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Journal

2010 | 8 | 5 | 1127-1133

Article title

Synthesis, structural chemistry and antimicrobial activity of −(−) borneol derivative

Content

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Languages of publication

EN

Abstracts

EN
Borneol is a monoterpene that is a part of traditional Chinese and Japanese medicine. (−) borneol reacted with methanesulfonyl chloride in THF/pyridine to afford the new 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl methane sulfonate derivative in excellent yield. The product is characterized by H1NMR, C13NMR, mass spectroscopy as well as elemental analysis and its structure was identified by X-ray single crystal diffraction. The packing of 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl methanesulfonate exhibits the non-classical C-H···O hydrogen bonding in C(4) and R22(8) chain and ring motifs as structural determinants. This was also confirmed by the analysis of Hirshfeld surfaces. The 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl methane sulfonate antimicrobial activity was tested and compared with its parent (−) borneol against three different pathogens. Particularly, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl methane sulfonate showed high sensitivity, compared to Chloramphenicol reference material, against Escherichia coli. [...]

Publisher

Journal

Year

Volume

8

Issue

5

Pages

1127-1133

Physical description

Dates

published
1 - 10 - 2010
online
5 - 9 - 2010

Contributors

  • Department of Chemistry, King Saud University, P. O. Box 2455, Riyadh, 11451, Saudi Arabia
author
  • Department of Chemistry, King Saud University, P. O. Box 2455, Riyadh, 11451, Saudi Arabia
  • Department of Chemistry, King Saud University, P. O. Box 2455, Riyadh, 11451, Saudi Arabia
  • Strategic center for diabetic research, King Saud University, P.O. Box 245, Riyadh, 11411, Saudi Arabia
  • Department of Chemistry, King Saud University, P. O. Box 2455, Riyadh, 11451, Saudi Arabia

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Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_s11532-010-1093-0
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