Antivirus isoindolinone alkaloids with rare oxocyclopenta[f]isoindole frameworks isolated from the stems of flue cured tobacco.

Autor: Hu, Qiu-Fen, Ma, Yue-Yu, Liu, Hua-Yin, Dai, Jia-Meng, Yang, Feng-Xian, Zhang, Jian-Duo, Wang, Jin, Li, Xue-Mei, Liu, Xin, Li, Jing, Li, Yin-Ke, Wang, Wei-Guang, Zhou, Min, Yang, Guang-Yu
Předmět:
Zdroj: Chemical & Biological Technologies in Agriculture; 11/16/2022, Vol. 9 Issue 1, p1-12, 12p
Abstrakt: Background: Since Nicotiana tabacum (tobacco) has important significance to humans for their medicinal uses, to find antivirus activities inhibitors from tobacco, increase its medicinal value, and comprehensive utilization of its by-products, our group had investigated the chemical constituents of the stems of Y-202, a cultivar of tobacco which high resistance to tobacco mosaic virus (TMV). Results: Four new isoindolinone-type alkaloids, nicoisoindoles A–D (1–4), along with four known isoindole derivatives (5–8) were isolated. Compounds 1–4 represent a new subclass of isoindolinone alkaloids with rare cyclopenta[f]isoindole-1-one frameworks. Among them, nicoisoindole C (3) possesses an unusual N-2-(5-methoxy-6-methylpyridin-2-yl) ethyl moiety, while nicoisoindole D (4) has a novel a N-(3-methyl-6-oxo-1,6-dihydropyridin-2-yl)methyl substituent. Interestingly, compounds 1, 3, and 4 showed high anti-TMV activities with inhibition rates of 43.8%, 58.8%, and 67.8% at the concentration of 20 μM, and IC50 values of 23.6, 19.5 and 15.4 μM, respectively, even more potent than that of positive control. Conclusions: The successful isolation and structure identification of new oxocyclopenta[f]isoindole-1-ones provide materials for the screening of antivirus activities inhibitors, and contribute to the development and utilization of the waste from tobacco cultivation. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index