11α-Ethoxy-β-boswellic acid and nizwanone, a new boswellic acid derivative and a new triterpene, respectively, from Boswellia sacra

Ahmed Al-Harrasi; Liaqat Ali; Najeeb Ur Rehman; Javid Hussain; Hidayat Hussain; Ahmed Al-Rawahi; Tania Shamim Rizvi

doi:10.1002/cbdv.201200231

11α-Ethoxy-β-boswellic acid and nizwanone, a new boswellic acid derivative and a new triterpene, respectively, from Boswellia sacra

Chem Biodivers. 2013 Aug;10(8):1501-6. doi: 10.1002/cbdv.201200231.

Authors

Ahmed Al-Harrasi¹, Liaqat Ali, Najeeb Ur Rehman, Javid Hussain, Hidayat Hussain, Ahmed Al-Rawahi, Tania Shamim Rizvi

Affiliation

¹ Department of Biological Sciences and Chemistry, University of Nizwa, P.O. Box 33, Postal Code 616, Birkat Al Mauz, Nizwa, Sultanate of Oman. [email protected]

PMID: 23939798
DOI: 10.1002/cbdv.201200231

Abstract

A new boswellic acid derivative, 11α-ethoxy-β-boswellic acid (EBA; 1) and a new ursane-type triterpene, named nizwanone (2), were isolated from Omani frankincense Boswellia sacra Flueck. together with two known compounds papyriogenin B and rigidenol. The structures of 1 and 2 were elucidated by detailed spectroscopic analysis using (1) H- and (13) C-NMR, (1) H,(1) H-COSY, HMQC, HMBC, and HR-EI-MS techniques. The relative configurations of 1 and 2 were assigned by comparative analysis of the NMR spectral data with those of known analogs together with NOESY experiments. Structures of known compounds were identified by comparison with the reported data.

Keywords: Boswellia sacra; Nizwanone; Triterpenes; Ursanes; β-Boswellic acid, 11α-ethoxy-.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Boswellia / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Resins, Plant / chemistry*
Triterpenes / chemistry*
Triterpenes / isolation & purification

Substances

Resins, Plant
Triterpenes