Acylated oleanane-type triterpene saponins from the flowers of Bellis perennis show anti-proliferative activities against human digestive tract carcinoma cell lines.

Abstract:

:Seven oleanane-type triterpene saponin bisdesmosides, perennisaponins N-T (1-7), were newly isolated from a methanol extract of daisy, the flowers of Bellis perennis L. (Asteraceae). The structures were determined based on chemical and physicochemical data and confirmed using previously isolated related compounds as references. The isolates, including 13 previously reported perennisaponins A-M (8-20), exhibited anti-proliferative activities against human digestive tract carcinoma HSC-2, HSC-4, and MKN-45 cells. Among them, perennisaponin O (2, IC50 = 11.2, 14.3, and 6.9 μM, respectively) showed relatively strong activities. The mechanism of action of 2 against HSC-2 was found to involve apoptotic cell death.

journal_name

J Nat Med

authors

Ninomiya K,Motai C,Nishida E,Kitagawa N,Yoshihara K,Hayakawa T,Muraoka O,Li X,Nakamura S,Yoshikawa M,Matsuda H,Morikawa T

doi

10.1007/s11418-016-0998-9

subject

Has Abstract

pub_date

2016-07-01 00:00:00

pages

435-51

issue

3

eissn

1340-3443

issn

1861-0293

pii

10.1007/s11418-016-0998-9

journal_volume

70

pub_type

杂志文章
  • Production of monoclonal antibodies against antitumor cyclohexapeptide RA-VII from Rubia cordifolia and their characterization.

    abstract::An immunoassay system was established for the estimation of the quantity of an antitumor cyclic hexapeptide RA-VII (1) from Rubia cordifolia L. and R. akane Nakai (Rubiaceae). First, 1 was converted into its hapten, which was then conjugated with a carrier protein to be used as an effective antigen to obtain its monoc...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-011-0508-z

    authors: Hasuda T,Hitotsuyanagi Y,Takeya K

    更新日期:2011-07-01 00:00:00

  • A new diterpenoid from the leaves of Clerodendron trichotomum.

    abstract::A new diterpenoid was isolated from the leaves of Clerodendron trichotomumThunb. (Verbenaceae) along with one each of a known diterpenoid, phenylethanoid glycoside, and sterol and two known flavonoids. Their chemical structures were characterized on the basis of spectroscopic data and X-ray analysis. In addition, thei...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-012-0690-7

    authors: Ono M,Furusawa C,Matsumura K,Noguchi S,Yasuda S,Okawa M,Kinjo J,Eto M,Yamaguchi K,Yoshimitsu H,Nohara T

    更新日期:2013-04-01 00:00:00

  • Confirmation of the antispasmodic effect of shakuyaku-kanzo-to (TJ-68), a Chinese herbal medicine, on the duodenal wall by direct spraying during endoscopic retrograde cholangiopancreatography.

    abstract::The purpose of the study was to evaluate the suppressive effect of TJ-68 on duodenal spasms during endoscopic retrograde cholangiopancreatography (ERCP). At the point when the duodenal papilla was confirmed after insertion of the endoscope during ERCP, 5.0 g TJ-68 (Tsumura Co., Tokyo, Japan) was dissolved in 50 ml of ...

    journal_title:Journal of natural medicines

    pub_type: 临床试验,杂志文章

    doi:10.1007/s11418-008-0304-6

    authors: Sakai Y,Tsuyuguchi T,Ishihara T,Kato K,Tsuboi M,Ooka Y,Katsuura K,Ohara T,Takayama S,Kimura M,Kasanuki J,Ai M,Yokosuka O

    更新日期:2009-04-01 00:00:00

  • Correction to: Comparison of glycyrrhizin content in 25 major kinds of Kampo extracts containing Glycyrrhizae Radix used clinically in Japan.

    abstract::The article Comparison of glycyrrhizin content in 25 major kinds of Kampo extracts containing Glycyrrhizae Radix used clinically in Japan, written by Mitsuhiko Nose, Momoka Tada, Rika Kojima, Kumiko Nagata, Shinsuke Hisaka, Sayaka Masada, Masato Homma and Takashi Hakamatsuka, was originally published Online First with...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章,已发布勘误

    doi:10.1007/s11418-018-1195-9

    authors: Nose M,Tada M,Kojima R,Nagata K,Hisaka S,Masada S,Homma M,Hakamatsuka T

    更新日期:2018-03-01 00:00:00

  • Antibacterial and synergistic effects of Smallanthus sonchifolius leaf extracts against methicillin-resistant Staphylococcus aureus under light intensity.

