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1.
Nat Prod Res ; : 1-7, 2024 Feb 19.
Artículo en Inglés | MEDLINE | ID: mdl-38372293

RESUMEN

Biotransformation is recognised as a green chemistry tool to synthesise diverse natural product analogues for valorisation of their chemistry and bioactivities. It offers significant benefits compared to chemical synthesis, given its cost-effectiveness and greater selectivity. In this work, a curcumin analogue, namely gingerenone A, was yielded from the biotransformation process catalysed by Streptomyces sp. K1-18. The structure of the compound was established by using mass spectrometry/mass spectrometry chemical profiling assisted with in silico fragmentation by MetFrag tool. This biotransformation successfully afforded a reduction reaction on curcumin. This is the first report on utilisation of Streptomyces sp. K1-18 as a biocatalyst for biotransformation of curcumin.

2.
Nat Prod Res ; : 1-8, 2022 Dec 28.
Artículo en Inglés | MEDLINE | ID: mdl-36577029

RESUMEN

Biotransformation is acknowledged as one of the green chemistry methods to synthesis various analogues for further valorization of natural product compounds chemistry and bioactivities. It has huge advantage over chemical synthesis due to its cost-efficiency and higher selectivity. In this work, a xanthorrhizol derivatives, namely (7 R,10S)-10,11-dihydro-10,11-dihydroxyxanthorrhizol was produced in 60% yield from the biotransformation process utilizing A. niger. The structure of the compound was established by extensive spectroscopic methods and comparison with literature data. This biotransformation successfully afforded enantioselective dihydroxylation reaction via green chemistry route. This is the first report on both biotransformation of xanthorrhizol and utilization of A. niger as its biocatalyst.

3.
Molecules ; 27(14)2022 Jul 12.
Artículo en Inglés | MEDLINE | ID: mdl-35889331

RESUMEN

Vitamin B12, only found naturally in animal-based foods, is essential for brain functions and various chemical reactions in the human body. Insufficient vitamin B12 leads to vitamin B12 deficiency, common among strict vegetarians due to their limited intake of animal-based foods. Nevertheless, extensive studies have demonstrated that macroalgae, specifically the Ulva lactuca species, are rich in vitamin B12 and could be further exploited in future dietary applications. In the current study, the ideal extraction method of vitamin B12 from dried U. lactuca was developed and optimised to achieve the maximum vitamin B12 yield. The effects of several extraction parameters, including the solvent-to-solvent, methanol:water (MeOH:H2O), and solute-to-solvent ratios, and pH on the total vitamin B12 content were analysed through a two-level factorial and central composite design. The highest vitamin B12 content, particularly cyanocobalamin (CN-Cbl), was recovered through the ultrasonic-assisted extraction (UAE) of oven-dried U. lactuca at 3 g:60 mL of solute-to-solvent and 25:75% of MeOH to H2O ratios at pH 4. The extraction of CN-Cbl from oven-dried U. lactuca that employed the UAE method has elevated CN-Cbl content recovery compared to other extraction methods.


Asunto(s)
Algas Marinas , Ulva , Animales , Humanos , Algas Marinas/química , Solventes/análisis , Ulva/química , Verduras , Vitamina B 12
4.
Nat Prod Res ; 36(16): 4061-4069, 2022 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-34343060

RESUMEN

One new sesquiterpene dilactone, coccinine (1) and one new ß-carboline alkaloid, daibucarboline F (2) together with 10 known compounds; linderane (3), linderalactone (4), pseudoneolinderane (5), linderanlide C (6), linderanine A (7), epicatechin (8), (-)-taxifolin (9), astilbin (10), L-quercitrin (11) and afzelin (12) were isolated from the stems and leaves of Neolitsea cassia (L.) Kosterm (Lauraceae). The structures of (1 and 2) were established by extensive spectroscopic methods and the known compounds were identified by comparisons with data reported in literature. The relative stereochemistry of compound (1) was assigned by X-ray diffraction analysis with Cu-Kα irradiation. Compounds (3-8) and (10) were evaluated for their α-glucosidase enzymatic inhibitory activity. Compounds (4-6), (8) and (10) exhibited inhibition towards α-glucosidase enzymatic activity with IC50 values ranging from 12.10 to 96.77 µM. This is the first report on the isolation of phytochemicals from N. cassia and their bioactivities.


Asunto(s)
Alcaloides , Cassia , Lauraceae , Sesquiterpenos , Alcaloides/farmacología , Carbolinas/farmacología , Cassia/química , Inhibidores de Glicósido Hidrolasas/química , Inhibidores de Glicósido Hidrolasas/farmacología , Lauraceae/química , Estructura Molecular , Fitoquímicos/farmacología , Sesquiterpenos/química , Sesquiterpenos/farmacología , alfa-Glucosidasas/metabolismo
5.
J Asian Nat Prod Res ; 24(2): 103-145, 2022 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-33783284

RESUMEN

Sesquiterpenoids have been identified as natural compounds showing remarkable biological activities found in medicinal plants. There is great interest in developing methods to obtain sesquiterpenoids derivatives and biotransformation is one of the alternative methods for structural modification of complex sesquiterpenes structures. Biotransformation is a great drug design tool offering high selectivity and green method. The present review describes a comprehensive summary of biotransformation products of sesquiterpenoids and its structural modification utilizing a variety of biocatalysts including microorganisms, plant tissue culture and enzymes. This review covers recent literatures from 2007 until 2020 and highlights the experimental conditions for each biotransformation process.


Asunto(s)
Sesquiterpenos , Biotransformación , Estructura Molecular
6.
Nat Prod Commun ; 10(9): 1585-7, 2015 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-26594765

RESUMEN

A phytochemical investigation of the crude extracts of the bark and leaves of Calophyllum symingtonianum has resulted in the isolation of inophyllum D, inophyllum H, calanone, isocordato-oblongic acid, amentoflavone, carpachromene and lupenone. Their chemical structures were elucidated and confirmed by spectroscopic analysis. All flavonoids and coumarins showed significant α-glucosidase inhibitory activity, while amentoflavone gave a positive result against 15-lipoxygenase inhibition.


Asunto(s)
Araquidonato 15-Lipooxigenasa/metabolismo , Calophyllum/química , Inhibidores de Glicósido Hidrolasas/farmacología , Inhibidores de la Lipooxigenasa/farmacología , Fitoquímicos/farmacología , alfa-Glucosidasas/metabolismo , Inhibidores de la Lipooxigenasa/química , Estructura Molecular , Fitoquímicos/química , Corteza de la Planta/química , Hojas de la Planta/química
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