Journal of Natural Products 最新文献_第8页

Immunomodulatory Potential of a Bibenzyl-dihydrophenanthrene Derivative Isolated from Calanthe cardioglossa.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-29 DOI: 10.1021/acs.jnatprod.4c01394

Chattarika Pengdee, Adeline Dehlinger, Waraluck Chaichompoo, Virunh Kongkatitham, Chatchai Chaotham, Pornchai Rojsitthisak, Chotima Böttcher, Boonchoo Sritularak

{"title":"Immunomodulatory Potential of a Bibenzyl-dihydrophenanthrene Derivative Isolated from Calanthe cardioglossa.","authors":"Chattarika Pengdee, Adeline Dehlinger, Waraluck Chaichompoo, Virunh Kongkatitham, Chatchai Chaotham, Pornchai Rojsitthisak, Chotima Böttcher, Boonchoo Sritularak","doi":"10.1021/acs.jnatprod.4c01394","DOIUrl":"10.1021/acs.jnatprod.4c01394","url":null,"abstract":"Bibenzyls and dihydrophenanthrenes exhibit promising immunomodulatory effects in various human diseases. In this study, we isolated one new dihydrophenanthrene derivative (1), two new bibenzyl-dihydrophenanthrene derivatives (2, 3) along with 12 known compounds (4-15) from the methanol extract of Calanthe cardioglossa. These compounds were identified by using physicochemical analyses and spectroscopic methods. The three new compounds possess enantiomeric forms, and their configurations were determined by comparing the experimental electronic circular dichroism (ECD) spectra to data from the literature. The immunomodulatory activity of the isolated compounds was assessed in THP-1 monocytes and human peripheral blood mononuclear cells (PBMCs) derived from multiple sclerosis (MS) patients. Notably, five of the isolated compounds significantly reduced the TNF-α levels in LPS-stimulated THP-1 monocytes. Furthermore, calancardin B (2) exhibited a significant reduction in TNF-α levels in both THP-1 monocytes and CD14+ monocytes from MS PBMCs.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"537-545"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11877506/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143057454","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Purified Monascus Pigments: Biological Activities and Mechanisms of Action.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-02-05 DOI: 10.1021/acs.jnatprod.4c01008

Marketa Husakova, Petra Patakova

{"title":"Purified Monascus Pigments: Biological Activities and Mechanisms of Action.","authors":"Marketa Husakova, Petra Patakova","doi":"10.1021/acs.jnatprod.4c01008","DOIUrl":"10.1021/acs.jnatprod.4c01008","url":null,"abstract":"Monascus pigments having yellow, orange, and red colors are widely studied for their potential beneficial properties. Many different biological activities have been reported regarding Monascus pigments and their derivatives, but the usual method is to test complex extracts from the mycelium of the fungus or from a fungus-fermented substrate. However, this review is mainly concerned with the biological activities of purified Monascus pigments. Both yellow (ankaflavin, monascin) and red (rubropunctamine, monascorubramine) Monascus pigments are proven antioxidants if used in concentrations of 10 μg/mL or higher. Antimicrobial activity against Gram-positive and Gram-negative bacteria and fungi has been observed with all Monascus pigments. However, the best antimicrobials are red Monascus pigments, and their amino acid derivatives (l-cysteine derivatives have MIC 4 μg/mL against Enterococcus faecalis). Yellow monaphilones and orange monaphilols seem to have the highest anti-inflammatory activity (IC50 1.7 μM of monaphilol D) and, together with red Monascus pigment derivatives, have mild antiobesity and antidiabetic activities. Further, monascin and ankaflavin in daily doses of 0.5 and 0.08 mg, respectively, lowered serum blood levels of low-density lipoprotein cholesterol complexes in rats on a high-fat diet. Orange Monascus pigments, rubropunctatin and monaphilols A and C, exhibit cytotoxic and antitumor activities (IC50 8-10 μM).","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"607-615"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11877510/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143187728","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Anti-inflammatory and Hepatoprotective Iridoid Glycosides from the Roots of Gomphandra mollis.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-02-13 DOI: 10.1021/acs.jnatprod.4c01484

