New cytotoxic lupane triterpenes from Perrottetia arisanensis

Ying Chi Du; An Shen Lin; Chin Chung Wu; Pei Wen Hsieh; Yung Husan Chen; I. Hsiao Chen; Shu Li Chen; Hsin Fu Yen; Tilo Lübken; Fang Rong Chang; Yang Chang Wu

doi:10.1055/s-0029-1185438

New cytotoxic lupane triterpenes from Perrottetia arisanensis

Ying Chi Du
, An Shen Lin
, Chin Chung Wu
, Pei Wen Hsieh
, Yung Husan Chen
, I. Hsiao Chen
, Shu Li Chen
, Hsin Fu Yen
, Tilo Lübken
, Fang Rong Chang^*
, Yang Chang Wu

^*Corresponding author for this work

Kaohsiung Medical University
National Museum of Natural Science, Taiwan
National Sun Yat-sen University

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

8 Scopus citations

Abstract

Eight new lupane triterpenes, including 7β-cis-coumaroylbetulinic acid (1), 7β-trans-coumaroylbetulinic acid (2), 7β-cis-coumaroyl-3-epi- betulinic acid (3), 7β-trans-coumaroyl-3-epi-betulinic acid (4), 7β-cis-coumaroylbetulonic acid (5), 7β-trans-coumaroylbetulonic acid (6), 7β-hydroxybetulinaldehyde (7) and 28-norlup-20(29)-ene-3α, 17β-diol (8), together with fifteen known compounds were isolated from the bioactive methanol extract of the stems of Perrottetia arisanensis. The structures of the new compounds were elucidated by spectroscopic and HR-ESI-MS analysis. All new compounds were evaluated for their cytotoxicity against six human cancer cell lines. Among them, lupane triterpene coumaroyl esters 1-6 showed moderate cytotoxicity with IC₅₀ values ranging from 3.75 to 21.29 μM. This is the first report for lupane triterpenes with a phenylpropane moiety substituted at C-7.

Original language	English
Pages (from-to)	848-855
Number of pages	8
Journal	Planta Medica
Volume	75
Issue number	8
DOIs	https://doi.org/10.1055/s-0029-1185438
State	Published - 06 2009
Externally published	Yes

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

7-Phenylpropanyllupanes
Celastraceae
Cytotoxicity
Perrottetia arisanensis

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10.1055/s-0029-1185438

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@article{04ddaad998e648fa8786ec2ab9ebe187,

title = "New cytotoxic lupane triterpenes from Perrottetia arisanensis",

abstract = "Eight new lupane triterpenes, including 7β-cis-coumaroylbetulinic acid (1), 7β-trans-coumaroylbetulinic acid (2), 7β-cis-coumaroyl-3-epi- betulinic acid (3), 7β-trans-coumaroyl-3-epi-betulinic acid (4), 7β-cis-coumaroylbetulonic acid (5), 7β-trans-coumaroylbetulonic acid (6), 7β-hydroxybetulinaldehyde (7) and 28-norlup-20(29)-ene-3α, 17β-diol (8), together with fifteen known compounds were isolated from the bioactive methanol extract of the stems of Perrottetia arisanensis. The structures of the new compounds were elucidated by spectroscopic and HR-ESI-MS analysis. All new compounds were evaluated for their cytotoxicity against six human cancer cell lines. Among them, lupane triterpene coumaroyl esters 1-6 showed moderate cytotoxicity with IC50 values ranging from 3.75 to 21.29 μM. This is the first report for lupane triterpenes with a phenylpropane moiety substituted at C-7.",

keywords = "7-Phenylpropanyllupanes, Celastraceae, Cytotoxicity, Perrottetia arisanensis",

author = "Du, \{Ying Chi\} and Lin, \{An Shen\} and Wu, \{Chin Chung\} and Hsieh, \{Pei Wen\} and Chen, \{Yung Husan\} and Chen, \{I. Hsiao\} and Chen, \{Shu Li\} and Yen, \{Hsin Fu\} and Tilo L{\"u}bken and Chang, \{Fang Rong\} and Wu, \{Yang Chang\}",

year = "2009",

month = jun,

doi = "10.1055/s-0029-1185438",

language = "英语",

volume = "75",

pages = "848--855",

journal = "Planta Medica",

issn = "0032-0943",

publisher = "Georg Thieme Verlag",

number = "8",

}

TY - JOUR

T1 - New cytotoxic lupane triterpenes from Perrottetia arisanensis

AU - Du, Ying Chi

AU - Lin, An Shen

AU - Wu, Chin Chung

AU - Hsieh, Pei Wen

AU - Chen, Yung Husan

AU - Chen, I. Hsiao

AU - Chen, Shu Li

AU - Yen, Hsin Fu

AU - Lübken, Tilo

AU - Chang, Fang Rong

AU - Wu, Yang Chang

PY - 2009/6

Y1 - 2009/6

N2 - Eight new lupane triterpenes, including 7β-cis-coumaroylbetulinic acid (1), 7β-trans-coumaroylbetulinic acid (2), 7β-cis-coumaroyl-3-epi- betulinic acid (3), 7β-trans-coumaroyl-3-epi-betulinic acid (4), 7β-cis-coumaroylbetulonic acid (5), 7β-trans-coumaroylbetulonic acid (6), 7β-hydroxybetulinaldehyde (7) and 28-norlup-20(29)-ene-3α, 17β-diol (8), together with fifteen known compounds were isolated from the bioactive methanol extract of the stems of Perrottetia arisanensis. The structures of the new compounds were elucidated by spectroscopic and HR-ESI-MS analysis. All new compounds were evaluated for their cytotoxicity against six human cancer cell lines. Among them, lupane triterpene coumaroyl esters 1-6 showed moderate cytotoxicity with IC50 values ranging from 3.75 to 21.29 μM. This is the first report for lupane triterpenes with a phenylpropane moiety substituted at C-7.

AB - Eight new lupane triterpenes, including 7β-cis-coumaroylbetulinic acid (1), 7β-trans-coumaroylbetulinic acid (2), 7β-cis-coumaroyl-3-epi- betulinic acid (3), 7β-trans-coumaroyl-3-epi-betulinic acid (4), 7β-cis-coumaroylbetulonic acid (5), 7β-trans-coumaroylbetulonic acid (6), 7β-hydroxybetulinaldehyde (7) and 28-norlup-20(29)-ene-3α, 17β-diol (8), together with fifteen known compounds were isolated from the bioactive methanol extract of the stems of Perrottetia arisanensis. The structures of the new compounds were elucidated by spectroscopic and HR-ESI-MS analysis. All new compounds were evaluated for their cytotoxicity against six human cancer cell lines. Among them, lupane triterpene coumaroyl esters 1-6 showed moderate cytotoxicity with IC50 values ranging from 3.75 to 21.29 μM. This is the first report for lupane triterpenes with a phenylpropane moiety substituted at C-7.

KW - 7-Phenylpropanyllupanes

KW - Celastraceae

KW - Cytotoxicity

KW - Perrottetia arisanensis

UR - https://www.scopus.com/pages/publications/69049093822

U2 - 10.1055/s-0029-1185438

DO - 10.1055/s-0029-1185438

M3 - 文章

C2 - 19296430

AN - SCOPUS:69049093822

SN - 0032-0943

VL - 75

SP - 848

EP - 855

JO - Planta Medica

JF - Planta Medica

IS - 8

ER -

New cytotoxic lupane triterpenes from Perrottetia arisanensis

Abstract

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Keywords

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