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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

New Bicyclic Lactone by Biotransformation of β-caryophyllene using Aspergillus niger

Author(s): Qutaiba Al-Dulaimi, Mohammad Yasin Mohammad*, Manal Al-Najdawi, Yusuf M. Al-Hiari, Haroon M. Haniffa and M. Iqbal Choudhary

Volume 19, Issue 12, 2022

Published on: 15 August, 2022

Page: [1132 - 1135] Pages: 4

DOI: 10.2174/1570178619666220615094240

Price: $65

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Abstract

Microbial transformation of β-caryophyllene (1) by suspended cell cultures of the plant pathogen fungus Aspergillus niger, resulted in the production of one major metabolite. This metabolite was identified as (3aR,11aS, E)-9-methyl-4-methylene-3a,4,7,10,11,11a-hexahydro-2H-furo[3,2- c]oxecine-2,6(3H)-dione (2), by different spectroscopic methods. Metabolite 2 was found to be a new compound. The proposed pathway for the synthesis of compound 2 was also explained.

Keywords: β-Caryophyllene, Aspergillus niger, fungal transformation, demethylation, oxidation, metabolite.

Graphical Abstract

[1]
Choudhary, M.I.; Musharraf, S.G.; Sami, A. Atta-ur-Rahman. Helv. Chim. Acta, 2004, 87(10), 2685-2694.
[http://dx.doi.org/10.1002/hlca.200490238]
[2]
Legault, J.; Pichette, A. J. Pharm. Pharmacol., 2007, 59(12), 1643-1647.
[http://dx.doi.org/10.1211/jpp.59.12.0005] [PMID: 18053325]
[3]
Dahham, S.S.; Tabana, Y.M.; Iqbal, M.A.; Ahamed, M.B.K.; Ezzat, M.O.; Majid, A.S.; Majid, A.M. Molecules, 2015, 20(7), 11808-11829.
[http://dx.doi.org/10.3390/molecules200711808] [PMID: 26132906]
[4]
Dahham, S.S.; Tabana, Y.M.; Khadeer Ahamed, M.B.; Abdul Majid, A.M.S. Molecules and Medicinal Chemistry, 2015, 1, 1-6.
[5]
Moo, C.L.; Yang, S.K.; Osman, M-A.; Yuswan, M.H.; Loh, J-Y.; Lim, W-M.; Lim, S-H-E.; Lai, K-S. Pol. J. Microbiol., 2020, 69(1), 1-6.
[http://dx.doi.org/10.33073/pjm-2020-007] [PMID: 32162852]
[6]
Ghelardini, C.; Galeotti, N.; Di Cesare Mannelli, L.; Mazzanti, G.; Bartolini, A. Farmaco, 2001, 56(5-7), 387-389.
[http://dx.doi.org/10.1016/S0014-827X(01)01092-8] [PMID: 11482764]
[7]
Mohammad, M.Y.; Shakya, A.; Al-Bakain, R.; Haroon, M.H.; Choudhary, M.I. Bioorg. Chem., 2018, 80, 212-215.
[http://dx.doi.org/10.1016/j.bioorg.2018.06.019] [PMID: 29957489]

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