Structure elucidation of a new natural diketopiperazine from a Microbispora aerata strain isolated from Livingston Island, Antarctica.

Abstract:

:A new natural diketopiperazine (1) was obtained from the culture broth of Microbispora aerata strain imbas-11A, isolated from penguin excrements collected on the Antarctic Livingston Island. Compound 1 was purified consecutively by solvent extraction, silica gel column chromatography and preparative HPLC. The structure of the compound was elucidated by 1D and 2D NMR experiments and mass spectrometric investigations. The absolute configuration of compound 1 was determined by amino acid analysis and NOESY correlations. A low antiproliferative and cytotoxic effect of trans-cyclo-(D-tryptophanyl-L-tyrosyl) (1) was determined with L-929 mouse fibroblast cells, K-562 human leukemia cells and HeLa human cervix carcinoma. Trans-cyclo-(D-tryptophanyl-L-tyrosyl) (1) did not show antimicrobial activity at a concentration of 50 µg per disc against Bacillus subtilis, Staphylococcus aureus, Streptomyces viridochromogenes, Escherichia coli, Candida albicans and Mucor miehei.

journal_name

Nat Prod Res

journal_title

Natural product research

authors

Ivanova V,Laatsch H,Kolarova M,Aleksieva K

doi

10.1080/14786419.2012.665911

subject

Has Abstract

pub_date

2013-01-01 00:00:00

pages

164-70

issue

2

eissn

1478-6419

issn

1478-6427

journal_volume

27

pub_type

杂志文章
  • Kinetics studies on triacontanyl palmitate: a urease inhibitor.

    abstract::The mechanism of inhibition of jack bean and Bacillus pasteurii ureases was investigated by triacontanyl palmitate (1) which is a long-chain fatty ester and has been isolated from Symplocos racemosa Roxb. Lineweaver-Burk, Dixon plots, and their secondary replots showed that 1 is a non-competitive inhibitor of these en...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410600906913

    authors: Lodhi MA,Abbasi MA,Choudhary MI,Ahmad VU

    更新日期:2007-07-10 00:00:00

  • Rapid biosynthesis of silver nanoparticles using Crotalaria verrucosa leaves against the dengue vector Aedes aegypti: what happens around? An analysis of dragonfly predatory behaviour after exposure at ultra-low doses.

    abstract::Aedes aegypti is a primary vector of dengue, a mosquito-borne viral disease infecting 50-100 million people every year. Here, we biosynthesised mosquitocidal silver nanoparticles (AgNP) using the aqueous leaf extract of Crotalaria verrucosa. The green synthesis of AgNP was studied by UV-vis spectroscopy, SEM, EDX and ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2015.1074230

    authors: Murugan K,Sanoopa CP,Madhiyazhagan P,Dinesh D,Subramaniam J,Panneerselvam C,Roni M,Suresh U,Nicoletti M,Alarfaj AA,Munusamy MA,Higuchi A,Kumar S,Perumalsamy H,Ahn YJ,Benelli G

    更新日期:2016-01-01 00:00:00

  • Chemical composition of essential oils from the vegetative and reproductive structures of Copaifera langsdorffii Desf.

    abstract::GC/FID and GC-MS analysis revealed germacrene D, bicyclogermacrene, α-cadinol and cubenol as major compounds from aril. Germacrene D, bicyclogermacrene, trans-caryophyllene and δ-elemene are major compounds in fruits. Germacrene D, spathulenol, trans-caryophyllene and caryophyllene oxide are major compounds in leaves....

