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A New Sesquiterpenoid of Curcuma longa 一种新的莪术半萜类化合物
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-13 DOI: 10.1007/s10600-024-04404-5
S. J. Wang, C. L. Kao, W. J. Li, H. C. Yeh, H. T. Li, C. Y. Chen
{"title":"A New Sesquiterpenoid of Curcuma longa","authors":"S. J. Wang, C. L. Kao, W. J. Li, H. C. Yeh, H. T. Li, C. Y. Chen","doi":"10.1007/s10600-024-04404-5","DOIUrl":"https://doi.org/10.1007/s10600-024-04404-5","url":null,"abstract":"<p>A new sesquiterpenoid, <i>ar</i>-tumerdiol (<b>1</b>) as well as <i>ar</i>-tumerone (<b>2</b>), <i>α</i>-tumerone (<b>3</b>), <i>β</i>-tumerone (<b>4</b>), 4-(1′ ,5′ -dimethyl-3′-oxo-4′-hexenyl)-2-cyclohexen-1-one (<b>5</b>), turmeronol (<b>6</b>), curcumin (<b>7</b>), and hexahydrocurcumin (<b>8</b>), were isolated from the rhizomes of <i>Curcuma longa</i> (Zingiberaceae). The structure of the new sesquiterpenoid was elucidated by chemical and physical evidence.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142211141","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Phenolic Compounds from the Aerial Part of Filipendula ulmaria Filipendula ulmaria 药用部分的酚类化合物
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-13 DOI: 10.1007/s10600-024-04403-6
V. A. Kurkin, N. S. Sokolov, S. Kh. Sharipova, T. K. Ryazanova, A. V. Zhdanova, L. M. Khalilov
{"title":"Phenolic Compounds from the Aerial Part of Filipendula ulmaria","authors":"V. A. Kurkin, N. S. Sokolov, S. Kh. Sharipova, T. K. Ryazanova, A. V. Zhdanova, L. M. Khalilov","doi":"10.1007/s10600-024-04403-6","DOIUrl":"https://doi.org/10.1007/s10600-024-04403-6","url":null,"abstract":"<p>The new natural compound salicyl alcohol 7-<i>O</i>-<i>β</i>-D-(6′-<i>O</i>-benzoyl)glucopyranoside, which we called isopopulin, and the known compounds gaulterin, gallic acid, quercetin, spireoside, and astragalin were isolated from the aerial part of <i>Filipendula ulmaria</i> (L.) Maxim. The chemical structures of the isolated phenolic compounds were studied using UV, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy; mass spectrometry; and chemical transformations.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142227893","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Oxidation of Quinoline Alkaloids Bucharaine, Foliosidine, Evoxine, and Dubinidine by Periodic Acid 高碘酸氧化喹啉类生物碱 Bucharaine、Foliosidine、Evoxine 和 Dubinidine
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-07 DOI: 10.1007/s10600-024-04410-7
Sh. N. Zhurakulov, E. A. Bainazarov, V. I. Vinogradova, M. A. Eshonov, K. K. Turgunov, B. Tashkhodzhaev, Zh. K. Namazbaeva
{"title":"Oxidation of Quinoline Alkaloids Bucharaine, Foliosidine, Evoxine, and Dubinidine by Periodic Acid","authors":"Sh. N. Zhurakulov, E. A. Bainazarov, V. I. Vinogradova, M. A. Eshonov, K. K. Turgunov, B. Tashkhodzhaev, Zh. K. Namazbaeva","doi":"10.1007/s10600-024-04410-7","DOIUrl":"https://doi.org/10.1007/s10600-024-04410-7","url":null,"abstract":"<p>The effect of periodic acid on oxidation of the quinoline alkaloids bucharaine, foliosidine, evoxine, and dubinidine was studied as a function of their structures and the reaction conditions. Periodic acid in dilute aqueous solutions was shown to form stable gem-diols. The use of a large excess of HIO<sub>4</sub> formed gem-diols and aldehydes. O-Methyl derivatives were obtained in aqueous MeOH solutions.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933487","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthetic Transformations of Higher Terpenoids. 45#. Regioselective Synthesis of 5-Labdanoid-Substituted Pyrazoles and Assessment of Their Analgesic Activity 高等萜类化合物的合成转化。45#.5-Labdanoid-Substituted Pyrazoles 的区域选择性合成及其镇痛活性评估
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-07 DOI: 10.1007/s10600-024-04408-1
M. E. Mironov, A. I. Poltanovich, V. I. Krasnov, T. V. Rybalova, S. A. Borisov, T. G. Tolstikova, E. E. Shults
