Lanostanes and friedolanostanes from the bark of Garcinia speciosa.

Abstract:

:The CHCl(3) extract of the bark of Garcinia speciosa contained four 17,14-friedolanostanes and five lanostanes as well as friedelin and common plant constituents. The friedolanostanes were the previously known methyl ester of (24E)-3 alpha,23 alpha-dihydroxy-17,14-friedolanostan-8,14,24-trien-26-oic acid and the methyl esters of three hitherto unknown acids, 3 alpha-hydroxy-16 alpha,23 alpha-epoxy-17,14-friedolanostan-8,14,24-trien-26-oic acid, 3 alpha,23 alpha-dihydroxy-8 alpha,9 alpha-epoxy-17,14-friedolanostan-15-oxo-24-en-26-oic acid and 3 alpha,23 alpha-dihydroxy-17,14-friedolanostan-15-oxo-8(14),24-dien-26-oic acid. New lanostanes were 3 beta,9 alpha-dihydroxylanost-24-en-26-al and the methyl ester of 3 beta-hydroxy-23-oxo-9,16-lanostadien-26-oic acid. Structures were established by analysis of spectroscopic data. In the case of the lanostanes the previously unassigned C-25 stereochemistry was shown to be 25R by X-ray analysis of 3 beta-hydroxy-23-oxo-9,16-lanostadien-26-oic acid. In the case of the friedolanostanes the configuration at C-23 was established as 23R, identical with the absolute configuration at C-23 of mariesiic acids A and B.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Vieira LM,Kijjoa A,Silva AM,Mondranondra IO,Kengthong S,Gales L,Damas AM,Herz W

doi

10.1016/j.phytochem.2003.10.024

subject

Has Abstract

pub_date

2004-02-01 00:00:00

pages

393-8

issue

4

eissn

0031-9422

issn

1873-3700

pii

S003194220300671X

journal_volume

65

pub_type

杂志文章
  • Three isoflavones from Derris scandens (Roxb.) Benth and their cancer chemopreventive activity and in vitro antiproliferative effects.

    abstract::Three undescribed isoflavones, derriscandenon A, B, and C, together with seven known isoflavones were isolated and structurally characterized during a study of the chemical constituents in the leaves of Derris scandens (Roxb.) Benth (Leguminosae, Fabaceae) collected in Bangladesh. The inhibitory activity of the compou...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2020.112376

    authors: Ito C,Matsui T,Miyabe K,Hasan CM,Rashid MA,Tokuda H,Itoigawa M

    更新日期:2020-07-01 00:00:00

  • A bidesmosidic triterpene glycoside from the roots of Symphytum officinale.

    abstract::A new bidesmosidic triterpenoidal saponin of hederagenin was isolated from the ethanolic extract of the roots of Symphytum officinale L. Its structure was elucidated by using 1H NMR, 1H-1H COSY NMR, heteronuclear 1H-13C correlated spectroscopy (heteroCOSY), 13C NMR, DEPT, FAB mass spectrometry and chemical evidence as...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)97091-2

    authors: Noorwala M,Mohammad FV,Ahmad VU,Sener B

    更新日期:1994-05-01 00:00:00

  • N-Substituted acridone alkaloids from Toddaliopsis bremekampii (Rutaceae: Toddalioideae) of south-central Africa.

    abstract::Toddaliopsins A-D, four novel 1,2,3-trioxygenated acridone alkaloids, have been isolated from the leaves of Toddaliopsis bremekampii. Toddaliopsins B-D are the first reported acridone alkaloids with substituted N-methyl groups, in the light of which the chemotaxonomic relationship of Toddaliopsis and Vepris is discuss...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.04.036

    authors: Naidoo D,Coombes PH,Mulholland DA,Crouch NR,van den Bergh AJ

    更新日期:2005-07-01 00:00:00

  • Biotransformation of (+)-camphor by cultured cells of Eucalyptus perriniana.

    abstract::Seven new biotransformation products were isolated from a jar fermentor culture of Eucalyptus perriniana following administration of (+)-camphor. The main product was (1S,4R,6S)-6-hydroxybornan-2-one 6-O-beta-D-glucopyranoside. The minor components were (1S,4R,6R)-6-hydroxybornan-2-one 6-O-beta-D-glucopyranoside, (1R,...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)90643-5

    authors: Orihara Y,Noguchi T,Furuya T

    更新日期:1994-03-01 00:00:00

  • The latest hype on Hyp-O-glycosylation codes.

    abstract::Contemporary glycobiology reflects the intense interest in glycoproteins and their biological roles. Addition of saccharides by N- or O-glycosylation is precise rather than random and forms a uniquely interactive molecular surface. We designate these well conserved glycomotifs as glycomodules to emphasize their functi...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/s0031-9422(01)00029-2

    authors: Kieliszewski MJ

    更新日期:2001-06-01 00:00:00

  • Flavanone glycosides from Alhagi pseudalhagi.