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2014.987145

    authors: Portella Rde O,Facanali R,Marques MO,de Almeida LF

    更新日期:2015-01-01 00:00:00

  • A new androstanoid metabolite from a soil fungus Curvularia borreriae strain HS-FG-237.

    abstract::A new androstanoid metabolite, 4α-methyl-9α-methoxyandrosta-8,15-diene-3,17-dione (1), was isolated from a soil fungus Curvularia borreriae (Pleosporaceae) strain HS-FG-237. Its structure was determined by extensive spectroscopic and X-ray diffraction analyses. Compound 1 exhibited poor cytotoxicity toward HCT-116 cel...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2016.1272115

    authors: Liu LF,Zhang H,Qi H,Wang XM,Wang JD,Tan GS

    更新日期:2017-05-01 00:00:00

  • A new ent-kauranoid from Isodon lophanthoides var. geradianus.

    abstract::A new ent-kaurane diterpenoid, lophanthodin G (1) and one known abietanoid, 6alpha-hydroxyferruginol (2), were isolated from the leaves of Isodon lophanthoides var. geradianus. The structure of the new compound 1 was established using spectroscopic methods including extensive 1D and 2D NMR analysis. ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410701640619

    authors: Liu YH,Huang SX,Zhao QS,Ding JK,Goh NK,Sun HD,Chia TF,Tan SN,Chia LS

    更新日期:2008-01-01 00:00:00

  • Pharmaceutical potential of phorbol esters from Jatropha curcas oil.

    abstract::Phorbol esters (PEs) are diterpenes present in Jatropha curcas L. seeds and have a myriad of biological activities. Since PEs are toxic, they are considered to be futile in Jatropha-based biodiesel production chain. In the present study, the extracted PEs from Jatropha oil were used as a starting material to synthesis...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2012.716057

    authors: Devappa RK,Malakar CC,Makkar HP,Becker K

    更新日期:2013-01-01 00:00:00

  • Two new norsesquiterpenes from Ligularia lapathifolia.

    abstract::Two new norsesquiterpenes were isolated from the extracts of the roots and rhizomes of Ligularia lapathifolia (Franch.) Hand.-Mazz. Their structures were identified as 2-acetyl-3a-methyl-5-(2-methyl-but-2-enoyloxy)-3a,4,5,6,7,7a-hexahydro-H-indene-4-carboxylic acid (1) and 2-acetyl-8a-methyl-2-(2-methyl-but-2-enoyloxy...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/1057563031000122149

    authors: Li YS,Wang ZT,Zhang M,Chen JJ,Luo SD

    更新日期:2004-04-01 00:00:00

  • Nephroprotective activity of Momordica dioica Roxb. in cisplatin-induced nephrotoxicity.

    abstract::In this study, the ethanol extract of Momordica dioica fruit extract (200 mg kg(-1)) was studied for nephroprotective and curative activities. Chloroform, ethyl acetate, ethanol and aqueous extracts were prepared. In vitro antioxidant activity was made the basis for the selection of the ethanol extract for further stu...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410903132589

    authors: Jain A,Singhai AK

    更新日期:2010-05-01 00:00:00

  • Plantagiolide F, a minor withanolide from Tacca plantaginea.

    abstract::A minor new withanolide, named plantagiolide F, was isolated from the whole plant of Tacca plantaginea (Hance). The structure of plantagiolide F was elucidated on the basis of spectroscopic methods including extensive 1- and 2-D NMR experiments. ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786411003774304

    authors: Yang JY,Chen CX,Zhao RH,Hao XJ,Liu HY

    更新日期:2011-01-01 00:00:00

  • New triterpene glycoside and other chemical constituents from the leaves of Swartzia apetala Raddi var. glabra.

    abstract::A new triterpene saponin (1) was isolated from a methanol extract of Swartzia apetala Raddi var. glabra, together with the flavonoids mauritianin (2), kaempferol (3) and the triterpene saponin β-D-glucopyranosyl 3β-hydroxy-olean-12-en-28-oate (4). These compounds were characterised on the basis of their spectral data,...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2013.782493

    authors: de Araújo MF,Curcino Vieira IJ,Sant'Anna CM,da Silva DR,Vitorino Maia AI,Braz-Filho R,Vieira-da-Motta O,Mathias L

    更新日期:2013-10-01 00:00:00

  • Phenolic constituents and antioxidant activity of Euphorbia retusa Forssk.

