Anti-Tobacco Mosaic Virus Quassinoids from Ailanthus altissima (Mill.) Swingle

Quassinoids are bitter constituents characteristic of the family Simaroubaceae. A total of 18 C20 quassinoids, including nine new quassinoid glycosides, named chuglycosides A–I (1–6 and 8–10), were identified from the samara of Ailanthus altissima (Mill.) Swingle. All of the quassinoids showed poten...

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Published inJournal of agricultural and food chemistry Vol. 66; no. 28; pp. 7347 - 7357
Main Authors Tan, Qing-Wei, Ni, Jian-Cheng, Zheng, Lu-Ping, Fang, Pei-Hua, Shi, Jian-Ting, Chen, Qi-Jian
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 18.07.2018
Amer Chemical Soc
Subjects
Agriculture
Agriculture, Multidisciplinary
Ailanthus - chemistry
Antiviral Agents - chemistry
Antiviral Agents - isolation & purification
Antiviral Agents - pharmacology
Chemistry
Chemistry, Applied
Food Science & Technology
Life Sciences & Biomedicine
Nicotiana - virology
Physical Sciences
Plant Diseases - virology
Plant Extracts - chemistry
Plant Extracts - isolation & purification
Plant Extracts - pharmacology
Quassins - chemistry
Quassins - isolation & purification
Quassins - pharmacology
Science & Technology
Structure-Activity Relationship
Tobacco Mosaic Virus - drug effects
Tobacco Mosaic Virus - physiology
structure−activity relationship (SAR)
tobacco mosaic virus (TMV)
Ailanthus altissima (Mill.) Swingle
quassinoids
SEEDS
BITTER PRINCIPLES
structure-activity relationship (SAR)
EXCELSA
CONSTITUENTS
SKELETON
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Summary:Quassinoids are bitter constituents characteristic of the family Simaroubaceae. A total of 18 C20 quassinoids, including nine new quassinoid glycosides, named chuglycosides A–I (1–6 and 8–10), were identified from the samara of Ailanthus altissima (Mill.) Swingle. All of the quassinoids showed potent anti-tobacco mosaic virus (TMV) activity. A preliminary structure–anti-TMV activity relationship of quassinoids was discussed. The effects of three quassinoids, including chaparrinone (12), glaucarubinone (15), and ailanthone (16), on the accumulation of TMV coat protein (CP) were studied by western blot analysis. Ailanthone (16) was further investigated for its influence on TMV spread in the Nicotiana benthamiana plant.
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ISSN:0021-8561
1520-5118
DOI:10.1021/acs.jafc.8b01280