Issue 50, 2020
From the journal:

RSC Advances

Synthesis and biological evaluation of fluoro-substituted spiro-isoxazolines as potential anti-viral and anti-cancer agents†

Prasanta Das, ORCID logo *a   Sarah Boone,b   Dipanwita Mitra, ORCID logo b   Lindsay Turner,c   Ritesh Tandon, ORCID logo b   Drazen Raucherc  and  Ashton T. Hamme, II ORCID logo *a  

* Corresponding authors

a Department of Chemistry and Biochemistry, Jackson State University, Jackson, Mississippi 39217, USA
E-mail: prasanta.das@jsums.edu
Tel: +1-601-203-5149

b Department of Microbiology and Immunology, University of Mississippi Medical Center, Jackson, Mississippi 39216, USA

c Department of Cellular and Molecular Biology, University of Mississippi Medical Center, Jackson, Mississippi 39216, USA

Abstract

Electrophilic fluorine-mediated dearomative spirocyclization has been developed to synthesize a range of fluoro-substituted spiro-isoxazoline ethers and lactones. The in vitro biological assays of synthesized compounds were probed for anti-viral activity against human cytomegalovirus (HCMV) and cytotoxicity against glioblastomas (GBM6) and triple negative breast cancer (MDA MB 231). Interestingly, compounds 4d and 4n showed significant activity against HCMV (IC50 ∼ 10 μM), while 4l and 5f revealed the highest cytotoxicity with IC50 = 36 to 80 μM. The synthetic efficacy and biological relevance offer an opportunity to further drug-discovery development of fluoro-spiro-isoxazolines as novel anti-viral and anti-cancer agents.

Graphical abstract: Synthesis and biological evaluation of fluoro-substituted spiro-isoxazolines as potential anti-viral and anti-cancer agents

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Article information

DOI
https://doi.org/10.1039/D0RA06148D
Article type
Paper
Submitted
14 7月 2020
Accepted
06 8月 2020
First published
17 8月 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 30223-30237

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Synthesis and biological evaluation of fluoro-substituted spiro-isoxazolines as potential anti-viral and anti-cancer agents

P. Das, S. Boone, D. Mitra, L. Turner, R. Tandon, D. Raucher and A. T. Hamme, RSC Adv., 2020, 10, 30223 DOI: 10.1039/D0RA06148D

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