    abstract::The aim of the present study was to evaluate the phenolic contents in capsule and root methanolic extracts of Euphorbia retusa followed by identification of phenolic on capsule extracts through high-performance liquid chromatography (HPLC- DAD) for the first time. Likewise, the antioxidant activity of both extracts wa...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2019.1582040

    authors: Lahmadi S,Belhamra M,Karoune S,Imad K,Bensouici C,Kechebar MSA,Halis Y,Ksouri R

    更新日期:2020-12-01 00:00:00

  • Biotransformation of (+)-androst-4-ene-3,17-dione.

    abstract::Fermentation of (+)-androst-4-ene-3,17-dione (1) with Curvularia lunata for 10 days yielded five oxidative and reductive metabolites, androsta-1,4-diene-3,17-dione (2), 17beta-hydroxyandrosta-1,4-dien-3-one (3), 11alpha-hydroxyandrost-4-ene-3,17-dione (4), 11alpha,17beta-dihydroxyandrost-4-en-3-one (5) and 15alpha-hyd...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410310001620628

    authors: Choudhary MI,Sultan S,Khan MT,Yasin A,Shaheen F,Atta-ur-Rahman

    更新日期:2004-12-01 00:00:00

  • Isolation, structural elucidation and antiplasmodial activity of fucosterol compound from brown seaweed, Sargassum linearifolium against malarial parasite Plasmodium falciparum.

    abstract::The brown seaweed, Sargassum linearifolium (Turner) C. Agardh, 1820 is commonly available along the south-east coast of India. Its compound fucosterol was isolated and confirmed through spectral characterisation and chemical transformation methods. The antiplasmodial effect of the isolated fucosterol was investigated ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2017.1342081

    authors: Perumal P,Sowmiya R,Prasanna Kumar S,Ravikumar S,Deepak P,Balasubramani G

    更新日期:2018-06-01 00:00:00

  • An endophytic fungus from Trichoderma harzianum SWUKD3.1610 that produces nigranoic acid and its analogues.

    abstract::The objective of this study was to determine whether endophytic fungi, isolated from Kadsura angustifolia produce nigranoic acid and its highly oxygenated derivatives. From the 426 endophytic fungi screened, Trichoderma harzianum SWUKD3.1610 was detected to have a component with the same TLC R ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2018.1486311

    authors: Han M,Qin D,Ye T,Yan X,Wang J,Duan X,Dong J

    更新日期:2019-07-01 00:00:00

  • Urinary metabolites of cinobufagin in rats and their antiproliferative activities.

    abstract::Cinobufagin was one of the important cardenolidal steroids and a major component of Chan'Su, a famous traditional Chinese medicine. The urinary metabolites of cinobufagin after single oral doses of 25 mg kg⁻¹ in rats were investigated. Eleven metabolites were isolated and purified by liquid-liquid extraction, open-col...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2010.510798

    authors: He X,Hu H,Wu Y,Zeng X

    更新日期:2012-01-01 00:00:00

  • Albidosides H and I, two new triterpene saponins from the barks of Acacia albida Del. (Mimosaceae).

    abstract::Two new triterpene saponins, albidosides H (1) and I (2), along with the three known saponins were isolated from the barks of Acacia albida. Their structures were elucidated on the basis of extensive 1D- and 2D-NMR studies and mass spectrometry. Albidosides H (1) and I (2) were assayed for their cytotoxicity against H...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2017.1371156

    authors: Tchoukoua A,Kuiate Tabopda T,Konga Simo I,Uesugi S,Ohno M,Kimura KI,Kwon E,Momma H,Shiono Y,Ngadjui BT

    更新日期:2018-04-01 00:00:00

  • Three alkaloids from Reineckia carnea herba and their antitussive and expectorant activities.

    abstract::Three alkaloids, (3-chloro-2-hydroxypropyl) trimethylammonium chloride (1), p-(acetylamino)-phenol (2) and 4,4'-diacetamidodiphenyl ether (3), were isolated from Reineckia carnea herba. Their structures were determined by detailed analysis of their 1D and 2D NMR spectra and MS. Compounds 1 and 3 were new natural produ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2014.900618

    authors: Wang J,Han N,Wang Y,Wang Y,Liu Z,Wang Y,Yin J

    更新日期:2014-01-01 00:00:00

  • Design, synthesis and agricultural evaluation of derivatives of N-Acyl-N-(m-fluoro-benzyl)-6-amino-coumarin.

