Five pimarane diterpenoids from Kaempferia champasakensis and their cytotoxic activities

Kiep Minh Do; Shotaro Hoshino; Takeshi Kodama; Hien Minh Nguyen; Naotaka Ikumi; Hiroyasu Onaka; Hiroyuki Morita

doi:10.1007/s11418-024-01829-8

Five pimarane diterpenoids from Kaempferia champasakensis and their cytotoxic activities

Kiep Minh Do, Shotaro Hoshino, Takeshi Kodama, Hien Minh Nguyen, Naotaka Ikumi, Hiroyasu Onaka^*, Hiroyuki Morita^*

^*Corresponding author for this work

Section of Natural Products & Drug Discovery, Division of Medicinal Resources, Institute of Natural Medicine

Research output: Contribution to journal › Article › peer-review

Abstract

A phytochemical investigation of Kaempferia champasakensis rhizomes led to the isolation of five new pimarane diterpenes, kaempferiols E–I (1–5). The structures of 1–5 were elucidated by extensive spectroscopic techniques, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of 1–3 were determined by the modified Mosher method, and those of 4 and 5 were established by ECD calculations. Further cytotoxic assay for all isolated compounds against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7) indicated that 5 showed moderate cytotoxic activities against the three tested cell lines, with IC₅₀ values of 44.78, 25.97, and 41.39 Mμ for A549, HeLa, and MCF-7 cell lines, respectively. Graphical abstract: (Figure presented.)

Original language	English
Pages (from-to)	908-918
Number of pages	11
Journal	Natural Medicines
Volume	78
Issue number	4
DOIs	https://doi.org/10.1007/s11418-024-01829-8
State	Published - 2024/09

Keywords

Cytotoxicity
Isopimarane
Kaempferia champasakensis
Kaempferiols E–I

ASJC Scopus subject areas

Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1007/s11418-024-01829-8

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title = "Five pimarane diterpenoids from Kaempferia champasakensis and their cytotoxic activities",

abstract = "A phytochemical investigation of Kaempferia champasakensis rhizomes led to the isolation of five new pimarane diterpenes, kaempferiols E–I (1–5). The structures of 1–5 were elucidated by extensive spectroscopic techniques, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of 1–3 were determined by the modified Mosher method, and those of 4 and 5 were established by ECD calculations. Further cytotoxic assay for all isolated compounds against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7) indicated that 5 showed moderate cytotoxic activities against the three tested cell lines, with IC50 values of 44.78, 25.97, and 41.39 Mμ for A549, HeLa, and MCF-7 cell lines, respectively. Graphical abstract: (Figure presented.)",

keywords = "Cytotoxicity, Isopimarane, Kaempferia champasakensis, Kaempferiols E–I",

author = "Do, {Kiep Minh} and Shotaro Hoshino and Takeshi Kodama and Nguyen, {Hien Minh} and Naotaka Ikumi and Hiroyasu Onaka and Hiroyuki Morita",

note = "Publisher Copyright: {\textcopyright} The Author(s) under exclusive licence to The Japanese Society of Pharmacognosy 2024.",

year = "2024",

month = sep,

doi = "10.1007/s11418-024-01829-8",

language = "英語",

volume = "78",

pages = "908--918",

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T1 - Five pimarane diterpenoids from Kaempferia champasakensis and their cytotoxic activities

AU - Do, Kiep Minh

AU - Hoshino, Shotaro

AU - Kodama, Takeshi

AU - Nguyen, Hien Minh

AU - Ikumi, Naotaka

AU - Onaka, Hiroyasu

AU - Morita, Hiroyuki

N1 - Publisher Copyright: © The Author(s) under exclusive licence to The Japanese Society of Pharmacognosy 2024.

PY - 2024/9

Y1 - 2024/9

N2 - A phytochemical investigation of Kaempferia champasakensis rhizomes led to the isolation of five new pimarane diterpenes, kaempferiols E–I (1–5). The structures of 1–5 were elucidated by extensive spectroscopic techniques, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of 1–3 were determined by the modified Mosher method, and those of 4 and 5 were established by ECD calculations. Further cytotoxic assay for all isolated compounds against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7) indicated that 5 showed moderate cytotoxic activities against the three tested cell lines, with IC50 values of 44.78, 25.97, and 41.39 Mμ for A549, HeLa, and MCF-7 cell lines, respectively. Graphical abstract: (Figure presented.)

AB - A phytochemical investigation of Kaempferia champasakensis rhizomes led to the isolation of five new pimarane diterpenes, kaempferiols E–I (1–5). The structures of 1–5 were elucidated by extensive spectroscopic techniques, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of 1–3 were determined by the modified Mosher method, and those of 4 and 5 were established by ECD calculations. Further cytotoxic assay for all isolated compounds against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7) indicated that 5 showed moderate cytotoxic activities against the three tested cell lines, with IC50 values of 44.78, 25.97, and 41.39 Mμ for A549, HeLa, and MCF-7 cell lines, respectively. Graphical abstract: (Figure presented.)

KW - Cytotoxicity

KW - Isopimarane

KW - Kaempferia champasakensis

KW - Kaempferiols E–I

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U2 - 10.1007/s11418-024-01829-8

DO - 10.1007/s11418-024-01829-8

M3 - 学術論文

AN - SCOPUS:85197412082

SN - 1340-3443

VL - 78

SP - 908

EP - 918

JO - Natural Medicines

JF - Natural Medicines

IS - 4

ER -

Five pimarane diterpenoids from Kaempferia champasakensis and their cytotoxic activities

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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