Quoc-Dung Tran Huynh, Thuy-Tien Thi Phan, Ta-Wei Liu, Thanh-Vu Nguyen, Truc-Ly Thi Duong, Su-Jung Hsu, Man-Hsiu Chu, Yun-Han Wang, Bien-Thuy Nguyen Bui, Dang-Khoa Nguyen, Thanh-Hoa Vo, Ching-Kuo Lee

{"title":"Anti-inflammatory and Hepatoprotective Iridoid Glycosides from the Roots of Gomphandra mollis.","authors":"Quoc-Dung Tran Huynh, Thuy-Tien Thi Phan, Ta-Wei Liu, Thanh-Vu Nguyen, Truc-Ly Thi Duong, Su-Jung Hsu, Man-Hsiu Chu, Yun-Han Wang, Bien-Thuy Nguyen Bui, Dang-Khoa Nguyen, Thanh-Hoa Vo, Ching-Kuo Lee","doi":"10.1021/acs.jnatprod.4c01484","DOIUrl":"10.1021/acs.jnatprod.4c01484","url":null,"abstract":"Ten previously undescribed iridoid glycosides (1-10), including monoiridoids, hybrid iridoid-alkaloids, bis-iridoids, noriridoid-iridoid dimers, and tetramers, were isolated from the roots of Gomphandra mollis Merr. Structural elucidation revealed unique sugar chains not previously observed for iridoids and complex tetrameric configurations that are rare in nature. Compounds 9, 10, and 15 demonstrated significant anti-inflammatory effects, with IC50 values ranging from 6.13 to 13.0 μM, and compounds 6, 7, and 11-13 showed notable hepatoprotective activity in HepG2 cells. Additionally, structure-activity relationship (SAR) analysis on anti-inflammatory effects was also conducted. This study enriches the structural database of iridoids, particularly complex derivatives, and highlights their therapeutic potential in addressing inflammation-related and liver diseases.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"577-592"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11877508/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143412370","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Semisynthesis of Glycosmis pentaphylla Alkaloid Derivatives: Pyranoacridone-Hydroxamic Acid Cytotoxic Conjugates with HDAC and Topoisomerase II α Dual Inhibitory Activity. 五葡萄糖生物碱衍生物的半合成：吡喃吖啶酮-羟肟酸细胞毒偶联物与HDAC和拓扑异构酶II α双重抑制活性。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-08 DOI: 10.1021/acs.jnatprod.4c00843

Parusu Kavya Teja, Bao Q Ly, Vinal Upadhyay, Sourav Das, Santosh Kumar Behera, Amit Mandoli, Dhaval K Shah, Siddheshwar K Chauthe

{"title":"Semisynthesis of Glycosmis pentaphylla Alkaloid Derivatives: Pyranoacridone-Hydroxamic Acid Cytotoxic Conjugates with HDAC and Topoisomerase II α Dual Inhibitory Activity.","authors":"Parusu Kavya Teja, Bao Q Ly, Vinal Upadhyay, Sourav Das, Santosh Kumar Behera, Amit Mandoli, Dhaval K Shah, Siddheshwar K Chauthe","doi":"10.1021/acs.jnatprod.4c00843","DOIUrl":"10.1021/acs.jnatprod.4c00843","url":null,"abstract":"Inspired by our previous efforts in the semisynthetic modification of naturally occurring pyranoacridones, we report the targeted design and semisynthesis of dual inhibitors of HDAC and topoisomerase II α (Topo II α) derived from Glycosmis pentaphylla des-N-methylacronycine (1) and noracronycine (8) pyranoacridone alkaloids. Designed from the clinically approved SAHA, the cytotoxic pyranoacridone nuclei from the alkaloids served as the capping group, while a hydroxamic acid moiety functioned as the zinc-binding group. Out of 16 compounds evaluated in an in vitro cytotoxicity assay, KT32 (10c) with noracronycine (8) as the capping group and five-carbon linker hydroxamic acid side chains showed good cytotoxic activity with IC50 values of 1.0, 1.5, and 0.3 μM on MCF-7, CALU-3, and SCC-25 cell lines, respectively. KT32 (10c) showed potent HDAC inhibitory activity and partial Topo II α inhibitory activity in both enzyme assays. The SAR results strongly aligned with the predicted binding affinities from the molecular docking study. KT32 (10c) was further explored for a preliminary mechanistic understanding of SCC-25 cell lines. Flow cytometry analysis suggests that KT32 (10c) induces cell death through apoptosis, as evidenced by the substantial increase in the population of late apoptotic cells.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"282-293"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142941395","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Cytotoxic Stilbenoids, Hetero- and Homodimers of Homoisoflavonoids from Prospero autumnale.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-24 DOI: 10.1021/acs.jnatprod.4c01263

