Abstract：
:The glycosylation of lipophilic small molecules produces many important plant secondary metabolites. The majority of these are O-glycosides with relatively fewer occurring as glucose esters of aromatic or aliphatic acids. In particular, monoterpene acid glucose esters have much lower structural diversity and distribution compared to monoterpene glycosides. Nevertheless, there have been over 20 monoterpene acid glucose esters described from trees in the genus Eucalyptus (Myrtaceae) in recent years, all based on oleuropeic acid, menthiafolic acid or both. Here we review all of the glucose esters containing these monoterpenoids identified in plants to date. Many of the compounds contain phenolic aglycones and all contain at least one α,β-unsaturated carbonyl, affording a number of important potential therapeutic reactivities such as anti-tumor promotion, carcinogenesis suppression, and anti-oxidant and anti-inflammatory activities. Additional properties such as cytotoxicity, bitterness, and repellency are suggestive of a role in plant defence, but we also discuss their localization to the exterior of foliar secretory cavity lumina, and suggest they may also protect secretory cells from toxic terpenes housed within these structures. Finally we discuss how the use of a recently developed protocol to isolate secretory cavities in a functional state could be used in conjunction with systems biology approaches to help characterize their biosynthesis and roles in plants.
journal_name
Phytochemistryjournal_title
Phytochemistryauthors
Goodger JQ,Woodrow IEdoi
10.1016/j.phytochem.2011.08.026subject
Has Abstractpub_date
2011-12-01 00:00:00pages
2259-66issue
18eissn
0031-9422issn
1873-3700pii
S0031-9422(11)00409-2journal_volume
72pub_type
杂志文章,评审相关文献
PHYTOCHEMISTRY文献大全abstract：:Two biflavonoids namely, 2",3"-dihydroochnaflavone and 2",3"-dihydroochnaflavone 7"-O-methyl ether, and a flavonoid glycoside, 6-gamma,gamma-dimethylallyltaxifolin 7-O-beta-D-glucoside were isolated from the leaves of Ochna integerrima. ...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(00)00409-x
更新日期：2001-02-01 00:00:00
abstract：:Seven dammarane glycosides, gypenosides GC1 to GC7, together with ten known compounds, gypenosides V, XIV, XLII-XLVI, gynosaponins TN-1, -2, and gymnemaside VI, were isolated from the methanol extract of the aerial parts of Gynostemma pentaphyllum. Their structures were elucidated by both analysis of 1D and 2D NMR spe...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2011.04.003
更新日期：2011-08-01 00:00:00
abstract：:Examination of the bulbs of Bessera elegans (Liliaceae) led to isolation of nine new and five known steroidal glycosides. The structures of the nine compounds were determined based on the results of spectroscopic analysis, including two-dimensional NMR, and hydrolysis followed by chromatographic and spectroscopic anal...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2013.09.023
更新日期：2013-12-01 00:00:00
abstract：:Exhaustive chromatographic separation of the chloroform portion of the ethanolic extract obtained from Paulownia tomentosa (Thunb). Steud. (Paulowniaceae) fruits has led to isolation of ten C-6 geranylated flavanones tomentodiplacone C-I and mimulone C-E, featured by 3'-methoxy and 4'-hydroxy or 4'-hydroxy substitutio...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2013.01.002
更新日期：2013-05-01 00:00:00
abstract：:From the aerial parts of Chrozophora obliqua, two phenylpropanoid glucosides: 4-O-methyl guaiacylglycerol 9-O-beta-glucopyranoside (1) and 4-O-methyl guaiacylglycerol 8-O-beta-glucopyranoside (2) together with syringin, benzyl alcohol glucoside, isorhamnetin-3-O-beta-glucopyranoside-7-O-alpha-rhamnopyranoside and quer...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(01)00262-x
更新日期：2001-10-01 00:00:00
abstract：:From the rootstock of Scabiosa columbria L. loganin and sweroside were isolated. Sweroside showed moderate antibacterial activity. Pure sweroside was converted to the sweroside aglycone 1-acetoxy derivative (DABCO/Ac2O) after hydrolysis of the glucose unit. X-ray crystallography of the monoacetate showed unambiguously...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(00)00460-x
更新日期：2001-05-01 00:00:00
abstract：:Nine new bidesmosidic 3-O-glucuronide oleanane triterpenoid saponins were isolated from the stem bark of Symplocos glomerata King along with two known saponins, salsoloside C and copteroside E, and two major lignans, (-)-pinoresinol and (-)-pinoresinol-4'-O-beta-D-glucopyranoside. The structures of the new saponins we...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2004.01.012
更新日期：2004-03-01 00:00:00
abstract：:The challenges and opportunities for protecting agricultural production of food and other materials will be met through exploiting the induction of defence pathways in plants to control pests, diseases and weeds. These approaches will involve processes that can be activated by application of natural products, patented...
