Abstract：
:Oligostilbenoids are a group of natural products derived from the oxidative coupling of C6-C2-C6 units found in some plant families. A structurally diverse chemical pool is produced after the successive regioselective and stereoselective oligomerization of resveratrol. This review describes the current status and knowledge of the structure of resveratrol oligomers (ROs) in Dipterocarpaceaeous plants (DPs). Beginning with the recently validated formation of ROs in DPs, each downstream conversion is described from the perspective of the resveratrol coupling mode. Particular emphasis is placed upon the regioselectivity of monomer- and dimer-derived radical-radical coupling processes, which are responsible for producing dimers, trimers, and tetramers with various cyclic frame skeletons, as well as related processes that result in highly condensed scaffolds, such as hexamers and octamers. Trimers in oxidized, dearomatized, and rearranged forms are also summarized, as well as the biogenic relationship between the compounds. Furthermore, emphasis is placed on the O- and C-glucosides of ROs, as well as on the hetero-coupled ROs. In addition, several stereoisomers that originate from asymmetric carbons and the stereochemistry with respect to the conformation due to the chiral axis are described. Besides, NMR spectroscopic properties such as coalescence and anisotropy are briefly described. Approaches to determine absolute configuration are also summarized.
journal_name
J Nat Medjournal_title
Journal of natural medicinesauthors
Ito Tdoi
10.1007/s11418-020-01412-xsubject
Has Abstractpub_date
2020-09-01 00:00:00pages
619-637issue
4eissn
1340-3443issn
1861-0293pii
10.1007/s11418-020-01412-xjournal_volume
74pub_type
杂志文章,评审abstract：:Rosae fructus is a traditional Chinese crude drug, used for purgative purposes. It is included in the Japanese Pharmacopoeia XV, in which its origin is stated to be Rosa multiflora Thunberg. These days, some imported Rosae fructus are on the market and the pharmacological activity of the imported product is in questio...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-008-0293-5
更新日期：2009-01-01 00:00:00
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
更新日期：2019-06-01 00:00:00
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
更新日期：2011-07-01 00:00:00
abstract：:Bioassay-guided fractionation led to the isolation of six new flavonol glycosides, floramanosides A (1), B (2), C (3), D (4), E (5), and F (6), from the flowers of Abelmouschus manihot. Their structures were elucidated by chemical and spectroscopic methods (UV, IR, HRESI-TOF-MS, 1D- and 2D-NMR). Activity screening res...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-012-0651-1
更新日期：2013-01-01 00:00:00
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
更新日期：2015-01-01 00:00:00
abstract：:Fufang Xueshuantong Capsule (FXST) can reduce urinary albumin and whole blood viscosity in early diabetic nephropathy (DN) patients. This research aimed to investigate the effect of FXST on kidney function in DN rats and to identify the underlying molecular mechanisms. We performed Illumina RatRef-12 Expression BeadCh...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-012-0654-y
更新日期：2013-01-01 00:00:00
abstract：:Reversed-phase preparative high-performance liquid chromatography (HPLC) of the methanol extract of the aerial parts of Euphorbia petiolata Banks & Soland, an endemic Iranian medicinal plant, yielded ten free radical scavengers including eight flavonoid glycosides myricetin 3-O-glucoside (1), kaempferol 3-O-(2-O-gallo...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-009-0382-0
更新日期：2010-04-01 00:00:00
abstract：:A new arylbenzofuran, 4-hydroxy-2-(4'-hydroxy-2'-methoxyphenyl)-6-methoxybenzofu-ran-3-carbaldehyde (1), was isolated from the aerial parts of alfalfa (Medicago sativa L.), together with three known compounds. The structure of the new compound (1) was determined by spectroscopic methods. ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-008-0297-1
更新日期：2009-04-01 00:00:00
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
更新日期：2018-01-01 00:00:00
abstract：:Successive oral administration (50 mg/kg) of a 50% ethanolic extract (HP-ext) of devil's claw, the secondary root of Harpagophytum procumbens, showed a significant anti-inflammatory effect in the rat adjuvant-induced chronic arthritis model. HP-ext dose-dependently suppressed the lipopolysaccharide (LPS)-induced produ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-010-0395-8
更新日期：2010-04-01 00:00:00
abstract：:Crude extract of Juniperus excelsa (JeExt), which tested positive for the presence of anthraquinone, flavonoids, saponins, sterols, terpenes and tannin, exhibited a protective effect against castor oil-induced diarrhoea in mice at 100-1000 mg/kg. In rabbit jejunum preparations, JeExt (0.01-1.0 mg/mL) caused relaxation...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-011-0605-z
更新日期：2012-04-01 00:00:00
abstract：:Tetrandrine is a cytotoxic compound capable of exerting remarkable antitumor activity against many cancer cells in vitro and in vivo. However, little is known about its effect on human renal cell carcinoma (RCC). In the present study, using RCC 786-O, 769-P and ACHN cell lines as the model system, we demonstrated the ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-013-0765-0
