New cytotoxic phloroglucinols, baeckenones D-F, from the leaves of Indonesian Baeckea frutescens

Khoirun Nisa; Takuya Ito; Takeshi Kodama; Masami Tanaka; Yasuko Okamoto; Yoshinori Asakawa; Hiroshi Imagawa; Hiroyuki Morita

doi:10.1016/j.fitote.2016.01.013

New cytotoxic phloroglucinols, baeckenones D-F, from the leaves of Indonesian Baeckea frutescens

Khoirun Nisa, Takuya Ito^*, Takeshi Kodama, Masami Tanaka, Yasuko Okamoto, Yoshinori Asakawa, Hiroshi Imagawa, 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

26 Scopus citations

Abstract

Three new phloroglucinols, baeckenones D-F (1-3), were obtained from the leaves of Indonesian Baeckea frutescens, along with the known unusual endoperoxide, phloroglucinol (4). The structures of the isolated compounds were elucidated by 1D and 2D NMR and HREIMS spectra. Furthermore, the stereochemistry of baeckenone D (1) was established by an X-ray diffraction analysis. Among the isolated compounds 1-4, baeckenone F (3) showed moderate cytotoxic activities against human pancreatic (PSN-1), lung (A549), and breast (MDA-MB-231) cancer cell lines, with IC₅₀ values of 33.3 μM, 34 μM, and 39.3 μM, respectively.

Original language	English
Pages (from-to)	236-240
Number of pages	5
Journal	Fitoterapia
Volume	109
DOIs	https://doi.org/10.1016/j.fitote.2016.01.013
State	Published - 2016/03

Keywords

Baeckea frutescens
Cytotoxic activity
Indonesia
Myrtaceae
Phloroglucinols

ASJC Scopus subject areas

Pharmacology
Drug Discovery

UN SDGs

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

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10.1016/j.fitote.2016.01.013

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@article{e05cc9ca710d4f219c264a0e87b9deb9,

title = "New cytotoxic phloroglucinols, baeckenones D-F, from the leaves of Indonesian Baeckea frutescens",

abstract = "Three new phloroglucinols, baeckenones D-F (1-3), were obtained from the leaves of Indonesian Baeckea frutescens, along with the known unusual endoperoxide, phloroglucinol (4). The structures of the isolated compounds were elucidated by 1D and 2D NMR and HREIMS spectra. Furthermore, the stereochemistry of baeckenone D (1) was established by an X-ray diffraction analysis. Among the isolated compounds 1-4, baeckenone F (3) showed moderate cytotoxic activities against human pancreatic (PSN-1), lung (A549), and breast (MDA-MB-231) cancer cell lines, with IC50 values of 33.3 μM, 34 μM, and 39.3 μM, respectively.",

keywords = "Baeckea frutescens, Cytotoxic activity, Indonesia, Myrtaceae, Phloroglucinols",

author = "Khoirun Nisa and Takuya Ito and Takeshi Kodama and Masami Tanaka and Yasuko Okamoto and Yoshinori Asakawa and Hiroshi Imagawa and Hiroyuki Morita",

year = "2016",

month = mar,

doi = "10.1016/j.fitote.2016.01.013",

language = "英語",

volume = "109",

pages = "236--240",

journal = "Fitoterapia",

issn = "0367-326X",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - New cytotoxic phloroglucinols, baeckenones D-F, from the leaves of Indonesian Baeckea frutescens

AU - Nisa, Khoirun

AU - Ito, Takuya

AU - Kodama, Takeshi

AU - Tanaka, Masami

AU - Okamoto, Yasuko

AU - Asakawa, Yoshinori

AU - Imagawa, Hiroshi

AU - Morita, Hiroyuki

PY - 2016/3

Y1 - 2016/3

N2 - Three new phloroglucinols, baeckenones D-F (1-3), were obtained from the leaves of Indonesian Baeckea frutescens, along with the known unusual endoperoxide, phloroglucinol (4). The structures of the isolated compounds were elucidated by 1D and 2D NMR and HREIMS spectra. Furthermore, the stereochemistry of baeckenone D (1) was established by an X-ray diffraction analysis. Among the isolated compounds 1-4, baeckenone F (3) showed moderate cytotoxic activities against human pancreatic (PSN-1), lung (A549), and breast (MDA-MB-231) cancer cell lines, with IC50 values of 33.3 μM, 34 μM, and 39.3 μM, respectively.

AB - Three new phloroglucinols, baeckenones D-F (1-3), were obtained from the leaves of Indonesian Baeckea frutescens, along with the known unusual endoperoxide, phloroglucinol (4). The structures of the isolated compounds were elucidated by 1D and 2D NMR and HREIMS spectra. Furthermore, the stereochemistry of baeckenone D (1) was established by an X-ray diffraction analysis. Among the isolated compounds 1-4, baeckenone F (3) showed moderate cytotoxic activities against human pancreatic (PSN-1), lung (A549), and breast (MDA-MB-231) cancer cell lines, with IC50 values of 33.3 μM, 34 μM, and 39.3 μM, respectively.

KW - Baeckea frutescens

KW - Cytotoxic activity

KW - Indonesia

KW - Myrtaceae

KW - Phloroglucinols

UR - http://www.scopus.com/inward/record.url?scp=84956757905&partnerID=8YFLogxK

U2 - 10.1016/j.fitote.2016.01.013

DO - 10.1016/j.fitote.2016.01.013

M3 - 学術論文

C2 - 26812220

AN - SCOPUS:84956757905

SN - 0367-326X

VL - 109

SP - 236

EP - 240

JO - Fitoterapia

JF - Fitoterapia

ER -

New cytotoxic phloroglucinols, baeckenones D-F, from the leaves of Indonesian Baeckea frutescens

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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