Diterpenes and a new benzaldehyde from the mangrove plant Rhizophora mangle

Martins, Jhessica N.; Figueiredo, Fabiana S.; Martins, Gabriel R.; Leitão, Gilda Guimarães; Costa, Fernanda das Neves

doi:10.1016/j.bjp.2016.10.004

Cited by 7 publications

(5 citation statements)

References 27 publications

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“…Mangroves or their associates were the sources of benzaldehyde 1492 (Rhizophora mangle), 719 sesquiterpenes 1493, 1494 (Rhizophora annamalayana), 720 terpenoids 1495, 1496 (Rhizophora mucronata), 721 diterpenes 1497-1499 (Ceriops tagal), 722 1500 (Wedelia prostrata), 723 triterpenes paracaseolins A-E 1501-1505 (Sonneratia paracaseolaris), 724 1506, 1507 (Rhizophora mucronata), 725 limonoids granaxylocartin A 1508, 726 xylomexicanins I and J 1509, 1510, 727 sundarbanxylogranins A-E 1511-1515, 728 and thaixylogranins A-H 1516-1523 (all from seeds of Xylocarpus granatum) 729 and krishnolides A-D 1524-1527 (from seeds of X. moluccensis) 730 and krishnadimer A 1528, an unusual C 2 -symmetric limonoid dimer (also from seeds of X. moluccensis). 731 The structure of the latter is notable for being the rst example of a dimeric limonoid.…”

Section: Mangrovesmentioning

confidence: 99%

Marine natural products

et al. 2019

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Section: Mangrovesmentioning

confidence: 99%

Marine natural products

et al. 2019

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“…Gambar 6 Spektrum 1 H-NMR Isolat F7 Data 1H-NMR untuk isolat F7 menunjukkan pergeseran kimia untuk proton aromatik sebesar 8,52 ppm, 7,70 ppm, 7,67 ppm, proton untuk C tersier sebesar 5,41 ppm, dan proton untuk metil dan metilen sebesar 3,50 ppm, 3,47 ppm, 1,59 ppm, 1,23 ppm , 1,05 ppm, dan 0,84 ppm. Data H-NMR menunjukkan bahwa isolat F7 memiliki kemiripan dengan pergeseran kimia p-Oxy-2-Ethylhexyl benzaldehyde (Gambar 7), yaitu 7,71 ppm, 7,54 ppm, 4,22 ppm, 1,68 ppm, 1,35 ppm, 1,32 ppm, 1,30 ppm, 0,90 ppm [12] tetapi berbeda pada posisi substituen alkoksi dari isolat F7 yang berada pada posisi metha (m-Oxy-2-Ethylhexyl benzaldehyde) pada Gambar 7. Pergeseran kimia pasda posisi 3-5 ppm menunjukkan adanya CH-O [12] .…”

Section: Karakteristik Nmr Isolat F7unclassified

“…Data H-NMR menunjukkan bahwa isolat F7 memiliki kemiripan dengan pergeseran kimia p-Oxy-2-Ethylhexyl benzaldehyde (Gambar 7), yaitu 7,71 ppm, 7,54 ppm, 4,22 ppm, 1,68 ppm, 1,35 ppm, 1,32 ppm, 1,30 ppm, 0,90 ppm [12] tetapi berbeda pada posisi substituen alkoksi dari isolat F7 yang berada pada posisi metha (m-Oxy-2-Ethylhexyl benzaldehyde) pada Gambar 7. Pergeseran kimia pasda posisi 3-5 ppm menunjukkan adanya CH-O [12] . Perbandingan pergerseran kimia antara isolat F7 dan p-Oxy-2-ethylhexyl benzaldehyde ditunjukkan tabel 8.…”

Section: Karakteristik Nmr Isolat F7unclassified

KARAKTERISASI METABOLIT SEKUNDER DARI DAUN MANGROVE Rhizopora stylosa SEBAGAI ANTIOKSIDAN (CHARACTERIZATION OF SECONDARY METABOLITE MANGROVE LEAVES Rhizopora stylosa SPECIES AS ANTIOXIDANTS)

