Antiplasmodial alkaloids from the stem bark of Strychnos malacoclados.

Abstract:

:From the stem bark of Strychnos malacoclados, one new bisindole alkaloid, 3-hydroxylongicaudatine Y (1), was isolated along with the known alkaloids vomicine (2), bisnordihydrotoxiferine (3), divarine (4), longicaudatine (5), longicaudatine Y (6), and longicaudatine F (7). All the compounds were tested for their antimalarial activity against the chloroquine-sensitive 3D7 and -resistant W2 strains of Plasmodium falciparum. Longicaudatine was the most active compound with IC₅₀ values of 0.682 and 0.573 µM, respectively. The activity of compounds 1, 3, 4, 6, and 7 against the two strains ranged from 1.191 to 6.220 µM and 0.573 to 21.848 µM, respectively. Vomicine (2), the only monomer isolated, was inactive. The alkaloids of the longicaudatine-type ( 1, 5-7) were more active than those of the caracurine-type (3- 4). The presence of the ether bridge in the molecule seems to increase the antiplasmodial activity. Compounds 1, 5, and 7 were tested against the WI-38 human fibroblast cell line. Longicaudatine was the most cytotoxic compound with an IC₅₀ of 2.721 µM. Longicaudatine F was 40-46 times more active against the two strains of P. falciparum than against the human fibroblasts and was thus considered as the more selective alkaloid. The structures of the compounds were determined based on the analysis of their spectral data.

journal_name

Planta Med

journal_title

Planta medica

authors

Tchinda AT,Ngono AR,Tamze V,Jonville MC,Cao M,Angenot L,Frédérich M

doi

10.1055/s-0031-1280473

subject

Has Abstract

pub_date

2012-03-01 00:00:00

pages

377-82

issue

4

eissn

0032-0943

issn

1439-0221

journal_volume

78

pub_type

杂志文章
  • New diterpenoids from the aerial parts of Salvia candelabrum.

    abstract::The new diterpenoids, candesalvoquinone, 12- O-methylcandesalvone B, candesalvone B methyl ester with the 3,4-secoabietane skeleton, and candelabroquinone with the abietane skeleton were isolated from the aerial parts of Salvia candelabrum, together with the known compound candelabrone. The structures were established...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2003-38484

    authors: Hohmann J,Janicsák G,Forgo P,Rédei D,Máthé I,Bartók T

    更新日期:2003-03-01 00:00:00

  • Extraction Method and Analysis of Cannabinoids in Cannabis Olive Oil Preparations.

    abstract::Recently, an increasing number of pharmacists had to supply medicinal products based on Cannabis sativa L. (Cannabaceae), prescribed by physicians to individual patients. Cannabis olive oil preparation is the first choice as a concentrated extract of cannabinoids, even though standardized operative conditions for obta...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0043-123074

    authors: Casiraghi A,Roda G,Casagni E,Cristina C,Musazzi UM,Franzè S,Rocco P,Giuliani C,Fico G,Minghetti P,Gambaro V

    更新日期:2018-03-01 00:00:00

  • Hydrolysis is the dominating in vivo metabolism pathway for arctigenin: identification of novel metabolites of arctigenin by LC/MS/MS after oral administration in rats.

    abstract::The phenylpropanoid dibenzylbutyrolactone lignan arctigenin, a key component found in Arctium lappa, or burdock, has been reported with a variety of therapeutic effects including anticancer, anti-inflammation, and antivirus effects. Using LC/MS/MS, three novel metabolites of arctigenin, namely, arctigenic acid, arctig...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0032-1328332

    authors: Gao Q,Zhang Y,Wo S,Zuo Z

    更新日期:2013-04-01 00:00:00

  • Two major urinary metabolites of scutellarin in rats.

    abstract::Urinary metabolites of scutellarin, the main effective constituent of breviscapine, a cerebrovascular and cardiovascular drug consisting of total flavonoids of Erigeron breviscapus, were investigated in rats. Two major metabolites were isolated from the urine of rats following oral administration of scutellarin and id...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-967128

    authors: Qiu F,Xia H,Zhang T,Di X,Qu G,Yao X

    更新日期:2007-04-01 00:00:00

  • Evaluation of the anti-trypanosomal activity of tyropeptin A.

