Synthesis of tetra-o-methyl distemonanthin

Jain, A. C.; Sarpal, P.D.; Seshadri, T. R.

doi:10.1016/s0040-4039(00)76068-0

Cited by 6 publications

(3 citation statements)

References 10 publications

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“…As far as we know, the natural occurrence of 5-hydroxy-7,49-dimethoxy-8-methylflavone is not yet described. The only available literature source for this compound is dated from 1966 and describes a synthetic method for its preparation [29].…”

Section: Identification Of Compounds With Antioxidative Activitymentioning

confidence: 99%

Antioxidant activity of Egyptian Eucalyptus camaldulensisvar. brevirostrisleaf extracts

El‐Ghorab

El-Massry

Marx³

et al. 2003

Nahrung

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Leaves from Eucalvptus camaldulensis var. brevirostris trees, planted in the Nile delta in Egypt, were examined for the antioxidant activity of their nonvolatile compounds. The extracts obtained by ethanol digestion and by supercritical fluid extraction (SFE; CO2 with 15% ethanol) showed the most promising antioxidative activities. In order to identify the most active compounds, both extracts were subjected to a semipreparative reversed-phase HPLC separation, the main fractions were collected, tested for antioxidative activity and analysed by different chromatographical and spectroscopical methods for identification of the most relevant compounds. Gallic and ellagic acid were found to be the prevailing antioxidants in the ethanolic extract. The main two compounds of the SFE extract with antioxidative activity revealed to be flavones. To a high degree of probability they were identified as 5-hydroxy-7,4'-dimethoxy flavone and 5-hydroxy-7,4'-dimethoxy-8-methyl flavone, respectively. The extracts obtained by ethanoldigestion were dried and administered to rats for toxicity evaluation (up to 3 g/kg body weight). No mortality was observed which indicates a very low lethality of the tested extract.

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Section: Identification Of Compounds With Antioxidative Activitymentioning

confidence: 99%

Antioxidant activity of Egyptian Eucalyptus camaldulensisvar. brevirostrisleaf extracts

El‐Ghorab

El-Massry

Marx³

et al. 2003

Nahrung

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“…Significantly, compound 1 is a flavanol framework contains a δ ‐lactone unit, which is rather rare in nature. [ ][ ] Herein, the report describes the isolation, structural elucidation of 1 and 2 , and cytotoxicity activities of compounds 1 – 4 .…”

Section: Introductionmentioning

confidence: 99%

Novel Flavones from the Root of Phytolacca acinosa Roxb.

Zhang

et al. 2017

Chemistry & Biodiversity

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Two new flavones, 6,7-methylenedioxy-4-hydroxypeltogynan-7'-one (1), cochliophilin B (2), as well as two known ones, cochliophilin A (3) and 6-methoxy-7-hydroxy flavone (4), were isolated from the ethanol extract of the root of Phytolacca acinosa Roxb. Compound 1 is a flavanol framework with one δ-lactone unit, which is rather rare in nature. The structures of the new compounds were determined on the basis of extensive spectroscopic (IR, MS, 1D- and 2D-NMR) analyses, the absolute configuration of 1 was established by comparing experimental and calculated electronic circular dichroism spectra. The structures of known compounds were fixed by comparison with literatures data. Compounds 2 and 4 showed modest inhibitory activities against BEL-7402 cell line, with IC values of 28.22 and 39.16 μmol/L, respectively.

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“…The comparison of chemical shifts between 1 and 2 revealed a highly similar NMR pattern, except for the high-field shift of 13 C resonance attached to the bromine atom (δ C‑16 : 111.7 for 1 ; δ C‑16 : 100.2 for 2 ). Overall, compounds 1 and 2 exhibited a very rare chromono-isocoumarin fused core structure with structural similarities to the plant-derived distemonanthin, peltogynol, and mopanol . On the basis of their oxidized and rearranged angucycline-type structure derivatives, 1 and 2 were named maduralactomycins A ( 1 ) and B ( 2 ), respectively.…”

mentioning

confidence: 99%

Gene Cluster Activation in a Bacterial Symbiont Leads to Halogenated Angucyclic Maduralactomycins and Spirocyclic Actinospirols

et al. 2020

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Growth from spores activated a biosynthetic gene cluster in Actinomadura sp. RB29, resulting in the identification of two novel groups of halogenated polyketide natural products, named maduralactomycins and actinospirols. The unique tetracyclic and spirocyclic structures were assigned based on a combination of NMR analysis, chemoinformatic calculations, X-ray crystallography, and 13 C labeling studies. On the basis of HRMS 2 data, genome mining, and gene expression studies, we propose an underlying noncanonical angucycline biosynthesis and extensive post-polyketide synthase (PKS) oxidative modifications.

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Synthesis of tetra-o-methyl distemonanthin

Cited by 6 publications

References 10 publications

Antioxidant activity of Egyptian Eucalyptus camaldulensisvar. brevirostrisleaf extracts

Antioxidant activity of Egyptian Eucalyptus camaldulensisvar. brevirostrisleaf extracts

Novel Flavones from the Root of Phytolacca acinosa Roxb.

Gene Cluster Activation in a Bacterial Symbiont Leads to Halogenated Angucyclic Maduralactomycins and Spirocyclic Actinospirols

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