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Mar. Drugs 2018, 16(7), 230; https://doi.org/10.3390/md16070230

Mycophenolic Acid Derivatives with Immunosuppressive Activity from the Coral-Derived Fungus Penicillium bialowiezense

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China
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Received: 12 June 2018 / Revised: 3 July 2018 / Accepted: 4 July 2018 / Published: 7 July 2018
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Abstract

Mycophenolic acid (MPA) is a potent inosine-5′-monophosphate dehydrogenase (IMPDH) inhibitor for immunosuppressive chemotherapy. Most importantly, as the 2-morpholinoethyl ester prodrug of MPA, mycophenolate mofetil (MMF) is a well-known immunosuppressant used to prevent rejection in organ transplantations. Nevertheless, due to its frequently occurred side effects, searching for new therapeutic agents is ongoing. In our current work, by virtue of efficient bioassay-guided fractionation and purification, eleven mycophenolic acid derivatives, including five previously unreported metabolites (37) and six known compounds (1, 2, and 811), were obtained from the coral-derived fungus Penicillium bialowiezense. Their structures were elucidated by means of extensive spectroscopic analyses (including 1D and 2D NMR and HRESIMS data) and comparison of the NMR and other physical data with those reported in the literature in the case of the known compounds. All the isolates 111 were evaluated for the immunosuppressive activity, and 13 showed potent IMPDH2 inhibitory potency with IC50 values of 0.84–0.95 μM, which were comparable to that of MPA (the positive control), while 410 showed significant inhibitory potency with IC50 values of 3.27–24.68 μM. All the MPA derivatives showed promising immunosuppressive activity, endowing them as potential drug leads for organ transplantations and autoimmune related diseases. View Full-Text
Keywords: coral-derived fungus; Penicillium bialowiezense; Mycophenolic acid derivatives; immunosuppressive activity; molecular docking coral-derived fungus; Penicillium bialowiezense; Mycophenolic acid derivatives; immunosuppressive activity; molecular docking
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Zhang, Q.; Yang, B.; Li, F.; Liu, M.; Lin, S.; Wang, J.; Xue, Y.; Zhu, H.; Sun, W.; Hu, Z.; Zhang, Y. Mycophenolic Acid Derivatives with Immunosuppressive Activity from the Coral-Derived Fungus Penicillium bialowiezense. Mar. Drugs 2018, 16, 230.

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