journal_title：Phytochemistry
pub_type： 杂志文章,评审
doi：10.1016/j.phytochem.2007.09.025
更新日期：2007-11-01 00:00:00
abstract：:OREB1 is a rice ABRE binding factor characterized by the presence of multiple highly-conserved phosphorylation domains (C1, C2, C3, and C4) and two kinase recognition motifs, RXXS/T and S/TXXE/D, within different functional domains. An in vitro kinase assay showed that OREB1 is phosphorylated not only by the SnRK2 kin...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2010.10.005
更新日期：2011-01-01 00:00:00
abstract：:Three monoamine oxidase (MAO) inhibitors were isolated from Gentiana lutea. Their structures were elucidated to be 3-3''linked-(2'-hydroxy-4-O-isoprenylchalcone)-(2'''-hydroxy-4''-O-isoprenyldihydrochalcone) (1), 2-methoxy-3-(1,1'-dimethylallyl)-6a,10a-dihydrobenzo(1,2-c)chroman-6-one and 5-hydroxyflavanone. These com...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2004.06.025
更新日期：2004-08-01 00:00:00
abstract：:From the roots of various Stemona species four new dehydrotocopherols (chromenols) were isolated and their structures and stereochemistry elucidated by spectroscopic methods. The double bond between C-3 and C-4 proved to be a typical chemical character of the genus found in most of the species. Various C-methylations ...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2004.08.023
更新日期：2004-10-01 00:00:00
abstract：:The dichloromethane extract from leaves of Dictyoloma vandellianum afforded five alkaloids 2-(14'-hydroxy-14',15'-dimethylhexadecanyl)-4-quinolone, 2-(12'-hydroxy-12'-methyltridecanyl)-3-methoxy-4-quinolone, 2-(12'-hydroxy-12'-methyltridecanyl)-4-quinolone, 2-(14'-hydroxy-14',15'-dimethylhexadecanyl)-3-methoxy-4-quino...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(03)00006-2
更新日期：2003-05-01 00:00:00
abstract：:As a basis for future investigations of evolutionary trajectories and biosynthetic mechanisms underlying variations in glucosinolate structures, we screened members of the crucifer tribe Cardamineae by HPLC-MS/MS, isolated and identified glucosinolates by NMR, searched the literature for previous data for the tribe, a...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2016.09.013
更新日期：2016-12-01 00:00:00
abstract：:A benzil, calophione A, 1-(6'-Hydroxy-1',3'-benzodioxol-5'-yl)-2-(6''-hydroxy-2''-isopropenyl-2'',3''-dihydro-benzofuran-5''-yl)-ethane-1,2-dione and three coumestan derivatives, tephcalostan B, C and D were isolated from the roots of Tephrosia calophylla. Their structures were deduced from spectroscopic data, includi...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2008.10.009
更新日期：2009-01-01 00:00:00
abstract：:Extracts from the lignifying xylem of Sitka spruce that were enriched in cell-wall-associated glycoproteins contained peroxidase and oxidase activity and readily formed lignin-like water-insoluble dehydrogenation polymers (DHPs) from coniferyl alcohol (CA) when supplied with H2O2. During the formation of DHPs, the abu...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(01)00027-9
更新日期：2001-05-01 00:00:00
abstract：:Plants have developed defensive specialized metabolites over the course of evolution. In the genus Hordeum, which includes the important cereal crop barley, specialized metabolites such as hordatines, benzoxazinones, and gramine have been identified. Hordeum species are classified into four clades, H, Xu, Xa, and I. T...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2017.05.004
更新日期：2017-09-01 00:00:00
abstract：:Five labdane diterpenoids, (3-5), zambesiacolactone A (7) and zambesiacolactone B (8), were isolated from the seeds of Aframomum zambesiacum (Baker) K. Schum., along with five known labdanes and a linear sesquiterpene, nerolidol. Their structures were elucidated by spectroscopic analysis. Their antiplasmodial activity...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2005.10.015
更新日期：2006-03-01 00:00:00
abstract：:An approach, using well characterized procedures, is presented that should be of general applicability for the structural elucidation of complex sugar moieties of natural products. The methods used are exemplified by the structure elucidation of a new gitogenin-based steroidal saponin that has a strong leishmanicidal ...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(01)00035-8
更新日期：2001-06-01 00:00:00
abstract：:Chloroacetamide herbicides inhibit very-long-chain fatty acid elongase, and it has been suggested that covalent binding to the active site cysteine of the condensing enzyme is responsible [Pest Manage Sci 56 (2000), 497], but direct evidence was not available. The proposal implied that other condensing enzymes might a...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(03)00516-8
