Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger
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2018
Authors
Novaković, MiroslavBukvicki, Danka
Vajs, Vlatka
Tešević, Vele
Milosavljević, Slobodan
Marin, Petar D.
Asakawa, Yoshinori
Article (Published version)
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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:
- SAGE Publications
Funding / projects:
- Micromorphological, phytochemical and molecular investigations of plants - systematic, ecological and applicative aspects (RS-173029)
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)
- Matsumae International Foundation
Note:
- Supplementary data: https://cer.ihtm.bg.ac.rs/handle/123456789/4448
Related info:
- Referenced by
https://cer.ihtm.bg.ac.rs/handle/123456789/4448
DOI: 10.1177/1934578x1801300425
ISSN: 1934-578X
WoS: 000433651900025
Scopus: 2-s2.0-85048122670
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IHTMTY - JOUR AU - Novaković, Miroslav AU - Bukvicki, Danka AU - Vajs, Vlatka AU - Tešević, Vele AU - Milosavljević, Slobodan AU - Marin, Petar D. AU - Asakawa, Yoshinori PY - 2018 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2294 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 - SAGE Publications T2 - Natural Product Communications T1 - Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger VL - 13 IS - 4 SP - 479 EP - 482 DO - 10.1177/1934578x1801300425 ER -
@article{ author = "Novaković, Miroslav and Bukvicki, Danka and Vajs, Vlatka and Tešević, Vele and Milosavljević, Slobodan 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 = "SAGE Publications", journal = "Natural Product Communications", title = "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger", volume = "13", number = "4", pages = "479-482", doi = "10.1177/1934578x1801300425" }
Novaković, M., Bukvicki, D., Vajs, V., Tešević, V., Milosavljević, S., Marin, P. D.,& Asakawa, Y.. (2018). Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications SAGE Publications., 13(4), 479-482. https://doi.org/10.1177/1934578x1801300425
Novaković M, Bukvicki D, Vajs V, Tešević V, Milosavljević S, Marin PD, Asakawa Y. Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications. 2018;13(4):479-482. doi:10.1177/1934578x1801300425 .
Novaković, Miroslav, Bukvicki, Danka, Vajs, Vlatka, Tešević, Vele, Milosavljević, Slobodan, 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://doi.org/10.1177/1934578x1801300425 . .