Serinaphthoic Acids, New Amino-Naphthoic Acid Derivatives Produced by Serinicoccus marinus KDM482

Mai Sakaguchi; Ryota Okamura; Katsuki Kikuchi; Reiko Seki; Kenichiro Nagai; Akiho Yagi; Ryuji Uchida; Masashi Ando; Teruyoshi Tanaka; Takashi Fukuda

doi:10.1248/cpb.c26-00191

Regular Article

Serinaphthoic Acids, New Amino-Naphthoic Acid Derivatives Produced by Serinicoccus marinus KDM482

Mai Sakaguchi, Ryota Okamura, Katsuki Kikuchi, Reiko Seki, Kenichiro Nagai, Akiho Yagi, Ryuji Uchida, Masashi Ando, Teruyoshi Tanaka, Takashi Fukuda

Author information

Mai Sakaguchi
Department of Fisheries, Graduate School of Agriculture, Kindai University, 3327–204 Nakamachi, Nara 631–8505, Japan
Ryota Okamura
Department of Fisheries, Graduate School of Agriculture, Kindai University, 3327–204 Nakamachi, Nara 631–8505, Japan
Katsuki Kikuchi
Department of Fisheries, Graduate School of Agriculture, Kindai University, 3327–204 Nakamachi, Nara 631–8505, Japan
Reiko Seki
Medicinal Research Laboratories, Graduate School of Pharmaceutical Sciences, Kitasato University, 5–9–1 Shirokane, Minato-ku, Tokyo 108–8641, Japan
Kenichiro Nagai
Medicinal Research Laboratories, Graduate School of Pharmaceutical Sciences, Kitasato University, 5–9–1 Shirokane, Minato-ku, Tokyo 108–8641, Japan
Akiho Yagi
Division of Natural Product Chemistry, Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, 4–4–1 Komatsushima, Aoba-ku, Sendai 981–8558, Japan
Ryuji Uchida
Division of Natural Product Chemistry, Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, 4–4–1 Komatsushima, Aoba-ku, Sendai 981–8558, Japan
Masashi Ando
Department of Fisheries, Graduate School of Agriculture, Kindai University, 3327–204 Nakamachi, Nara 631–8505, Japan
Teruyoshi Tanaka
Department of Fisheries, Graduate School of Agriculture, Kindai University, 3327–204 Nakamachi, Nara 631–8505, Japan
Takashi Fukuda Corresponding author
Department of Fisheries, Graduate School of Agriculture, Kindai University, 3327–204 Nakamachi, Nara 631–8505, Japan
Agricultural Technology and Innovation Research Institute, Kindai University, 3327–204 Nakamachi, Nara 631–8505, Japan

Keywords: deep-sea, bacterium, Serinicoccus marinus, amino-naphthoic acid

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Supplementary material

2026 Volume 74 Issue 10 Pages 791-797

DOI https://doi.org/10.1248/cpb.c26-00191

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Abstract

We previously discovered new dimerization compounds of 3-amino-2-naphthoic acid (3-A-2-N) produced by the cultivation of Serinicoccus marinus KDM482 with 3-A-2-N. In the present study, we investigated metabolites with a 3-A-2-N moiety and obtained two new metabolites, designated as serinaphthoic acids A (1) and B (2). A structural analysis using one-dimensional (1D) and 2D-NMR, IR, UV, and MS data revealed that 1 and 2 were both hybrid compounds consisting of the reagent 3-A-2-N and the natural moieties 2-thioformylbenzoic acid and 1-butene. In biological assays, 1 weakly inhibited the growth of Malme-3M cells by inducing apoptosis and also exhibited antibacterial activities against Staphylococcus aureus and Enterococcus faecalis.

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