A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives

Zerrin Zerenler Çalışkan; Leyla Yılmaz Kara

doi:10.18596/jotcsa.1712808

A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives

Abstract

There is a recognized need for new and improved methods for constructing pharmacologically important heterocyclic systems. In this context, enhancing methods for preparing chiral benzofuranone derivatives has become significantly important. Aspergillus species are versatile fungi that play a crucial role in the asymmetric synthesis of chiral building blocks and are involved in various biological processes. In this study, the microbial biotransformation of 4-oxo-tetrahydrobenzofuran derivatives was investigated for the first time in the literature through catalysis by Aspergillus species. This process was mediated by the fungi A. niger ATCC 6275 and A. oryzae RIB40. Acetoxy (3) and hydroxy (4) benzofuranone derivatives formed as a result of the biotransformation reaction have been obtained with high enantiomeric purity. The results obtained from this study were compared to those from our previous research using lipase enzymes. This study shows that the microbial biotransformation of 4-oxo-6-phenyl-4,5,6,7-tetrahydrobenzofuran derivatives is more effective than enzymatic biotransformation. Based on the findings of this study, a comprehensive review of the stereoselective biotransformation reactions of 4-oxo-tetrahydrobenzofuran derivatives is presented.

Keywords

Supporting Institution

Yildiz Technical University

Project Number

BAP(FBA-2023-4736-GAP)

Ethical Statement

The authors affirm that they do not have any competing interests. It does not require ethics approval.

Thanks

Financial support from the Yildiz Technical University (FBA-2023-4736-GAP) is greatly appreciated.

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Details

Primary Language

English

Subjects

Medicinal and Biomolecular Chemistry (Other)

Journal Section

Research Article

Authors

Zerrin Zerenler Çalışkan ^*
0000-0003-0010-1744
Türkiye

Leyla Yılmaz Kara
0000-0001-7718-8695
Türkiye

Publication Date

September 14, 2025

Submission Date

June 3, 2025

Acceptance Date

July 31, 2025

Published in Issue

Year 2025 Volume: 12 Number: 3

DOI

https://doi.org/10.18596/jotcsa.1712808

IZ

https://izlik.org/JA34SX72WF

Cite

RIS / Bibtex

APA

Zerenler Çalışkan, Z., & Yılmaz Kara, L. (2025). A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives. Journal of the Turkish Chemical Society Section A: Chemistry, 12(3), 189-196. https://doi.org/10.18596/jotcsa.1712808

AMA

1.Zerenler Çalışkan Z, Yılmaz Kara L. A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives. JOTCSA. 2025;12(3):189-196. doi:10.18596/jotcsa.1712808

Chicago

Zerenler Çalışkan, Zerrin, and Leyla Yılmaz Kara. 2025. “A Novel Microbial Biotransformation Method Has Been Developed to Resolve 4-Oxo-4,5,6,7-Tetrahydrobenzofuran Derivatives”. Journal of the Turkish Chemical Society Section A: Chemistry 12 (3): 189-96. https://doi.org/10.18596/jotcsa.1712808.

EndNote

Zerenler Çalışkan Z, Yılmaz Kara L (September 1, 2025) A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives. Journal of the Turkish Chemical Society Section A: Chemistry 12 3 189–196.

IEEE

[1]Z. Zerenler Çalışkan and L. Yılmaz Kara, “A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives”, JOTCSA, vol. 12, no. 3, pp. 189–196, Sept. 2025, doi: 10.18596/jotcsa.1712808.

ISNAD

Zerenler Çalışkan, Zerrin - Yılmaz Kara, Leyla. “A Novel Microbial Biotransformation Method Has Been Developed to Resolve 4-Oxo-4,5,6,7-Tetrahydrobenzofuran Derivatives”. Journal of the Turkish Chemical Society Section A: Chemistry 12/3 (September 1, 2025): 189-196. https://doi.org/10.18596/jotcsa.1712808.

JAMA

1.Zerenler Çalışkan Z, Yılmaz Kara L. A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives. JOTCSA. 2025;12:189–196.

MLA

Zerenler Çalışkan, Zerrin, and Leyla Yılmaz Kara. “A Novel Microbial Biotransformation Method Has Been Developed to Resolve 4-Oxo-4,5,6,7-Tetrahydrobenzofuran Derivatives”. Journal of the Turkish Chemical Society Section A: Chemistry, vol. 12, no. 3, Sept. 2025, pp. 189-96, doi:10.18596/jotcsa.1712808.

Vancouver

1.Zerrin Zerenler Çalışkan, Leyla Yılmaz Kara. A Novel Microbial Biotransformation Method has been Developed to resolve 4-oxo-4,5,6,7-tetrahydrobenzofuran Derivatives. JOTCSA. 2025 Sep. 1;12(3):189-96. doi:10.18596/jotcsa.1712808