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Article

Hatsusamides A and B: Two New Metabolites Produced by the Deep-Sea-Derived Fungal Strain Penicillium steckii FKJ-0213

1
Ōmura Satoshi Memorial Institute, Kitasato University, 5-9-1 Shirokane, Minatok-ku, Tokyo 108-8641, Japan
2
Department of Drug Discover Sciences, Graduate School of Infection Control Sciences, 5-9-1 Shirokane, Minatok-ku, Tokyo 108-8641, Japan
3
Research Center for Medicinal Plant Resources, National Institutes of Biomedical Innovation, Health and Nutrition, 1-2 Hachimandai, Tsukuba, Ibaraki 305-8043, Japan
4
Department of Marine Biodiversity Research, Japan Agency for Marine-Earth Science and Technology, 2-15 Natsushima-cho, Yokosuka, Kanagawa 237-0061, Japan
5
Research Innovation Center, Waseda University, 513 Waseda tsurumakicho, Shinjuku-ku, Tokyo 162-0041, Japan
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2020, 18(10), 513; https://doi.org/10.3390/md18100513
Received: 15 September 2020 / Revised: 6 October 2020 / Accepted: 6 October 2020 / Published: 12 October 2020
(This article belongs to the Special Issue Bioactive Compounds from Marine Sediment Derived Fungi)
Two new nitrogen-containing metabolites, designated hatsusamide A (1) and B (2), were isolated from a culture broth of Penicilliumsteckii FKJ-0213 together with the known compounds tanzawaic acid B (3) and trichodermamide C (4) by physicochemical (PC) screening. The structures of 1 and 2 were determined as a tanzawaic acid B-trichodermamide C hybrid structure and a new analog of aspergillazines, respectively. The absolute configuration of 1 was determined by comparing the values of tanzawaic acid B and trichodermamide C in the literatures, such as 1H-nuclear magnetic resonance (1H-NMR) data and optical rotation, after hydrolysis of 1. Compounds 14 were evaluated for cytotoxicity and anti-malarial activities. Compounds 1 and 3 exhibited weak anti-malarial activity at half-maximal inhibitory concentration (IC50) values of 27.2 and 78.5 µM against the K1 strain, and 27.9 and 79.2 µM against the FCR3 strain of Plasmodium falciparum, respectively. Furthermore, 1 exhibited cytotoxicity against HeLa S3, A549, Panc1, HT29 and H1299 cells, with IC50 values of 15.0, 13.7, 12.9, 6.8, and 18.7 μM, respectively. View Full-Text
Keywords: anti-malarial activity; anti-tumor activity; deep-sea-derived fungus; hatsusamides A and B; tanzawaic acid B; trichodermamide C anti-malarial activity; anti-tumor activity; deep-sea-derived fungus; hatsusamides A and B; tanzawaic acid B; trichodermamide C
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MDPI and ACS Style

Matsuo, H.; Hokari, R.; Ishiyama, A.; Iwatsuki, M.; Higo, M.; Nonaka, K.; Nagano, Y.; Takahashi, Y.; Ōmura, S.; Nakashima, T. Hatsusamides A and B: Two New Metabolites Produced by the Deep-Sea-Derived Fungal Strain Penicillium steckii FKJ-0213. Mar. Drugs 2020, 18, 513. https://doi.org/10.3390/md18100513

AMA Style

Matsuo H, Hokari R, Ishiyama A, Iwatsuki M, Higo M, Nonaka K, Nagano Y, Takahashi Y, Ōmura S, Nakashima T. Hatsusamides A and B: Two New Metabolites Produced by the Deep-Sea-Derived Fungal Strain Penicillium steckii FKJ-0213. Marine Drugs. 2020; 18(10):513. https://doi.org/10.3390/md18100513

Chicago/Turabian Style

Matsuo, Hirotaka, Rei Hokari, Aki Ishiyama, Masato Iwatsuki, Mayuka Higo, Kenichi Nonaka, Yuriko Nagano, Yōko Takahashi, Satoshi Ōmura, and Takuji Nakashima. 2020. "Hatsusamides A and B: Two New Metabolites Produced by the Deep-Sea-Derived Fungal Strain Penicillium steckii FKJ-0213" Marine Drugs 18, no. 10: 513. https://doi.org/10.3390/md18100513

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