Chemography of natural product space.


:We present the application of the generative topographic map algorithm to visualize the chemical space populated by natural products and synthetic drugs. Generative topographic maps may be used for nonlinear dimensionality reduction and probabilistic modeling. For compound mapping, we represented the molecules by two-dimensional pharmacophore features (chemically advanced template search descriptor). The results obtained suggest a close resemblance of synthetic drugs with natural products in terms of their pharmacophore features, despite pronounced differences in chemical structure. Generative topographic map-based cluster analysis revealed both known and new potential activities of natural products and drug-like compounds. We conclude that the generative topographic map method is suitable for inferring functional similarities between these two classes of compounds and predicting macromolecular targets of natural products.


Planta Med


Planta medica


Miyao T,Reker D,Schneider P,Funatsu K,Schneider G




Has Abstract


2015-04-01 00:00:00












  • Diarylheptanoids from Alnus glutinosa bark and their chemoprotective effect on human lymphocytes DNA.

    abstract::A study of secondary metabolites from the bark of Alnus glutinosa led to the isolation of fourteen diarylheptanoids: oregonin (1), platyphylloside (2), rubranoside A (3), rubranoside B (4), hirsutanonol (5), hirsutenone (6), hirsutanonol-5-O-β-D-glucopyranoside (7), platyphyllonol-5-O-β-D-xylopyranoside (8), aceroside...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Novaković M,Stanković M,Vučković I,Todorović N,Trifunović S,Tešević V,Vajs V,Milosavljević S

    更新日期:2013-04-01 00:00:00

  • [New cardioactive drugs II, detection and isolation of cardiotonic amines with ionpair-HPLC].

    abstract::An ionpair-HPLC-technic using a reversed-phase column was developed to screen plant extracts for cardiotonic amines and to isolate them in a preparative scale for direct MS and pharmacological investigations. By this method the positive inotropic tyramine could be isolated from Selenicereus grandiflorus (L.) Britt et ...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Wagner H,Grevel J

    更新日期:1982-01-01 00:00:00

  • Polyacetylene analogs, isolated from hairy roots of Panax ginseng, inhibit Acyl-CoA : cholesterol acyltransferase.

    abstract::In the course of our screening program for acyl-CoA : cholesterol acyltransferase (ACAT) inhibitors from Korean herbal medicines, ACAT inhibitors were isolated from the hairy roots of Panax ginseng (Araliaceae) and identified as panaxynol, panaxydol, panaxydiol, and panaxytriol. These active compounds inhibit rat live...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Kwon BM,Ro SH,Kim MK,Nam JY,Jung HJ,Lee IR,Kim YK,Bok SH

    更新日期:1997-12-01 00:00:00

  • An arabinogalactan-protein from cell culture of Malva sylvestris.

    abstract::An arabinogalactan-protein (AGP) from suspension culture medium of Malva sylvestris was isolated by precipitation with beta-glucosyl Yariv reagent, followed by gel-permeation chromatography. It revealed characteristic features of AGPs: a high amount of polysaccharide with a ratio of galactose to arabinose of 1.9 : 1, ...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Classen B,Blaschek W

    更新日期:2002-03-01 00:00:00

  • Flavonol glycosides from Calendula officinalis flowers.

    abstract::Seven flavonol 3- O-glycosides were isolated from the flowers of CALENDULA OFFICINALIS L. Their structures were elucidated as isorhamnetin 3- O-glucoside, rutinoside, neohesperidoside, 2 (G)-rhamnosylrutinoside, quercetin glucoside, neohesperidoside, and 2 (G)-rhamnosylrutinoside by paper and thin layer chromatography...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Vidal-Ollivier E,Elias R,Faure F,Babadjamian A,Crespin F,Balansard G,Boudon G

    更新日期:1989-02-01 00:00:00

  • Anti-inflammatory Flavanones and Flavanols from the Roots of Pongamia pinnata.

    abstract::A phytochemical study of the roots of Pongamia pinnata afforded 29 flavanones and flavanols, including 7 previously undescribed compounds. The structures of the isolated compounds were determined by 1D and 2D NMR and mass spectroscopy data. The absolute configurations of the compounds were assigned via analysis of the...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Wen R,Lv H,Jiang Y,Tu P

    更新日期:2018-11-01 00:00:00

  • Inhibition of thrombin activity by selected natural products in comparison to neutrophil elastase.