更新日期：2014-01-01 00:00:00
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
更新日期：2012-01-01 00:00:00
abstract：:Three new compounds, (3S)-dihydrobonducellin 8-O-β-D-glucopyranoside (1), 3',5'-dimethoxy-jezonolid (2), and latisilinoid (3), along with 16 known compounds, were isolated from the twigs of Caesalpinia latisiliqua (Leguminosae). The known compounds were identified as flavonoids, stilbenes, and phenolics as determined ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-019-01335-2
更新日期：2020-01-01 00:00:00
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
更新日期：2021-01-22 00:00:00
abstract：:The aim of the study was to investigate the in vivo effect of the seashell protein Haishengsu (HSS) on Ehrlich ascites tumor. Mice were inoculated with Ehrlich ascites tumor cells and randomly divided into three HSS groups and a control group. The survival times in the three HSS-treated groups was longer than in the c...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-009-0346-4
更新日期：2009-10-01 00:00:00
abstract：:A new pyrrolidine derivative, (5S)-hydroxyethyl 2-oxopyrrolidine-5-carboxylate (1), a new flavonol glycoside, tamaraxetin 3,7-di-O-α-L-rhamnopyranoside (2), and a new triterpene saponin, polyscioside A methyl ester (3), along with six known compounds (4-9) were isolated from the leaves of Polyscias balfouriana. Their ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-017-1081-x
更新日期：2017-07-01 00:00:00
abstract：:In this study, we analyzed the CYP3A inhibitory components of star fruit Averrhoa carambola L., using liquid chromatography-mass spectrometry (LC-MS). The stereoisomer of procyanidin B1 and B2 and/or the trimer consisting of catechin and/or epicatechin were suggested to be potent inhibitory components. ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-008-0239-y
更新日期：2008-07-01 00:00:00
abstract：:Euphorbia hirta L. has been widely used in India and Chinese society. The molecular pharmacology basis of its anti-inflammatory effect is revealed in this work. The ethanol extract of Euphorbia hirta L. (Eh) and its active component were studied in lipopolysaccharide (LPS)-activated macrophage cells (RAW 264.7) as an ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-010-0417-6
更新日期：2010-07-01 00:00:00
abstract：:A methanolic extract of Argusia (or Messerschmidia or Tournefortia) argentea (Boraginaceae) significantly inhibited hemorrhage induced by crude venom of Trimeresurus flavoviridis. The extract was then separated according to antivenom activity by using silica gel column chromatography and HPLC equipped with an octadecy...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-010-0428-3
更新日期：2010-10-01 00:00:00
abstract：:Although Radix Angelicae dahuricae (Angelica) has been traditionally used in patients with rheumatism arthralgia, its bioactive ingredients remain to be determined. In this study, the essential oil extract of Radix Angelicae dahuricae (EOAD) was assessed for its anti-inflammatory activities against xylene-induced acut...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-016-0978-0
更新日期：2016-07-01 00:00:00
abstract：:Ancient Chinese medicine treatises on Atractylodis Macrocephalae Rhizoma (AMR), the rhizome of Atractylodes macrocephala Koidz, indicated that it possessed an expectorant effect. However, in modern times, it is commonly used as a tocolytic agent. In this study, the components of AMR that are responsible for its expect...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-015-0934-4
更新日期：2016-01-01 00:00:00
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
更新日期：2013-04-01 00:00:00
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
更新日期：2010-04-01 00:00:00
abstract：:Picrorhiza kurrooa Royle ex Benth (Scrophulariaceae), commonly known as Kutki, is a major ingredient of many ayurvedic preparations prescribed in the treatment of various diseases. Picrosides I and II are the active agents responsible for the medicinal effects of Kutki, and the variation in content of these compounds ...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-010-0491-9
更新日期：2011-07-01 00:00:00
abstract：:Eight new furostanol glycosides (1-8), together with two known ones (9 and 10), have been isolated from a glycoside-enriched fraction prepared from the rhizomes of Helleborus orientalis (Ranunculaceae). The structures of 1-8 were determined on the basis of extensive spectroscopic analysis, including 2D NMR, and the re...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-010-0432-7
更新日期：2010-10-01 00:00:00
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
更新日期：2020-01-01 00:00:00
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
更新日期：2013-01-01 00:00:00
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
更新日期：2016-01-01 00:00:00
abstract：:This study was performed out to establish the antinociceptive, anti-inflammatory, and antipyretic properties of an aqueous extract of Dicranopteris linearis leaves in experimental animals. The antinociceptive activity was measured using the abdominal constriction, hot plate, and formalin tests. The anti-inflammatory a...
journal_title：Journal of natural medicines
pub_type： 杂志文章
doi：10.1007/s11418-007-0224-x
更新日期：2008-04-01 00:00:00
