{"title":"杜鹃花果实中的三种新的抗痛觉二萜类化合物。","authors":"","doi":"10.1080/10286020.2024.2345826","DOIUrl":null,"url":null,"abstract":"<div><p>Investigation of the fruits of <em>Rhododendron molle</em> G. Don led to the isolation of three new grayanane-type diterpenoids, rhodomolleins LIV-LVI (<strong>1-3</strong>). The structures and absolute configurations of new compounds were fully elucidated by spectroscopic analysis and single-crystal X-ray diffraction, including HRESIMS, 1 D and 2 D NMR data. Compounds <strong>1</strong>-<strong>3</strong> were evaluated for analgesic activities utilizing an acetic acid-induced writhing test in mice. Compound <strong>1</strong> showed a significant antinociceptive effect with writhe inhibition rates of 72.9% and 100% at doses of 6 mg/kg and 20 mg/kg in mice, respectively. The binding mode of <strong>1</strong> to <em>N</em>-ethylmaleimide-sensitive factor (NSF, PDB: 6IP2) was explored by molecular docking, indicating the presence of hydrogen bond interactions which account for its analgesic activity.</p></div>","PeriodicalId":15180,"journal":{"name":"Journal of Asian Natural Products Research","volume":null,"pages":null},"PeriodicalIF":1.3000,"publicationDate":"2024-06-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Three new antinociceptive diterpenoids from the fruits of Rhododendron molle\",\"authors\":\"\",\"doi\":\"10.1080/10286020.2024.2345826\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Investigation of the fruits of <em>Rhododendron molle</em> G. Don led to the isolation of three new grayanane-type diterpenoids, rhodomolleins LIV-LVI (<strong>1-3</strong>). The structures and absolute configurations of new compounds were fully elucidated by spectroscopic analysis and single-crystal X-ray diffraction, including HRESIMS, 1 D and 2 D NMR data. Compounds <strong>1</strong>-<strong>3</strong> were evaluated for analgesic activities utilizing an acetic acid-induced writhing test in mice. Compound <strong>1</strong> showed a significant antinociceptive effect with writhe inhibition rates of 72.9% and 100% at doses of 6 mg/kg and 20 mg/kg in mice, respectively. The binding mode of <strong>1</strong> to <em>N</em>-ethylmaleimide-sensitive factor (NSF, PDB: 6IP2) was explored by molecular docking, indicating the presence of hydrogen bond interactions which account for its analgesic activity.</p></div>\",\"PeriodicalId\":15180,\"journal\":{\"name\":\"Journal of Asian Natural Products Research\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.3000,\"publicationDate\":\"2024-06-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Asian Natural Products Research\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1028602024000778\",\"RegionNum\":3,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Asian Natural Products Research","FirstCategoryId":"3","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1028602024000778","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
摘要
通过对杜鹃花果实（Rhododendron molle G. Don）的研究，我们分离出了三种新的灰岩型二萜类化合物，即杜鹃花苷 LIV-LVI（1-3）。通过光谱分析和单晶 X 射线衍射，包括 HRESIMS、1 D 和 2 D NMR 数据，完全阐明了新化合物的结构和绝对构型。利用醋酸诱导的小鼠蠕动试验评估了化合物 1-3 的镇痛活性。化合物 1 显示出了明显的镇痛效果，在剂量为 6 毫克/千克和 20 毫克/千克时，对小鼠的蠕动抑制率分别为 72.9% 和 100%。通过分子对接研究了化合物 1 与 N-乙基马来酰亚胺敏感因子（NSF，PDB：6IP2）的结合模式，结果表明氢键相互作用是其镇痛活性的原因。
Three new antinociceptive diterpenoids from the fruits of Rhododendron molle
Investigation of the fruits of Rhododendron molle G. Don led to the isolation of three new grayanane-type diterpenoids, rhodomolleins LIV-LVI (1-3). The structures and absolute configurations of new compounds were fully elucidated by spectroscopic analysis and single-crystal X-ray diffraction, including HRESIMS, 1 D and 2 D NMR data. Compounds 1-3 were evaluated for analgesic activities utilizing an acetic acid-induced writhing test in mice. Compound 1 showed a significant antinociceptive effect with writhe inhibition rates of 72.9% and 100% at doses of 6 mg/kg and 20 mg/kg in mice, respectively. The binding mode of 1 to N-ethylmaleimide-sensitive factor (NSF, PDB: 6IP2) was explored by molecular docking, indicating the presence of hydrogen bond interactions which account for its analgesic activity.
期刊介绍：
The Journal of Asian Natural Products Research (JANPR) publishes chemical and pharmaceutical studies in the English language in the field of natural product research on Asian ethnic medicine. The journal publishes work from scientists in Asian countries, e.g. China, Japan, Korea and India, including contributions from other countries concerning natural products of Asia. The journal is chemistry-orientated. Major fields covered are: isolation and structural elucidation of natural constituents (including those for non-medical uses), synthesis and transformation (including biosynthesis and biotransformation) of natural products, pharmacognosy, and allied topics. Biological evaluation of crude extracts are acceptable only as supporting data for pure isolates with well-characterized structures.
All published research articles in this journal have undergone rigorous peer review, based on initial editor screening and anonymized refereeing by at least two expert referees.
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