    abstract::Two new flavanone glycosides, alhagitin and alhagidin, have been isolated from the whole plant of Alhagi pseudalhagi and their structures established respectively as naringenin 5-methyl ether 4'-glucoside and hesperitin 7-galactosyl(1-->2)[rhamnosyl(1-->6)]glucoside by chemical and spectroscopic methods. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(99)00010-2

    authors: Singh VP,Yadav B,Pandey VB

    更新日期:1999-06-01 00:00:00

  • Procyanidin xylosides from the bark of Betula pendula.

    abstract::A procyanidin dimer xyloside, catechin-(4α→8)-7-O-β-xylopyranosyl-catechin, was isolated from the inner bark of Betula pendula and its structure was determined using 1D and 2D NMR, CD and high-resolution ESIMS. Interestingly, the 7-O-β-xylopyranose unit was found to be present in the lower terminal unit of the dimer. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2012.01.008

    authors: Liimatainen J,Karonen M,Sinkkonen J

    更新日期:2012-04-01 00:00:00

  • Triterpenoid glycosides from Adina rubella.

    abstract::Two new triterpenoid glycosides, quinovic acid-3 beta-O-beta-D- glucopyranosyl-(1-->4)-alpha-L-rhamnopyranoside and quinovic acid-3 beta-O-beta-D-glucopyranosyl-(1-->3)-beta-D-fucopyranoside (named rubelloside A and B, respectively), were isolated from roots of Adina rubella. Their structures were elucidated by spectr...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(95)00119-r

    authors: Fang SY,He ZS,Gao JH,Wang P

    更新日期:1995-07-01 00:00:00

  • Characterization of bispecific caffeic acid/5-hydroxyferulic acid O-methyltransferase from aspen.

    abstract::Bispecific O-methyltransferase (OMT, EC 2.1.1.68) which catalyses the meta-specific methylation of caffeic acid and 5-hydroxyferulic acid was purified to homogeneity from the developing secondary xylem of aspen (Populus tremuloides). The enzyme was purified by conventional techniques and affinity chromatography on S-a...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(92)83093-e

    authors: Bugos RC,Chiang VL,Campbell WH

    更新日期:1992-05-01 00:00:00

  • Bio-active maneonenes and isomaneonene from the red alga Laurencia obtusa.

    abstract::Three previously undescribed compounds, maneonenes and isomaneonene derivatives; in addition to five known compounds, two cuparene, one chamigrene, and two cis-maneonenes were isolated from the Red Sea red alga Laurencia obtusa. The chemical structures of all unknown metabolites were characterized employing spectrosco...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2017.08.001

    authors: Bawakid NO,Alarif WM,Ismail AI,El-Hefnawy ME,Al-Footy KO,Al-Lihaibi SS

    更新日期:2017-11-01 00:00:00

  • (+/-)-Dievodialetins A-G: Seven pairs of enantiomeric coumarin dimers with anti-acetylcholinesterase activity from the roots of Evodia lepta Merr.

    abstract::Seven pairs of undescribed enantiomeric bis-coumarins, (±)-dievodialetins A-G, were separated from the roots of Evodia lepta Merr. Two coumarin nuclei were linked via a 1,4-dimethyl4-vinylcyclohexene moiety in (±)-dievodialetins C-G. The structures of the undescribed compounds, including their absolute configurations ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2020.112597

    authors: Huang GY,Cui H,Lu XY,Zhang LD,Ding XY,Wu JJ,Duan LX,Zhang SJ,Liu Z,Zhang RR

    更新日期:2021-02-01 00:00:00

  • Dual metabolomics: a novel approach to understanding plant-pathogen interactions.

    abstract::One of the most well-characterised plant pathogenic interactions involves Arabidopsis thaliana and the bacteria Pseudomonas syringae pathovar tomato (Pst). The standard Pst inoculation procedure involves infiltration of large populations of bacteria into plant leaves which means that metabolite changes cannot be readi...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2010.01.006

    authors: Allwood JW,Clarke A,Goodacre R,Mur LA

    更新日期:2010-04-01 00:00:00

  • Prenylated phenyl polyketides and acylphloroglucinols from Hypericum peplidifolium.

    abstract::In search for new or chemo-taxonomically relevant bioactive compounds from chemically unexplored Hypericum species, four previously undescribed natural products, named peplidiforones A-D were isolated and characterized from Hypericum peplidifolium A. Rich., together with six known compounds. The structures of all comp...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2016.02.003

    authors: Fobofou SA,Harmon CR,Lonfouo AH,Franke K,Wright SM,Wessjohann LA

    更新日期:2016-04-01 00:00:00

  • Tirucallane-type triterpenes from Juliania adstringens.

