| Total synthesis of dryocrassin ABBA and its analogues with potential inhibitory activity against drug-resistant neuraminidases | |
Hou, Bo1,2,5; Liu, Ze3,4; Yang, Xiao-Bei1,2,5; Zhu, Wen-Fei6; Li, Jin-Yu1,2,5; Yang, Liu1,2; Reng, Fu-Cai1,2,5; Lv, Yong-Feng1,2,5; Hu, Jiang-Miao1,2 ; Liao, Guo-Yang3,4; Zhou, Jun1,2
| |
| Corresponding Author | Hu, Jiang-Miao(hujiangmiao@mail.kib.ac.cn) ; Liao, Guo-Yang(mybelieze@126.com) ; Zhou, Jun(jzhou@mail.kib.ac.cn) |
| 2019-09-01 | |
| Source Publication | BIOORGANIC & MEDICINAL CHEMISTRY
 |
| ISSN | 0968-0896 |
| Volume | 27Issue:17Pages:3846-3852 |
| Abstract | The stems of Dryopteris crassirhizoma, one of the main components of Lianhua-Qingwen Formula (LQF) was traditionally used for heat-clearing and detoxifying. Dryocrassin ABBA is a key antiviral component in the herbal medicine while the compound is hard to get in large amounts with the features of homologous compounds, polyphenol groups, and low contents. Therefore, the present work aims to seek influenza H7N9 virus inhibitors from natural source by synthesis of dryocrassin ABBA and its analogues. As a result, total synthesis of the compound was achieved in nine steps with an over-all yield of 4.6%. Neuraminidases (NAs) inhibitory activities of the synthesized product and its analogues were evaluated afterward. Comparing with the positive control, OSV (9.6 mu M), it was very exciting that dryocrassin ABBA and its analogues (b5 and e2) showed better NAs inhibitory activity against Anhui H7N9 with IC50 values of 3.6 mu M, 2.5 mu M and 1.6 mu M. For the highly resistant Shanghai N9, these compounds can also show medium inhibitory activities. Docking results indicated the direct interaction of synthesized 3 hits with the key K294 by hydrogen bonds, but no direct interaction of OSV with the key K294 was observed in Shanghai N9. This study suggested that dryocrassin ABBA and its analogues especially AB, which consisted of polyphenol groups may have beneficial effects on treating avian influenza H7N9 virus. |
| Keyword | Dryocrassin ABBA Neuraminidase Total synthesis Shanghai H7N9 Anhui H7N9 |
| DOI | 10.1016/j.bmc.2019.07.013 |
| Indexed By | SCI |
| Language | 英语 |
| WOS ID | WOS:000477773100010 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.kib.ac.cn/handle/151853/68197 |
| Collection | 植物化学与西部植物资源持续利用国家重点实验室 |
| Corresponding Author | Hu, Jiang-Miao; Liao, Guo-Yang; Zhou, Jun |
| Affiliation | 1.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Yunnan, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, Yunnan Key Lab Nat Med Chem, Kunming 650201, Yunnan, Peoples R China 3.Chinese Acad Med Sci, Inst Med Biol, Dept Biol Prod 5, Kunming, Yunnan, Peoples R China 4.Peking Union Med Coll, Kunming, Yunnan, Peoples R China 5.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 6.Chinese Ctr Dis Control & Prevent, Natl Inst Viral Dis Control & Prevent, Beijing, Peoples R China |
| Recommended Citation GB/T 7714 | Hou, Bo,Liu, Ze,Yang, Xiao-Bei,et al. Total synthesis of dryocrassin ABBA and its analogues with potential inhibitory activity against drug-resistant neuraminidases[J]. BIOORGANIC & MEDICINAL CHEMISTRY,2019,27(17):3846-3852. |
| APA | Hou, Bo.,Liu, Ze.,Yang, Xiao-Bei.,Zhu, Wen-Fei.,Li, Jin-Yu.,...&Zhou, Jun.(2019).Total synthesis of dryocrassin ABBA and its analogues with potential inhibitory activity against drug-resistant neuraminidases.BIOORGANIC & MEDICINAL CHEMISTRY,27(17),3846-3852. |
| MLA | Hou, Bo,et al."Total synthesis of dryocrassin ABBA and its analogues with potential inhibitory activity against drug-resistant neuraminidases".BIOORGANIC & MEDICINAL CHEMISTRY 27.17(2019):3846-3852. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| Hou-2019-Total synth（1817KB） | 期刊论文 | 出版稿 | 开放获取 | CC BY-NC-SA | View Download | |
Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.
Edit Comment