Advanced search
Publication Cover
Bioscience, Biotechnology, and Biochemistry Volume 69, 2005 - Issue 9
Journal homepage
194
Views
16
CrossRef citations to date
0
Altmetric
Original Articles

Novel Relationship between the Antifungal Activity and Cytotoxicity of Marine-Derived Metabolite Xestoquinone and Its Family

Mitsuhiro NAKAMURAGraduate School of Bioagricultural Sciences, Nagoya University
,
Takahiko KAKUDAGraduate School of Bioagricultural Sciences, Nagoya University
,
Jianhua QIGraduate School of Bioagricultural Sciences, Nagoya University
,
Masayuki HIRATAGraduate School of Bioagricultural Sciences, Nagoya University
,
Tomoaki SHINTANIGraduate School of Biomedical Sciences, Hiroshima University
,
Yukio YOSHIOKAGraduate School of Biomedical Sciences, Hiroshima University
,
Tetsuji OKAMOTOGraduate School of Biomedical Sciences, Hiroshima University
,
Yuichi OBAGraduate School of Bioagricultural Sciences, Nagoya University
,
Hideshi NAKAMURAGraduate School of Bioagricultural Sciences, Nagoya University
&
Makoto OJIKAGraduate School of Bioagricultural Sciences, Nagoya University
 show all
Pages 1749-1752 | Received 09 May 2005, Accepted 10 Jun 2005, Published online: 22 May 2014

  • 1) Nakamura, H., Kobayashi, J., Kobayashi, M., Ohizumi, Y., and Hirata, Y., Physiologically active marine natural products from Porifera. VII. Xestoquinone. A novel cardiotonic marine natural product isolated from the Okinawan sea sponge Xestospongia sapra. Chem. Lett., 713–716 (1985).
  • 2) Roll, D. M., Scheuer, P. J., Matsumoto, G. K., and Clardy, J., Halenaquinone, a pentacyclic polyketide from a marine sponge. J. Am. Chem. Soc., 105, 6177–6178 (1983).
  • 3) Schmitz, F. J., and Bloor, S. J., Xesto- and halenaquinone derivatives from a sponge, Adocia sp., from Truk lagoon. J. Org. Chem., 53, 3922–3925 (1988).
  • 4) Fujiwara, H., Matsunaga, K., Saito, M., Hagiya, S., Furukawa, K., Nakamura, H., and Ohizumi, Y., Halenaquinone, a novel phosphatidylinositol 3-kinase inhibitor from a marine sponge, induces apoptosis in PC12 cells. Eur. J. Pharmacol., 413, 37–45 (2001).
  • 5) Lee, R. H., Slate, D. L., Moretti, R., Alvi, K. A., and Crews, P., Marine sponge polyketide inhibitors of protein tyrosine kinase. Biochem. Biophys. Res. Commun., 184, 765–772 (1992).
  • 6) Shen, Y.-C., Lo, K.-L., Kuo, Y.-H., and Chakraborty, R., Polycyclic quinones and hydroquinones, antitumor constituents from Taiwanese marine sponge Xestospongia sp. Chin. Pharm. J., 54, 207–213 (2002).
  • 7) Park, S. K., Oh, C., and Scheuer, P. J., The chemical constituents from the sponge Spongia sp. J. Kor. Chem. Soc., 39, 301–305 (1995).
  • 8) Concepcion, G. P., Foderaro, T. A., Eldredge, G. S., Lobkovsky, E., Clardy, J., Barrows, L. R., and Ireland, C. M., Topoisomerase II-mediated DNA cleavage by adocia- and xestoquinones from the Philippine sponge Xestospongia sp. J. Med. Chem., 38, 4503–4507 (1995).
  • 9) Alvi, K. A., Rodriguez, J., Diaz, M. C., Moretti, R., Wilhelm, R. S., Lee, R. H., Slate, D. L., and Crews, P., Protein tyrosine kinase inhibitory properties of planar polycyclics obtained from the marine sponge Xestospongia cf. carbonaria and from total synthesis. J. Org. Chem., 58, 4871–4880 (1993).
  • 10) Bae, M. A., Tsuji, T., Kondo, K., Hirase, T., Ishibashi, M., Shigemori, H., and Kobayashi, J., Inhibition of mammalian topoisomerase I by xestoquinone and halenaquinone. Biosci. Biotechnol. Biochem., 57, 330–331 (1993).
  • 11) Sakamoto, H., Furukawa, K., Matsunaga, K., Nakamura, H., and Ohizumi, Y., Xestoquinone activates skeletal muscle actomyosin ATPase by modification of the specific sulfhydryl group in the myosin head probably distinct from sulfhydryl groups SH1 and SH2. Biochemistry, 34, 12570–12575 (1995).
  • 12) Nakamura, M., Kakuda, T., Oba, Y., Ojika, M., and Nakamura, H., Synthesis of biotinylated xestoquinone that retains inhibitory activity against Ca2+ ATPase of skeletal muscle myosin. Bioorg. Med. Chem., 11, 3077–3082 (2003).
  • 13) Fabricant, R. N., De Larco, J. E., and Todaro, G., Nerve growth factor receptors on human melanoma cells in culture. Proc. Natl. Acad. Sci. U.S.A., 74, 565–569 (1977).
  • 14) Miyauchi, S., Moroyama, T., Kyoizumi, S., Asakawa, J., Okamoto, T., and Takada, K., Malignant tumor cell lines produce intereukin-1 like factor. In Vitro Cell. Dev. Biol., 24, 753–758 (1988).
  • 15) Michimukai, E., Kitamura, N., Zhang, Y., Wang, H., Hiraishi, Y., Sumi, K., Hayashido, Y., Toratani, S., Okamoto, T., and Takada, K., Mutations in the human homologue of the Drosophila segment polarity gene patched in oral squamous cell carcinoma cell lines. In Vitro Cell. Dev. Biol. Anim., 37, 459–464 (2001).
  • 16) Myoken, Y., Myoken, Y., Okamoto, T., Kan, M., Sato, J. D., and Takada, K., Release of fibroblast growth factor-1 by human squamous cell carcinoma correlates with autocrine cell growth. In Vitro Cell. Dev. Biol. Anim., 30A, 790–795 (1994).
  • 17) Sato, J. D., Kawamoto, T., and Okamoto, T., Cholesterol requirement of P3-X63-Ag8 and X63-Ag8.653 mouse myeloma cells for growth in vitro. J. Exp. Med., 165, 1761–1766 (1987).
  • 18) Zhang, Y., Wang, H., Toratani, S., Sato, J. D., Kan, M., McKeehan, W. L., and Okamoto, T., Growth inhibition by keratinocyte growth factor receptor of human salivary adenocarcinoma cells through induction of differentiation and apoptosis. Proc. Natl. Acad. Sci. U.S.A., 98, 11336–11340 (2001).
  • 19) Ojika, M., Suzuki, Y., Tsukamoto, A., Sakagami, Y., Fudou, R., Yoshimura, T., and Yamanaka, S., Cystothiazoles A and B, new bithiazole-type antibiotics from the myxobacterium Cystobacter fuscus. J. Antibiotics, 51, 275–281 (1998).
  • 20) Sauter, H., Steglich, W., and Anke, T., Strobilurins: Evolution of a new class of active substances. Angew. Chem. Int. Ed. Engl., 38, 1328–1349 (1999).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.