Hasan Kırmızıbekmez, Başak Aru, Jana Křoustková, Murat Erdoğan, Ian Torrence, Kaori Ando, Dean J Tantillo, Milan Malaník, Štefan Kosturko, Jiří Kuneš, Lucie Cahlíková

{"title":"Cytotoxic Stilbenoids, Hetero- and Homodimers of Homoisoflavonoids from Prospero autumnale.","authors":"Hasan Kırmızıbekmez, Başak Aru, Jana Křoustková, Murat Erdoğan, Ian Torrence, Kaori Ando, Dean J Tantillo, Milan Malaník, Štefan Kosturko, Jiří Kuneš, Lucie Cahlíková","doi":"10.1021/acs.jnatprod.4c01263","DOIUrl":"10.1021/acs.jnatprod.4c01263","url":null,"abstract":"An activity-guided isolation study on the EtOH extract prepared from the bulbs of Prospero autumnale yielded four new phenolic compounds, including a new stilbenoid (1), a new homoisoflavonoid derivative (8), a new homoisoflavonoid dimer (9), and an unprecedented homoisoflavone-stilbene heterodimer (10), together with six known (2-7) analogs. Their chemical structures were elucidated by spectroscopic analysis and theoretical NMR and ECD calculations. Compounds 9 and 10 are unique in their scaffolds. The in vitro cytotoxic activity of purified compounds was evaluated against eight tumor cell lines (HCT116, LoVo, DU145, PC3, HEP3B, HEPG2, MCF7, and MDA-MB-231) and one nontumor cell line (L929) by the MTS assay. Compounds 1, 2, 4, and 10 exhibited inhibition with IC50 values ranging from 8.2 to 37.6 μM. Cytotoxic cell death mechanisms were further investigated, indicating variability in apoptosis, necrosis, or cell cycle arrest.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"458-468"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11877502/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143035359","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Aculeapyridones A-Q, Pyranopyridone Alkaloids with Protective Effects against Acetaminophen-Induced Acute Liver Injury Discovered from a Coculture of Aspergillus aculeatinus WHUF0198 and a Penicillium sp.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-28 DOI: 10.1021/acs.jnatprod.4c01049

Wei-Chen Chen, Xin Song, Jun Wu, Yu-Ting Zhong, Philomina Panin Edjah, Qin-Yong Zhang, Mu Li, Kong-Kai Zhu, Congkui Tian, Rui-Ying Yuan, Xiao-Yan Wu, Ping Gao, Kui Hong, Meng-Ke Zhang, Jie Ping, You-Sheng Cai

{"title":"Aculeapyridones A-Q, Pyranopyridone Alkaloids with Protective Effects against Acetaminophen-Induced Acute Liver Injury Discovered from a Coculture of Aspergillus aculeatinus WHUF0198 and a Penicillium sp.","authors":"Wei-Chen Chen, Xin Song, Jun Wu, Yu-Ting Zhong, Philomina Panin Edjah, Qin-Yong Zhang, Mu Li, Kong-Kai Zhu, Congkui Tian, Rui-Ying Yuan, Xiao-Yan Wu, Ping Gao, Kui Hong, Meng-Ke Zhang, Jie Ping, You-Sheng Cai","doi":"10.1021/acs.jnatprod.4c01049","DOIUrl":"10.1021/acs.jnatprod.4c01049","url":null,"abstract":"In the search for novel natural products with hepatoprotective effects against acetaminophen-induced acute liver injury, the marine-derived fungus Aspergillus aculeatinus WHUF0198 was investigated. Seventeen undescribed pyranopyridone alkaloids, aculeapyridones A-Q (1-17), were isolated by bioactivity-guided fractionation of an extract obtained by coculture of the A. aculeatinus WHUF0198 with the mangrove-associated fungus Penicillium sp. DM27. Notably, compounds 12-15, which possessed a unique N-methoxy group, were identified as activation products of fungal coculture in liquid media. The structures and absolute configurations of these compounds were elucidated using a combination of universal spectroscopic techniques (NMR and HR-ESI-MS), ECD calculations, and single crystal X-ray diffraction analysis. All the isolated compounds, except 8 and 17, were evaluated for their hepatoprotective activity against acetaminophen-induced acute liver injury in vitro. Compounds 1-7, 9, 10 and 12-15 increased cell viability and reduced alanine aminotransferase (ALT) levels of acetaminophen-induced murine hepatocytes at either 5 or 10 μM.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"336-348"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143057443","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Secondary Metabolites of the Lichen Lethariella cladonioides and Their Neuroprotective Potential.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-02-18 DOI: 10.1021/acs.jnatprod.4c01359