    abstract::Five tirucallane-type triterpenes were isolated along with nine known triterpenes from the bark of Juliania adstringens. The structures of the five triterpenes were determined by analysis of their 1H and 13C NMR and mass spectral data, and each compound exhibited growth inhibitory activity against leukemia cells (L-12...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2003.12.012

    authors: Makino M,Motegi T,Fujimoto Y

    更新日期:2004-04-01 00:00:00

  • Exclusive accumulation of Z-isomers of monolignols and their glucosides in bark of Fagus grandifolia.

    abstract::In addition to Z-coniferyl and Z-sinapyl alcohols, bark extracts of Fagus grandifolia also contain significant amounts of the glucosides, Z-coniferin, Z-isoconiferin (previously called faguside) and Z-syringin. The corresponding E-isomers of these glucosides do not accumulate to a detectable level. The accumulation ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(88)80107-9

    authors: Lewis NG,Inciong EJ,Ohashi H,Towers GH,Yamamoto E

    更新日期:1988-01-01 00:00:00

  • Saikosaponin derivatives from Bupleurum wenchuanense.

    abstract::From the roots of Bupleurum wenchuanense 14 derivatives of saikosaponin were isolated and identified as 2"-O-beta-D-xylopyranosylsaikosaponin b2, 3",6"-O O-diacetylsaikosaponin b2, 2"-O-beta-D-glucopyranosylsaikosaponin b2, saikosaponin b2, 6"-O-acetylsaikosaponin b2, saikosaponin d, 2"-O-acetylsaikosaponin d, 3"-O-ac...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(93)85049-w

    authors: Luo SQ,Lin LZ,Cordell GA

    更新日期:1993-07-01 00:00:00

  • Chemotaxonomy of Veroniceae and its allies in the Plantaginaceae.

    abstract::In a chemosystematic investigation of tribe Veroniceae (Plantaginaceae), representatives of Camptoloma, Sibthorpia, Veronica subg. Pentasepalae and subg. Hebe, Veronicastrum, Wulfenia, and the related Ellisiophyllum and Globularia were examined for non-flavonoid glycosides. From the 14 species studied, 28 different ir...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.11.011

    authors: Taskova RM,Gotfredsen CH,Jensen SR

    更新日期:2006-02-01 00:00:00

  • Changes in lignin content of leaf litters during mulching.

    abstract::Alkaline nitrobenzene oxidation, ozonation and methoxyl content determinations were applied to decomposing leaf litter of Ginkgo biloba L., Cinnamomum camphora sieb., Zelkova serrata Makino and Firmiana simplex W. F. Wight, respectively, during mulching to investigate the properties and estimate changes in lignin comp...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00423-0

    authors: Jin Z,Akiyama T,Chung BY,Matsumoto Y,Iiyama K,Watanabe S

    更新日期:2003-11-01 00:00:00

  • A role for a Hevea latex lectin-like protein in mediating rubber particle aggregation and latex coagulation.

    abstract::An in vitro aggregation of washed lutoid membrane and rubber particles, respectively, prepared from the bottom (lutoid) fraction and rubber layer of centrifuged fresh latex, leading to the formation of rubber coagulum necessary for a latex coagulation was demonstrated. A Triton X-100 extract of washed lutoid membrane ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.08.019

    authors: Wititsuwannakul R,Pasitkul P,Kanokwiroon K,Wititsuwannakul D

    更新日期:2008-01-01 00:00:00

  • Periandrin V, a further sweet triterpene glycoside from Periandra dulcis.

    abstract::A new sweet triterpene glycoside, periandrin V, was isolated from the roots of Periandra dulcis and identified as 3 beta-O-[beta-D-xylopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-25 -al-olean-18(19)-en-30-oic acid on the basis of chemical and spectral evidence. The structure of an acid-rearranged product of periandri...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(93)80018-n

    authors: Suttisri R,Chung MS,Kinghorn AD,Sticher O,Hashimoto Y

    更新日期:1993-09-01 00:00:00

  • Flavonoid gene expression and UV photoprotection in transgenic and mutant Petunia leaves.

    abstract::The effects of UVB radiation on plant growth rate, gene expression and flavonoid content in wild-type, and in transgenic and mutant F3'H deficient Petunia lines have been studied for the first time. In wild-type Petunia, UVB induced an increase in total levels of flavonols and this was due to an up-regulation of sever...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(01)00404-6

    authors: Ryan KG,Swinny EE,Markham KR,Winefield C

    更新日期:2002-01-01 00:00:00

  • Biosynthesis of tetrahydroanthraquinones in fungi.