    abstract::Smallanthus sonchifolius (yacon) is a perennial plant mostly cultivated in South America, primarily for use of the tubers as a food crop and the leaves as fodder for livestock. The antibacterial activities of the methanol extract of yacon leaves (S. sonchifolius) and its n-hexane, ethyl acetate, n-butanol and water fr...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-010-0388-7

    authors: Joung H,Kwon DY,Choi JG,Shin DY,Chun SS,Yu YB,Shin DW

    更新日期:2010-04-01 00:00:00

  • Cardiotonic effect of Apocynum venetum L. extracts on isolated guinea pig atrium.

    abstract::The effects on guinea-pig heart muscle of extracts of Apocynum venetum L. leaf, root, stem, old stem and Venetron--a polyphenol-rich extract of leaves--were studied by recording the mechanical activity and heart rate of isolated right atria. Cymarin--a cardiac glycoside--was also determined in A. venetum extracts by L...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-008-0296-2

    authors: Irie K,Sato T,Tanaka I,Nakajima J,Kawaguchi M,Himi T

    更新日期:2009-04-01 00:00:00

  • Effect of phenylalanine on Taxol production and antioxidant activity of extracts of suspension-cultured hazel (Corylus avellana L.) cells.

    abstract::Taxol is produced by a few microorganisms and plants such as yew (Taxus sp.). Recent researches have shown that hazel (Corylus avellana L.) is also able to produce Taxol. In the present study, effects of different concentrations of phenylalanine (Phe) on the production of Taxol, antioxidant activity, and cytotoxic eff...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-012-0696-1

    authors: Bemani E,Ghanati F,Rezaei A,Jamshidi M

    更新日期:2013-07-01 00:00:00

  • Evodiamine suppresses capsaicin-induced thermal hyperalgesia through activation and subsequent desensitization of the transient receptor potential V1 channels.

    abstract::Evodiae fructus (EF), a fruit of Evodia rutaecarpa Bentham, has long been used as an analgesic drug in traditional Chinese and Japanese medicine. However, the underlying molecular mechanism of its pharmacological action is unclear. Here, using calcium imaging, whole-cell patch-clamp recording, and behavioral analysis,...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-015-0929-1

    authors: Iwaoka E,Wang S,Matsuyoshi N,Kogure Y,Aoki S,Yamamoto S,Noguchi K,Dai Y

    更新日期:2016-01-01 00:00:00

  • Two new diterpenoids from Leonotis leonurus R. Br.

    abstract::Two new diterpenoids, 14α-hydroxy-9α,13α-epoxylabd-5(6)-en-7-on-16,15-olide (1) and 13ξ-hydroxylabd-5(6),8(9)-dien-7-on-16,15-olide (2) along with six known diterpenoids were isolated from the aerial parts of Leonotis leonurus R. Br. These structures were determined on the basis of spectroscopic analyses. Some of the ...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-014-0868-2

    authors: Narukawa Y,Komori M,Niimura A,Noguchi H,Kiuchi F

    更新日期:2015-01-01 00:00:00

  • Pharmacokinetics study of asperosaponin VI and its metabolites cauloside A, HN saponin F and hederagenin.

    abstract::This experiment's with aim was to study the pharmacokinetics of asperosaponin VI and its three metabolites (cauloside A, HN saponin F and hederagenin) via a sensitive high performance liquid chromatography connected with electrospray ionization triple quadrupole mass spectrum (HPLC-ESI-MS/MS). Chromatographic separati...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-014-0821-4

    authors: Liu EW,Wang JL,Han LF,Chang YX,Wang T,Huo Y,Wang L,Gao XM

    更新日期:2014-07-01 00:00:00

  • Phytochemical constituents of Mongolian traditional medicinal plants, Chamaerhodos erecta and C. altaica, and its constituents prevents the extracellular matrix degradation factors.