Lei Zhang, Wen-Hua Chao, Cui-Cui Tan, Zhi-Ying Dou, Feng Qiu, Yu-Ming Liu, Jing-Jing Wang, Li-Ning Wang

{"title":"Secondary Metabolites of the Lichen Lethariella cladonioides and Their Neuroprotective Potential.","authors":"Lei Zhang, Wen-Hua Chao, Cui-Cui Tan, Zhi-Ying Dou, Feng Qiu, Yu-Ming Liu, Jing-Jing Wang, Li-Ning Wang","doi":"10.1021/acs.jnatprod.4c01359","DOIUrl":"10.1021/acs.jnatprod.4c01359","url":null,"abstract":"In the pathogenesis of neurodegenerative diseases, particularly Alzheimer's disease, cholinergic neuron dysfunction and neuroinflammation are integral components. Against this backdrop, within the vast array of potential sources under exploration, Lethariella cladonioides, a remarkable lichen with profound ethnopharmacological significance among various Chinese ethnic minorities, has recently emerged as a promising candidate. Through our comprehensive phytochemical investigation, five undescribed diphenylmethanes (1-5), three unreported depsides (6-8), and one novel diphenylether (9), along with 16 known compounds, were successfully isolated and identified. Their structures were elucidated by spectroscopic analysis and X-ray crystallography. Specifically, compounds 3-7 and 9 exhibited acetylcholinesterase inhibitory activity, while compounds 1, 2, and 4 significantly inhibited NO production by LPS in RAW264.7 cells. Collectively, these findings suggest that L. cladonioides has potential value in preventing and treating neurodegenerative diseases. This potential lies in its ability to potentially retard disease progression or alleviate symptoms by enhancing cholinergic transmission and mitigating neuroinflammation.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"513-521"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143439386","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Isolation of Antiplasmodial Oxazoles and Isoflavonoids from the Roots of Oxytropis trichophysa and Total Synthesis of Oxazole-type Alkaloids. 毛棘棘豆根抗疟原虫恶唑类和异黄酮的分离及恶唑类生物碱的全合成。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-18 DOI: 10.1021/acs.jnatprod.4c01254

Buyanmandakh Buyankhishig, Toshihiro Murata, Koichi Narita, Chinbat Delgermaa, Yoshifumi Nishikawa, Nanang R Ariefta, Baasandorj Gantumur, Tseesuren Byambajav, Yoshinobu Ishikawa, Bekh-Ochir Davaapurev, Kenroh Sasaki, Javzan Batkhuu

