Antithrombosis activity of protocatechuic and shikimic acids from functional plant Pinus densiflora Sieb. et Zucc needles.

Abstract:

:Pine needle extract (PE) and fermented pine needle extract (FPE) have been reported to show various biological and pharmacological activities such as antioxidant, anti-inflammatory, anti-bacterial, anti-cholesterol, gastrointestinal motility control, and fibrinolytic effect. The aims of our research were to isolate fibrinolytic compounds from PE and FPE and evaluate their antithrombotic activity in vitro and in vivo. Protocatechuic (1) and shikimic (2) acids were isolated and identified from FPE. 1 and 2 not only have fibrinolysis activity but also inhibit fibrin formation similar to aspirin. Lysis of fibrin clots by 1 and 2 occurred completely at pH 2-4. Results of SDS-PAGE showed that fibrin polypeptide chains (Aα, Bβ, γ) lysed by 1 and 2 were intact. The antithrombotic effects of 1 and 2 were confirmed by models of carrageenan-induced tail thrombosis, collagen and epinephrine-induced pulmonary thromboembolism in mice, and FeCl3-induced carotid arterial thrombus. Moreover, 1 and 2 did not induce hemorrhage in the tail veins of mice, unlike common antithrombotic compounds. We also measured changes in the quantities of 1 and 2 obtained from FPE. As fermentation progressed, we demonstrated that the quantity of 1 steadily increased, while the quantity of 2 did not significantly change. We therefore demonstrated that FPE is an excellent resource for 1 and 2 and can be produced inexpensively in sufficient quantities for industrial-scale extraction.

journal_name

J Nat Med

authors

Park J,Lee B,Choi H,Kim W,Kim HJ,Cheong H

doi

10.1007/s11418-015-0956-y

subject

Has Abstract

pub_date

2016-07-01 00:00:00

pages

492-501

issue

3

eissn

1340-3443

issn

1861-0293

pii

10.1007/s11418-015-0956-y

journal_volume

70

pub_type

杂志文章
  • Sesquiterpenes from Curcuma comosa.

    abstract::From the dried rhizomes of Curcuma comosa cultivating in Thailand, 26 known sesquiterpenes were isolated: zederone, zederone epoxide, furanodienone, isofuranodienone, 1(10)Z,4Z-furanodiene-6-one, glechomanolide, dehydrocurdione, neocurdione, curdione, 7 alpha-hydroxyneocurdione, 7 beta-hydroxycurdione, germacrone-1(10...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-008-0282-8

    authors: Qu Y,Xu F,Nakamura S,Matsuda H,Pongpiriyadacha Y,Wu L,Yoshikawa M

    更新日期:2009-01-01 00:00:00

  • Effects of shakuyakukanzoto and its absorbed components on twitch contractions induced by physiological Ca2+ release in rat skeletal muscle.

    abstract::Shakuyakukanzoto (SKT) is a kampo medicine composed of equal proportions of Glycyrrhizae radix (G. radix) and Paeoniae radix (P. radix). A double-blind study reported that SKT significantly ameliorated painful muscle cramp in cirrhosis patients without the typical severe side effects of muscle weakness and central ner...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-015-0890-z

    authors: Kaifuchi N,Omiya Y,Kushida H,Fukutake M,Nishimura H,Kase Y

    更新日期:2015-07-01 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

  • 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

  • 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

  • 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

  • Biological and biomedical functions of Penta-O-galloyl-D-glucose and its derivatives.

    abstract::Penta-O-galloyl-D-glucose (PGG) is a simple hydrolysable tannin in plants. PGG exists in two anomeric forms, α-PGG and β-PGG. While β-PGG can be found in a wide variety of plants, α-PGG is rather rare in nature. Numerous studies with β-PGG revealed a wide variety of biological activities, such as anti-microbial and an...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章,评审

    doi:10.1007/s11418-014-0823-2

    authors: Cao Y,Himmeldirk KB,Qian Y,Ren Y,Malki A,Chen X

    更新日期:2014-07-01 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

  • Different expression systems resulted in varied binding properties of anti-paclitaxel single-chain variable fragment antibody clone 1C2.

    abstract::The binding properties of recombinant antibody fragments, such as affinity and specificity, determine their usefulness for therapeutic and analytical applications. Anti-paclitaxel single-chain variable fragment clone 1C2 (anti-PT scFv1C2) was expressed using Escherichia coli cell and Bombyx mori larvae expression syst...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-017-1136-z

    authors: Yusakul G,Sakamoto S,Nuntawong P,Tanaka H,Morimoto S

    更新日期:2018-01-01 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

  • 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

  • Effect of eurycomanone on cytochrome P450 isoforms CYP1A2, CYP2A6, CYP2C8, CYP2C9, CYP2C19, CYP2E1 and CYP3A4 in vitro.

