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Journal of Natural Medicines

, Volume 72, Issue 1, pp 298–303 | Cite as

Three new sesquiterpene aminoquinones from a Vietnamese Spongia sp. and their biological activities

  • Takuya ItoEmail author
  • Hien Minh Nguyen
  • Nwet Nwet Win
  • Hung Quoc Vo
  • Hoai Thi Nguyen
  • Hiroyuki MoritaEmail author
Note

Abstract

Sesquiterpenoid quinones with remarkable properties, such as anti-inflammatory, antibacterial, antiviral, antitumor, antiangiogenic, and differentiation-inducing activities, have reportedly been isolated from the marine sponge genera Dysidea, Spongia, and Dactylospongia. In our continuing search for bioactive compounds from marine sponges, three new sesquiterpenoid quinones, langcoquinones D–F (1–3), were isolated from the ethyl acetate extract of Spongia sp. collected from Vietnam. Their chemical structures were elucidated on the basis of extensive spectroscopic analyses. The newly isolated compounds 13 were assessed for their antibacterial activities against Gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus, and Gram-negative bacteria, Klebsiella pneumoniae and Escherichia coli, as well as their cytotoxic activities against three human cancer cell lines (A549, lung cancer; MCF7, breast cancer; HeLa, cervical cancer) and a human normal cell line (WI-38 fibroblast). All compounds were inactive against the Gram-negative bacteria. Furthermore, langcoquinones E (2) and F (3) lacked antibacterial activities against the Gram-positive bacteria and cytotoxic activities against the tested cell lines. However, langcoquinone D (1) exhibited good antibacterial activities against Bacillus subtilis and Staphylococcus aureus, with MIC values of 12.5 and 25.0 µM, respectively. Furthermore, 1 exhibited significant cytotoxic activities against three human cancer cell lines (A549, lung cancer; MCF7, breast cancer; HeLa, cervical cancer) and a human normal cell line (WI-38 fibroblast).

Keywords

Spongia sp. Sesquiterpene quinones Antibacterial activity Cytotoxic activity Vietnam 

Notes

Acknowledgements

This work was supported in part by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan (JSPS KAKENHI Grants JP17K08333, JP15H05138, JP17H02203, JP17H05435) and a grant from the Kobayashi International Scholarship Foundation (H.M.).

Supplementary material

11418_2017_1130_MOESM1_ESM.pdf (1.4 mb)
Supplementary material 1 (PDF 1390 kb)

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Copyright information

© The Japanese Society of Pharmacognosy and Springer Japan KK 2017

Authors and Affiliations

  • Takuya Ito
    • 1
    Email author
  • Hien Minh Nguyen
    • 1
  • Nwet Nwet Win
    • 1
    • 2
  • Hung Quoc Vo
    • 3
  • Hoai Thi Nguyen
    • 3
  • Hiroyuki Morita
    • 1
    Email author
  1. 1.Institute of Natural MedicineUniversity of ToyamaToyamaJapan
  2. 2.Department of ChemistryUniversity of YangonYangonMyanmar
  3. 3.Faculty of PharmacyHue University of Medicine and Pharmacy, Hue UniversityHue CityVietnam

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