Short communication
Triterpenoids and sterols from the grains of Echinochloa utilis Ohwi &
Yabuno and their cytotoxic activity
Thi Trang Nguyen
a,d
, Duc Hung Nguyen
a,b
, Bing Tian Zhao
a
, Duc Dat Le
a
, Byung Sun Min
a
,
Young Ho Kim
c
, Mi Hee Woo
a,
*
a
College of Pharmacy, Drug Research and Development Center, Daegu Catholic University, Gyeongsan 38430, Republic of Korea
b
Phutho College of Medicine and Pharmacy, Viettri City, Phutho Province 290000, Viet Nam
c
Laboratory of Immunobiology, School of Life Science and Biotechnology, College of Natural Sciences, Kyungpook National University, Daegu 39061, Republic
of Korea
d
Buon Ma Thuot University, Buon Ma Thuot City, Dak Lak Province 630000, Viet Nam
A R T I C L E I N F O
Article history:
Received 4 April 2017
Received in revised form 4 June 2017
Accepted 13 June 2017
Keywords:
Echinochloa utilis
Echinochlorins C and D
Sawamilletin
Cytotoxic activity
A B S T R A C T
Two new tetracyclic triterpenoids, echinochlorins C (1) and D (2), and sawamilletin (3) with new
spectroscopic data were isolated from Echinochloa utilis Ohwi & Yabuno grains, along with one known
triterpenoid (4) and eight sterols (5–12). Their structures were elucidated by spectroscopic data analyses
(IR, UV, MS, and NMR). These compounds were tested in vitro cytotoxic activities against the human
tumor-cell lines (HeLa, HL-60, and MCF-7). Compounds 6 and 8 displayed potential cytotoxic activity
against HeLa, with IC
50
values of 3.1 0.9 and 3.2 0.8 mM, respectively. This finding indicated that
tetracyclic triterpenoids isolated from E. utilis may have potential beneficial effects for the treatment of
cancer.
© 2017 Elsevier Masson SAS. All rights reserved.
1. Introduction
Cancer is a widespread life-threatening disease that attacks
people at all ages, notably elderly people [1]. Various remedies
have been reported for treatment of this disease, but the
development of suitable therapies is still a major challenge. Many
substances are in clinical trial or used in practice to treat cancer.
Despite the increased number of choices, many patients either fail
to respond to early attempts at disease control or relapse after a
remission. Therefore, there is a continuing need for new options
[2]. Fortunately, fruits and vegetable peels have an advantage over
other herbal extracts, as they are easily identifiable, commonly
used, and rich in various bioactive compounds, and some of their
compounds have been characterized in terms of their chemical
structures and biological properties [3].
The grains of Echinochloa utilis Ohwi & Yabuno (Family:
Poaceae) have been widely used in Korea, Japan, and China food
[4].Their grains were commonly used as a food source and are a
functional food for treatment of allergic disease [4]. Our previous
study found that lignans, flavonoids, and fatty acids from E. utilis
grains possessed potential anti-inflammation activity [4,5]. On the
other hand, several studies reported that phenolics and flavonoids
in E. utilis grains had potent anti-oxidant capacity [4–6]. Thus, their
constituents are expected to be effective in the prevention of
several diseases and morbid states. These research results
prompted us to investigate its further chemical and pharmacolog-
ical constituents. This study was conducted to search the active
constituents responsible for their cytotoxic activity against three
human cancer cell lines, HeLa, HL-60, and MCF-7.
2. Materials and methods
2.1. General experimental procedures
The specific rotations were performed on a JASCO DIP-370
digital polarimeter. The infrared (IR) spectra were recorded on a
Mattson Polaris FT/IR-300E spectrophotometer. UV spectra were
measured in CHCl
3
using a Shimadzu spectrophotometer. The
nuclear magnetic resonance (NMR) spectra were recorded in CDCl
3
or methanol-d
4
on an Oxford AS 400 MHz instrument (Varian, Palo
Alto, CA, USA). Mass spectra were recorded using a Quattro II mass
spectrometer. Column chromatography was performed using silica
* Corresponding author.
E-mail address: woomh@cu.ac.kr (M.H. Woo).
http://dx.doi.org/10.1016/j.biopha.2017.06.042
0753-3322/© 2017 Elsevier Masson SAS. All rights reserved.
Biomedicine & Pharmacotherapy 93 (2017) 202–207
Available online at
ScienceDirect
www.sciencedirect.com