Curcumin

Javeri, Indu; Chand, N.

doi:10.1016/b978-0-12-802147-7.00031-0

Cited by 17 publications

(6 citation statements)

References 88 publications

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“…A similar approach had been used successfully in E. coli [23]; however, our titers were less than 0.5 mg/L (Figure S2). Given that bisdemethoxycurcumin is insoluble in water [24], a 10 % v/v oleyl alcohol overlay was used to extract the product as the fermentation progressed. Production levels were low (approximately 0.1 mg/L) in P. putida ∆ ech when the medium was supplemented with 10 mM coumarate, likely due to the toxicity of coumaroyl-CoA (Figure 5).…”

Section: Resultsmentioning

confidence: 99%

Leveraging host metabolism for bisdemethoxycurcumin production in Pseudomonas putida

Incha

Thompson

Blake-Hedges

et al. 2019

Preprint

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31Pseudomonas putida is a saprophytic bacterium with robust carbon metabolisms and 32 strong solvent tolerance making it an attractive host for metabolic engineering and 33 bioremediation. Due to its diverse carbon metabolisms, its genome encodes an array of proteins 34 and enzymes that can be readily applied to produce valuable products. In this work we sought to 35 identify design principles and bottlenecks in the production of type III polyketide synthase 36 (T3PKS)-derived compounds in P. putida. T3PKS products are widely used as nutraceuticals and 37 medicines and often require aromatic starter units, such as coumaroyl-CoA, which is also an 38 intermediate in the native coumarate catabolic pathway of P. putida. Using a randomly barcoded 39 transposon mutant (RB-TnSeq) library, we assayed gene functions for a large portion of aromatic 40 catabolism, confirmed known pathways, and proposed new annotations for two aromatic 41 transporters. The tetrahydroxynapthalene synthase of Streptomyces coelicolor (RppA), a 42 microbial T3PKS, was then used to rapidly assay growth conditions for increased T3PKS 43 product accumulation. The feruloyl/coumaroyl CoA synthetase (Fcs) of P. putida was used to 44 supply coumaroyl-CoA for the curcuminoid synthase (CUS) of Oryza sativa, a plant T3PKS. We 45 identified that accumulation of coumaroyl-CoA in this pathway results in extended growth lag 46 times in P. putida. Deletion of the second step in coumarate catabolism, the enoyl-CoA 47 hydratase lyase (Ech), resulted in 'drop-in' production of the type III polyketide 48 bisdemethoxycurcumin. 49 1 INTRODUCTION 50 Secondary metabolites of fungi, plants, and bacteria have been used as medicines and 51 supplements for millennia [1]. Compounds such as naringenin, raspberry ketone, resveratrol, and 52 curcumin are widely used as nutraceuticals and are biosynthesized through similar pathways 53 3 [2,3]. Commercially, these chemicals are either extracted directly from plants or produced 54 synthetically, as in the case of raspberry ketone [4]. Renewable microbial production of these 55 compounds will decrease reliance on agriculture and fossil fuel-derived chemical synthesis. The 56 biosynthesis of these compounds (naringenin, raspberry ketone, resveratrol, and curcumin) relies 57 on a class of enzymes called type III polyketide synthases (T3PKSs). T3PKSs carry out iterative 58 Claisen condensation reactions typically with coenzyme A (CoA)-based starter and extender 59 units, both of which vary widely among these enzymes [5]. In the case of the 60 tetrahydroxynapthalene synthase of Streptomyces coelicolor (RppA) the starter and extender 61 units are simply malonyl-CoA, while in many plant T3PKSs the starter unit is a 62 phenylpropenoyl-CoA thioester, usually derived from ferulate, coumarate, or cinnamate [6,7]. 63Coumarate and ferulate are components of lignin found in lignocellulosic hydrolysate 64 (LH), which has been proposed for use as a renewable feedstock for biocatalysis [8,9]. However, 65 the limited capabilities of commonl...

