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18.01.2024 | Note

Revision of NMR assignment for Morin-3-O-glucoside and microbial production of Morin-2’-O-glucoside

verfasst von: Muhammad Fitrah, Syatirah Djalaluddin, Zhichao Wang, Kana Nishida, Hideaki Otsuka, Katsuyoshi Matsunami

Erschienen in: Journal of Natural Medicines | Ausgabe 2/2024

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Abstract

Morin is a flavonol having 2’,4’-dihydroxy group on B-ring identified especially in Moraceae plants. While morin is widely known, its glycosides are relatively rare. To the best of our knowledge, morin-3-O-glucoside (1) was first reported in 2008. However, the reported chemical shift values of 1 were unsatisfactory with those of the aglycone, morin, which is rather similar to quercetin-3-O-glucoside (2). Therefore, we prepared morin-3-O-glucoside (1) by microbial transformation of morin with Cunninghamella sp., and the NMR assignment was reinvestigated. The microbial culture also produced another compound (3). The NMR and MS analyses of 3 revealed it as a novel compound, morin-2’-O-glucoside (3).

In this study, the revision of the NMR assignment of morin-3-O-glucoside (1), and the preparation and structural elucidation of a novel compound, morin-2’-O-glucoside (3), were described.

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Titel: Revision of NMR assignment for Morin-3-O-glucoside and microbial production of Morin-2’-O-glucoside
verfasst von: Muhammad Fitrah
Syatirah Djalaluddin
Zhichao Wang
Kana Nishida
Hideaki Otsuka
Katsuyoshi Matsunami
Publikationsdatum: 18.01.2024
Verlag: Springer Nature Singapore
Erschienen in: Journal of Natural Medicines / Ausgabe 2/2024
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI: https://doi.org/10.1007/s11418-023-01771-1

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