{"title":"Synthetic Transformations of Higher Terpenoids. 45#. Regioselective Synthesis of 5-Labdanoid-Substituted Pyrazoles and Assessment of Their Analgesic Activity","authors":"M. E. Mironov, A. I. Poltanovich, V. I. Krasnov, T. V. Rybalova, S. A. Borisov, T. G. Tolstikova, E. E. Shults","doi":"10.1007/s10600-024-04408-1","DOIUrl":"https://doi.org/10.1007/s10600-024-04408-1","url":null,"abstract":"<p>A method for targeted structural modification of the methyl ester of phlomisoic acid was developed by introduction of an additional C-16 ketopyrazole moiety via cyclocondensation of diterpenoid alkyne-1,2- diones with arylhydrazines. The conditions for regioselective formation of labdanoid 1,3-diarylpyrazol-5- ylmethanones were found. The possibility of a sequential four-component reaction in a single pot was demonstrated. Significant analgesic activity of labdanoid-substituted diarylpyrazoles in thermal and chemical irritation models was established.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933491","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Triterpenoids from Glochidion eriocarpum 来自 Glochidion eriocarpum 的三萜类化合物
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-07 DOI: 10.1007/s10600-024-04405-4
Jin-Ni Tan, Chun-Hua Lai, Wei Wei, Qin-Gang Tan
{"title":"Triterpenoids from Glochidion eriocarpum","authors":"Jin-Ni Tan, Chun-Hua Lai, Wei Wei, Qin-Gang Tan","doi":"10.1007/s10600-024-04405-4","DOIUrl":"https://doi.org/10.1007/s10600-024-04405-4","url":null,"abstract":"<p>Six lupane triterpenoids (<b>1</b>–<b>6</b>), including an undescribed one, 3,23-di-<i>O</i>-isopropylidene-lup-20(29)-ene (<b>1</b>), along with two oleane triterpenoids (<b>7</b>, <b>8</b>), were isolated from the Zhuang ethnic medicinal plant Glochidion eriocarpum. Their structures were identified based on comprehensive NMR, MS, and physiochemical data analysis. Compounds <b>2</b>, <b>7</b>, and <b>8</b> significantly inhibited the production of nitride oxide (NO) of the LPS-induced RAW 264.7 cells, which may be attributed to the anti-inflammatory activity of this plant.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933493","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
New Chalcone Derivative from Persea americana and Its Anti-Tyrosinase Activity 来自 Persea americana 的新查尔酮衍生物及其抗酪氨酸酶活性
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-06 DOI: 10.1007/s10600-024-04399-z
Parinuch Chumkaew, Saysunee Jumrat, Yutthapong Pianroj
{"title":"New Chalcone Derivative from Persea americana and Its Anti-Tyrosinase Activity","authors":"Parinuch Chumkaew, Saysunee Jumrat, Yutthapong Pianroj","doi":"10.1007/s10600-024-04399-z","DOIUrl":"https://doi.org/10.1007/s10600-024-04399-z","url":null,"abstract":"<p>Caneeracone A (<b>1</b>), a new chalcone derivative, together with three known compounds (<b>2–4</b>), was isolated from the seeds of <i>Persea americana</i> Mill. (buccaneer avocado). The structures of these compounds were established by spectroscopic methods including 1D and 2D NMR experiments. Compound <b>1</b> exhibited a potent tyrosinase activity with an IC<sub>50</sub> of 38.29 μM.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933498","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Stilbenes from Stems of Primorsky Grape Variety Alpha and their Antioxidant Activity Primorsky 葡萄品种 Alpha 茎中的芪及其抗氧化活性
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-06 DOI: 10.1007/s10600-024-04414-3
S. A. Fedoreyev, N. P. Mishchenko, D. V. Tarbeeva, E. A. Vasileva, N. D. Pokhilo, V. P. Grigorchuk, A. N. Emelyanov
{"title":"Stilbenes from Stems of Primorsky Grape Variety Alpha and their Antioxidant Activity","authors":"S. A. Fedoreyev, N. P. Mishchenko, D. V. Tarbeeva, E. A. Vasileva, N. D. Pokhilo, V. P. Grigorchuk, A. N. Emelyanov","doi":"10.1007/s10600-024-04414-3","DOIUrl":"https://doi.org/10.1007/s10600-024-04414-3","url":null,"abstract":"","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933486","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