    abstract::ABTRACT This study aims to design and synthesize a series of N-Acyl-N-(m-fluoro- benzyl)-6- amino-coumarins through the principle of active substructure stitching, which are based on the core structure of N-(m-fluoro-benzyl)-6-amino-coumarin. The structures of target compounds e1-e25 have been characterized by 1H NMR,...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2020.1806268

    authors: Jin Y,Ding YH,Dong JJ,Wei Y,Hao SH,Feng BC

    更新日期:2020-08-13 00:00:00

  • Report of in vitro antileishmanial properties of Iberian macroalgae.

    abstract::Here is reported the anti Leishmania infantum activity of 48 hexane, CH2Cl2 and MeOH extracts from 16 macroalgae collected on the Iberian Coast. Seven hexane and CH2Cl2Cystoseira baccata, Cystoseira barbata, Cystoseira tamariscifolia, Cystoseira usneoides, Dictyota spiralis and Plocamium cartilagineum extracts were ac...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2018.1434637

    authors: Bruno de Sousa C,Lago JHG,Macridachis J,Oliveira M,Brito L,Vizetto-Duarte C,Florindo C,Hendrickx S,Maes L,Morais T,Uemi M,Neto L,Dionísio L,Cortes S,Barreira L,Custódio L,Alberício F,Campino L,Varela J

    更新日期:2019-06-01 00:00:00

  • Bioactive sesquiterpenoids and steroids from the resinous exudates of Commiphora myrrha.

    abstract::Chemical investigation of the resinous exudates of Commiphora myrrha has led to the isolation of four sesquiterpenes (1a/1b, 2, and 3), including one pair of new sesquiterpene enantiomers (1a/1b), one new racemic mixture 2, and two steroids (4 and 5). Their structures were elucidated by spectroscopic analysis, and the...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2018.1448811

    authors: Ge CY,Zhang JL

    更新日期:2019-02-01 00:00:00

  • Phebaclavin I, a novel 3-prenylated coumarin, and trichoclin acetate, a new natural furocoumarin, from the aerial parts of Phebalium aff. tuberculosum (Rutaceae).

    abstract::Phebaclavin I, a novel 3-prenylated coumarin, was isolated from the aerial parts of Phebalium aff. tuberculosum (Rutaceae) together with five known related compounds, Phebaclavin A, B, D, G, H. The structure of phebaclavin I was established by spectroscopic methods. Several other known coumarins were obtained, includi...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410500087525

    authors: Roux D,Muyard F,Girard C,Colombain M,Tillequin F,Waterman PG,Bévalot F

    更新日期:2006-03-01 00:00:00

  • The roots of Salvia rhytidea: a rich source of biologically active diterpenoids.

    abstract::Sahandinone (1), 12-deoxysalvipisone (2), miltirone (3), 7α-acetoxyroyleanone (4), and labda-7,14-dien-13-ol (5) were isolated from the roots of Salvia rhytidea Benth. (Lamiaceae). Their structures were elucidated by a combination of spectroscopic analyses including EIMS and NMR. The 13C NMR spectroscopic data were re...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2016.1188096

    authors: Jassbi AR,Eghtesadi F,Hazeri N,Ma'sumi H,Valizadeh J,Chandran JN,Schneider B,Baldwin IT

    更新日期:2017-02-01 00:00:00

  • A new analogue of fatty alcohol from Tamarix hampeana L.

    abstract::New analogues of a long-chain secondary alcohol (1) and laserine (2) were isolated from the flowers of Tamarix hampeana L. The isolated compounds were identified using 1D and 2D NMR, LCMS/APCI, and chemical methods. Laserine was isolated for the first time from T. hampeana L. ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410802386302

    authors: Aykac A,Akgül Y

    更新日期:2010-01-01 00:00:00

  • A new β-tetralonyl glucoside from the Santalum album derived endophytic fungus Colletotrichum sp. GDMU-1.