    abstract::Activity-guided isolation of the n-butanol fraction of Chamaerhodos erecta and water soluble fraction of C. altaica resulted in the isolation of 39 compounds, including new compounds identified as 4,5-dihydroxybenzaldehyde-3-O-β-D-glucopyranoside (1) from C. erecta and quercetin-3-O-β-D-glucuronopyranosyl-4'-O-β-D-glu...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-013-0748-1

    authors: Selenge E,Odontuya G,Murata T,Sasaki K,Kobayashi K,Batkhuu J,Yoshizaki F

    更新日期:2013-10-01 00:00:00

  • Hypolipidemic activity of Symplocos cochinchinensis S. Moore leaves in hyperlipidemic rats.

    abstract::The hypolipidemic activity of Symplocos cochinchinensis S. Moore leaves was studied in Triton WR-1339- and high fat diet-induced hyperlipidemic rats. In Triton WR-1339-induced hyperlipidemic rats, the hexane extract (250 and 500 mg/kg) exerted a significant (P < 0.01) lipid-lowering effect compared to ethyl acetate an...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-011-0548-4

    authors: Sunil C,Ignacimuthu S,Kumarappan C

    更新日期:2012-01-01 00:00:00

  • Exploration for the real causative agents of licorice-induced pseudoaldosteronism.

    abstract::I investigated the causative agents of licorice-induced pseudoaldosteronism, which is a frequent side effect of Japanese traditional Kampo medicines. Glycyrrhizin (GL), the main ingredient of licorice, is absorbed after being metabolized to glycyrrhetinic acid (GA) by intestinal bacteria, and then metabolized in liver...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章,评审

    doi:10.1007/s11418-021-01484-3

    authors: Makino T

    更新日期:2021-01-22 00:00:00

  • Difference in cultivation characteristics and genetic polymorphism between Chinese and Japanese strains of Wolfiporia cocos Ryvarden et Gilbertson (Poria cocos Wolf).

    abstract::Poria, a dried sclerotium of Wolfiporia cocos Ryvarden et Gilbertson (Polyporaceae) has been used as a crude drug in both Chinese and Japanese (Kampo) traditional medicines. Recently, cultivated products of Chinese Poria strains have accounted for most of the market, while the cultivation of Ja...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-011-0612-0

    authors: Kobira S,Atsumi T,Kakiuchi N,Mikage M

    更新日期:2012-07-01 00:00:00

  • Satureja khuzestanica attenuates apoptosis in hyperglycemic PC12 cells and spinal cord of diabetic rats.

    abstract::Several studies have indicated the involvement of oxidative stress and high glucose-induced cell death in the development of diabetic neuropathy. Satureja khuzestanica has been recommended in the literature as a remedy for the treatment of diabetes, and also contains antioxidant agents. Here, we investigated the possi...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-012-0646-y

    authors: Kaeidi A,Esmaeili-Mahani S,Abbasnejad M,Sheibani V,Rasoulian B,Hajializadeh Z,Pasban-Aliabadi H

    更新日期:2013-01-01 00:00:00

  • Tetrahydroxanthones from Mongolian medicinal plant Gentianella amarella ssp. acuta.

    abstract::Two tetrahydroxanthones, 1,3,5S,8S-tetrahydroxy-5,6,7,8-tetrahydroxanthone (1) and 1,3,5R,8S-tetrahydroxy-5,6,7,8-tetrahydroxanthone (2), and six new tetrahydroxanthone glycosides, amarellins A-F (3-8), were isolated from the aerial parts of a Mongolian medicinal plant Gentianella amarella ssp. acuta (Gentianaceae). T...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-016-1015-z

    authors: Lu S,Tanaka N,Kawazoe K,Murakami K,Damdinjav D,Dorjbal E,Kashiwada Y

    更新日期:2016-10-01 00:00:00

  • Evodiamine ameliorates liver fibrosis in rats via TGF-β1/Smad signaling pathway.

    abstract::Liver fibrosis is considered to be a result of chronic liver pathological changes, and hepatic stellate cells (HSCs) play an important role during this process. Evodiamine, an indole alkaloid derived from Evodia rutaecarpa, exhibits pharmacological activities. This study focused on the effects of evodiamine on carbon ...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-017-1122-5

    authors: Yang D,Li L,Qian S,Liu L

    更新日期:2018-01-01 00:00:00

  • Protective effect of Chresta martii extract against indomethacin-induced gastric lesions in mice.

