Cuellar
Journal:  Molecules       Date:  2013-04-10       Impact factor: 4.411

  3 in total

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