    abstract::Enzymatic thrombin activity is significantly inhibited only by a few selected natural phenolic compounds (myricetin, rosmarinic acid, caffeic acid phenethyl ester) but more strongly by unsaturated fatty acids like erucic acid and oleic acids. Compared to the inhibitory potential against neutrophil elastase, thrombin a...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Melzig MF,Henke K

    更新日期:2005-08-01 00:00:00

  • New and cytotoxic anthraquinones from Pleospora sp. IFB-E006, an endophytic fungus in Imperata cylindrical.

    abstract::In addition to 7-methoxy-2-methyl-3,4,5-trihydroxyanthraquinone (1), physcion (2), macrosporin (3), deoxybostrycin (4), altersolanol B (5) and dactylariol (6), a new hexahydroanthraquinone named pleospdione (7) was isolated from the culture of Pleospora sp . IFB-E006, an endophytic fungus residing in the normal stem o...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Ge HM,Song YC,Shan CY,Ye YH,Tan RX

    更新日期:2005-11-01 00:00:00

  • Reversal of daunomycin and vinblastine resistance in multidrug-resistant P388 leukemia in vitro through enhanced cytotoxicity by triterpenoids.

    abstract::Examined in vitro were the effects of some triterpenoids from Panax (Araliaceae) and Glycyrrhiza (Leguminosae) spp. on the sensitivity to daunomycin (DAU) and vinblastine (VBL) of adriamycin (ADM)-resistant P388 leukemia cells (P388/ADM), which were resistant to multiple anticancer drugs. Quasipanaxatriol, 20(S)-proto...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Hasegawa H,Sung JH,Matsumiya S,Uchiyama M,Inouye Y,Kasai R,Yamasaki K

    更新日期:1995-10-01 00:00:00

  • Molecular authentication of the traditional dai medicinal plant Croton caudatus.

    abstract::Croton caudatus is an important species in Dai folk medicine. Some other Croton species, in particular, C. kongensis, C. cascarilloides, C. crassifolius, C. lachnocarpus and C. olivaceus are often marketed as C. caudatus, and thus, the therapeutic effects of C. caudatus are not achieved. The respective morphological f...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Xue HG,Zhou SD,He XJ,Yu Y

    更新日期:2007-06-01 00:00:00

  • Reversal caused by n-butylidenephthalide from the deficits of inhibitory avoidance performance in rats.

    abstract::The present study was designed to investigate the mechanism of action of n-butylidenephthalide on the deficits of inhibitory avoidance performance induced by drugs in rats with piracetam as a positive control. n-Butylidenephthalide attenuated the scopolamine-induced and mecamylamine-induced acquisition impairment, and...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Hsieh MT,Wu CR,Lin LW,Hsieh CC,Tsai CH

    更新日期:2001-02-01 00:00:00

  • Comparison of the inhibitory effects of monomeric, dimeric, and trimeric procyanidins on the biochemical markers of skin tumor promotion in mouse epidermis in vivo.

    abstract::Several procyanidin dimers and an epicatechin trimer purified from Douglas fir bark tannins were compared with their monomer components (+)-catechin and (-)-epicatechin for their abilities to inhibit the biochemical effects of the potent tumor promoter 12-O-tetradecanoylphorbol 13-acetate (TPA) in mouse epidermis in v...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Gali HU,Perchellet EM,Gao XM,Karchesy JJ,Perchellet JP

    更新日期:1994-06-01 00:00:00

  • Bakuchiol: a hepatoprotective compound of Psoralea corylifolia on tacrine-induced cytotoxicity in Hep G2 cells.

    abstract::Bioassay-guided fractionation of the H(2)O extract of the seeds of Psoralea corylifolia furnished one hepatoprotective compound, bakuchiol (1), together with two moderately active compounds, bakuchicin (2) and psoralen (3), on tacrine-induced cytotoxicity in human liver-derived Hep G2 cells. The EC(50) values of compo...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Cho H,Jun JY,Song EK,Kang KH,Baek HY,Ko YS,Kim YC

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  • Variability in yield and composition of essential oil in Cymbopogon jawarancusa.

    abstract::Variability in the oil content in natural populations of Cymbopogon jawarancusa is discussed. Races rich in piperitone, phellandrene and other chemical constituents have been identified. The oil producing ability was largely genetic and showed heritability of 79.0 percent. ...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Dhar AK,Thappa RK,Atal CK

    更新日期:1981-04-01 00:00:00

  • Effects of Evodia rutaecarpa and rutaecarpine on the pharmacokinetics of caffeine in rats.

