ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Robinobiosylation of tyrosol by seed meal from Rhamnus cathartica

Peter Haluz, Mária Mastihubová, Elena Karnišová Potocká, Filip Pančík, and Vladimír Mastihuba

Institute of Chemistry, Slovak Academy of Sciences, Bratislava, Slovakia

E-mail: vladimir.mastihuba@savba.sk

Received: 21 June 2023  Accepted: 4 August 2023

Abstract:

Tyrosol robinobioside was prepared under catalysis of robinobiosidase-containing seed meal from common buckthorn Rhamnus cathartica. Robinin, a flavonoid isolated from the flowers of black locust (Robinia pseudoacacia) served as a robinobiosyl donor. The glycosylation proceeded predominantly on the primary hydroxyl of tyrosol, typically yielding mixtures of isomeric glycosides in ratios of 5:1 to 8:1 with overall yields of robinobiosides higher than 20%. This is the first robinobiosylation promoted under enzymatic catalysis.

Keywords: Diglycosidase; Robinobiosidase; Rhamnus cathartica; Tyrosol; Transglycosylation; Robinin

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-03027-4

Chemical Papers 77 (12) 7993–7998 (2023)