Three new biphenyls from the twigs of Garcinia tetralata and their anti-tobacco mosaic virus activity

Abstract

Phytochemical investigations on the ethanol extract of the twigs of Garcinia tetralata resulted in the isolation of three new biphenyls, tetralatabiphenyls A-C (1-3), along with three known biphenyl derivatives (4-6). Structural elucidations of 1-3 were performed by spectroscopic methods such as 1D and 2D NMR spectra, in addition to high-resolution mass spectra. Compounds 1-6 were also evaluated for their anti-tobacco mosaic virus (anti-TMV) activity. The results showed that compound 3 showed high anti-TMV activity with inhibition rate of 31.1%. Compounds 1, 2, and 4-6 also showed modest anti-TMV activities with inhibition rates in the range of 18.9-24.5%, respectively.

New Constituents from the Low Polar Fraction of the Fruits of Crataegus dahurica and Their Anti‐Inflammatory Activity in RAW264.7 Cells

“…Many biphenyls were reported to have cytotoxic activity, anti‐inflammatory activity, antioxidative activity, antiviral activity, and antibacterial activity . In these references, cytotoxicity of this kind of compounds was the most frequently reported.…”

“…Many biphenyls were reported to have cytotoxic activity, [12 -15] anti-inflammatory activity, [16 -18] antioxidative activity, [19] antiviral activity, [20] and antibacterial activity. [21] In these references, cytotoxicity of this kind of compounds was the most frequently reported. In this study, all of the isolated compounds and the extract of the fruits of C. dahurica were evaluated on cytotoxic activity in HepG2, HeLa and A549 cells, however, no significant cytotoxicity was observed in these cells (data not shown).…”

Biphenyls in Clusiaceae: Isolation, structure diversity, synthesis and bioactivity

“…Compounds 3 , 6 , and 45 performed well in the anti-microbial test, with MIC values of roughly 20 μg/mL against corresponding bacteria. In terms of the capacity to inhibit tobacco mosaic virus, two-thirds of the compounds examined exhibited good activity, with inhibition rates greater than 20%, while the positive control ningnanmycin generally showed inhibition rates in the range of 30%–35% ( Shang et al, 2014 ; Hu et al, 2016 ). Among them, compounds 18 , 47 and 50 showed better inhibition rates, which were close to 30%.…”

“…Aucuparin ( 3 ) ( Figure 3 ), a constitutive component from the heartwood of Sorbus aucuparia ( Erdtman et al, 1961 ), also could be extracted and separated from the Garcinia species ( Chen et al, 2004 ; Mungmee et al, 2013 ; Hu et al, 2016 ). Although the structure of 3 is very simple, many studies have explored its biological properties such as antifungal ( Cortez et al, 1998 ; Song et al, 2021 ), anti-TMV ( Hu et al, 2016 ), anti-inflammatory, as it is a natural phytoalexin ( Kokubun et al, 1995 ). Given that 3 has attracted a lot of attention and has been studied by many groups, some of its biological features including cytotoxicity, antibacterial activity and anti-inflammatory were summarized individually in the following sections.…”

History of the Emergence and Spatiotemporal Spread of Tobacco Mosaic Virus in China

“…Similarly, investigations for high efficacy, TMV biological and/or chemical pesticide controls have led to increased identification, availability and understanding of the mechanistic action underlying the functionality of efficient anti-TMV compounds. Compounds shown to exhibit a high efficacy against TMV include benzolactones [75], benzofuran derivatives [76], biphenyls from Garnicia tetralata [77], Ningnanmycin (NNM), Antofine (ATF), Dufulin (DFL), Bingqingxiao (BQX) [78], and Alpha-momorcharin [79]. Most of these anti-TMV biocontrol agents activate the systemic acquired resistance (SAR) response, thereby affording the plant protection against invading virus [67,80].…”