    abstract::To assess possible herb-drug interactions, rutaecarpine (an herbal ingredient of Evodia rutaecarpa; 25 mg/kg/day, p. o.), the ethanol extract of Evodia rutaecarpa (1 g/kg/day, p. o.), and an herbal preparation of Evodia rutaecarpa (Wu-Chu-Yu-Tang; 1 g/kg/day) were individually pretreated daily for three consecutive da...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Tsai TH,Chang CH,Lin LC

    更新日期:2005-07-01 00:00:00

  • Inhibitory activity of phenolic glycosides from the fruits of Idesia polycarpa on lipopolysaccharide-induced nitric oxide production in BV2 microglia.

    abstract::Two new phenolic glycosides characterized as idesin salicylate (1) and 2-hydroxyphenol-1-O-beta-D-glucopyranosyl-(6-->1)- alpha-L-rhamnopyranoside (2) were isolated with four known compounds, idescarpin (3), idesin (4), 1-hydroxy-6-oxocyclohex-2-enecarboxylic acid methyl ester (5) and salirepin (6), from the fruits of...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Kim SH,Jang YP,Sung SH,Kim YC

    更新日期:2007-02-01 00:00:00

  • Steroidal saponins from the rhizomes of Dioscorea bulbifera and their cytotoxic activity.

    abstract::Two new steroidal saponins, diosbulbisides D (1) and E (2), along with five known saponins (3- 7) were isolated from the rhizomes of Dioscorea bulbifera L. Their structures were elucidated on the basis of spectral data. Compounds 6 and 7, two 3- O-trisaccharides of diosgenin spirostanes, showed moderate cytotoxic acti...

    journal_title:Planta medica

    pub_type: 信件


    authors: Liu H,Chou GX,Wang JM,Ji LL,Wang ZT

    更新日期:2011-05-01 00:00:00

  • Protective Effects of Bacopa Monnieri on Hydrogen Peroxide and Staurosporine: Induced Damage of Human Neuroblastoma SH-SY5Y Cells.

    abstract::Many herbs, and recently their biomass from in vitro cultures, are essential for the treatment of diseases. The aim of this study was to determine the optimal growth of Bacopa monnieri (water hyssop) in an in vitro culture and to examine if extracts of the B. monnieri biomass from the in vitro culture would affect hyd...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Łojewski M,Pomierny B,Muszyńska B,Krzyżanowska W,Budziszewska B,Szewczyk A

    更新日期:2016-02-01 00:00:00

  • Oligostilbenes from the roots of Vitis thunbergii.

    abstract::Reinvestigating the constituents of the roots of Vitis thunbergii Sieb. & Zucc. led to the isolation of three new resveratrol derivatives, vitisinols E-G (1-3), together with 14 known compounds. The structures of compounds 1-3 were established by application of spectroscopic analyses (NMR, MS, UV, and IR). ...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Chiou WF,Shen CC,Chen CC,Lin CH,Huang YL

    更新日期:2009-06-01 00:00:00

  • The effect of the volatile oil from ginger rhizomes (Zingiber officinale), its fractions and isolated compounds on the 5-HT3 receptor complex and the serotoninergic system of the rat ileum.

    abstract::A contribution of the volatile oil from ginger rhizomes (Zingiber officinale Roscoe) on inhabiting the 5-HT3 receptor complex had been shown. In the present study a possible interaction of some compounds of the volatile oil with the 5-HT3 receptor system expressed in N1E-115 cells and with the serotoninergic system of...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Riyazi A,Hensel A,Bauer K,Geissler N,Schaaf S,Verspohl EJ

    更新日期:2007-04-01 00:00:00

  • Inheritance of Biomass Yield and Tropane Alkaloid Content in Hyoscyamus muticus.

    abstract::The nature of gene action for biomass yield and tropane alkaloid content was ascertained through diallel analysis in Egyptian henbane, HYOSCYAMUS MUTICUS L. Dominance variation was preponderant over additive genetic variance, dominance being in the overdominance range for both traits. On an overall basis, recessive al...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Misra HO,Sharma JR,Lal RK

    更新日期:1992-02-01 00:00:00

  • The sedative effects and mechanism of action of cedrol inhalation with behavioral pharmacological evaluation.

    abstract::It has been reported that cedarwood oil has sedative effects when inhaled. In this study, we evaluated sedative effects of inhaled cedrol, which is a major component of cedarwood oil. Accumulative spontaneous motor activity was significantly decreased in the cedrol-exposed Wistar rats. Similar results were confirmed i...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Kagawa D,Jokura H,Ochiai R,Tokimitsu I,Tsubone H