更新日期：2003-11-01 00:00:00
abstract：:Seven sesquiterpene lactones, 8-O-methacryloylelephanpane, 2,4-bis-O-methyl-8-O-methacryloylelephanpane, 4-O-ethyl-8-O-methacryloylelephanpane, 8-O-methacryloylisoelephanpane, 2-O-demethyltomenphantopin C, molephantin A, molephantin B, along with ten known ones, were isolated from Elephantopus mollis (Asteraceae). The...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2017.01.020
更新日期：2017-05-01 00:00:00
abstract：:Asclepias fruticosa afforded, in addition to five known pregnane glycosides and 11 known cardenolide glycosides, four new pregnane glycosides and eleven new cardenolide glycosides. Structures of these compounds were elucidated by spectroscopic methods and from chemical evidence. ...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/0031-9422(94)85029-1
更新日期：1994-09-01 00:00:00
abstract：:2,5-Dimethyl-4-hydroxy-3[2H]-furanone 6'-O-malonyl-beta-D-glucopyranoside was isolated from a glycosidic extract of strawberry fruit (Fragaria x ananassa, cv. Senga Sengana) by means of countercurrent chromatography and reverse-phase HPLC. Identification was achieved by comparison of chromatographic and 1H, 13C and 2D...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/0031-9422(96)00216-6
更新日期：1996-09-01 00:00:00
abstract：:A benzoquinone, named alopecuquinone, was isolated from the ethanol extract of the inflorescences of Cyperus alopecuroides. Its structure was primarily elucidated by spectroscopic analysis including 1H, 13C NMR, APT, HMQC, 1H-1H COSY and CIMS. The known flavonoids, vicenin 2, orientin, diosmetin, quercetin 3,3'-dimeth...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(02)00060-2
更新日期：2002-06-01 00:00:00
abstract：:The essential oils isolated from leaves of ten and from unripe berries of eight populations of Laurus azorica (Seub.) Franco, collected on five islands of the Azorean archipelago, were analysed by GC and GC-MS. All oil samples were dominated by their monoterpene fraction (60-94%), alpha-pinene (15-37%) and 1,8-cineole...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(00)00497-0
更新日期：2001-05-01 00:00:00
abstract：:The biotransformation of 7alpha-hydroxy-ent-kaur-16-ene (epi-candol A) by the fungus Gibberella fujikuroi gave 7alpha,16alpha,17-trihydroxy-ent-kaur-16-ene and a seco-ring B derivative, fujenoic acid, whilst the incubation of candicandiol (7alpha,18-dihydroxy-ent-kaur-16-ene) and canditriol (7alpha,15alpha,18-trihydro...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2007.03.024
更新日期：2007-06-01 00:00:00
abstract：:Seed oil from castor bean (Ricinus communis) contains high amounts of hydroxy fatty acid rich triacylglycerols (TAGs) that can serve as raw material for production of bio-based products such as nylon, cosmetics, lubricants, foams, and surfactants. Diacylglycerol acyltransferase (DGAT) catalyses the terminal reaction i...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2006.09.020
更新日期：2006-12-01 00:00:00
abstract：:Three-day-old soybean (Glycine max) seedlings were exposed to 0.4 M sorbitol solution for 4 h to induce amidinotransferase activity, with the corresponding enzyme being purified to homogeneity by chromatographic separation on DEAE-Sephacel, Sephacryl S-300 and L-arginine Sepharose 4B. The purified enzyme used L-argini...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(02)00401-6
更新日期：2002-12-01 00:00:00
abstract：:The cell extract of a cultured terrestrial Nostoc sp. (UIC 10062), obtained from a sample collected at Grand Mere State Park in Michigan, displayed antiproliferative activity against the HT-29 human colon cancer cell line. Bioactivity-guided fractionation of the cell extract, combined with LC-MS analysis, led to the i...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/j.phytochem.2012.03.005
更新日期：2012-07-01 00:00:00
abstract：:Soluble and microsomal glutathione S-transferase activities for five model xenobiotics (nitrobenzene derivatives), two pesticidal xenobiotics (atrazine and fluorodifen), and a natural substrate (cinnamic acid), were determined in 59 different plant species and four plant cell suspension cultures. These enzyme activiti...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(00)00116-3
更新日期：2000-06-01 00:00:00
abstract：:All stereoisomers of methyl jasmonate (MJA) were prepared, and their effects on cell yield and promotion of paclitaxel (Taxol) and baccatin III production investigated in cell suspension cultures of Taxus media. (3R,7S)-MJA showed the strongest cell growth inhibition, followed by (3R,7R)-MJA. In contrast, (3S,7R)- and...
journal_title：Phytochemistry
pub_type： 杂志文章
doi：10.1016/s0031-9422(00)00006-6
更新日期：2000-05-01 00:00:00
