| Allicin-Inspired Heterocyclic Disulfides as Novel Antimicrobial Agents | |
Wang, Jing-Ru1; Hu, Yong-Mei1; Zhou, Han1; Li, An-Ping3; Zhang, Shao-Yong2; Luo, Xiong-Fei1; Zhang, Bao-Qi1; An, Jun-Xia1; Zhang, ZJ(张智军)1 ; Liu, YQ(刘映前)1,2,4 | |
| 2022-09-21 | |
| Source Publication | JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY Impact Factor & Quartile |
| ISSN | 0021-8561 |
| Volume | 70Issue:37Pages:11782-11791 |
| Abstract | In this work, a series of derivatives with disulfide bonds containing pyridine, pyrimidine, thiophene, thiazole, benzothiazole, and quinoline were designed and synthesized based on the various biological activities of allicin disulfide bond functional groups. The antimicrobial activities of the target compounds were determined, and the structure-activity relationships were discussed. Among them, compound S8 demonstrated the most potent antifungal activity in vitro against Monilinia fructicola (M. fructicola), with an EC50value of 5.92 μg/mL. Furthermore, an in vivo bioassay revealed that compound S8 exhibited equivalent curative and higher protective effects as the positive drug thiophanate methyl at a concentration of 200 μg/mL. The preliminary mechanism experiments showed that compound S8 could inhibit the growth of M. fructicola' s hyphae in a time- and concentration-dependent manner, and compound S8 could induce the shrinkage of hyphae, disrupt the integrity of the plasma membrane, and cause the damage and leakage of cell contents. More than that, compound S5 also demonstrated an excellent antibacterial effect on Xanthomonas oryzae (X. oryzae), with a MIC90value of 1.56 μg/mL, which was superior to the positive control, thiodiazole copper. © 2022 American Chemical Society. All rights reserved. |
| Keyword | Antimicrobial agents Cell membranes Covalent bonds Microorganisms Synthesis (chemical) Allicin Anti-bacterial activity Anti-microbial activity Antifungal activities Benzothiazoles Disulphide bonds In-vitro Structure-activity relationships Synthesised Target compound |
| Publisher | American Chemical Society |
| DOI | 10.1021/acs.jafc.2c03765 |
| Indexed By | EI |
| Language | 英语 |
| EI Accession Number | 20223812756307 |
| EI Keywords | Sulfur compounds |
| EI Classification Number | 461.2 Biological Materials and Tissue Engineering ; 461.6 Medicine and Pharmacology ; 461.9 Biology ; 801.4 Physical Chemistry ; 802.2 Chemical Reactions |
| Original Document Type | Journal article (JA) |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | https://ir.lzu.edu.cn/handle/262010/486570 |
| Collection | 药学院 |
| Corresponding Author | Liu, Ying-Qian |
| Affiliation | 1.School of Pharmacy, Lanzhou University, Lanzhou; 730000, China; 2.Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, College of Life Science, Huzhou University, Huzhou; 313000, China; 3.Gansu Institute for Drug Control, Lanzhou; 730000, China; 4.State Key Laboratory of Grassland Agro-ecosystems, Lanzhou University, Lanzhou; 730000, China |
| First Author Affilication | School of Pharmacy |
| Corresponding Author Affilication | School of Pharmacy; Lanzhou University |
| Recommended Citation GB/T 7714 | Wang, Jing-Ru,Hu, Yong-Mei,Zhou, Han,et al. Allicin-Inspired Heterocyclic Disulfides as Novel Antimicrobial Agents[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,2022,70(37):11782-11791. |
| APA | Wang, Jing-Ru.,Hu, Yong-Mei.,Zhou, Han.,Li, An-Ping.,Zhang, Shao-Yong.,...&Liu, Ying-Qian.(2022).Allicin-Inspired Heterocyclic Disulfides as Novel Antimicrobial Agents.JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,70(37),11782-11791. |
| MLA | Wang, Jing-Ru,et al."Allicin-Inspired Heterocyclic Disulfides as Novel Antimicrobial Agents".JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 70.37(2022):11782-11791. |
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