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Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa

1
State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Guangdong Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070, China
2
School of Biosciences and Biopharmaceutics, Guangdong Pharmaceutical University, Guangzhou 510006, China
3
Program for Natural Products Chemical Biology, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2019, 17(7), 394; https://doi.org/10.3390/md17070394
Received: 17 June 2019 / Revised: 28 June 2019 / Accepted: 1 July 2019 / Published: 3 July 2019
(This article belongs to the Special Issue Advances in Marine Alkaloids)
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Abstract

Four phenylfuropyridone racemates, (±)-tersones A-C and E (13, 5), one phenylpyridone racemate, (±)-tersone D (4), one new pyridine alkaloid, tersone F (6), single new phenylfuropyridone, tersone G (7) and two known analogs 8 and 9 were isolated from the deep-sea fungus Phomopsis tersa. Their structures and absolute configurations were characterized on the basis of comprehensive spectroscopic analyses, single-crystal X-ray diffraction experiments, and electronic circular dichroism (ECD) calculations. Moreover, compounds 19 were evaluated for in vitro antimicrobial and cytotoxic activity. Compounds 5b and 8b exhibited antibacterial activity against S. aureus with the MIC value of 31.5 μg/mL, while compound 5b showed cytoxic activities against SF-268, MCF-7, HepG-2 and A549 cell lines with IC50 values of 32.0, 29.5, 39.5 and 33.2 μM, respectively. View Full-Text
Keywords: Phomopsis tersa; pyridone alkaloids; diastereoisomers; antibacterial activity; cytotoxic activity Phomopsis tersa; pyridone alkaloids; diastereoisomers; antibacterial activity; cytotoxic activity
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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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Chen, S.-C.; Liu, Z.-M.; Tan, H.-B.; Chen, Y.-C.; Li, S.-N.; Li, H.-H.; Guo, H.; Zhu, S.; Liu, H.-X.; Zhang, W.-M. Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa. Mar. Drugs 2019, 17, 394.

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