Flavonoid composition related to petal color in different lines of Clitoria ternatea.

Abstract:

:Flavonoids in the petals of several C. ternatea lines with different petal colors were investigated with LC/MS/MS. Delphinidin 3-O-(2"-O-alpha-rhamnosyl-6"-O-malonyl)-beta-glucoside was newly isolated from the petals of a mauve line (wm) together with three known anthocyanins. They were identified structurally using UV, MS, and NMR spectroscopy. Although ternatins, a group of 15 (poly)acylated delphinidin glucosides, were identified in all the blue petal lines (WB, BM-1, 'Double Blue' and 'Albiflora'), WM accumulated delphinidin 3-O-(6"-O-malonyl)-beta-glucoside instead. The white petal line (WW) did not contain anthocyanins. Quantitative data showed that the total anthocyanin contents in WB and 'Double Blue' were ca. 8- and 10-fold higher than that in BM-1, a bud mutant of 'Double Blue', respectively. The total anthocyanin content in 'Albiflora' was less than 2 x 10(-3) times those in WB or 'Double Blue'. While all the lines contained the same set of 15 flavonol glycosides in similar relative ratios, the relative ratio of myricetin glycosides in ww and 'Albiflora' was ca. 30-70 times greater than those in the other lines. The change in flower color from blue to mauve was not due to a change in the structure of an anthocyanidin from delphinidin, but to the lack of (polyacylated) glucosyl group substitutions at both the 3'- and 5'-positions of ternatins. This implies that glucosylation at the 3'- and 5'-positions of anthocyanin is a critical step in producing blue petals in C. ternatea.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Kazuma K,Noda N,Suzuki M

doi

10.1016/s0031-9422(03)00504-1

subject

Has Abstract

pub_date

2003-11-01 00:00:00

pages

1133-9

issue

6

eissn

0031-9422

issn

1873-3700

pii

S0031942203005041

journal_volume

64

pub_type

杂志文章
  • Flavonoids from two Lonchocarpus species of the Yucatan Peninsula.

    abstract::Leaves, stem bark and root of Lonchocarpus xuul and Lonchocarpus yucatanensis were studied separately. A chalcone, 2',4-dimethoxy-6'-hydroxylonchocarpin (), and the flavones 5,4'-dihydroxy-3'-methoxy-(6:7)-2,2-dimethylpyranoflavone (2) and 5,4'-dimethoxy-(6:7)-2,2-dimethylpyrano-flavone (3), together with the known ca...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(02)00131-0

    authors: Borges-Argáez R,Peña-Rodríguez LM,Waterman PG

    更新日期:2002-07-01 00:00:00

  • Antitumor sterols from the mycelia of Cordyceps sinensis.

    abstract::Activity guided fractionations led to the isolation of two antitumor compounds 5 alpha,8 alpha-epidioxy-24(R)-methylcholesta-6,22-dien-3 beta-D-glucopyranoside and 5,6-epoxy-24(R)-methylcholesta-7,22-dien-3 beta-ol from the methanol extract of Cordyceps sinensis. Two previously known compounds, ergosteryl-3-O-beta-D-g...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(99)00128-4

    authors: Bok JW,Lermer L,Chilton J,Klingeman HG,Towers GH

    更新日期:1999-08-01 00:00:00

  • Fully acetylated carbamate and hypotensive thiocarbamate glycosides from Moringa oleifera.

    abstract::Six new and three synthetically known glycosides have been isolated from the leaves of Moringa oleifera, employing a bioassay-directed isolation method on the ethanolic extract. Most of these compounds, bearing thiocarbamate, carbamate or nitrile groups, are fully acetylated glycosides, which are very rare in nature. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(94)00729-d

    authors: Faizi S,Siddiqui BS,Saleem R,Siddiqui S,Aftab K,Gilani AH

    更新日期:1995-03-01 00:00:00

  • Abietane diterpenoid dimers from the roots of Salvia prionitis.

    abstract::Three abietane diterpenoid dimers, bisprioterones A-C (1-3), were isolated from roots of the Chinese folk medicinal plant Salvia prionitis Hance (Labiatae). Compounds 1-3 possessed two different abietane diterpenoid skeleta, which were linked via either a C-C single bond (1 and 2) or an ether bridge (3). Their structu...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.12.023

    authors: Xu J,Chang J,Zhao M,Zhang JS

    更新日期:2006-04-01 00:00:00

  • Flavan-3-ols, prodelphinidins and further polyphenols from Cistus salvifolius.

