Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger
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2018
Authors
Novaković, Miroslav M.Bukvicki, Danka
Vajs, Vlatka
Tešević, Vele
Milosavljević, Slobodan M.
Marin, Petar D.
Asakawa, Yoshinori
Article (Published version)
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Show full item recordAbstract
A number of potentially useful compounds with various biological activities can be obtained from plant metabolites by microorganisms. In present research, essential oil of Calamintha glandulosa was subjected to the biotransformation process by mycromicete Aspergillus niger. GC/MS analyses of the original and biotransformed essential oil have revealed six(1-6) biotransformed compounds from one of the main component-limonene and one biotransformed product (7) originating from the less abundant component-thymol. Piperitone epoxide and piperitenone epoxide, the most abundant components of the original oil, were not biotransformed but gave three artefacts (A1, A2, B1) due to the acidic conditions formed in A. niger medium. Compounds 5, 6 as well as 7 have not been previously found as a biotransformation products of limonene (5 and 6) and thymol (7), respectively. New products (5, 6, and 7) together with the artefacts, were isolated by silica gel column chromatography followed by preparative... silica gel thin layer chromatography, and their structures were established by a combination of 1D and 2D NMR spectra and GC/MS data. Biotransformation has one more confirmed as useful method, complementary to synthesis, for obtaining different type of molecules.
Keywords:
Calamintha glandulosa / Essential oil / Biotransformation / Aspergillus niger.Source:
Natural Product Communications, 2018, 13, 4, 479-482Publisher:
- Natural Products Inc, Westerville
Funding / projects:
- Micromorphological, phytochemical and molecular investigations of plants - systematic, ecological and applicative aspects (RS-MESTD-Basic Research (BR or ON)-173029)
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-MESTD-Basic Research (BR or ON)-172053)
- Matsumae International Foundation
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Novaković, Miroslav M. AU - Bukvicki, Danka AU - Vajs, Vlatka AU - Tešević, Vele AU - Milosavljević, Slobodan M. AU - Marin, Petar D. AU - Asakawa, Yoshinori PY - 2018 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2150 AB - A number of potentially useful compounds with various biological activities can be obtained from plant metabolites by microorganisms. In present research, essential oil of Calamintha glandulosa was subjected to the biotransformation process by mycromicete Aspergillus niger. GC/MS analyses of the original and biotransformed essential oil have revealed six(1-6) biotransformed compounds from one of the main component-limonene and one biotransformed product (7) originating from the less abundant component-thymol. Piperitone epoxide and piperitenone epoxide, the most abundant components of the original oil, were not biotransformed but gave three artefacts (A1, A2, B1) due to the acidic conditions formed in A. niger medium. Compounds 5, 6 as well as 7 have not been previously found as a biotransformation products of limonene (5 and 6) and thymol (7), respectively. New products (5, 6, and 7) together with the artefacts, were isolated by silica gel column chromatography followed by preparative silica gel thin layer chromatography, and their structures were established by a combination of 1D and 2D NMR spectra and GC/MS data. Biotransformation has one more confirmed as useful method, complementary to synthesis, for obtaining different type of molecules. PB - Natural Products Inc, Westerville T2 - Natural Product Communications T1 - Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger VL - 13 IS - 4 SP - 479 EP - 482 UR - https://hdl.handle.net/21.15107/rcub_cherry_2150 ER -
@article{ author = "Novaković, Miroslav M. and Bukvicki, Danka and Vajs, Vlatka and Tešević, Vele and Milosavljević, Slobodan M. and Marin, Petar D. and Asakawa, Yoshinori", year = "2018", abstract = "A number of potentially useful compounds with various biological activities can be obtained from plant metabolites by microorganisms. In present research, essential oil of Calamintha glandulosa was subjected to the biotransformation process by mycromicete Aspergillus niger. GC/MS analyses of the original and biotransformed essential oil have revealed six(1-6) biotransformed compounds from one of the main component-limonene and one biotransformed product (7) originating from the less abundant component-thymol. Piperitone epoxide and piperitenone epoxide, the most abundant components of the original oil, were not biotransformed but gave three artefacts (A1, A2, B1) due to the acidic conditions formed in A. niger medium. Compounds 5, 6 as well as 7 have not been previously found as a biotransformation products of limonene (5 and 6) and thymol (7), respectively. New products (5, 6, and 7) together with the artefacts, were isolated by silica gel column chromatography followed by preparative silica gel thin layer chromatography, and their structures were established by a combination of 1D and 2D NMR spectra and GC/MS data. Biotransformation has one more confirmed as useful method, complementary to synthesis, for obtaining different type of molecules.", publisher = "Natural Products Inc, Westerville", journal = "Natural Product Communications", title = "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger", volume = "13", number = "4", pages = "479-482", url = "https://hdl.handle.net/21.15107/rcub_cherry_2150" }
Novaković, M. M., Bukvicki, D., Vajs, V., Tešević, V., Milosavljević, S. M., Marin, P. D.,& Asakawa, Y.. (2018). Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications Natural Products Inc, Westerville., 13(4), 479-482. https://hdl.handle.net/21.15107/rcub_cherry_2150
Novaković MM, Bukvicki D, Vajs V, Tešević V, Milosavljević SM, Marin PD, Asakawa Y. Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications. 2018;13(4):479-482. https://hdl.handle.net/21.15107/rcub_cherry_2150 .
Novaković, Miroslav M., Bukvicki, Danka, Vajs, Vlatka, Tešević, Vele, Milosavljević, Slobodan M., Marin, Petar D., Asakawa, Yoshinori, "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger" in Natural Product Communications, 13, no. 4 (2018):479-482, https://hdl.handle.net/21.15107/rcub_cherry_2150 .