    abstract::The natural compound tyropeptin A, a new peptidyl aldehyde proteasome inhibitor, was tested for its trypanocidal activity in vitro using culture-adapted bloodstream forms of Trypanosoma brucei. The concentrations of tyropeptin A required to reduce the growth rate by 50 % and to kill all cells were 10 and 100 times low...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-931600

    authors: Steverding D,Pemberton AJ,Royle H,Spackman RW,Rivett AJ

    更新日期:2006-06-01 00:00:00

  • Halimium halimifolium: From the Chemical and Functional Characterization to a Nutraceutical Ingredient Design.

    abstract::Halimium halimifolium (Hh) is a shrub used in Algerian folk medicine to treat gastrointestinal pain. An UHPLC-PDA-ESI/MSn method was developed to identify the metabolic profile of the traditionally used infusion (Hh-A) from the aerial parts. The structures of flavanols were confirmed by NMR analysis after the isolatio...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-0953-6007

    authors: Kerbab K,Sansone F,Zaiter L,Esposito T,Celano R,Franceschelli S,Pecoraro M,Benayache F,Rastrelli L,Picerno P,Aquino RP,Mencherini T

    更新日期:2019-08-01 00:00:00

  • Inhibitory activity of soyasaponin II on virus replication in vitro.

    abstract::The antiviral activities of two saponins, soyasaponin I and II, isolated from soybean (Glycine max Merrill) were studied in vitro against herpes simplex virus type 1 (HSV-1). Soyasaponin II was more potent than soyasaponin I as shown by reduction of HSV-1 production. Soyasaponin II was also found to inhibit the replic...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957622

    authors: Hayashi K,Hayashi H,Hiraoka N,Ikeshiro Y

    更新日期:1997-04-01 00:00:00

  • Plants: a source for new antimycobacterial drugs.

    abstract::Tuberculosis, also called TB, is currently a major health hazard due to multidrug-resistant forms of bacilli. Global efforts are underway to eradicate TB using new drugs with new modes of action, higher activity, and fewer side effects in combination with vaccines. For this reason, unexplored new sources and previousl...

    journal_title:Planta medica

    pub_type: 杂志文章,评审

    doi:10.1055/s-0033-1350978

    authors: Santhosh RS,Suriyanarayanan B

    更新日期:2014-01-01 00:00:00

  • Alkaloids from Corydalis marschalliana.

    abstract::The known alkaloids (+/-)-stylopine, (+/-)-sinactine, protopine, (+)-bulbocapnine, (-)-domesticine, (+)-corydine and (+)-isoboldine were found in the mixture of alkaloids from Corydalis marschalliana (Papaveraceae), growing in Bulgaria. The alkaloids dehydronantenine, (+)-nantenine and oxonantenine were isolated for t...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-971718

    authors: Kiryakov HG,Iskrenova E,Kuzmanov B,Evstatieva L

    更新日期:1981-03-01 00:00:00

  • Ilex aquifolium: protection against enzymatic and non-enzymatic lipid peroxidation.

    abstract::The ethanolic extract of Ilex aquifolium L. (Aquifoliaceae) concentration-dependently inhibited leukotriene B4 biosynthesis in isolated bovine PMNL with an IC50 value of about 60 micrograms/ml, whereas the effect on epidermal 12(S)-HETE biosynthesis was much less pronounced. The extract also inhibited the non-enzymati...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957509

    authors: Müller K,Ziereis K,Paper DH

    更新日期:1998-08-01 00:00:00

  • [Contributions to the Structure of Hypercratine, another Alkaloid of Ruspolia hypercrateriformis.].

