Characterization of Microbial Degradation Products of Steviol Glycosides. 2021

Gert Steurs, and Nico Moons, and Luc Van Meervelt, and Boudewijn Meesschaert, and Wim Michel De Borggraeve
Division of Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200f, P.O. Box 2404, 3001 Leuven, Belgium.

Steviol glycosides were subjected to bacteria present in a soil sample collected from a Stevia plantation in Paraguay. During the incubation experiments, next to the aglycon steviol, steviol degradation products were also formed. X-ray analysis and NMR methods in combination with chemical synthesis and GIAO NMR calculations were used to fully characterize the structure of these compounds as a tricyclic ketone and the corresponding reduced form. They were nicknamed monicanone and monicanol. The latter has the (S)-configuration at the alcohol site.

UI MeSH Term Description Entries
D005960 Glucosides A GLYCOSIDE that is derived from GLUCOSE. Glucoside
D045786 Diterpenes, Kaurane A group of DITERPENES cyclized into four rings. Ent-Kaurane,Ent-Kaurene,Kaurane,Kaurane Diterpenoid,Kaurane Diterpenoids,Ent-Kauranes,Ent-Kaurenes,Kauranes,Diterpenoid, Kaurane,Diterpenoids, Kaurane,Ent Kaurane,Ent Kaurene,Kaurane Diterpenes
D018515 Plant Leaves Expanded structures, usually green, of vascular plants, characteristically consisting of a bladelike expansion attached to a stem, and functioning as the principal organ of photosynthesis and transpiration. (American Heritage Dictionary, 2d ed) Plant Leaf,Leaf, Plant,Leave, Plant,Leaves, Plant,Plant Leave
D036625 Stevia A plant genus of the family ASTERACEAE. Members contain stevioside and other sweet diterpene glycosides. The leaf is used for sweetening (SWEETENING AGENTS). Eupatorium rebaudianum,Sweetleaf,Stevia rebaudiana,Eupatorium rebaudianums,Stevia rebaudianas,Stevias,Sweetleafs,rebaudianas, Stevia,rebaudianums, Eupatorium

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