A spiro-bis-γ-lactone glucoside from viburnum dilatatum

Iwagawa, Tetsuo; Hase, Tsunao

doi:10.1016/s0031-9422(00)80539-7

Cited by 19 publications

(8 citation statements)

References 7 publications

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“…Reports of ascorbylated coumaric acid glycosides include dilaspirolactone from the leaves of the shrub Viburnum dilatatum (Iwagawa and Hase, 1984) and viburnolides A, B and C from the leaves of V. wrightii (Machida and Kikuchi, 1994). Several derivatized viburnolides were found in Gnidia socotrana (Thymelaeaceae) from Yemen: 4′,6′-diacetyl-viburnolide A, 2′,4′,6′,12-tetraacetyl-viburnolide A, and 4′,6′-diacetyl-12-coumaroyl-viburnolide A (Franke et al, 2002).…”

Section: Ascorbate As Nucleophilementioning

confidence: 99%

Covalent interaction of ascorbic acid with natural products

Kesinger

Stevens

2009

Phytochemistry

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While ascorbic acid (Vitamin C) is mostly known as a cofactor for proline hydroxylase and as a biological antioxidant, it also forms covalent bonds with natural products which we here refer to as 'ascorbylation'. A number of natural products containing an ascorbate moiety has been isolated and characterized from a variety of biological sources, ranging from marine algae to flowering plants. Most of these compounds are formed as a result of nucleophilic substitution or addition by ascorbate, e.g. the ascorbigens from Brassica species are ascorbylated indole derivatives. Some ascorbylated tannins appear to be formed from electrophilic addition to dehydroascorbic acid. There are also examples of annulations of ascorbate with dietary polyphenols, e.g., epigallocatechin gallate (EGCG) and resveratrol derivatives. Herein is a survey of thirty-three ascorbylated natural products and their reported biological activities.

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Section: Ascorbate As Nucleophilementioning

confidence: 99%

Covalent interaction of ascorbic acid with natural products

Kesinger

Stevens

2009

Phytochemistry

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“…Some polyphenolic derivatives such as lignans, coumarins, and caffeoyl acid derivatives were isolated from this genus [9] [25] [57] [61 -65]. Four glactone glycosides were obtained from V. dilatatum [66] and V. wrightii Miq [67]. Machida and Kikuchi obtained norisoprenodis from V. awabuki [68].…”

Section: Compounds From Viburnummentioning

confidence: 99%