    abstract::Besides the known pyrrolidine alkaloids ruspolinone ( 1), norruspolinone ( 2), and norruspoline ( 3) the "bispyrrolidine" alkaloid hypercratine was isolated from the roots of RUSPOLIA HYPERCRATERIFORMIS M. R. (Acanthaceae). After chemical and spectroscopic analysis of the new compound, structure 4 is suggested. ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-969927

    authors: Neukomm G,Roessler F,Johne S,Hesse M

    更新日期:1983-08-01 00:00:00

  • Cloning and characterization of a cDNA coding a hydroxycinnamoyl-CoA quinate hydroxycinnamoyl transferase involved in chlorogenic acid biosynthesis in Lonicera japonica.

    abstract::The flower buds of Lonicera japonica are widely used in Chinese medicine for their anti-inflammatory properties. The reason why L. japonica has potent and significant effects is that it contains various active components, especially chlorogenic acid (CGA). In the present study, we isolated a hydroxycinnamoyl-CoA quina...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0030-1250020

    authors: Peng X,Li W,Wang W,Bai G

    更新日期:2010-11-01 00:00:00

  • Spasmolytic and antinociceptive activities of ursolic acid and acacetin identified in Agastache mexicana.

    abstract::Agastache mexicana is a plant in high demand that has long been used in Mexican folk medicine to treat anxiety, insomnia, and stomachache, among other afflictions. Ursolic acid and acacetin were isolated and identified as two possible active compounds of A. mexicana aerial parts. An antinociceptive response was demons...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0031-1298416

    authors: González-Trujano ME,Ventura-Martínez R,Chávez M,Díaz-Reval I,Pellicer F

    更新日期:2012-05-01 00:00:00

  • Piper methysticum: enantiomeric separation of kavapyrones by high performance liquid chromatography.

    abstract::A simultaneous separation of the enantiomers of kawain, dihydrokawain, methysticin, and dihydromethysticin as well as the achiral dienolides yangonin and demethoxyyangonin was carried out on a ChiraSpher NT column. This HPLC method can be used for the investigation of the enantiomeric purity of plant material and herb...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957606

    authors: Häberlein H,Boonen G,Beck MA

    更新日期:1997-02-01 00:00:00

  • Inhibitory effects of the essential oil of Mentha pulegium on the isolated rat myometrium.

    abstract::The effects of the essential oil of Mentha pulegium L. (EOMP), a plant commonly known as "pennyroyal" or "poejo" that is used in folk medicine as an abortifaceant, were assessed on the isolated rat myometrium. Myometrial strips were stimulated with 10 nM oxytocin or 10 microM PGF (2alpha). EOMP (10 - 300 microg/mL) co...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2005-837819

    authors: Soares PM,Assreuy AM,Souza EP,Lima RF,Silva TO,Fontenele SR,Criddle DN

    更新日期:2005-03-01 00:00:00

  • Regulation of human pregnane X receptor and its target gene cytochrome P450 3A by praeruptorin A isolated from the herbal medicine Peucedanum praeruptorum.

    abstract::Qianhu, the dried roots of Peucedanum praeruptorum, is a well-known traditional Chinese medicinal herb which was officially listed in the Chinese Pharmacopoeia. Praeruptorin A is the major active constituent of Qianhu. Our previous studies show that praeruptorin effectively transactivated the protein expression and ca...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0033-1350795

    authors: Huang L,Bi HC,Li YH,Zhang JQ,Kuang SY,Zhang L,Wang YT,Huang M

    更新日期:2013-11-01 00:00:00

  • Aescin protection of human vascular endothelial cells exposed to cobalt chloride mimicked hypoxia and inflammatory stimuli.

    abstract::Human vascular endothelial cells (HUVECs) were exposed to CoCl2 as an in vitro model of hypoxia. Expression of VCAM-1 (vascular cell adhesion molecule), reduction of PECAM-1 (platelet endothelial cell adhesion molecule) and cytoskeletal changes without alterations in cell viability were observed. HUVECs were also expo...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-967118

    authors: Montopoli M,Froldi G,Comelli MC,Prosdocimi M,Caparrotta L

    更新日期:2007-03-01 00:00:00

  • Cratoxylum formosum Extract Protects against Amyloid-Beta Toxicity in a Caenorhabditis elegans Model of Alzheimer's Disease.