    abstract::A new β-tetralonyl glucoside, methylberchemiaside (1), along with five known compounds (2-6) were isolated from a fungus Colletotrichum sp . GDMU-1 derived from the leaves of Santalum album. Their structures were determined by detailed analysis of spectroscopic data. All compounds were tested for the inhibitory effect...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2018.1452003

    authors: Liu W,Chen S,Li J,Yang X,Yan C,Liu H

    更新日期:2019-02-01 00:00:00

  • Relevant principal component analysis applied to the characterisation of Portuguese heather honey.

    abstract::The main purpose of this study was the characterisation of 'Serra da Lousã' heather honey by using novel statistical methodology, relevant principal component analysis, in order to assess the correlations between production year, locality and composition. Herein, we also report its chemical composition in terms of sug...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410701825004

    authors: Martins RC,Lopes VV,Valentão P,Carvalho JC,Isabel P,Amaral MT,Batista MT,Andrade PB,Silva BM

    更新日期:2008-01-01 00:00:00

  • Production of bioactive tryptamine derivatives by co-culture of marine Streptomyces with Bacillus mycoides.

    abstract::Tryptamine derivatives such as tryptamine and bacillamides were strong algicidal compounds promising in controlling harmful algae blooms, but their bioactivity and application researches were hindered by extremely low natural production rates. This study found an induced production of algicidal tryptamine derivatives ...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2015.1005619

    authors: Yu L,Hu Z,Ma Z

    更新日期:2015-01-01 00:00:00

  • Antibacterial and antioxidant constituents of Acalypha wilkesiana.

    abstract::This study was aimed at characterising the secondary metabolites responsible for antibacterial and antioxidant activities of Acalypha wilkesiana. Purification of the defatted methanol leaves extract was guided by the DPPH free radical scavenging assay as well as by evaluation of the antibacterial activity against four...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2014.983105

    authors: Anokwuru CP,Sinisi A,Samie A,Taglialatela-Scafati O

    更新日期:2015-01-01 00:00:00

  • A new compound against Peries rapae from Stellera chamaejasme.

    abstract::The ethanol extract of Stellera chamaejasme roots exhibited significant bioactivity against Peries rapae. In the course of a search for the active compounds, S-(+)-1,5-diphenyl-3-hydroxy-1-pentanone (1) was isolated and this compound has never been found before in S. chamaejasme as far as we known. The structure was e...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786410701782536

    authors: Liu Q,Jia H,Xiao B,Chen L,Zhou B,Hou TP

    更新日期:2008-03-10 00:00:00

  • A novel alkaloid from Portulaca oleracea L.

    abstract::A novel alkaloid named oleraciamide C (1), with six known compounds, hydroxydihydrobovolide (2), uracil (3), catechol (4), 4-aminophenol (5), vanillic acid (6) as well as 3-hydroxypyridine (7), were isolated from Portulaca oleracea L. Additionally, hydroxydihydrobovolide (2), 4-aminophenol (5), 3-hydroxypyridine (7) w...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2016.1253081

    authors: Xu L,Ying Z,Wei W,Hao D,Wang H,Zhang W,Li C,Jiang M,Ying X,Liu J

    更新日期:2017-04-01 00:00:00

  • A new lignan glycoside from the aerial parts and cytotoxic investigation of Uvaria rufa.

    abstract::Chemical investigation of the aerial parts of Uvaria rufa (Dunal) Blume collected from Vietnam yielded one new lignan glycoside, ufaside (1), along with six known compounds, oxoanolobine (2), ergosta-4,6,8(14),22-tetraen-3-one (3), catechin (4), epicatechin (5), daucosterol (6) and glutin-5-en-3-one (7). Their chemica...

    journal_title:Natural product research

    pub_type: 杂志文章

    doi:10.1080/14786419.2014.971790

    authors: Nguyen TH,Ho VD,Do TT,Bui HT,Phan VK,Sak K,Raal A

    更新日期:2015-02-01 00:00:00