    abstract::Eurycomanone, an active constituent isolated from Eurycoma longifolia Jack, was examined for modulatory effects on cytochrome P450 (CYP) isoforms CYP1A2, CYP2A6, CYP2C8, CYP2C9, CYP2C19, CYP2E1 and CYP3A4 using in vitro assays. The IC50 value was determined to assess the potencies of modulation for each CYP isoform. O...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-013-0794-8

    authors: Pan Y,Tiong KH,Abd-Rashid BA,Ismail Z,Ismail R,Mak JW,Ong CE

    更新日期:2014-04-01 00:00:00

  • Bioactive constituents obtained from the fruits of Citrus aurantium.

    abstract::Three new compounds, citrusauranosides A (1), B (2), and C (3), along with 22 known compounds (4-25) were obtained from the 70% ethanol-water extract of the fruits of Citrus aurantium L.. Their structures were identified by spectroscopic methods. Among the known compounds, 14, 15, 17 and 23 were firstly obtained from ...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-018-1255-1

    authors: Zhang Y,Huang P,He W,Sakah KJ,Ruan J,Li Z,Wang T

    更新日期:2019-01-01 00:00:00

  • Identification of anti-inflammatory constituents in Phellodendri Cortex and Coptidis Rhizoma by monitoring the suppression of nitric oxide production.

    abstract::Phellodendri Cortex (Obaku in Japanese) and Coptidis Rhizoma (Oren), both of which contain berberine, have been used to prepare the kampo formula orengedokuto to treat inflammatory diseases, including dermatitis, gastric ulcers, and gastritis. These drugs are blended differently in other formulas, such as the use of P...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-017-1107-4

    authors: Fujii A,Okuyama T,Wakame K,Okumura T,Ikeya Y,Nishizawa M

    更新日期:2017-10-01 00:00:00

  • Synergistic anticancer activities of the plant-derived sesquiterpene lactones salograviolide A and iso-seco-tanapartholide.

    abstract::We have previously shown that the two sesquiterpene lactones, salograviolide A (Sal A) and iso-seco-tanapartholide (TNP), isolated from the Middle Eastern indigenous plants Centaurea ainetensis and Achillea falcata, respectively, possess selective antitumor properties. Here, we aimed to assess the anticancer effects o...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-012-0703-6

    authors: Salla M,Fakhoury I,Saliba N,Darwiche N,Gali-Muhtasib H

    更新日期:2013-07-01 00:00:00

  • BBB-permeable aporphine-type alkaloids in Nelumbo nucifera flowers with accelerative effects on neurite outgrowth in PC-12 cells.

    abstract::Blood-brain barrier (BBB)-permeable components in the methanolic extract of Nelumbo nucifera flowers showed accelerative effects on neurite outgrowth in PC-12 cells. Among the constituents isolated from N. nucifera flowers in our previous study, aporphine-type alkaloids, lirinidine, asimilobine, N-methylasimilobine, a...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-019-01368-7

    authors: Yano M,Nakashima S,Oda Y,Nakamura S,Matsuda H

    更新日期:2020-01-01 00:00:00

  • Sanjecumins A and B: new limonoids from Sandoricum koetjape.

    abstract::Two new limonoids, sanjecumins A (1) and B (2), have been isolated from the leaves of Sandoricum koetjape, together with sandoripins A (3) and B (4). Their structures and absolute configurations were elucidated on the basis of NMR and CD data. Sandoripins A (3) and B (4) moderately inhibited nitric oxide production in...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-012-0677-4

    authors: Nagakura Y,Nugroho AE,Hirasawa Y,Hosoya T,Rahman A,Kusumawati I,Zaini NC,Morita H

    更新日期:2013-04-01 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

  • New depsidone and dichromone from the stems of Garcinia paucinervis with antiproliferative activity.

    abstract::A new depsidone, paucinervin Q (1), a new dichromone, paucinervin R (2), and a known compound, paucinervin B (3), were isolated from the stems of Garcinia paucinervis by various chromatographic methods. Their structures were determined by analysis of spectroscopic data. The isolates were evaluated for their antiprolif...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-018-1247-1

    authors: Jia C,Xue J,Li X,Li D,Li Z,Hua H

    更新日期:2019-01-01 00:00:00

  • New norditerpenoid alkaloids from Aconitum vilmorinianum Komarov.

    abstract::Aconitum vilmorinianum Komarov is a local medicinal plant used in many well-known clinical preparations to treat rheumatism and pains in Yunnan Province, China. Phytochemical examination of the roots of A. vilmorinianum led to the isolation of three novel imine-type norditerpenoid alkaloids named vilmorrianines E-G (1...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-015-0926-4

    authors: Chen CL,Tan WH,Wang Y,Xue ZG,Wan CP,Yang ZY,Zhou ZH,Ma XX

    更新日期:2015-10-01 00:00:00

  • Red ginseng and 20(S)-Rg3 control testosterone-induced prostate hyperplasia by deregulating androgen receptor signaling.