(±)-Mucroniferal D: a Pair of New Phenolic Enantiomers from Corydalis mucronifera (±)-Mucroniferal D：来自堇菜的一对新酚类对映体
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-06 DOI: 10.1007/s10600-024-04401-8
Xupei Men, Jie Song, Xiaomei Song, Xiangdong Qin, Du-Qiang Luo, Jun Zhang
{"title":"(±)-Mucroniferal D: a Pair of New Phenolic Enantiomers from Corydalis mucronifera","authors":"Xupei Men, Jie Song, Xiaomei Song, Xiangdong Qin, Du-Qiang Luo, Jun Zhang","doi":"10.1007/s10600-024-04401-8","DOIUrl":"https://doi.org/10.1007/s10600-024-04401-8","url":null,"abstract":"<p>Chemical investigation of <i>Corydalis mucronifera</i> has resulted in the isolation and identification of a pair of new enantiomeric phenolic constituents (±)-mucroniferal D (<b>1</b>) and five known ones (<b>2–6</b>). Their structures were elucidated based on extensive spectroscopic data analysis of MS, 1D and 2D NMR, and their absolute configurations were confirmed by comparison of the optical rotation data. Compounds <b>1–6</b> showed moderate cytotoxic activities against MCF-7, MGC-803, and HeLa cell lines with the IC<sub>50</sub> values ranging from 22.61–98.30 μg·mL<sup>–1</sup>.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933613","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Preparation and Physicochemical Properties of Collagen for Wound Dressings 用于伤口敷料的胶原蛋白的制备和理化特性
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-06 DOI: 10.1007/s10600-024-04412-5
N. E. Tseomashko, A. N. Tretyakova, A. Yu. Vasil′kov
{"title":"Preparation and Physicochemical Properties of Collagen for Wound Dressings","authors":"N. E. Tseomashko, A. N. Tretyakova, A. Yu. Vasil′kov","doi":"10.1007/s10600-024-04412-5","DOIUrl":"https://doi.org/10.1007/s10600-024-04412-5","url":null,"abstract":"<p>Type I collagen was obtained in gel-like form by enzymatic-acidic extraction from cattle tail tendons and was polymerized at room temperature in ammonia vapor to form a transparent film 60.47–64.9 μm thick with good adhesive properties of 11.6–12.4 kPa and tensile strength 559.5–600.5 kPa. The dependence of the film adhesive properties on its ability to stimulate regenerative processes in tissues was found. The collagen was characterized by X-ray photoelectron spectroscopy. The C 1s spectrum showed peaks for C–C/C–H, C–O–C/C–OH, O=C–N, and O=C–OH groups; the N 1s spectrum for C–NH<sub>2</sub>, O=C–N, and C–NH<sub>3</sub><sup>+</sup> groups.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933484","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
2-Oxomethylcytisine Derivatives with Potential Anti-Coronavirus Activity 具有潜在抗冠状病毒活性的 2-氧甲基胞嘧啶衍生物
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2024-08-06 DOI: 10.1007/s10600-024-04411-6
A. V. Koval′skaya, A. N. Lobov, D. O. Tsypyshev, Ch.V. Lin, I. P. Tsypysheva
{"title":"2-Oxomethylcytisine Derivatives with Potential Anti-Coronavirus Activity","authors":"A. V. Koval′skaya, A. N. Lobov, D. O. Tsypyshev, Ch.V. Lin, I. P. Tsypysheva","doi":"10.1007/s10600-024-04411-6","DOIUrl":"https://doi.org/10.1007/s10600-024-04411-6","url":null,"abstract":"<p>Diels−Alder <i>β</i>-endo adducts of 2-oxomethylcytisine and <i>N</i>-substituted maleimides were synthesized. Their ability to interact with the 6LU7 active site of SARS-CoV-2 main protease Mpro was evaluated <i>in silico</i>. The tested compounds included the potential anti-coronavirus agent (3aR,4S,8S,12S,12aS,12bR)-2-(3-methoxyphenyl)-10-methyl-3a,7,8,9,10,12b-hexahydro-1H-4,12a-etheno-8,12-methanopyrrolo[3′,4′:3,4]pyrido[1,2-a][1,5]diazocine-1,3,5,11(2H,4H,12H)-tetrone, which had calculated characteristics exceeding those of the reference ligand tideglusib.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":null,"pages":null},"PeriodicalIF":0.8,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141933483","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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