Fabrication of Furan-Functionalized Quinazoline Hybrids: Their Antibacterial Evaluation, Quantitative Proteomics, and Induced Phytopathogen Morphological Variation Studies

Abstract

The limited number of agrochemicals targeting plant bacterial diseases has driven us to develop highly efficient, low-cost, and versatile antibacterial alternatives. Herein, a novel type of simple furan-functionalized quinazolin-4-amines was systematically fabricated and screened for their antibacterial activity. Bioassay results revealed that compounds C 1 and E 4 could substantially block the growth of two frequently mentioned pathogens Xanthomonas oryzae pv oryzae and X. axonopodis pv citri in vitro, displaying appreciable EC 50 values of 7.13 and 10.3 mg/L, respectively. This effect was prominently improved by comparing those of mainly used agrochemicals. An in vivo experiment against bacterial blight further illustrated their viable applications as antimicrobial ingredients. Quantitative proteomics demonstrated that C 1 possessed a remarkable ability to manipulate the upregulation and downregulation of expressed proteins, which probably involved D-glucose and biotin metabolic pathways. This finding was substantially verified by parallel reaction monitoring analysis. Scanning electron microscopy images and fluorescence spectra also indicated that the designed compounds had versatile capacities for destroying the integrity of bacteria. Given these remarkable characteristics, furan-functionalized quinazoline hybrids can serve as a viable platform for developing innovative antibiotic alternatives against bacterial infections.

Synthesis of novel 18β‐glycyrrhetinic piperazine amides displaying significant in vitro and in vivo antibacterial activities against intractable plant bacterial diseases

“…To validate the potential application of N ‐containing GA hybrids against plant bacterial diseases, in vivo trials against rice bacterial blight were executed . As shown in Table and Fig.…”

Recent advances in the pharmacological diversification of quinazoline/quinazolinone hybrids

“…Also, by taking into consideration the various furan-based pesticides (cyclafuramid and furamizole), Long et al designed quinazolinefuran-based hybrids. 95 The designed furan-functionalized quinazolin-4-amines were synthesized and tested for their anti-bacterial activity. Compounds 84 and 85 were found to be effective in inhibiting the growth of Xanthomonas oryzae pv oryzae and X. axonopodis pv.…”

Quantitative proteomics reveals the antifungal effect of canthin-6-one isolated from Ailanthus altissima against Fusarium oxysporum f. sp. cucumerinum in vitro

“…The detection of related gene transcription and PRM are considered the two main methods to further evaluate the expression levels of target proteins [29]. Compared with gene transcription detection, the PRM technique is more accurate and comprehensive in quantitative protein analysis [30][31][32][33].…”