{"title":"Two new compounds from the capitula of <i>Chrysanthemum morifolium</i> cv. Fubaiju.","authors":"Jin-Lin Chen, Yue-Hao Huang, Si-Yu Yang, Xue-Fang Zhuo, Yao-Lan Li, Yu-Bo Zhang, Jun-Jie Zhong, Guo-Cai Wang","doi":"10.1080/14786419.2024.2409981","DOIUrl":"https://doi.org/10.1080/14786419.2024.2409981","url":null,"abstract":"<p><p>A new germacrane-type sesquiterpenoid (<b>1</b>) and a new alkamide (<b>2</b>), as well as six known compounds (<b>3</b>-<b>8</b>) were isolated from the capitula of <i>Chrysanthemum morifolium</i> cv. Fubaiju. The new structures were elucidated by comprehensive spectroscopic analysis and quantum chemical calculations. The known structures were characterised <i>via</i> 1D NMR data compared with the already existing literature data. Among the isolates, compound <b>5</b> showed inhibitory activity against human lung cancer A549 cells and human hepatoma HepG2 cells with the IC<sub>50</sub> values of 19.50 ± 1.23 and 23.24 ± 1.30 µM, respectively, and compound <b>8</b> exhibited inhibitory effect on RSV infection with IC<sub>50</sub> value of 12.50 ± 1.02 µM.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142350542","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jennifer Blandón Pardo, Jorge Mauricio David, Alef Barros, Emiliano Barreto
{"title":"Cytotoxic and antibacterial compounds from <i>Schinus terebinthifolia</i> Raddi fruits.","authors":"Jennifer Blandón Pardo, Jorge Mauricio David, Alef Barros, Emiliano Barreto","doi":"10.1080/14786419.2024.2410421","DOIUrl":"https://doi.org/10.1080/14786419.2024.2410421","url":null,"abstract":"<p><p>Chromatographic procedures of extracts of <i>Schinus terebinthifolia</i> Raddi fruits afforded <i>(Z)</i>-masticadienoic (<b>1</b>) and 3β-masticadienolic (<b>2</b>) acids, tetrahydroamentoflavone (<b>3</b>), and 4-<i>O</i>-methyl gallic acid (<b>4</b>). Addicionally, the derivative 6-oxo masticadienoic acid (<b>1a</b>) was prepared by an allylic oxidation. The chemical structures of obtained compounds were elucidated by spectrometric data analyses. Furthermore, both the semi-synthetic derivative and the metabolites were subjected to <i>in vitro</i> cytotoxicity against the A549 human lung cancer cell line, as well as antimicrobial activity tests. Compounds <b>2</b> and <b>1a</b> exhibited cytotoxicity towards A549 cells with IC50 values of 20.13 and 6.11 µM, respectively. In the tests against pathogens, the CHCl<sub>3</sub> and EtOAc soluble fractions of MeOH extract along with the pure compounds, exhibited antibacterial activity against <i>Escherichia coli</i>, <i>Staphylococcus aureus</i>, and <i>Pseudomonas aeruginosa.</i> Except for 4-<i>O</i>-methyl gallic acid, the other pure compounds showed inhibitory microbial activities with MIC values ranging from 0.25 μg/mL to 25 μg/mL doses.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142350526","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"The first report of an Algerian <i>Leopoldia comosa</i> essential oil content and antioxidant assessment.","authors":"Hamza Fadel, Nabila Slougui, Hichem Hazmoune","doi":"10.1080/14786419.2024.2409986","DOIUrl":"https://doi.org/10.1080/14786419.2024.2409986","url":null,"abstract":"<p><p>In the current study, we examined the chemical makeup and anti-oxidant potential of an Algerian <i>Leopoldia comosa</i>. The results showed that there were moderate levels of phenols and flavonoids in the crude extract (15.11 ± 0.78 μg GAE/mg and 31.27 ± 2.71 μg QE/mg, respectively). Additionally, the findings showed that both crude extract and EO had moderate antioxidant capabilities (8.74 ± 1.13 mg/ml; 13.18 ± 0.18% and 12.94 ± 0.89%, respectively). Twelve (12) volatile compounds were found in the EO according to GC-MS and GC-FID analyses, with tetrapentacontane (48.25%), 3,7,11,15-tetramethyl-2-hexadecen-1-ol (16.59%), hexatriacontane (9.17%), and 6,10,14-trimethylpentadecan-2-one (8.80%) accounting for the majority of the components. To our knowledge, no earlier studies have looked at the chemical composition of <i>L. comosa</i> oil. These findings might contribute to our understanding of this species' makeup and make it a useful source of food and medicine in the future.