    abstract::Amyloid-β, one of the hallmarks of Alzheimer's disease, is toxic to neurons and causes cell death in the brain. Oxidative stress is known to play an important role in Alzheimer's disease, and there is strong evidence linking oxidative stress to amyloid-β. The herbal plant "Tiew kon" (Cratoxylum formosum ssp. pruniflor...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0041-111621

    authors: Keowkase R,Weerapreeyakul N

    更新日期:2016-04-01 00:00:00

  • Thyme extract, but not thymol, inhibits endothelin-induced contractions of isolated rat trachea.

    abstract::Thyme extract is known to posses spasmolytic effects on isolated trachea and to increase ciliary activity. A small part of this effect is mediated via beta (2) receptors, but other receptors are supposed to be involved. Endothelin has a pathophysiological impact in asthma with respect to hyper-reagibility and contract...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2008-1081349

    authors: Engelbertz J,Schwenk T,Kinzinger U,Schierstedt D,Verspohl EJ

    更新日期:2008-10-01 00:00:00

  • Antispasmodic effects of myrrh due to calcium antagonistic effects in inflamed rat small intestinal preparations.

    abstract::Myrrh is the oleo-gum resin of mainly Commiphora molmol and as a powdered substance, one compound in the traditional medicinal product Myrrhinil-Intest®, which has been used for the treatment of unspecific, inflammatory intestinal disorders. The aim of the present study was to evaluate the antispasmodic effect of myrr...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0034-1383391

    authors: Vissiennon C,Goos KH,Goos O,Nieber K

    更新日期:2015-01-01 00:00:00

  • Alpha-tocopherol modulates hydrogen peroxide-induced DNA damage and telomere shortening of human skin fibroblasts derived from differently aged individuals.

    abstract::Antioxidants such as vitamin E may act differently on skin cells depending on the age of the skin and the level of oxidative damage induced. The effects of alpha-tocopherol (ATF) on H(2)O(2)-induced DNA damage and telomere shortening of normal human skin fibroblast cells derived from young and old individual donors we...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0029-1240812

    authors: Makpol S,Zainuddin A,Rahim NA,Yusof YA,Ngah WZ

    更新日期:2010-06-01 00:00:00

  • Aged garlic extract and its constituents inhibit Cu(2+)-induced oxidative modification of low density lipoprotein.

    abstract::Oxygen radical injury and lipid peroxidation have been suggested as major causes of atherosclerosis, cancer, liver disease, and the aging process. More specifically, oxidative modification of low density lipoprotein (LDL) has been recognized as an important process of atherosclerosis. In this study, we determined the ...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2006-957668

    authors: Ide N,Nelson AB,Lau BH

    更新日期:1997-06-01 00:00:00

  • Stellera chamaejasme and Its Main Compound Luteolin 7-O-Glucoside Alleviates Skin Lesions in Oxazolone- and 2,4-Dinitrochlorobenzene-Stimulated Murine Models of Atopic Dermatitis.

    abstract::Stellera chamaejasme, also known as "Langdu", has been traditionally used for the management of skin-related diseases such as psoriasis and skin ulcers. The aim of this study was to determine whether S. chamaejasme and its major component, luteolin 7-O-glucoside, have a preventive effect on the development of atopic d...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-0746-8698

    authors: Jo BG,Park NJ,Jegal J,Choi S,Lee SW,Yi LW,Kim SN,Yang MH

    更新日期:2019-05-01 00:00:00

  • Inhibitory Effect of New Semisynthetic Usnic Acid Derivatives on Human Tyrosyl-DNA Phosphodiesterase 1.

    abstract::Usnic acid, a lichen secondary metabolite produced by a whole number of lichens, has attracted the interest of researchers owing to its broad range of biological activity, including antiviral, antibiotic, anticancer properties, and it possessing a certain toxicity. The synthesis of new usnic acid derivatives and the i...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-0681-7069

    authors: Dyrkheeva N,Luzina O,Filimonov A,Zakharova O,Ilina E,Zakharenko A,Kuprushkin M,Nilov D,Gushchina I,Švedas V,Salakhutdinov N,Lavrik O

