Sesquineolignans and other constituents from the seeds of Joannesia princeps

Waibel, Reiner; Benirschke, Gerd; Benirschke, Monika; Achenbach, Hans

doi:10.1016/s0031-9422(02)00357-6

Cited by 40 publications

(58 citation statements)

References 13 publications

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“…Recently, it was reported that the chemical shift differences between H-2′ and H-5′ in the 1 H NMR spectra measured in CD 3 OD allow for an unambiguous identification of the isomeric structures. 15,16 The 1 H NMR spectrum of 1 showed a large difference of 0.19 ppm between H-2′ (δ H 7.15) and H-5′ (δ H 6.96), consistent with that of the americanol type. 15,16 Difference nuclear Overhauser effect (NOE) experiments were used to assign the structure, where significant long-range NOE enhancements could be observed between H-2′ and H-8 and between H-5′ and H-7, confirming the americanol type.…”

Section: Isolation and Structural Elucidation Of Compoundsmentioning

confidence: 59%

Identification of Antitumor Lignans from the Seeds of Morning Glory (Pharbitis nil)

Kim

Woo

Moon

et al. 2014

J. Agric. Food Chem.

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In the search for antitumor compounds from Korean natural resources, activity-guided fractionation and purification processes were used on seeds of morning glory (Pharbitis nil). Air-dried P. nil seeds were extracted with ethanol and separated into n-hexane, chloroform, ethyl acetate, and n-butanol. Four new lignans, pharbilignans A−D (1−4) were isolated from the most active ethyl acetate fraction of the ethanol extract. Their structures were characterized on the basis of spectroscopic methods, including one-and two-dimensional nuclear magnetic resonance (NMR) techniques, high resolution mass spectrometry (HRMS), and circular dichroism (CD) spectroscopy. The cytotoxic activities of the isolates (1−4) were evaluated by determining their inhibitory effects on four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15) using a sulforhodamine B (SRB) bioassay. Pharbilignan C (3) showed potent cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with IC 50 values of 1.42, 0.16, 0.20, and 0.14 μM, respectively. On the basis of the expanded understanding that inflammation is a crucial cause in tumor progress, we also evaluated anti-inflammatory activity of the isolates (1−4). Pharbilignan C (3) strongly inhibited nitric oxide (NO) production in the lipopolysaccharide (LPS)-activated BV-2 microglia cell line with an IC 50 value of 12.8 μM.

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Section: Isolation and Structural Elucidation Of Compoundsmentioning

confidence: 59%

Identification of Antitumor Lignans from the Seeds of Morning Glory (Pharbitis nil)

Kim

Woo

Moon

et al. 2014

J. Agric. Food Chem.

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“…Its molecular formula was determined to be C 20 30,31) Recently, several studies have demonstrated that the location of the side chain on the A-ring (C-1Ј or C-2Ј) of benzodioxanetype neolignans is difficult to determine using heteronuclear multiple bond connectivity (HMBC). 31,32) In order to overcome this problem, NMR measurement techniques, such as long-range selective proton decoupling (LSPD), and a selective insensitive nuclei enhanced using a polarization transfer (INEPT) technique had to be applied to elucidate the structure of the neolignans and a flavonolignan. 30,31,33) The linkage point of the substituent on the 1,4-dioxane moiety in 1 was determined unambiguously from HMBC and nuclear Overhauser and exchange spectroscopy (NOESY) spectra using pyridine-d 5 as the solvent, which gave clear correlations of the H-7/C-5Ј and H-2Ј,9/C-4Ј (Fig.…”

Section: Resultsmentioning

confidence: 99%

Aromatic Constituents from the Heartwood of Santalum album L.

et al. 2005

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“…Os frutos contêm, geralmente, duas amêndoas que possuem 37% de óleo, sendo útil para fins medicinais e industriais (Chaves & Davide, 1996). Adicionalmente, Waibel et al (2003) relatam a presença de…”

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Alelopatia de Joanesia princeps Vell. e Casearia sylvestris Sw. sobre espécies cultivadas

Capobiango¹,

Vestena²,

Bittencourt³

2009

Rev. bras. farmacogn.

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RESUMO:Metabólitos secundários produzidos em algumas plantas podem provocar alterações no desenvolvimento de outras plantas ou até mesmo de outros organismos. O objetivo do trabalho foi avaliar o efeito alelopático de extratos aquosos de folhas de Joanesia princeps e Casearia sylvestris na germinação e no desenvolvimento inicial de plântulas de Brassica oleracea cv. capitata, Lactuca sativa cv. grand rapids e Lycopersicum esculentum. Foram testadas seis concentrações de cada extrato (10, 30, 50, 70, 90 e 100%) além do controle água destilada. Os extratos aquosos de J. princeps e C. sylvestris reduziram e, ou inibiram significativamente o percentual de geminação das sementes, o crescimento inicial da parte aérea e do sistema radicular de todas as espécies cultivadas e causaram severas anormalidades nas plântulas. Os resultados indicam a existência de potencial alelopático de J. princeps e C. sylvestris. Unitermos:Joanesia princeps, Euphorbiaceae, Casearia sylvestris, Salicaceae, alelopatia, germinação, crescimento.ABSTRACT: "Allelopathy of Joanesia princeps Vell. and Casearia sylvestris Sw. on the cultivated species". Secondary metabolites produced in some plant species can provoke development changes in other plants or even in other organisms. The objective of this work was to identify the possible allelopathic effects of the aqueous extracts of Joanesia princeps and Casearia sylvestris leaves in the germination and initial growth of Brassica oleracea cv. capitata, Lactuca sativa cv. grand rapids and Lycopersicum esculentum seedlings. Six concentrations of each extract (10, 30, 50, 70, 90 and 100%) were tested besides distilled water control. The aqueous extracts of J. princeps and C. sylvestris significantly reduced the seed germination percentage, initial growth of the aerial section and root system of all cultivated species in which they caused severe seedlings damage. The results indicate existence of allelopathic potential in J. princeps and C. sylvestris.

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Sesquineolignans and other constituents from the seeds of Joannesia princeps

Cited by 40 publications

References 13 publications

Identification of Antitumor Lignans from the Seeds of Morning Glory (Pharbitis nil)

Identification of Antitumor Lignans from the Seeds of Morning Glory (Pharbitis nil)

Aromatic Constituents from the Heartwood of Santalum album L.

Alelopatia de Joanesia princeps Vell. e Casearia sylvestris Sw. sobre espécies cultivadas

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