    abstract::Five novel polyphenols have been isolated from the air-dried herb of Cistus salvifolius; they were characterized as epigallocatechin-3-O-(4-hydroxybenzoate), epigallocatechin-(4 beta-->8)-epigallocatechin, epigallocatechin-3-O- gallate-(4 beta-->8)-epigallocatechin, epigallocatechin-(4 beta-->6)-epigallocatechin-3-O-g...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(94)85094-1

    authors: Danne A,Petereit F,Nahrstedt A

    更新日期:1994-09-01 00:00:00

  • Three isocoumarins and a benzofuran from the cultured lichen mycobionts of Pyrenula sp.

    abstract::The spore-derived mycobionts of the lichen Pyrenula sp. were cultivated on a malt-yeast extract medium supplemented with 10% sucrose. The investigation of their metabolites resulted in isolation of four compounds, three isocoumarins and a biogenetically related benzofuran; their structures were determined by spectrosc...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2004.09.011

    authors: Takenaka Y,Tanahashi T,Nagakura N,Itoh A,Hamada N

    更新日期:2004-12-01 00:00:00

  • Kinetics of glucosylated and non-glucosylated aryltetralin lignans in Linum hairy root cultures.

    abstract::Due to their pronounced cytotoxic activity, a number of aryltetralin lignans (ATLs), such as podophyllotoxin (PTOX), are used as antitumor compounds. The production of such molecules from entire plants or plant cell-tissue-organ cultures is thus of interest to the pharmaceutical industry. Hairy root cultures constitut...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2015.01.001

    authors: Cong LH,Dauwe R,Lequart M,Vinchon S,Renouard S,Fliniaux O,Colas C,Corbin C,Doussot J,Hano C,Lamblin F,Molinié R,Pilard S,Jullian N,Boitel M,Gontier E,Mesnard F,Laberche JC

    更新日期:2015-07-01 00:00:00

  • Cyclic fatty acyl glycosides in the glandular trichome exudate of Silene gallica.

    abstract::Chemical investigation of the glandular trichome exudate from Silene gallica L. (Caryophyllaceae) resulted in isolation of 10 cyclic fatty acyl glycosides (gallicasides A-J). The cyclic structures were characterized by a glycosidic linkage of the glucose moiety to either the C-12 or the C-13 position of the octadecano...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2010.05.008

    authors: Asai T,Fujimoto Y

    更新日期:2010-08-01 00:00:00

  • Steroidal glycosides and cardenolide glycosides from Asclepias fruticosa.

    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

    authors: Warashina T,Noro T

    更新日期:1994-09-01 00:00:00

  • Dermatolactone, a cytotoxic fungal sesquiterpene with a novel skeleton.

    abstract::The nematicidal 5-pentyl-2-furaldehyde and the cytotoxic sesquiterpene dermatolactone were isolated from the extracts of an Ascomycete belonging to the Dermateaceae. The furan has previously been reported from the Basidiomycete Irpex lacteus, while dermatolactone is a new compound the structure of which was determined...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(96)00326-3

    authors: Mayer A,Köpke B,Anke H,Sterner O

    更新日期:1996-09-01 00:00:00

  • Cucurbitacins from Bacopa monnieri.

    abstract::Four cucurbitacins, bacobitacin A-D (1-4) as well as, a known cytotoxic, cucurbitacin E (5) together with three known phenylethanoid glycosides, monnieraside I, III and plantioside B were isolated form the aerial part of Bacopa monnieri. Their structures were elucidated on the basis of extensive spectroscopic investig...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.03.013

    authors: Bhandari P,Kumar N,Singh B,Kaul VK

    更新日期:2007-05-01 00:00:00

  • Identification, recombinant expression, and biochemical characterization of a flavonol 3-O-glucosyltransferase clone from Citrus paradisi.

    abstract::Glucosylation is a predominant flavonoid modification reaction affecting the solubility, stability, and subsequent bioavailability of these metabolites. Flavonoid glycosides affect taste characteristics in citrus making the associated glucosyltransferases particularly interesting targets for biotechnology applications...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2009.07.027

    authors: Owens DK,McIntosh CA

    更新日期:2009-07-01 00:00:00

  • Changes in the metabolome and histopathology of Amaranthus hypochondriacus L. in response to Ageratum enation virus infection.

    abstract::Amaranthus hypochondriacus L. infected with Ageratum enation virus (AEV) was investigated for identifying alteration in the anatomical structures, sap translocation and metabolomic variations using light microscopy, magnetic resonance imaging, NMR spectroscopy and GC-MS, respectively. Combination of GC-MS and NMR spec...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2012.05.007

    authors: Srivastava S,Bisht H,Sidhu OP,Srivastava A,Singh PC,Pandey RM,Raj SK,Roy R,Nautiyal CS

    更新日期:2012-08-01 00:00:00

  • 4alpha-methyl-24beta-ethyl-5alpha-cholesta-14,25-dien-3beta-ol and 24beta-ethylcholesta-5, 9(11), 22E-trien-3beta-ol, sterols from Clerodendrum inerme.

