Chemical constituents from basidiomycete Basidioradulum radula culture medium and their cytotoxic effect on human prostate cancer DU-145 cells

Seung Mok Ryu; Quynh Nhu Nguyen; Sullim Lee; Haeun Kwon; Jaeyoung Kwon; Hyaemin Lee; Sun Lul Kwon; Jun Lee; Bang Yeon Hwang; Joung han Yim; Yuanqiang Guo; Jae Jin Kim; Ki Sung Kang; Dongho Lee

doi:10.1016/j.bioorg.2021.105064

Chemical constituents from basidiomycete Basidioradulum radula culture medium and their cytotoxic effect on human prostate cancer DU-145 cells

Seung Mok Ryu, Quynh Nhu Nguyen, Sullim Lee, Haeun Kwon, Jaeyoung Kwon, Hyaemin Lee, Sun Lul Kwon, Jun Lee, Bang Yeon Hwang, Joung han Yim, Yuanqiang Guo, Jae Jin Kim, Ki Sung Kang, Dongho Lee

Research output: Contribution to journal › Article › peer-review

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Abstract

Eight new naphtho[1,2-c]furan derivatives (1–8) along with six known analogues (9–14) were isolated from culture medium of the basidiomycete Basidioradulum radula. The structures of these compounds were identified using spectroscopic analysis, and their absolute configurations were resolved using X-ray diffraction, ECD, and VCD. Compounds 7 and 14 inhibited the cell viability of human prostate cancer DU-145 cells with IC₅₀ values of 7.54 ± 0.03 μM and 5.04 ± 0.03 μM, respectively. At 8 μM, compounds 7 and 14 increased the percentage of apoptotic cells and upregulated the protein expression related to the apoptosis caspase pathways in DU-145 cells. Furthermore, the hallmarks of cells undergoing apoptosis, such as chromatin condensation, were also observed at this concentration. However, compound 7 and 14 showed no effect on the proliferation of splenocytes isolated from cyclophosphamide-induce immunosuppressed mice.

Original language	English
Article number	105064
Journal	Bioorganic Chemistry
Volume	114
DOIs	https://doi.org/10.1016/j.bioorg.2021.105064
Publication status	Published - 2021 Sept

Bibliographical note

Funding Information:
This research was supported by the Korea University, the National Research Foundation of Korea (Grants: NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626), and Korea Polar Research Institute (Grant: PE21150).

Publisher Copyright:
© 2021 Elsevier Inc.

Keywords

Basidiomycete
Basidioradulum radula
Cytotoxicity
DU-145 prostate cancer cell
Hyphodermin

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Drug Discovery
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bioorg.2021.105064

Cite this

Ryu, S. M., Nguyen, Q. N., Lee, S., Kwon, H., Kwon, J., Lee, H., Kwon, S. L., Lee, J., Hwang, B. Y., Yim, J. H., Guo, Y., Kim, J. J., Kang, K. S., & Lee, D. (2021). Chemical constituents from basidiomycete Basidioradulum radula culture medium and their cytotoxic effect on human prostate cancer DU-145 cells. Bioorganic Chemistry, 114, Article 105064. https://doi.org/10.1016/j.bioorg.2021.105064

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title = "Chemical constituents from basidiomycete Basidioradulum radula culture medium and their cytotoxic effect on human prostate cancer DU-145 cells",

abstract = "Eight new naphtho[1,2-c]furan derivatives (1–8) along with six known analogues (9–14) were isolated from culture medium of the basidiomycete Basidioradulum radula. The structures of these compounds were identified using spectroscopic analysis, and their absolute configurations were resolved using X-ray diffraction, ECD, and VCD. Compounds 7 and 14 inhibited the cell viability of human prostate cancer DU-145 cells with IC50 values of 7.54 ± 0.03 μM and 5.04 ± 0.03 μM, respectively. At 8 μM, compounds 7 and 14 increased the percentage of apoptotic cells and upregulated the protein expression related to the apoptosis caspase pathways in DU-145 cells. Furthermore, the hallmarks of cells undergoing apoptosis, such as chromatin condensation, were also observed at this concentration. However, compound 7 and 14 showed no effect on the proliferation of splenocytes isolated from cyclophosphamide-induce immunosuppressed mice.",