    abstract::The tetrahydroanthraquinones (1S,3S)-austrocortilutein (4) and (1S,3S)-austrocortirubin (7) are octaketides formed in the fruit bodies of the fungus Dermocybe splendida via the gentiobioside 2 of the dihydroanthracenone (S)-torosachrysone (1). ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)00181-3

    authors: Elsworth C,Gill M,Saubern S

    更新日期:2000-09-01 00:00:00

  • Dammarane derivatives from the dried fruits of Forsythia suspensa.

    abstract::Anti-inflammatory activity guided fractionation of the n-hexane soluble fraction of a 70% aqueous methanolic extract of the dried fruits of Forsythia suspensa afforded two new triterpenes. The structures of these compounds were elucidated as 3beta-acetyl-20,25-epoxydammarane-24alpha-ol (1) and 3beta-acetyl-20,25-epoxy...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(01)00028-0

    authors: Rouf AS,Ozaki Y,Rashid MA,Rui J

    更新日期:2001-04-01 00:00:00

  • Meroterpenoids with diverse structures and anti-inflammatory activities from Rhododendron anthopogonoides.

    abstract::Eight pairs of meroterpenoid enantiomers and four achiral meroterpenoids were isolated from Rhododendron anthopogonoides Maxim. Seventeen of them, named (+)-/(-)-anthoponoids A-G, (+)-daurichromene D, and anthoponoids H and I, are undescribed compounds with structural diversity. Their structures were characterized her...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2020.112524

    authors: Shi Q,Li TT,Wu YM,Sun XY,Lei C,Li JY,Hou AJ

    更新日期:2020-12-01 00:00:00

  • Leaf sheath cuticular waxes on bloomless and sparse-bloom mutants of Sorghum bicolor.

    abstract::Leaf sheath cuticular waxes on wild-type Sorghum bicolor were approximately 96% free fatty acids, with the C28 and C30 acids being 77 and 20% of these acids, respectively. Twelve mutants with markedly reduced wax load were characterized for chemical composition. In all of the 12 mutants, reduction in the amount of C28...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)00153-9

    authors: Jenks MA,Rich PJ,Rhodes D,Ashwort EN,Axtell JD,Din CK

    更新日期:2000-07-01 00:00:00

  • Changes in wheat leaf phenolome in response to cold acclimation.

    abstract::A study of wheat (Triticum aestivum L.) leaves phenolome was carried out during cold acclimation of the winter (Claire) and spring (Bounty) varieties using a combination of HPLC-ESI-MS techniques. A total of 40 phenolic and flavonoid compounds were identified, and consisted mainly of two coumarin derivatives, eight si...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2011.08.021

    authors: Moheb A,Ibrahim RK,Roy R,Sarhan F

    更新日期:2011-12-01 00:00:00

  • Flavonoids as chemotaxonomic markers in the genus Drosera.

    abstract::The botanical classification of the huge genus Drosera remains controversial since long. In the present study, the pattern of major phenolic compounds in ten Drosera species belonging to seven different subgenera and/or sections of the genus was investigated for chemotaxonomic allocation. The composition of flavonoids...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2015.08.017

    authors: Braunberger C,Zehl M,Conrad J,Wawrosch C,Strohbach J,Beifuss U,Krenn L

    更新日期:2015-10-01 00:00:00

  • Differential antibiosis against Helicoverpa armigera exerted by distinct inhibitory repeat domains of Capsicum annuum proteinase inhibitors.

    abstract::Plant defensive serine proteinase inhibitors (PIs) are known to have negative impact on digestive physiology of herbivore insects and thus have a crucial role in plant protection. Here, we have assessed the efficacy and specificity of three previously characterized inhibitory repeat domain (IRD) variants from Capsicum...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2014.01.011

    authors: Joshi RS,Gupta VS,Giri AP

    更新日期:2014-05-01 00:00:00

  • Identification of phenylamide phytoalexins and characterization of inducible phenylamide metabolism in wheat.

    abstract::Changes in specialized metabolites were analyzed in wheat leaves inoculated with Bipolaris sorokiniana, the causal agent of spot blotch of Poaceae species. HPLC analysis detected the accumulation of six compounds in B. sorokiniana-infected leaves. Of these, we purified two compounds by silica gel and ODS column chroma...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2019.112098

    authors: Ube N,Harada D,Katsuyama Y,Osaki-Oka K,Tonooka T,Ueno K,Taketa S,Ishihara A

    更新日期:2019-11-01 00:00:00

  • Dammarane-type glycosides from Gynostemma pubescens.

    abstract::Triterpene saponins 1-8 were isolated from the aerial parts of Gynostemma pubescens. Among them, compounds 1-4, 8 possess carboxylic groups at both C-21 and C-29, 5 contains a carboxylic group at C-21 and an aldehyde function at C-29, whereas 6 and 7 contain carboxylic groups at C-21 and hydroxymethylene groups at C-2...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.05.005

    authors: Yang Z,Chen Q,Hu L

    更新日期:2007-07-01 00:00:00