The Limonoids and Their Antitobacco Mosaic Virus (TMV) Activities from Munronia unifoliolata Oliv.

Abstract

Five new limonoids, named munronoids K-O (1-5), together with three known limonoids were isolated from Munronia unifoliola Oliv. These limonoids were involved in the skeletons of evodulone, gedunin, and peieurianin types of limonoids, and their structures were established on the basis of spectroscopic data. Compound 5 featuring a γ-lactone ring instead of the β-substituted furan ring was found in the peieurianin type for the first time. The antitobacco mosaic virus (anti-TMV) activities of compounds 1-8 were also evaluated with half-leaf, enzyme-linked immunosorbent assay, and Western blot methods, and limonoids 1, 5, and 8 showed stronger anti-TMV treatment activities than the positive control ningnanmycin. Six compounds (1-5 and 8) exhibited infection inhibition activities against TMV.

Design, Synthesis, Anti‐Tobacco Mosaic Virus (TMV) Activity, and SARs of 7‐Methoxycryptopleurine Derivatives

“…The residue was washed with ethanol (10 mL) and ether (10 mL) to give compounds 5-8. General synthetic procedure for compounds [11][12][13][14][15][16][17][18][19][20][21][22][23] The solution of compound 1 (1 mmol) and corresponding acid (1.1 mmol) in CH 2 Cl 2 (30 mL) and ethanol (30 mL) was refluxed for 6 h under N 2 and then concentrated in vacuo. The residue was washed with ethanol (10 mL) to give compounds 11-23.…”

“…Because of the unsatisfactory cure rate (30-60%) of common antiviral agents such as ningnanmycin and ribavirin and so on and economic loss of tobacco, many efforts have been carried out to develop novel, potent, and structure concise antiviral agents. Some chemicals, such as triazolyl compounds (3), pyrazole derivatives (4,5), cyanoacrylate derivatives (5,6), a-aminophosphonate derivatives (5,7), N-(pyrimidin-5-yl)-N 0 -phenylureas (8), and some natural products (9)(10)(11), have been found to possess antiviral activity. In our previous work, natural phenanthroindolizidine alkaloids and their derivatives were found to have good anti-TMV activity, which exerted their virus inhibition by binding to oriRNA and interfering with virus assembly initiation (12)(13)(14).…”

Berberine induces resistance against tobacco mosaic virus in tobacco

“…2 Ningnanmycin and ribavirin are the most widely used inhibitors of plant viruses, but display only moderate effects (30-56% effects) and have adverse environmental impacts. 3,4 To date, there have been few highly effective agents against TMV, 5 however, chemical elicitors that induce plant resistance by stimulating the plant immune response are promising agents for the control of plant diseases. 6 Systemic acquired resistance (SAR) is a highly desirable form of plant resistance against a broad spectrum of pathogens that has long-lasting effects and results in less damage to crops.…”

Penta-1,4-Diene-3-One Oxime Derivatives Strongly Inhibit the Replicase Domain of Tobacco Mosaic Virus: Elucidation Through Molecular Docking and Density Functional Theory Mechanistic Computations

“…Several other anti-viral compounds have previously been investigated, like antofine alkaloids [4], azadirachtins [5], β-carboline alkaloids [6], gossypols [7], limonoids [8], rutins [9], and trans-ferulic acid derivatives containing acylhydrazone moiety [10]. However, the discovery of novel and potent inhibitors against TMV is still under consideration.…”