    abstract::From the aerial parts of Clerodendrum inerme, two new sterols (4alpha-methyl-24beta-ethyl-5alpha-cholesta-14, 25-dien-3beta-ol and 24beta-ethylcholesta-5, 9(11), 22E-trien-3beta-ol) and a new aliphatic ketone (11-pentacosanone) were isolated together with another known aliphatic ketone (6-nonacosanone) and a diterpene...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00146-8

    authors: Pandey R,Verma RK,Singh SC,Gupta MM

    更新日期:2003-06-01 00:00:00

  • Application of MS and NMR to the structure elucidation of complex sugar moieties of natural products: exemplified by the steroidal saponin from Yucca filamentosa L.

    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

    authors: Plock A,Beyer G,Hiller K,Gründemann E,Krause E,Nimtz M,Wray V

    更新日期:2001-06-01 00:00:00

  • Dietary phytoestrogens and health.

    abstract::The interest in the potential health effects of dietary phytoestrogens has increased with the findings that hormone replacement therapy is not as safe or effective as previously thought. This review summarizes the dietary sources of the phytoestrogens; isoflavonoids, stilbenes, coumestans and lignans. It also examines...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/j.phytochem.2004.03.005

    authors: Cornwell T,Cohick W,Raskin I

    更新日期:2004-04-01 00:00:00

  • Chitosan treatment elicited defence mechanisms, pentacyclic triterpenoids and stilbene accumulation in grape (Vitis vinifera L.) bunches.

    abstract::The stimulation of the plant response to pathogen attack by the application of resistance inducers, called elicitors, could represent an environmentally and commercially viable alternative or complement to existing pathogen control methods. In this work, the elicitor chitosan was sprayed on grape (Vitus vinifera L.) b...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2018.08.011

    authors: Lucini L,Baccolo G,Rouphael Y,Colla G,Bavaresco L,Trevisan M

    更新日期:2018-12-01 00:00:00

  • Tropane alkaloid production by shoot culture of Duboisia myoporoides R. Br.

    abstract::This work demonstrates the presence of hyoscyamine and scopolamine at different stages of shoot regeneration from non-organogenic and organogenic calli. The 11-week-old non-organogenic calli contained 0.41+/-0.03 and 0.23+/-0.02 microg g(-1) dry wt hyoscyamine and scopolamine respectively. However, no root meristem wa...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)00342-3

    authors: Khanam N,Khoo C,Close R,Khan AG

    更新日期:2001-01-01 00:00:00

  • An acidic amino acid-specific protease from germinating soybeans.

    abstract::The degradation of the beta-conglycinin protein reserves in soybean seeds during germination and early growth begins with the proteolysis of its alpha and alpha' subunits by an enzyme called Protease C1. In the pathway, a number of proteolytic intermediates are produced and subsequently degraded. Determination of the ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(95)00896-9

    authors: Tan-Wilson AL,Liu X,Chen R,Qi X,Wilson KA

    更新日期:1996-05-01 00:00:00

  • Flavonoids, including an unusual flavonoid-Mg2+ salt, from roots of Cudrania cochinchinensis.

    abstract::Four flavonoids with 2',4'-di-oxygenated B-rings, cochinchinol A (1), cochinchinol B (2), (2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol (3), 4',7-dihydroxy-2',5-dimethoxyflavonol (4), along with 11 known compounds, were isolated from an ethanolic extract of the roots of Cudrania cochinchinensis. Their structure...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.09.015

    authors: Zhang P,Feng Z,Wang Y

    更新日期:2005-12-01 00:00:00

  • Xanthones from a microfungus of the genus Xylaria.

    abstract::Chemical investigations of a microfungus Xylaria sp. isolated from the Australian rainforest tree Glochidion ferdinandi have afforded two new natural products, 2-hydroxy-6-methyl-8-methoxy-9-oxo-9H-xanthene-1-carboxylic acid (1) and 2-hydroxy-6-hydroxymethyl-8-methoxy-9-oxo-9H-xanthene-1-carboxylic acid (2). Compound ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2004.07.019

    authors: Healy PC,Hocking A,Tran-Dinh N,Pitt JI,Shivas RG,Mitchell JK,Kotiw M,Davis RA

    更新日期:2004-08-01 00:00:00

  • Lignan and megastigmane glycosides from Sauropus androgynus.

    abstract::A lignan diglycoside, (-)-isolariciresinol 3alpha-O-beta-apiofuranosyl-(1-->2)-O-beta-glucopyranoside, and a megastigmane glucoside, sauroposide, were isolated from the aerial part of Sauropus androgynus together with (+)-isolariciresinol 3alpha-O-beta-glucopyranoside, (-)-isolariciresinol 3alpha-O-beta-glucopyranosid...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00219-x

    authors: Kanchanapoom T,Chumsri P,Kasai R,Otsuka H,Yamasaki K

    更新日期:2003-08-01 00:00:00

  • On the formation of lignin polysaccharide networks in Norway spruce.

