TY - JOUR
T1 - Bioactive naphthoquinones and triterpenoids from the fruiting bodies of Taiwanofungus salmoneus
AU - Cheng, Kun Ching
AU - Chen, Chin Fu
AU - Hung, Chin Chuan
AU - Lam, Sio Hong
AU - Hung, Hsin Yi
AU - Li, Yue Chiun
AU - Chen, Fu An
AU - Shieh, Po Chuen
AU - Kuo, Ping Chung
AU - Wu, Tian Shung
N1 - Funding Information:
The authors are grateful for financial support from the Ministry of Science and Technology (MOST), Taiwan awarded to P.-C. Kuo and T.-S. Wu. Authors were also thankful for the fungus materials authentication results provided by Dr. Sheng-Hua Wu (Department of Biology, National Museum of Natural Science, Taichung, Taiwan). The authors gratefully acknowledge the use of NMR (NMR000700) belonging to the Core Facility Center of National Cheng Kung University.
Funding Information:
The authors are grateful for financial support from the Ministry of Science and Technology (MOST), Taiwan awarded to P.-C. Kuo and T.-S. Wu. Authors were also thankful for the fungus materials authentication results provided by Dr. Sheng-Hua Wu (Department of Biology, National Museum of Natural Science, Taichung, Taiwan). The authors gratefully acknowledge the use of NMR (NMR000700) belonging to the Core Facility Center of National Cheng Kung University.
Publisher Copyright:
© 2021 Elsevier Inc.
PY - 2021/7
Y1 - 2021/7
N2 - Drug resistance of cancer cells stands for the major problem of the treatment failure for chemotherapy or target therapy. Overexpression of efflux pumps leading to multidrug resistance (MDR) is still an important issue needed to be solved. In the present study, Taiwanofungus salmoneus was selected as the topic and eleven undescribed constituents including four naphthoquinones salmonones A-D (1–4) and seven triterpenoids salmoneatins A-G (5–11), along with one chromanone (12) and two benzenoids (13 and 14) reported from the natural sources for the first time, as well as twenty-one known compounds were characterized. The structures of undescribed compounds were established by the spectroscopic and spectrometric analyses. In addition, the plausible biosynthetic mechanism of purified naphthoquinones was proposed and these compounds may be the excellent chemotaxonomic markers. Moreover, the isolates were evaluated for their P-gp inhibitory effects and the results showed that most of the examined compounds were effective. Among the tested compounds, 5, 10, 2,3-dimethoxy-5-(2ʹ,5ʹ-dimethoxy-3ʹ,4ʹ-methylenedioxyphenyl)-7-methyl-[1,4]naphthoquinone, zhankuic acid A methyl ester, and camphoratin F can reverse the resistance of paclitaxel or vincristine with the reversal folds in the range of 51093.3 and 259.5. These experimental data would initiate the possible development of Taiwanofungus salmoneus for the cancer therapy in the future.
AB - Drug resistance of cancer cells stands for the major problem of the treatment failure for chemotherapy or target therapy. Overexpression of efflux pumps leading to multidrug resistance (MDR) is still an important issue needed to be solved. In the present study, Taiwanofungus salmoneus was selected as the topic and eleven undescribed constituents including four naphthoquinones salmonones A-D (1–4) and seven triterpenoids salmoneatins A-G (5–11), along with one chromanone (12) and two benzenoids (13 and 14) reported from the natural sources for the first time, as well as twenty-one known compounds were characterized. The structures of undescribed compounds were established by the spectroscopic and spectrometric analyses. In addition, the plausible biosynthetic mechanism of purified naphthoquinones was proposed and these compounds may be the excellent chemotaxonomic markers. Moreover, the isolates were evaluated for their P-gp inhibitory effects and the results showed that most of the examined compounds were effective. Among the tested compounds, 5, 10, 2,3-dimethoxy-5-(2ʹ,5ʹ-dimethoxy-3ʹ,4ʹ-methylenedioxyphenyl)-7-methyl-[1,4]naphthoquinone, zhankuic acid A methyl ester, and camphoratin F can reverse the resistance of paclitaxel or vincristine with the reversal folds in the range of 51093.3 and 259.5. These experimental data would initiate the possible development of Taiwanofungus salmoneus for the cancer therapy in the future.
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U2 - 10.1016/j.bioorg.2021.104939
DO - 10.1016/j.bioorg.2021.104939
M3 - Article
C2 - 33951534
AN - SCOPUS:85104968967
SN - 0045-2068
VL - 112
JO - Bioorganic Chemistry
JF - Bioorganic Chemistry
M1 - 104939
ER -