    更新日期:2003-07-01 00:00:00

  • Changes in the histomorphometric and biomechanical properties of the proximal femur of ovariectomized rat after treatment with the phytoestrogens genistein and equol.

    abstract::The isoflavonoids found in soy have attracted great interest as dietary phytoestrogens that might be effective for postmenopausal hormone replacement therapy. Special attention has been devoted to the hormonal effects of various isoflavonoids, like genistein (GEN) and daidzein's (DAID) potent metabolite, equol (EQ). H...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Tezval M,Sehmisch S,Seidlová-Wuttke D,Rack T,Kolios L,Wuttke W,Stuermer KM,Stuermer EK

    更新日期:2010-02-01 00:00:00

  • Radical scavengers from the entomogenous deuteromycete Beauveria amorpha.

    abstract::The culture medium of Beauveria amorpha Hohn. exhibited strong radical scavenging properties. Activity-directed fractionation assisted by a radical scavenging assay on TLC afforded two active compounds which were identified as 6-methyl-2,4-dihydroxyphenyl 4-O-methyl-beta-D-glucopyranoside (1) and (-)-terredionol (2). ...

    journal_title:Planta medica

    pub_type: 信件


    authors: Hu F,Schmidt K,Stoyanova S,Zengzhi L,Gräfe U,Hamburger M

    更新日期:2002-01-01 00:00:00

  • A New Iridoid Glucoside of Swertia japonica.

    abstract::The structure of swertiaside, a new iridoid glucoside isolated from SWERTIA JAPONICA, was elucidated to be 7-epi-( M-hydroxybenzoyl)-loganicacid. ...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Ikeshiro Y,Tomita Y

    更新日期:1984-12-01 00:00:00

  • Berberine inhibits cell growth and mediates caspase-independent cell death in human pancreatic cancer cells.

    abstract::Pancreatic cancer is one of the most aggressive human malignancies with an increasing incidence worldwide. In addition to the poor survival rates, combinations using gemcitabine as a backbone have failed to show any benefit beyond monotherapy. These facts underscore an urgent need for novel therapeutic options and mot...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Pinto-Garcia L,Efferth T,Torres A,Hoheisel JD,Youns M

    更新日期:2010-08-01 00:00:00

  • Suppression of inducible nitric oxide synthase expression by diarylheptanoids from Alpinia officinarum.

    abstract::Six diarylheptanoids were isolated from the rhizome of Alpinia officinarum (Zingiberaceae) as inhibitors of nitric oxide (NO) production in the lipopolysaccharide-activated macrophage cell line RAW 264.7. A double bond at C-4 of the linker between two aromatic rings was found to be essential for activity. Furthermore,...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Lee HJ,Kim JS,Ryu JH

    更新日期:2006-01-01 00:00:00

  • The natural olive constituent oleuropein induces nutritional cardioprotection in normal and cholesterol-fed rabbits: comparison with preconditioning.

    abstract::Ischemic preconditioning, which is mediated by cell signaling molecules, protects the heart from ischemia-reperfusion injury by limiting the infarct size. Oleuropein, the main polyphenolic constituent of olives, reduced the infarct size in normal and cholesterol-fed rabbits when it was administered at a nutritional do...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Andreadou I,Benaki D,Efentakis P,Bibli SI,Milioni AI,Papachristodoulou A,Zoga A,Skaltsounis AL,Mikros E,Iliodromitis EK

    更新日期:2015-06-01 00:00:00

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    abstract::A new furoclerodane, croblongifolin, together with one known clerodane, crovatin and one known labdane, nidorellol, were isolated from the stem bark of Croton oblongifolius. Structures were established based on spectroscopic and X-ray analysis. Croblongifolin showed a significant cytotoxicity against various human tum...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Roengsumran S,Musikul K,Petsom A,Vilaivan T,Sangvanich P,Pornpakakul S,Puthong S,Chaichantipyuth C,Jaiboon N,Chaichit N

    更新日期:2002-03-01 00:00:00

  • Components of Root Bark of Cudrania tricuspidata l.1,2 Structures of Four New Isoprenylated Xanthones, Cudraxanthones A, B, C and D.

    abstract::Four new isoprenylated xanthones, cudraxanthones A, B and C were isolated from the N-hexane extract of the root bark of CUDRANIA TRICUSPIDATA (Carr.) Bur. (Japanese name "Hariguwa"; Moraceae), and cudraxanthone D from the benzene extract. The structures of cudraxanthones A, B, C and D were shown to be 1-4, respectivel...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Fujimoto T,Hano Y,Nomura T

    更新日期:1984-06-01 00:00:00