Next Article in Journal
Methyl Mercapturate Synthesis: An Efficient, Convenient and Simple Method
Next Article in Special Issue
Recent Synthetic Approaches Toward Non-anomeric Spiroketals in Natural Products
Previous Article in Journal
Radiation- and Photo-induced Activation of 5-Fluorouracil Prodrugs as a Strategy for the Selective Treatment of Solid Tumors
Previous Article in Special Issue
Useful Spectrokinetic Methods for the Investigation of Photochromic and Thermo-Photochromic Spiropyrans
Article Menu

Export Article

Open AccessArticle
Molecules 2008, 13(10), 2385-2393; doi:10.3390/molecules13102385

Antibacterial Properties of 3 H-Spiro[1-benzofuran-2,1’-cyclohexane] Derivatives from Heliotropium filifolium

Facultad de Química y Biología, Casilla 40, Correo 33, Universidad de Santiago de Chile, Santiago, Chile
*
Author to whom correspondence should be addressed.
Received: 3 July 2008 / Revised: 27 August 2008 / Accepted: 16 September 2008 / Published: 1 October 2008
(This article belongs to the Special Issue Spiro Compounds)
View Full-Text   |   Download PDF [194 KB, uploaded 18 June 2014]   |  

Abstract

A re-examination of cuticular components of Heliotropium filifolium allowed the isolation of four new compounds: 3’-hydroxy-2’,2’,6’-trimethyl-3H-spiro[1-benzo-furan-2,1’-cyclohexane]-5-carboxylic acid(2), methyl 3’-acetyloxy-2’,2’,6’-trimethyl-3H-spiro[1-benzofuran-2,1’-cyclohexane]-5-carboxylate (3), methyl 3’-isopentanoyloxy-2’,2’,6’-trimethyl-3H-spiro[1-benzofuran-2,1’-cyclohexane]-5-carboxylate (4) and methyl 3’-benzoyloxy-2’,2’,6’-trimethyl-3H-spiro[1-benzofuran-2,1’-cyclohexane]-5-carboxylate (5).Compounds 2-5 were identified by their spectroscopic analogies with filifolinol (1), and their structures confirmed by chemical correlation with 1. The antimicrobial properties of the compounds were tested against Gram positive and Gram negative bacteria. Some of them proved to be active against Gram positive, but inactive against Gram negative bacteria. In searching for structure-activity relationships from the obtained MIC values, lipophilicity was shown to be an important variable. View Full-Text
Keywords: 3H-spiro[1-benzofuran-2; 1’-cyclohexane] derivatives; Heliotropium filifolium; antibacterial properties 3H-spiro[1-benzofuran-2; 1’-cyclohexane] derivatives; Heliotropium filifolium; antibacterial properties
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Urzúa, A.; Echeverría, J.; Rezende, M.C.; Wilkens, M. Antibacterial Properties of 3 H-Spiro[1-benzofuran-2,1’-cyclohexane] Derivatives from Heliotropium filifolium. Molecules 2008, 13, 2385-2393.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top