2022

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Mangrove leaves or also known as “bakau” by the people of Mempawah Regency, which has (Rhizopora stylose) species containing alkaloids, flavonoids, steroids, terpenoids, phenolics, and saponins that can be used as antioxidant compounds. This study was aimed to determine the antioxidant activity of extracts and secondary metabolite fractions, and also to determine the characteristics of isolate compounds from mangrove leaves (Rhizopora stylose). Maceration of 1.57 kg of dry powder of mangrove leaves (Rhizopora stylose) with methanol as a solvent obtained a crude extract of 141.13 g of methanol with a percent yield of 8.98%. Partitioning the crude methanol extract obtained the n-hexane, dichloromethane, ethylacetate, and residue fractions by weight and percent yield, respectively, namely 6.95 g (0.44%), 26.74 g (1.70%), 26 .66 (1.69%), and 25.75 g (1.64%). The results of the antioxidant activity test showed that the dichloromethane fraction had a better antioxidant activity with an IC50 value of 121.314 g/mL. Separation and purification of the dichloromethane fraction to obtain isolates were carried out by column chromatography in order to obtain pure isolates which were characterized by the appearance of a single spot on the tested plate with various eluents, namely, isolate F7. The 1H-NMR data for isolate F7 showed chemical shifts for aromatic protons of 8.52 ppm, 7.70 ppm, 7.67 ppm, protons for tertiary C of 5.41 ppm, and protons for methyl and methylene of 3.50 ppm, 3.47 ppm, 1.59 ppm, 1.23 ppm, 1.05 ppm, and 0.84 ppm. H-NMR data showed that isolate F7 had similarities with the chemical shift of p-Oxy-2-Ethylhexyl benzaldehyde, namely 7.71 ppm, 7.54 ppm, 4.22 ppm, 1.68 ppm, 1.35 ppm, 1.32 ppm, 1.30 ppm, 0.90 ppm but different in the alkoxy substituent position from isolate F7 which was in the meta position

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“…analyze CCC fractionation due to convenience [33][34][35] but, sometimes, compounds retardation factor (R F ) are too close from each other, not allowing accurate visualization of the spots, especially in the case of complex plant extracts. Instead of using analytical TLC, offline injections of CCC fractions to HPLC-DAD were chosen to analyse the CCC fractionation.…”

Section: Tlc Detection Is the Most Common Way Tomentioning

confidence: 99%

Isolation and Identification of Phenolic Compounds from Eryngium glaziovianum Stem by Countercurrent Chromatography with Off-line HPLC-DAD Detection

Wuillda

Trovó²,

Martins

et al. 2018

Rev. Virtual Quim.

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Isolamento e Identificação de Substâncias Fenólicas do Caule de Eryngium glaziovianum por Cromatografia Contracorrente com Detecção HPLC-DAD Off-line Resumo: O extrato bruto hidroalcoólico do caule da espécie Eryngium glaziovianum (Apiaceae) foi fracionado por Cromatografia Contracorrente (CCC) usando um sistema de solventes bifásico composto por n-hexano-acetato de etila-metanol-água (0,5: 6: 0,5: 6, v/v) no modo de eluição normal. As frações obtidas por CCC foram analisadas e parcialmente caracterizadas por HPLC-DAD off-line e as principais substâncias foram identificados por ESI-MS/MS e RMN uni e bidimensional. Esta técnica permitiu o isolamento de uma mistura de isômeros dos flavonoides quercetina 3-O-β-D-galactopiranosídeo e quercetina 3-O-β-D glucopiranosídeo, além dos ácidos fenólicos clorogênico e 3,4-dicafeoilquínico. A CCC provou ser uma técnica eficiente e rápida para a separação e purificação de metabolitos secundários isoméricos e sua combinação com a detecção HPLC-DAD off-line permitiu a análise precisa das frações e a caracterização parcial das substâncias fenólicas.

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Diterpenes and a new benzaldehyde from the mangrove plant Rhizophora mangle

Cited by 7 publications

References 27 publications

Marine natural products

Marine natural products

KARAKTERISASI METABOLIT SEKUNDER DARI DAUN MANGROVE Rhizopora stylosa SEBAGAI ANTIOKSIDAN (CHARACTERIZATION OF SECONDARY METABOLITE MANGROVE LEAVES Rhizopora stylosa SPECIES AS ANTIOXIDANTS)

Isolation and Identification of Phenolic Compounds from Eryngium glaziovianum Stem by Countercurrent Chromatography with Off-line HPLC-DAD Detection

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