    abstract::Since prostate growth is governed by the androgen signaling pathway, blockade of the pathway is regarded as an appropriate strategy for the treatment of benign prostatic hyperplasia (BPH). Panax ginseng is known to have various pharmacological activities. Of several products of its root, red ginseng, having many bioac...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-011-0609-8

    authors: Bae JS,Park HS,Park JW,Li SH,Chun YS

    更新日期:2012-07-01 00:00:00

  • Two new xanthones from the roots of Cratoxylum cochinchinense and their cytotoxicity.

    abstract::Two new xanthones namely cratochinone A (1) and cratochinone B (2), along with 16 known xanthones, were isolated from the roots of Cratoxylum cochinchinense. Their structures were characterized by spectroscopic methods, especially 1D and 2D NMR as well as comparison with those reported in the literature for known xant...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-019-01376-7

    authors: Natrsanga P,Jongaramruong J,Rassamee K,Siripong P,Tip-Pyang S

    更新日期:2020-03-01 00:00:00

  • Non-alkaloidal composition of Ephedra Herb is influenced by differences in habitats.

    abstract::Ephedra Herb is a crude drug defined as the terrestrial stem of Ephedra sinica, E. intermedia, or E. equisetina. It is often used to treat headaches, bronchial asthma, nasal inflammation, and the common cold. In this study, we isolated characteristic non-alkaloidal constituents from the extracts and identified them in...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-018-1265-z

    authors: Oshima N,Yamashita T,Uchiyama N,Hyuga S,Hyuga M,Yang J,Hakamatsuka T,Hanawa T,Goda Y

    更新日期:2019-01-01 00:00:00

  • The renoprotective effect of shichimotsukokato on hypertension-induced renal dysfunction in spontaneously hypertensive rats.

    abstract::Antihypertensive treatment is highly important to prevent the progression of chronic kidney disease. Shichimotsukokato (SKT), a traditional Japanese medicine (i.e., Kampo formula), lowered systolic blood pressure (SBP) in experimental animal models of hypertension. However, its mechanism of action has not been fully e...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-015-0945-1

    authors: Ma Y,Fujimoto M,Watari H,Kimura M,Shimada Y

    更新日期:2016-04-01 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

  • Effects of Acanthopanax senticosus HARMS extract on drug transport in human intestinal cell line Caco-2.

    abstract::Acanthopanax senticosus HARMS (AS) is used as a Chinese herbal medicine and as a health supplement in Japan. However, little is known about the interaction between AS and other drugs. In this study, we investigated the effect of AS extract on intestinal drug transporter (P-glycoprotein, or P-gp) and peptide transporte...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-009-0371-3

    authors: Takahashi T,Kaku T,Sato T,Watanabe K,Sato J

    更新日期:2010-01-01 00:00:00

  • Development of a simple and rapid method for the detection of isomiroestrol in Pueraria candollei by an immunochromatographic strip test.

    abstract::Pueraria candollei (P. candollei) is a traditional Thai herb widely used for estrogen replacement therapy because it contains many unique chromenes that possess potent estrogenic activity, one of which is known as isomiroestrol. Since isomiroestrol is a promising compound that is solely present in P. candollei, it can...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-019-01307-6

    authors: Chaingam J,Kitisripanya T,Krittanai S,Sakamoto S,Tanaka H,Putalun W

    更新日期:2019-06-01 00:00:00

  • Ferrearin C induces apoptosis via heme oxygenase-1 (HO-1) induction in neuroblastoma.

    abstract::We investigated the cytotoxicity of six neolignans (1-6), which are similar in structure to furanocyclohexenone with an angular allyl group, in human neuroblastoma cell lines (IMR-32, LA-N-1, NB-39, SK-N-SH) and normal cells [human umbilical vein endothelial cells (HUVEC) and human dermal fibroblasts (HDF)] using a 3-...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-011-0514-1

    authors: Hayama T,Tabata K,Uchiyama T,Fujimoto Y,Suzuki T

    更新日期:2011-07-01 00:00:00

  • Biological effects of Ocimum gratissimum L. are due to synergic action among multiple compounds present in essential oil.

    abstract::Species of genus Ocimum (Lamiaceae) are economically important due to their essential oils and utilization as medicine for many disorders, including the central nervous system. A previous study showed seasonal variations in chemical profile and in central nervous system activities of essential oil from Ocimum gratissi...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-010-0429-2

    authors: Galindo LA,Pultrini Ade M,Costa M

    更新日期:2010-10-01 00:00:00

  • Iridoids isolated from Viticis Fructus inhibit paclitaxel-induced mechanical allodynia in mice.

    abstract::Chemotherapy-induced peripheral neuropathy (CIPN) manifests as mechanical allodynia and hyperalgesia, and is one of the main adverse effects of chemotherapeutic agents. Currently available therapeutic drugs are not sufficiently effective for the management of this adverse effect in the clinic. Therefore, the developme...

    journal_title:Journal of natural medicines

    pub_type: 杂志文章

    doi:10.1007/s11418-020-01441-6

    authors: Yu H,Toume K,Kurokawa Y,Andoh T,Komatsu K

    更新日期:2021-01-01 00:00:00