    abstract::Chresta martii (Asteraceae) is a plant found in the Xingó region (semi-arid area) in Northeastearn Brazil, and is recognized by the local population as a traditional herb used to treat gastric diseases. This is the first report of the chemical composition, acute toxicity, and gastroprotective effect in mice of the hyd...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-012-0663-x

    authors: Silva AA,Bezerra MM,Chaves HV,Pereira KM,Aguiar JA,Pinto VP,Abbet C,Simões-Pires CA,Franco ES,Henriques AT,Hostettmann K,Maia MB

    更新日期:2013-01-01 00:00:00

  • Four new cucurbitane-type triterpenes from Momordica charantia L. with their cytotoxic activities and protective effects on H2O2-damaged pancreatic cells.

    abstract::Four new cucurbitane-type triterpenes were isolated from the fruit of Momordica charantia L. The structures of the new compounds were identified based on HR-ESI-MS and 1D- and 2D-NMR spectroscopic methods. The cytotoxicity of the isolated compounds was evaluated using three human cancer cell lines, HeLa, Caco2, and U8...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-019-01336-1

    authors: Yue J,Sun Y,Xu J,Zhang X,Zhao Y

    更新日期:2020-01-01 00:00:00

  • Possible attenuation of nitric oxide expression in anti-inflammatory effect of Ziziphus jujuba in rat.

    abstract::The hydroalcoholic extract of fruits of Ziziphus jujuba (ZJ) was investigated for its anti-inflammatory effect using acute and chronic models of inflammation in rat. Wistar albino rats of either sex were employed in the present study (n = 6). Acute inflammation was induced by subplantar administration of carrageenan (...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-011-0531-0

    authors: Goyal R,Sharma PL,Singh M

    更新日期:2011-07-01 00:00:00

  • The protective potential of Yucca schidigera (Sarsaponin 30) against nitrite-induced oxidative stress in rats.

    abstract::The present study was designed to determine the protective effects of Yucca schidigera (Ys) against oxidative damage induced by acute nitrite intoxication as well as the histopathological evaluation of Ys in rats. The rats were divided into three groups each containing 12 rats: control (C); nitrite intoxication (N); Y...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-009-0338-4

    authors: Cigerci IH,Fidan AF,Konuk M,Yuksel H,Kucukkurt I,Eryavuz A,Sozbilir NB

    更新日期:2009-07-01 00:00:00

  • Two new compounds from the roots of Ilex pubescens and their cytotoxic activity.

    abstract::A new phenylethanoid, 1-O-β-D-(4-hydroxyphenyl)-ethyl-6-O-vanilloyl-glucopyranoside (1), and a new furofuran lignan, (7R,7'R,7''S,8S,8'S,8''R)-4', 4''-dihydroxy-3,3',3'',5-tetramethoxy-7,9':7'9-diepoxy-4,8''-oxy-8,8'-sesquineolignan-7'',9''-diol (2), along with five known compounds (3-7) were isolated from the roots o...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-016-0996-y

    authors: Xiong H,Zhao F,Bi J,Zhang Y,Zhao G,Chen X,Li Y,Yan R,Zhao Q,Qiao H,Zhang G

    更新日期:2016-07-01 00:00:00

  • Callicarpa longissima extract, carnosol-rich, potently inhibits melanogenesis in B16F10 melanoma cells.

    abstract::Cosmetic industries focus on developing materials and resources that regulate skin pigmentation. Melanin, the major pigment in human skin, protects the skin against damage from ultraviolet light. An ethanolic extract of the leaves of Callicarpa longissima inhibits melanin production in B16F10 mouse melanoma cells by s...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-015-0933-5

    authors: Yamahara M,Sugimura K,Kumagai A,Fuchino H,Kuroi A,Kagawa M,Itoh Y,Kawahara H,Nagaoka Y,Iida O,Kawahara N,Takemori H,Watanabe H

    更新日期:2016-01-01 00:00:00

  • C21 steroid derivatives from the Dai herbal medicine Dai-Bai-Jie, the dried roots of Marsdenia tenacissima, and their screening for anti-HIV activity.