    abstract::In this study we were mirroring suggested in vivo phenomena of lignin-hemicellulose complex formation in vitro, by cross-linking Norway spruce (Picea abies) galactoglucomannans, xylans and lignin moieties to high molecular weight complexes by laccase treatment. We were able to observe the oxidation and cross-linking o...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2014.10.027

    authors: Oinonen P,Zhang L,Lawoko M,Henriksson G

    更新日期:2015-03-01 00:00:00

  • Multivariate approaches in plant science.

    abstract::The objective of proteomics is to get an overview of the proteins expressed at a given point in time in a given tissue and to identify the connection to the biochemical status of that tissue. Therefore sample throughput and analysis time are important issues in proteomics. The concept of proteomics is to encircle the ...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/j.phytochem.2004.04.008

    authors: Gottlieb DM,Schultz J,Bruun SW,Jacobsen S,Søndergaard I

    更新日期:2004-06-01 00:00:00

  • Styryl-pyrones from Goniothalamus arvensis.

    abstract::Two novel styrl-pyrones, (+)-garvensintriol and (+)-etharvendiol, together with a known cytotoxic furano-furone, (+)-goniofufurone, have been isolated from the stem bark of Goniothalamus arvensis. A different relative configuration, cis-erythro-erythro for garvensintriol and cis-threo-erythro for etharvendiol, is esta...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(97)00770-x

    authors: Bermejo A,Blázquez MA,Rao KS,Cortes D

    更新日期:1998-04-01 00:00:00

  • Evolution of alkaloid biosynthesis in the genus Narcissus.

    abstract::In an attempt to reveal the relationships between alkaloid biosynthesis and phylogeny, we investigated by GC-MS the alkaloid patterns of 22 species and 3 hybrids (from 45 locations) from seven main sections of the genus Narcissus (Amaryllidaceae). The results indicate that the first alkaloids to evolve in the genus Na...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2013.11.002

    authors: Berkov S,Martínez-Francés V,Bastida J,Codina C,Ríos S

    更新日期:2014-03-01 00:00:00

  • Cytosolic ascorbate peroxidase 2 (cAPX 2) is involved in the soybean response to flooding.

    abstract::Proteomic analyses of soybean seedlings responding to flooding were conducted to identify key proteins involved. The seeds were germinated on a spongy matrix for two days, and then subjected to flooding for three days. After flooding, the total number of roots, the length of the main root, the lengths of the lateral a...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2008.01.007

    authors: Shi F,Yamamoto R,Shimamura S,Hiraga S,Nakayama N,Nakamura T,Yukawa K,Hachinohe M,Matsumoto H,Komatsu S

    更新日期:2008-04-01 00:00:00

  • Antimicrobial constituents of Scrophularia deserti.

    abstract::A study of the chemistry and antibacterial activity of Scrophularia deserti led to the isolation of eight compounds, including the metabolite 3(zeta)-hydroxy-octadeca-4(E),6(Z)-dienoic acid (1). The known compounds ajugoside (2), scropolioside B (3), 6-O-alpha-L-rhamnopyranosylcatalpol (4), buddlejoside A(8) (5), scro...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2006.05.011

    authors: Stavri M,Mathew KT,Gibbons S

    更新日期:2006-07-01 00:00:00

  • Structure elucidation and hepatotoxicity evaluation against HepG2 human cells of neo-clerodane diterpenes from Teucrium polium L.

    abstract::Seven neo-clerodanes (teupolins VI-XII) and eleven known compounds were isolated and characterized from leaf extracts of Teucrium polium L., a medicinal plant used in traditional and herbal medicine for its hypolipidemic, hypoglycemic, antioxidant and antiproliferative properties. The structures of these compounds wer...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2011.07.006

    authors: Fiorentino A,D'Abrosca B,Pacifico S,Scognamiglio M,D'Angelo G,Gallicchio M,Chambery A,Monaco P

    更新日期:2011-11-01 00:00:00

  • Acylated flavonol glycosides from leaves of Planchonia grandis.

    abstract::Three acylated flavonol glycosides have been identified from leaves of Planchonia grandis Ridley. They possess kaempferol as aglycone and two triglycosidic chains substituting hydroxyl groups at the 3- and 7-positions. The first glycosidic unit of each chain is esterified by a cis or trans p-coumaric acid. Structural ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00215-2

    authors: Crublet ML,Long C,Sévenet T,Hadi HA,Lavaud C

    更新日期:2003-09-01 00:00:00