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142350540","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Plant-derived glycosides in cancer treatment: diverse strategies for tumor suppression.","authors":"Prithviraj T","doi":"10.1080/14786419.2024.2409974","DOIUrl":"https://doi.org/10.1080/14786419.2024.2409974","url":null,"abstract":"<p><p>Plant-derived glycosides have emerged as promising candidates for cancer therapy due to their diverse biological activities. These compounds exert their anti-cancer effects through multiple mechanisms, including apoptosis induction, cell cycle arrest, inhibition of angiogenesis, suppression of metastasis, and immune modulation. Cardiac glycosides, flavonoid glycosides, and saponins are among the key types of glycosides showing potential in preclinical studies. By selectively targeting cancer cells, these glycosides demonstrate the ability to induce programmed cell death and interfere with cancer progression without harming normal cells. In addition, their role in inhibiting blood vessel formation and reducing cancer cell spread positions them as valuable components of future cancer treatment strategies. Preclinical evidence, supported by emerging clinical data, underscores the potential of plant-derived glycosides as novel agents in oncology, either as standalone treatments or in combination with conventional therapies. Ongoing research will determine their full therapeutic potential in cancer management.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142350536","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lilian N Ebenyi, Victor U Chigozie, Demian Destiny, Chidinma B Anyanwu
{"title":"Antioxidative, anti-androgenic, and inhibitory activities of ethanolic extract of <i>Annona muricata</i> leaf on sex hormones-induced benign prostate hyperplasia through <i>in vivo</i> and <i>in silico</i> studies.","authors":"Lilian N Ebenyi, Victor U Chigozie, Demian Destiny, Chidinma B Anyanwu","doi":"10.1080/14786419.2024.2409384","DOIUrl":"https://doi.org/10.1080/14786419.2024.2409384","url":null,"abstract":"<p><p>Benign prostate hyperplasia (BPH) remains one of the major age-related urological problems in the world. <i>Annona muricata</i> (soursop) leaf has been reported to exhibit antiproliferative, antioxidant, and anti-inflammatory activities, among others, in the literature. Here, we aimed to unravel the antioxidative, antiandrogenic, and inhibitory activities of the ethanol extract of <i>Annona muricata</i> leaf (EEAML) on sex hormones-induced benign prostate hyperplasia (BPH) through <i>in vivo</i> and <i>in silico</i> studies. Thirty-six male rats were segmented into six groups of six animals each, the control group received water, and the BPH group and the remaining four groups were parentally infused with testosterone (T) and oestradiol (E2) (0.08 and 0.04 mg/Kgbwt) once daily for 28 days to induce BPH. After that, the control and BPH groups received water and normal saline, while the remaining four groups received finasteride (FIN) (0.1 mg/kgbwt) and EEAML (200, 400, and 800 mg/kgbwt) for another 28 days before sacrifice, and serum was collected for biochemical analysis. Additionally, the active ingredients of EEAML were identified using a Gas Chromatography Flame Ionisation Detector (GC-FID) followed by molecular docking (MD) against the human androgen receptor (hAR) target, and ADMET analysis of selected EEAML compounds was carried out. EEAML (200, 400, and 800 mg/kgbwt) restored the T and E2-induced depletion of reduced glutathione level, superoxide dismutase and catalase activities, and elevation of malondialdehyde, prostate-specific antigen, testosterone, and dihydrotestosterone levels in the serum of BPH rats. GC-FID analysis of EEAML showed the presence of 21 compounds from which 15 compounds were subjected to MD revealing that flavone, followed by ribalinidine, flavonone, anthocyanin, and naringenin displayed desirable binding affinities against the hAR target. ADMET analysis of these top-five EEAML compounds revealed that they were excellent oral bioavailable drug candidates with predicted minimal toxicities. In conclusion, EEAML exhibited antioxidative, antiandrogenic, and inhibitory activities owing to its phytoconstituents, which in turn could serve as drug templates for much better efficacy.