2014
DOI: 10.1186/1472-6750-14-67
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Biosynthesis of methylated resveratrol analogs through the construction of an artificial biosynthetic pathway in E. coli

Abstract: BackgroundMethylated resveratrol analogs show similar biological activities that are comparable with those of the resveratrol. However, the methylated resveratrol analogs exhibit better bioavailability as they are more easily transported into the cell and more resistant to degradation. Although these compounds are widely used in human health care and in industrial materials, at present they are mainly obtained by extraction from raw plant sources. Accordingly their production can suffer from a variety of econo… Show more

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Cited by 61 publications
(37 citation statements)
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“…For example, the resveratrol analog, 3,4′,5‐trimethoxystilbene exhibited cytotoxic activities in a number of cancer cell lines including lung (A‐549), colon (Caco‐2), ovarian (SKOV‐3), and liver (Hep‐2) cancer . It is important to note that suitable modifications act as a shield against enzymatic oxidations and prolong the half‐life of resveratrol . Owing to lipophilic nature, bioavailability of methylated resveratrol is superior to resveratrol .…”
Section: Medicinal Chemistry Of Resveratrol and Its Analogsmentioning
confidence: 99%
See 1 more Smart Citation
“…For example, the resveratrol analog, 3,4′,5‐trimethoxystilbene exhibited cytotoxic activities in a number of cancer cell lines including lung (A‐549), colon (Caco‐2), ovarian (SKOV‐3), and liver (Hep‐2) cancer . It is important to note that suitable modifications act as a shield against enzymatic oxidations and prolong the half‐life of resveratrol . Owing to lipophilic nature, bioavailability of methylated resveratrol is superior to resveratrol .…”
Section: Medicinal Chemistry Of Resveratrol and Its Analogsmentioning
confidence: 99%
“…247 It is important to note that suitable modifications act as a shield against enzymatic oxidations and prolong the half-life of resveratrol. 248 Owing to lipophilic nature, bioavailability of methylated resveratrol is superior to resveratrol. 247 Acetylation of resveratrol also enhances the bioavailability and cytotoxicity.…”
Section: Medicinal Chemistry Of Resveratrol and Its Analogsmentioning
confidence: 99%
“…Escherichia coli has been engineered to produce t-Pt from tyrosine in a four-step pathway, the intermediates being pcoumaric acid, p-coumaroyl-CoA and resveratrol (Kang et al, 2014). The doubly methylated target product t-Pt was formed when resveratrol was used as a precursor but not as a fermentation product of the carbon source, with only p-coumaric acid, resveratrol and mono-methylated derivatives being detected.…”
Section: Discussionmentioning
confidence: 99%
“…The chemical synthesis of resveratrol is carried out by the Perkin reaction (Solladie et al, 2003), Wittig reaction, Horner -Wadsworth-Emmons reaction (Yu et al, 2002), or the Heck reaction (Botella and Najera, 2004), which requires the use of expensive and often toxic reagents. As in the case of bioconversion, genetically modified microorganisms or plant cell cultures are employed in the synthesis of resveratrol (Jeandet et al, 2014;Horinouchi, 2009;Kang et al, 2014;Rimando et al, 2012). Mono-, di-, and trimethylated derivatives of resveratrol were obtained in a study using the modified cells of Escherichia coli, but the scale of production was small, resulting in a low yield in the range of milligrams (Kang et al, 2014).…”
Section: Introductionmentioning
confidence: 99%
“…As in the case of bioconversion, genetically modified microorganisms or plant cell cultures are employed in the synthesis of resveratrol (Jeandet et al, 2014;Horinouchi, 2009;Kang et al, 2014;Rimando et al, 2012). Mono-, di-, and trimethylated derivatives of resveratrol were obtained in a study using the modified cells of Escherichia coli, but the scale of production was small, resulting in a low yield in the range of milligrams (Kang et al, 2014). Therefore, the development of effective synthetic methods for obtaining and modifying resveratrol and its derivatives may be a valuable solution to this important and contemporary issue, especially considering the possibility of synthesizing novel derivatives possessing important biological properties.…”
Section: Introductionmentioning
confidence: 99%