keywords = "Basidiomycete, Basidioradulum radula, Cytotoxicity, DU-145 prostate cancer cell, Hyphodermin",

author = "Ryu, {Seung Mok} and Nguyen, {Quynh Nhu} and Sullim Lee and Haeun Kwon and Jaeyoung Kwon and Hyaemin Lee and Kwon, {Sun Lul} and Jun Lee and Hwang, {Bang Yeon} and Yim, {Joung han} and Yuanqiang Guo and Kim, {Jae Jin} and Kang, {Ki Sung} and Dongho Lee",

note = "Funding Information: This research was supported by the Korea University, the National Research Foundation of Korea (Grants: NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626), and Korea Polar Research Institute (Grant: PE21150). Publisher Copyright: {\textcopyright} 2021 Elsevier Inc.",

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doi = "10.1016/j.bioorg.2021.105064",

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journal = "Bioorganic Chemistry",

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AU - Ryu, Seung Mok

AU - Nguyen, Quynh Nhu

AU - Lee, Sullim

AU - Kwon, Haeun

AU - Kwon, Jaeyoung

AU - Lee, Hyaemin

AU - Kwon, Sun Lul

AU - Lee, Jun

AU - Hwang, Bang Yeon

AU - Yim, Joung han

AU - Guo, Yuanqiang

AU - Kim, Jae Jin

AU - Kang, Ki Sung

AU - Lee, Dongho

N1 - Funding Information: This research was supported by the Korea University, the National Research Foundation of Korea (Grants: NRF-2019R1A2C1006226 and NRF-2019R1A4A1020626), and Korea Polar Research Institute (Grant: PE21150). Publisher Copyright: © 2021 Elsevier Inc.

PY - 2021/9

Y1 - 2021/9

N2 - Eight new naphtho[1,2-c]furan derivatives (1–8) along with six known analogues (9–14) were isolated from culture medium of the basidiomycete Basidioradulum radula. The structures of these compounds were identified using spectroscopic analysis, and their absolute configurations were resolved using X-ray diffraction, ECD, and VCD. Compounds 7 and 14 inhibited the cell viability of human prostate cancer DU-145 cells with IC50 values of 7.54 ± 0.03 μM and 5.04 ± 0.03 μM, respectively. At 8 μM, compounds 7 and 14 increased the percentage of apoptotic cells and upregulated the protein expression related to the apoptosis caspase pathways in DU-145 cells. Furthermore, the hallmarks of cells undergoing apoptosis, such as chromatin condensation, were also observed at this concentration. However, compound 7 and 14 showed no effect on the proliferation of splenocytes isolated from cyclophosphamide-induce immunosuppressed mice.

AB - Eight new naphtho[1,2-c]furan derivatives (1–8) along with six known analogues (9–14) were isolated from culture medium of the basidiomycete Basidioradulum radula. The structures of these compounds were identified using spectroscopic analysis, and their absolute configurations were resolved using X-ray diffraction, ECD, and VCD. Compounds 7 and 14 inhibited the cell viability of human prostate cancer DU-145 cells with IC50 values of 7.54 ± 0.03 μM and 5.04 ± 0.03 μM, respectively. At 8 μM, compounds 7 and 14 increased the percentage of apoptotic cells and upregulated the protein expression related to the apoptosis caspase pathways in DU-145 cells. Furthermore, the hallmarks of cells undergoing apoptosis, such as chromatin condensation, were also observed at this concentration. However, compound 7 and 14 showed no effect on the proliferation of splenocytes isolated from cyclophosphamide-induce immunosuppressed mice.

KW - Basidiomycete

KW - Basidioradulum radula

KW - Cytotoxicity

KW - DU-145 prostate cancer cell

KW - Hyphodermin

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SN - 0045-2068

VL - 114

JO - Bioorganic Chemistry

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ER -

Chemical constituents from basidiomycete Basidioradulum radula culture medium and their cytotoxic effect on human prostate cancer DU-145 cells

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

UN SDGs

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