Solid‐Phase Synthesis of Epigallocatechin Gallate Derivatives

Abstract

Ohne jede Spur: Der Naturstoff Epigallocatechingallat (siehe Schema rechts) und eine Bibliothek von Derivaten wurden an fester Phase synthetisiert. Eine reduktive Veretherung bei der Freisetzung des intermediären α‐Acyloxyketons vom Harz lieferte die gewünschten Epicatechin‐Derivate. Bn: Benzyl, PS: Polystyrol, TFA: Trifluoressigsäure.

Epigallocatechin-3-gallate prevents systemic inflammation-induced memory deficiency and amyloidogenesis via its anti-neuroinflammatory properties

“…Enhancing bioavailability of EGCG is one of the important tasks for inducing ability of EGCG. Thus, for improving EGCG bioavailability, many researchers have developed methods such as the encapsulation of EGCG in chitosan nanoparticles [107,108], the design and semisynthesis O-acyl derivatives of EGCG [109], the solid-phase synthesis of EGCG derivatives [110] or even considering another application way, for instance, the transdermal delivery of EGCG [111], or co-administration of quercetin, a natural inhibitor of COMT [112].…”

Engineered Escherichia coli as new source of flavonoids and terpenoids

“…While many groups have demonstrated the feasibility of efficient production of a number of these plant-derived natural products through chemical synthesis (Furlong & Nudelman, 1985;Kumazawa, Kimura, Matsuba, Sato, & Onodera, 2001;Lim, Jung, Ji, Shin, & Keum, 2001;Tanaka, Miyoshi, Chuang, Ando, & Takahashi, 2007;Tanaka, Stohlmeyer, Wandless, & Taylor, 2000;Wan & Chan, 2004), the use of harsh or toxic chemical solvents has limited this methodology to specialized small quantity production. More importantly, chemical synthesis of flavanones, like many other aromatic products, yields a mixture of two stereoisomers, and this is a real critical point since only the (2S) flavanones have been shown to be biologically active (Andersen and Markham, 2006).…”

<p>Epigallocatechin-3-gallate in the prevention and treatment of hepatocellular carcinoma: experimental findings and translational perspectives</p>

“…Additionally, the application of a nanodelivery system to encapsulate EGCG into specific nanoparticles (eg, chitosan and peptides)32,33 successfully enhance EGCG intestinal absorption, thus improving its bioavailability. In addition, a comparative impact has been likewise depicted by the engineering and blend of EGCG derivatives 34,35…”