    更新日期:2019-01-01 00:00:00

  • Minor secondary metabolic products from the stem bark of Plumeria rubra Linn. displaying antimicrobial activities.

    abstract::Four new iridoids viz., plumeridoids A, B, and C and epiplumeridoid C were isolated from the stem bark of Plumeria rubra Linn. together with twenty-four known compounds viz., 1-( P-hydroxyphenyl)propan-1-one, isoplumericin, plumericin, dihydroplumericin, allamcin, fulvoplumerin, allamandin, plumieride, P- E-coumaric a...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0029-1240611

    authors: Kuigoua GM,Kouam SF,Ngadjui BT,Schulz B,Green IR,Choudhary MI,Krohn K

    更新日期:2010-04-01 00:00:00

  • [Germacranolides, Guaianolides, and Xanthanolides from the Flowers of Arnica mollis and an X-Ray Structure Analysis of Baileyin Acetate].

    abstract::The flowers of ARNICA MOLLIS afforded, in addition to baileyin ( 1A), baileyin acetate ( 1B), xanthalongin ( 3), and 2-deacetoxy-11alpha,13-dihydroxanthuminol ( 6), the new 1,5- CIS-guaianolides arnimollin acetate ( 2A) and arnimollin tiglinate ( 2A) and the new xanthanolides 11beta3,13-dihydroxanthalongin ( 4) and 11...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-960898

    authors: Marcinek-Hüpen-Bestendonk C,Willuhn G,Steigel A,Wendisch D,Middelhauve B,Wiebcke M,Mootz D

    更新日期:1990-02-01 00:00:00

  • Bioactivity-guided isolation of cytotoxic sesquiterpenes and flavonoids from Anthemis ruthenica.

    abstract::A new eudesmanolide sesquiterpene, sivasinolide 6-O-angelate (1), was isolated from the aerial parts of Anthemis ruthenica together with the known compounds chrysanin (2), tanacin (3), 3 beta-hydroxycostunolide (4), centauridin (5), and centaureidin (6). The compounds were obtained by means of bioactivity-guided fract...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-0029-1185942

    authors: Hajdú Z,Zupkó I,Réthy B,Forgo P,Hohmann J

    更新日期:2010-01-01 00:00:00

  • New tetrahydroprotoberberine N-oxide alkaloids and cytotoxic constituents of Corydalis tashiroi.

    abstract::Three new tetrahydroprotoberberine N-oxide alkaloids, (-)- cis-corydalmine N-oxide, (-)- trans-corydalmine N-oxide, and (-)- trans-isocorypalmine N-oxide, along with three known benzo[ C]phenanthridine alkaloids, norsanguinarine, dihydrosanguinarine, and oxysanguinarine, six known berberine alkaloids, (-)-tetrahydropa...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-1999-14090

    authors: Chen JJ,Duh CY,Chen IS

    更新日期:1999-10-01 00:00:00

  • Dysoxydensins A-G, seven new clerodane diterpenoids from Dysoxylum densiflorum.

    abstract::Seven new clerodane diterpenoids, dysoxydensins A-G (1-7), together with six known clerodanes, were isolated from Dysoxylum densiflorum. The structures of all the compounds were elucidated by extensive spectroscopic analysis. These compounds were evaluated for their cytotoxic activities against five human cancer cell ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0034-1382903

    authors: Gu J,Cheng GG,Qian SY,Li Y,Liu YP,Luo XD

    更新日期:2014-08-01 00:00:00

  • Antineoplastic agents. II. Four furostanol glycosides from rhizomes of Dioscorea collettii var. hypoglauca.

    abstract::During activity-guided fractionations to screen for antineoplastic agents, further studies by means of preparative HPLC led to the isolation of four known furostanol saponins: protoneodioscin, protodioscin, protoneogracillin, protogracillin, along with their corresponding artifacts: methyl protoneodioscin, methyl prot...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957636

    authors: Hu K,Dong A,Yao X,Kobayashi H,Iwasaki S

    更新日期:1997-04-01 00:00:00