    abstract::Twenty-three new C21 steroidal glycosides, marstenacissides C1-C10 (1-10), D1-D7 (11-17) and E1-E6 (18-23), and four new C21 steroids, 11α,12β-O-ditigloyl-tenacigenin C (24), 11α-O-benzoyl-12β-O-tigloyl-tenacigenin C (25), 11α-O-tigloyl-12β-O-benzoyl-tenacigenin C (26) and 11α-O-tigloyl-12β-O-benzoyl-marsdenin (27), w...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-017-1126-1

    authors: Pang X,Kang LP,Fang XM,Yu HS,Han LF,Zhao Y,Zhang LX,Yu LY,Ma BP

    更新日期:2018-01-01 00:00:00

  • Antitubercular triterpenes and phytosterols from Pandanus tectorius Soland. var. laevis.

    abstract::Bioassay-guided chromatographic purification of the antitubercular chloroform extract of Pandanus tectorius Soland. var. laevis leaves afforded a new tirucallane-type triterpene, 24,24-dimethyl-5 beta-tirucall-9(11),25-dien-3-one (1), squalene and a mixture of the phytosterols stigmasterol and beta-sitosterol. Micropl...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-007-0218-8

    authors: Tan MA,Takayama H,Aimi N,Kitajima M,Franzblau SG,Nonato MG

    更新日期:2008-04-01 00:00:00

  • Tareciliosides N-S: further cycloartane saponins from the leaves of Tarenna gracilipes, and cytotoxicity of saponins and triterpenes.

    abstract::Six cycloartane glycosides, named tareciliosides N-S, and a known iridoid glucoside, ixoroside, were isolated in further extensive studies on the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Tarenna gracilipes. From the EtOAc-soluble fraction, three known triterpenes were isolated. Their toxicities towar...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-012-0707-2

    authors: Zhao Z,Matsunami K,Otsuka H,Shinzato T,Takeda Y

    更新日期:2013-07-01 00:00:00

  • Lucidumol C, a new cytotoxic lanostanoid triterpene from Ganoderma lingzhi against human cancer cells.

    abstract::A new oxygenated lanostane-type triterpene, named lucidumol C, together with six known compounds, was isolated from the chloroform extract of the fruiting bodies of Ganoderma lingzhi. Structures were established based on extensive spectroscopic and chemical studies. Potential cytotoxic activities of the isolated compo...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-016-0976-2

    authors: Amen YM,Zhu Q,Tran HB,Afifi MS,Halim AF,Ashour A,Mira A,Shimizu K

    更新日期:2016-07-01 00:00:00

  • Protein tyrosine phosphatase 1B inhibitory properties of seco-cucurbitane triterpenes obtained from fruiting bodies of Russula lepida.

    abstract::The known seco-cucurbitane triterpene, (24E)-3,4-seco-cucurbita-4,24-diene-3,26,29-trioic acid (1), has been isolated as a potent protein tyrosine phosphatase (PTP) 1B inhibitor together with a new analogue, (24E)-3,4-seco-cucurbita-4,24-diene-3-hydroxy-26,29-dioic acid (2), from the fruiting bodies of Russula lepida....

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-016-1061-6

    authors: Maarisit W,Yamazaki H,Kanno SI,Tomizawa A,Lee JS,Namikoshi M

    更新日期:2017-01-01 00:00:00

  • Determination of (E)-ferulic acid content in the root of Angelica acutiloba: a simple chemical evaluation method for crude drug quality control.

    abstract::The root of Angelica acutiloba Kitagawa is an important crude drug in Kampo medicines (traditional Japanese medicine). Chemical evaluation of crude drugs is crucial to ensuring the safety and efficacy of herbal medicine; however, there is currently no chemical standard for the A. acutiloba crude drug in Japanese pharm...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-018-1190-1

    authors: Shinjyo N,Fuchino H,Kawahara N,Hishida A

    更新日期:2018-06-01 00:00:00

  • Polyphenolic compounds isolated from the leaves of Myrtus communis.

    abstract::Four hydrolyzable tannins [oenothein B (1), eugeniflorin D(2) (2), and tellimagrandins I (3) and II (4)], two related polyphenolic compounds [gallic acid (5) and quinic acid 3,5-di-O-gallate (6)], and four myricetin glycosides [myricetins 3-O-beta-D-xyloside (7), 3-O-beta-D-galactoside (8), 3-O-beta-D-galactoside 6''-...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-008-0251-2

    authors: Yoshimura M,Amakura Y,Tokuhara M,Yoshida T

    更新日期:2008-07-01 00:00:00