Κατεύθυνση Οργανική Σύνθεση και Εφαρμογές της στη Χημική Βιομηχανία
Library of the School of Science

2024-02-29

2024

Bakou Konstantina

Αθανάσιος Γκιμήσης, Καθηγητής Τμήμα Χημείας ΕΚΠΑ,
Θωμάς Μαυρομούστακος, Καθηγητής Τμήμα Χημείας ΕΚΠΑ,
Δημήτριος Γεωργιάδης, Καθηγητής Τμήμα Χημείας ΕΚΠΑ

Σύνθεση των φυσικών προϊόντων syrretoside E,F,J & jaspolyoside από OLE

Greek

Synthesis of the natural products syrretosides E, F and J,& jaspolyoside from oleuropein

The exploration and utilization of natural products have long been of great interest to organic and medicinal chemists. These compounds are derived from plants, animals, and microorganisms, but their extraction in sufficient quantities can be challenging. Semisynthetic strategies can resolve these challenges and can provide access to these molecules in quantities required for chemical and biological studies. Overall, natural product semi-synthesis expands the chemical space for drug discovery, providing the opportunity to use these derivatives for the benefit of human health developing new therapeutic agents inspired by nature's diversity.
Oleuropein is a natural compound found in the leaves and the fruit of the olive tree (Olea europaea) and in oil, that has gained significant attention in recent years due to its numerous health benefits and potential therapeutic applications as it possesses antioxidant, anti-inflammatory, antimicrobial, and anti-cancer properties. Moreover, the ability to modify its structure and create synthetic derivatives offers new opportunities for enhancing its biological properties and exploring further its therapeutic potential. The oleuropein structure is commonly found in many secoiridoid natural products, having promising therapeutic potential. Semisynthetic approaches towards their synthesis are relatively unexplored.
In this work we present a common strategy for the semisynthesis of syrretosides E, F and J, three structurally related secoiridoid natural products, derived from the stem barks of Syringa Reticulata as well as the semisynthesis of jaspolyoside which is extracted from the dried flowers of Jasminum Polyanthum, but it can also be found in other natural sources too, such as olive drupes, olive wood and flowers. Structurally, they can all be considered as 6’-substituted ester derivatives of oleuropein. They were synthesized in five steps, starting from oleuropein isolated from olive leaves

Science

Secoiridoid natural products, oleuropein, organic synthesis, Syrretosides E,F,J, Jaspolyoside

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https://pergamos.lib.uoa.gr/uoa/dl/object/3390959