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A new 3,4-seco-isopimarane and three new isopimarane diterpenoids from Kaempferia champasakensis collected from Vietnam and their cytotoxic activities

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Abstract

A phytochemical investigation of Kaempferia champasakensis rhizomes led to the isolation of a new 3,4-seco-isopimarane diterpene, kaempferiol A (1), and three new isopimarane diterpenes, kaempferiols B–D (2–4), together with six known isopimarane diterpenes (5–10). The structures of 1–4 were elucidated by extensive spectroscopic analyses, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of 1, 3, and 4 were determined by ECD calculations, while that of 2 was established using the modified Mosher method. All isolated compounds were tested for cytotoxicity against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7). Among them, 6 and 7 showed moderate cytotoxic activities against the three tested cell lines, with IC50 values ranging from 38.04 to 27.77 μM, respectively.

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Acknowledgements

Not applicable.

Funding

This work was supported in part by Grants-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan (JSPS KAKENHI Grants 22H02777 to H.M., 23K06179 to T.K.), and by a Grant-in-Aid for the Cooperative Research Project from Japan Preventive Medical Laboratory Company, Ltd.

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Authors and Affiliations

  1. Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama, 930-0194, Japan

    Kiep Minh Do, Takeshi Kodama & Hiroyuki Morita

  2. Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-Ku, Tokyo, 171-8588, Japan

    Shotaro Hoshino & Hiroyasu Onaka

  3. Faculty of Pharmacy, Ton Duc Thang University, Ho Chi Minh City, 700000, Vietnam

    Hien Minh Nguyen

  4. Thuong Uyen Company, Ltd., 116A Mac Dinh Chi, Ward 4, Vung Tau City, 78000, Vietnam

    Son Van Le

  5. Japan Preventive Medical Laboratory Company, Ltd, 3-6-36 Toyoda, Suruga-Ku, Shizuoka, 422-8027, Japan

    Naotaka Ikumi

Authors
  1. Kiep Minh Do
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  2. Shotaro Hoshino
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  3. Takeshi Kodama
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  4. Hien Minh Nguyen
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  5. Son Van Le
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  6. Naotaka Ikumi
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  7. Hiroyasu Onaka
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  8. Hiroyuki Morita
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Contributions

KMD isolated the compounds and performed the activity assays. SH and TK supported the structure elucidations. HMN and SLV collected the samples. HM wrote and designed this manuscript. All authors commented on the manuscript and approved the final version.

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Correspondence to Hiroyasu Onaka or Hiroyuki Morita.

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Do, K.M., Hoshino, S., Kodama, T. et al. A new 3,4-seco-isopimarane and three new isopimarane diterpenoids from Kaempferia champasakensis collected from Vietnam and their cytotoxic activities. J Nat Med (2024). https://doi.org/10.1007/s11418-024-01789-z

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  • DOI: https://doi.org/10.1007/s11418-024-01789-z

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