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Section: Resultsmentioning

confidence: 99%

Leveraging host metabolism for bisdemethoxycurcumin production in Pseudomonas putida

Incha

Thompson

Blake-Hedges

et al. 2019

Preprint

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Section: Phenolic Acids Phenols and Derivativesmentioning

confidence: 99%

“…Curcumin (5) is a phenylpropane, a derivative of caffeic acid, isolated from the roots of Curcuma longa, a food plant reportedly used for over 5000 y [41][42][43][44]. The interest in this compound originated from its common dietary use, lack of toxicity, and varied pharmacological activities [42]. Studies have demonstrated its immunomodulating, antiparasitic, antioxidant, anti-inflamma-tory, antiviral, antibacterial, and anticancer properties [41][42][43][44][45].…”

Section: Phenolic Acids Phenols and Derivativesmentioning

confidence: 99%

“…The interest in this compound originated from its common dietary use, lack of toxicity, and varied pharmacological activities [42]. Studies have demonstrated its immunomodulating, antiparasitic, antioxidant, anti-inflamma-tory, antiviral, antibacterial, and anticancer properties [41][42][43][44][45]. According to the literature, curcuminʼs antiplasmodial activity in vitro ranges from 5-30 µM, in both chloroquine-sensitive and -resistant strains, well above the active threshold recognized for natural compounds [22,25,[43][44][45][46][47].…”

Section: Phenolic Acids Phenols and Derivativesmentioning

confidence: 99%

“…The first group is bonded to a glucose and the second to a rhamnose at C-3. The most active compounds, both against the sensitive and resistant strain, are (42), (40), and (15). Compounds (15) and (40) have different sugars but are both trans isomers, and considering the coumaroyl moieties, are fairly more active than their cis counterparts.…”

Section: Flavonoidsmentioning

confidence: 99%

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Natural Phenolic Compounds and Derivatives as Potential Antimalarial Agents

et al. 2020

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Malaria is a parasitic disease endemic to tropical and subtropical regions responsible for hundreds of millions of clinical cases and hundreds of thousands of deaths yearly. Its agent, the Plasmodium sp., has a highly variable antigenicity, which accounts for the emergence and spread of resistance to all available treatments. In light of this rising problem, scientists have turned to naturally occurring compounds obtained from plants recurrently used in traditional medicine in endemic areas. Ethnopharmacological approaches seem to be helpful in selecting the most interesting plants for the search of new antiplasmodial and antimalarial molecules. However, this search for new antimalarials is complex and time-consuming and ultimately leads to a great number of interesting compounds with a lack of discussion of their characteristics. This review aims to examine the most promising antiplasmodial phenolic compounds (phenolic acids, flavonoids, xanthones, coumarins, lignans, among others) and derivatives isolated over the course of the last 28 y (1990 – 2018) and discuss their structure-activity relationships, mechanisms of action, toxicity, new perspectives they could add to the fight against malaria, and finally, the difficulties of transforming these potential compounds into new antimalarials.

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What Has Come out from Phytomedicines and Herbal Edibles for the Treatment of Cancer?

Bonam

Tunki

et al. 2018

ChemMedChem

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Several modern treatment strategies have been adopted to combat cancer with the aim of minimizing toxicity. Medicinal plant-based compounds with the potential to treat cancer have been widely studied in preclinical research and have elicited many innovations in cutting-edge clinical research. In parallel, researchers have eagerly tried to decrease the toxicity of current chemotherapeutic agents either by combining them with herbals or in using herbals alone. The aim of this article is to present an update of medicinal plants and their bioactive compounds, or mere changes in the bioactive compounds, along with herbal edibles, which display efficacy against diverse cancer cells and in anticancer therapy. It describes the basic mechanism(s) of action of phytochemicals used either alone or in combination therapy with other phytochemicals or herbal edibles. This review also highlights the remarkable synergistic effects that arise between certain herbals and chemotherapeutic agents used in oncology. The anticancer phytochemicals used in clinical research are also described; furthermore, we discuss our own experience related to semisynthetic derivatives, which are developed based on phytochemicals. Overall, this compilation is intended to facilitate research and development projects on phytopharmaceuticals for successful anticancer drug discovery.

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Curcumin

Cited by 17 publications

References 88 publications

Leveraging host metabolism for bisdemethoxycurcumin production in Pseudomonas putida

Leveraging host metabolism for bisdemethoxycurcumin production in Pseudomonas putida

Natural Phenolic Compounds and Derivatives as Potential Antimalarial Agents

What Has Come out from Phytomedicines and Herbal Edibles for the Treatment of Cancer?

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