苦蒿中11个未描述的双abolane型倍半萜。

IF 3.4 2区生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

Phytochemistry Pub Date : 2025-06-27 DOI:10.1016/j.phytochem.2025.114602

Jakhongir Umaraliev , Adkham Ganiev , Ablajan Turak , Nurmirza Begmatov , Khayrulla Bobakulov , Nasrulla Abdullaev , Zhao Jiangyu , Haji Akber Aisa

{"title":"苦蒿中11个未描述的双abolane型倍半萜。","authors":"Jakhongir Umaraliev , Adkham Ganiev , Ablajan Turak , Nurmirza Begmatov , Khayrulla Bobakulov , Nasrulla Abdullaev , Zhao Jiangyu , Haji Akber Aisa","doi":"10.1016/j.phytochem.2025.114602","DOIUrl":null,"url":null,"abstract":"<div><div>Eleven previously undescribed bisabolane-type sesquiterpenoids were successfully isolated from <em>Artemisia persica</em>. The structures of these compounds were comprehensively elucidated through a combination of advanced spectroscopic techniques, including one-dimensional and two-dimensional nuclear magnetic resonance, high-resolution electrospray ionization mass spectrometry, and ultraviolet spectroscopy. Structural assignments were further confirmed by comparison of experimental and time-dependent density functional theory-calculated electronic circular dichroism spectra, as well as single-crystal X-ray diffraction analysis where applicable. To assess their pharmacological relevance, the isolated sesquiterpenoids were subjected to <em>in vitro</em> evaluation of anti-inflammatory activity and cytotoxic potential. Compounds 6 and 9 demonstrated limited anti-inflammatory activity in the lipopolysaccharide-induced inflammation model using RAW 264.7 mouse macrophages, with IC<sub>50</sub> values of 111.1 ± 4.66 μM and 247.8 ± 1.49 μM, respectively.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114602"},"PeriodicalIF":3.4000,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Eleven undescribed bisabolane-type sesquiterpenoids from Artemisia persica\",\"authors\":\"Jakhongir Umaraliev , Adkham Ganiev , Ablajan Turak , Nurmirza Begmatov , Khayrulla Bobakulov , Nasrulla Abdullaev , Zhao Jiangyu , Haji Akber Aisa\",\"doi\":\"10.1016/j.phytochem.2025.114602\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Eleven previously undescribed bisabolane-type sesquiterpenoids were successfully isolated from <em>Artemisia persica</em>. The structures of these compounds were comprehensively elucidated through a combination of advanced spectroscopic techniques, including one-dimensional and two-dimensional nuclear magnetic resonance, high-resolution electrospray ionization mass spectrometry, and ultraviolet spectroscopy. Structural assignments were further confirmed by comparison of experimental and time-dependent density functional theory-calculated electronic circular dichroism spectra, as well as single-crystal X-ray diffraction analysis where applicable. To assess their pharmacological relevance, the isolated sesquiterpenoids were subjected to <em>in vitro</em> evaluation of anti-inflammatory activity and cytotoxic potential. Compounds 6 and 9 demonstrated limited anti-inflammatory activity in the lipopolysaccharide-induced inflammation model using RAW 264.7 mouse macrophages, with IC<sub>50</sub> values of 111.1 ± 4.66 μM and 247.8 ± 1.49 μM, respectively.</div></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":\"239 \",\"pages\":\"Article 114602\"},\"PeriodicalIF\":3.4000,\"publicationDate\":\"2025-06-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0031942225002250\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031942225002250","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}

引用次数: 0

摘要

11个先前未被描述的双abolane型倍半萜类化合物成功地从桃黄花蒿中分离得到。通过结合先进的光谱技术，包括一维和二维核磁共振，高分辨率电喷雾电离质谱和紫外光谱，全面阐明了这些化合物的结构。通过实验和时间依赖密度泛函理论计算的电子圆二色光谱以及单晶x射线衍射分析的比较，进一步确认了结构归属。为了评估其药理意义，分离的倍半萜类化合物进行了体外抗炎活性和细胞毒性评估。化合物6和9在RAW 264.7小鼠巨噬细胞脂多糖诱导的炎症模型中表现出有限的抗炎活性，IC50值分别为111.1±4.66 μM和247.8±1.49 μM。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Eleven undescribed bisabolane-type sesquiterpenoids from Artemisia persica

查看原文本刊更多论文

Eleven undescribed bisabolane-type sesquiterpenoids from Artemisia persica

Eleven previously undescribed bisabolane-type sesquiterpenoids were successfully isolated from Artemisia persica. The structures of these compounds were comprehensively elucidated through a combination of advanced spectroscopic techniques, including one-dimensional and two-dimensional nuclear magnetic resonance, high-resolution electrospray ionization mass spectrometry, and ultraviolet spectroscopy. Structural assignments were further confirmed by comparison of experimental and time-dependent density functional theory-calculated electronic circular dichroism spectra, as well as single-crystal X-ray diffraction analysis where applicable. To assess their pharmacological relevance, the isolated sesquiterpenoids were subjected to in vitro evaluation of anti-inflammatory activity and cytotoxic potential. Compounds 6 and 9 demonstrated limited anti-inflammatory activity in the lipopolysaccharide-induced inflammation model using RAW 264.7 mouse macrophages, with IC₅₀ values of 111.1 ± 4.66 μM and 247.8 ± 1.49 μM, respectively.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Phytochemistry 生物-植物科学

CiteScore

6.40

自引率

7.90%

发文量

443

审稿时长

39 days

期刊介绍： Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.