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142350519","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ajmal Khan, Hamdy Kashtoh, Najeeb Ur Rehman, Muhammad Shahid, Irfan Ullah, Asaad Khalid, Afnan Jan, Sobia Ahsan Halim, Kwang-Hyun Baek, Ahmed Al-Harrasi
{"title":"Novel efficacy of pregnane and flavonoid glycosides from <i>Desmidorchis flava</i> in in vivo nociceptive and inflammatory paradigms and their target prediction by cheminformatics approach.","authors":"Ajmal Khan, Hamdy Kashtoh, Najeeb Ur Rehman, Muhammad Shahid, Irfan Ullah, Asaad Khalid, Afnan Jan, Sobia Ahsan Halim, Kwang-Hyun Baek, Ahmed Al-Harrasi","doi":"10.1080/14786419.2024.2407508","DOIUrl":"10.1080/14786419.2024.2407508","url":null,"abstract":"<p><p>Inflammation is associated with multiple life-threatening conditions. <i>Desmidorchis flava</i> is an edible plant and traditionally used for managing various diseases. Three novel molecules, namely desmiflavaside-C (<b>1</b>), nizwaside (<b>2</b>), and desmiflanoside (<b>3</b>) were isolated from <i>Desmidorchis flava</i>, and their structures were confirmed by mass spectrometry and through reported literature. These compounds were <i>in vivo</i> examined for antinociceptive (tonic visceral nociception) and anti-inflammatory (carrageenan induced paw edema) activities. Significant antinociceptive potential was demonstrated by compound <b>1</b> at 0.5 and 1 mg/kg doses followed by compounds <b>2</b> and <b>3</b>. At similar doses, significant anti-inflammatory activity was noted for all the tested compounds. Their antinociceptive and anti-inflammatory activities were comparable to the reference standards. <i>In silico</i> predicted binding modes suggests that these compounds may target allosteric sites of COX-1 and COX-2 enzymes to elicit their anti-inflammatory activities. These isolated natural products may have therapeutic potential in conditions afflicted with pain and inflammation.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142350534","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Aldino N Venancio, Maria A Brandão, Armanda A Júlio, Ana P C G Berilli, Sávio da S Berilli, Luciana A Parreira, Mario F Conceição Santos, Luciano Menini
{"title":"Chemodiversity of <i>Zingiber officinale</i> Roscoe rhizome essential oil at different drying times.","authors":"Aldino N Venancio, Maria A Brandão, Armanda A Júlio, Ana P C G Berilli, Sávio da S Berilli, Luciana A Parreira, Mario F Conceição Santos, Luciano Menini","doi":"10.1080/14786419.2024.2409385","DOIUrl":"https://doi.org/10.1080/14786419.2024.2409385","url":null,"abstract":"<p><p>Ginger (<i>Zingiber officinale</i>), a globally distributed plant, is widely used in the industry for its flavourings, seasonings, and beverages. However, maintaining its quality and volatile components during processing has posed a challenge. This study, therefore, aimed to assess the impact of drying time (24, 48, and 72h) in a circulation oven at 40 °C on the chemical composition and yield of fresh and dried ginger. The essential oils were extracted using the hydrodistillation method, and their chemical analysis was conducted using gas chromatography. The drying time in the oven directly influenced the essential oil yield, with a longer time resulting in a higher yield. We identified 27 compounds in the essential oils, varying their predominance depending on the drying time. The PCA analysis revealed that the drying time can lead to the formation of different chemotypes for ginger, indicating that altering the drying time can yield significantly different chemical profiles.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142350522","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}