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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences


IMPACT FACTOR 2017: 0.757

CiteScore 2017: 0.68

SCImago Journal Rank (SJR) 2017: 0.277
Source Normalized Impact per Paper (SNIP) 2017: 0.394

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1865-7117
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Volume 72, Issue 1

Issues

A norterpenoid and tripenoids from Commiphora mukul: isolation and biological activity

Najeeb Ur Rehman
  • UoN Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, 616, Birkat Al Mauz, Nizwa, Sultanate of Oman
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/ Hidayat Hussain
  • Corresponding author
  • UoN Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, PO Box 33, Postal Code 616, Birkat Al Mauz, Nizwa, Sultanate of Oman
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/ Husain Yar Khan
  • UoN Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, 616, Birkat Al Mauz, Nizwa, Sultanate of Oman
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/ René Csuk / Ghulam Abbas
  • UoN Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, 616, Birkat Al Mauz, Nizwa, Sultanate of Oman
  • Department of Biological Sciences and Chemistry, University of Nizwa, 616, Birkat Al Mauz, Nizwa, Sultanate of Oman
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/ Ivan R. Green
  • Department of Chemistry and Polymer Science, University of Stellenbosch, Matieland 7602, South Africa
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/ Ahmed Al-Harrasi
  • Corresponding author
  • UoN Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, PO Box 33, Postal Code 616, Birkat Al Mauz, Nizwa, Sultanate of Oman
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Published Online: 2016-11-22 | DOI: https://doi.org/10.1515/znb-2016-0062

Abstract

Bio-guided fractionation of the guggul gum resin of Commiphora mukul HOOK using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay for the breast cancer cell line MDA-MB-231 led to the isolation of a new C17 norditerpene named myrrhanone C (1) along with two known polypodane-type triterpenes, namely, myrrhanone B (2) and myrrhanol B (3). The structures of the isolated compounds were elucidated by means of 1D (1H and 13C) and 2D (correlation spectroscopy, heteronuclear single-quantum coherence, heteronuclear multiple-bond correlation, and nuclear Overhauser effect spectroscopy) NMR spectroscopy as well as mass (electrospray ionization-mass spectroscopy) spectral analyses. Interestingly myrrhanone C (1) was able to induce a substantial decline in cell proliferation. It reduced the viability of cancer cells by almost 81% and 87% at concentrations of 50 and 100 μg mL−1, respectively. Myrrhanone B (2) and myrrhanol B (3) showed a concentration-dependent growth inhibitory effect on cancer cells, with the latter being slightly more cytotoxic than the former at both the concentrations tested. Furthermore, myrrhanone C (1) and myrrhanone B (2) showed good α-glucosidase and urease inhibition.

Keywords: anticancer activity; burseraceae; Commiphora mukul; natural products; structure elucidation

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About the article

Received: 2016-03-14

Accepted: 2016-06-07

Published Online: 2016-11-22

Published in Print: 2017-01-01


Citation Information: Zeitschrift für Naturforschung B, Volume 72, Issue 1, Pages 11–15, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2016-0062.

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