{"title":"Isolation of Antiplasmodial Oxazoles and Isoflavonoids from the Roots of Oxytropis trichophysa and Total Synthesis of Oxazole-type Alkaloids.","authors":"Buyanmandakh Buyankhishig, Toshihiro Murata, Koichi Narita, Chinbat Delgermaa, Yoshifumi Nishikawa, Nanang R Ariefta, Baasandorj Gantumur, Tseesuren Byambajav, Yoshinobu Ishikawa, Bekh-Ochir Davaapurev, Kenroh Sasaki, Javzan Batkhuu","doi":"10.1021/acs.jnatprod.4c01254","DOIUrl":"10.1021/acs.jnatprod.4c01254","url":null,"abstract":"A chemical examination of a root extract of Oxytropis trichophysa led to the isolation and identification of 23 compounds, including oxazole-type alkaloids and isoflavonoid derivatives. Notably, three oxazole-type alkaloids (1, 2, and 3) and two isoflavonoid derivatives (7 and 10) were obtained from a natural source for the first time. In addition, O. trichophysa derived 2,5-diphenyloxazoles and their derivatives were synthesized. Despite their potential activity, the antiplasmodial activities of naturally occurring 2,5-diphenyloxazoles and certain isoflavonoids remain unexplored. Therefore, the antiplasmodial activities of both the naturally occurring and synthesized compounds were evaluated against Plasmodium falciparum strain 3D7. Among the tested compounds, three naturally occurring oxazole-type alkaloids (1, 5, and 6), one synthesized alkaloid (34), and two isoflavonoid derivatives (13 and 15) demonstrated significant inhibitory effects, with half-maximal inhibitory concentration (IC50) values ranging from 3.1 to 6.2 μM and selective indices between 0.9 and 18.8. Compound 1 showed the most potent inhibitory activity, with an IC50 of 3.1 μM, while its cytotoxic concentration 50% value against human foreskin fibroblasts was found to be 8.5 μM. The oxazole-type alkaloids and isoflavonoids isolated from this plant provide valuable insights into its chemical composition and may help elucidate the antiplasmodial properties of O. trichophysa.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"448-457"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142996168","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Screening, Discovery, and Optimization of the Natural Antitubercular Chlorflavonin from a Marine-Derived Fungal Library. 从海洋真菌文库中筛选、发现和优化天然抗结核氯黄酮。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-15 DOI: 10.1021/acs.jnatprod.4c01374

Cui-Fang Wang, Wen-Hui Wang, Ying Xu, Qun Zhang, Mei-Yan Wei, Yu-Cheng Gu, Tong-Yi Xu, Chang-Lun Shao

引用次数: 0

Otitiglycomycins A and B: Glycolipids from the Strain Nocardia otitidiscavarum 20S-13 with Antiviral Activity against Zika Virus.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-02-03 DOI: 10.1021/acs.jnatprod.4c01302

Phuong-Y Mai, Élodie Marguerite, Jamal Ouazzani, Philippe Lopes, Pascal Retailleau, Jean-François Gallard, Xavier Moppert, Bernard Costa, Géraldine Le Goff, Chaker El Kalamouni, Erwan Poupon, Mehdi A Beniddir

{"title":"Otitiglycomycins A and B: Glycolipids from the Strain Nocardia otitidiscavarum 20S-13 with Antiviral Activity against Zika Virus.","authors":"Phuong-Y Mai, Élodie Marguerite, Jamal Ouazzani, Philippe Lopes, Pascal Retailleau, Jean-François Gallard, Xavier Moppert, Bernard Costa, Géraldine Le Goff, Chaker El Kalamouni, Erwan Poupon, Mehdi A Beniddir","doi":"10.1021/acs.jnatprod.4c01302","DOIUrl":"10.1021/acs.jnatprod.4c01302","url":null,"abstract":"The Zika virus (ZIKV), an emerging orthoflavivirus, presents a significant public health threat due to its rapid dissemination and association with severe neurological complications. The urgent need for effective antiviral agents has driven research into novel bioactive compounds derived from unique natural sources. Microorganisms inhabiting extreme environments are particularly promising for such discoveries due to their potential to produce unique metabolites. In this study, we explored microorganisms from the underexplored French Polynesian microbial mats known as \"Kopara\" to identify new bioactive natural products. Using a molecular networking-based dereplication strategy, we investigated various culture and extraction techniques of the strain Nocardia otitidiscaviarum 20-S13, leading to the discovery of two novel glycoglycerolipids, otitiglycomycins A and B (1 and 2). Structure elucidation of these compounds was achieved through NMR spectroscopy, X-ray crystallography, and TDDFT-specific rotation prediction. We found that otitiglycomycin A (1), but not otitiglycomycin B (2), suppresses ZIKV infection at non cytotoxic concentrations without effects on cell viability. Time-of-drug addition assays along with virus inactivation and binding assays demonstrated that 1 neutralizes ZIKV infectivity by preventing the virus from attaching to the host cell membrane.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"485-494"},"PeriodicalIF":3.3,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143121828","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0