Pub Date : 2024-09-16DOI: 10.1080/14786419.2023.2216348
One undescribed benzofuran derivative (illiciumphenolicacid A, 1) and one new phenolic glycoside (illiciumphenolicacid B, 2), together with six known compounds (3–8) were isolated from the leaves of Illicium dunnianum Tutcher. Their structures were elucidated by detailed spectroscopic data (UV, IR, HR-ESI-MS, 1D and 2D NMR). In addition, we determined the α-glucosidase inhibitory activity of the isolates in vitro using spectrophotometric methods. Compared with the positive control acarbose (IC50 306.2 ± 4.1 μM), compounds 1–8 were shown to be moderate potential α-glucosidase inhibitory activity with IC50 values in the range 380–655 μM.
{"title":"One undescribed glycoside benzofuran derivative and a new p-hydroxybenzoate glycoside from the leaves of Illicium dunnianum Tutcher","authors":"","doi":"10.1080/14786419.2023.2216348","DOIUrl":"10.1080/14786419.2023.2216348","url":null,"abstract":"<div><div>One undescribed benzofuran derivative (illiciumphenolicacid A, <strong>1</strong>) and one new phenolic glycoside (illiciumphenolicacid B, <strong>2</strong>), together with six known compounds (<strong>3–8</strong>) were isolated from the leaves of <em>Illicium dunnianum</em> Tutcher. Their structures were elucidated by detailed spectroscopic data (UV, IR, HR-ESI-MS, 1D and 2D NMR). In addition, we determined the <em>α</em>-glucosidase inhibitory activity of the isolates <em>in vitro</em> using spectrophotometric methods. Compared with the positive control acarbose (IC<sub>50</sub> 306.2 ± 4.1 <em>μ</em>M), compounds <strong>1–8</strong> were shown to be moderate potential <em>α</em>-glucosidase inhibitory activity with IC<sub>50</sub> values in the range 380–655 <em>μ</em>M.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9933968","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}
Pub Date : 2024-09-16DOI: 10.1080/14786419.2023.2228981
The molecularly imprinted polymer was synthesized using 3-aminopropylthiosilane-methacrylic acid monomer (APTES-MAA) as the functional monomer and 10-hydroxycamptothecin (HCPT) as the template, based on computer simulation. The hybrid molecularly imprinted polymers (HMIPs) were characterized using Fourier transform infrared spectroscopy, thermogravimetric analysis, particle size measurement, scanning electron microscopy and energy dispersive X-ray spectroscopy. It has been shown that HMIPs are irregularly shaped and porous, with particle sizes ranging mainly from 130 to 211 nm. At 298 K, the HMIPs exhibit a maximum adsorption capacity of 8.35 mg·g−1 for HCPT and demonstrate good adsorption specificity (α = 5.38). The pseudo-second-order reaction mechanism suggests that the equilibrium adsorption capacity of HCPT on HMIPs is 8.11 mg·g−1. Finally, HCPT was successfully separated and enriched from the extract of Camptotheca acuminata Decne. seeds using HMIPs.
{"title":"Hybrid molecularly imprinted polymers for targeted separation and enrichment of 10-hydroxycamptothecin in Camptotheca acuminata Decne","authors":"","doi":"10.1080/14786419.2023.2228981","DOIUrl":"10.1080/14786419.2023.2228981","url":null,"abstract":"<div><div>The molecularly imprinted polymer was synthesized using 3-aminopropylthiosilane-methacrylic acid monomer (APTES-MAA) as the functional monomer and 10-hydroxycamptothecin (HCPT) as the template, based on computer simulation. The hybrid molecularly imprinted polymers (HMIPs) were characterized using Fourier transform infrared spectroscopy, thermogravimetric analysis, particle size measurement, scanning electron microscopy and energy dispersive X-ray spectroscopy. It has been shown that HMIPs are irregularly shaped and porous, with particle sizes ranging mainly from 130 to 211 nm. At 298 K, the HMIPs exhibit a maximum adsorption capacity of 8.35 mg·g<sup>−1</sup> for HCPT and demonstrate good adsorption specificity (<em>α</em> = 5.38). The pseudo-second-order reaction mechanism suggests that the equilibrium adsorption capacity of HCPT on HMIPs is 8.11 mg·g<sup>−1</sup>. Finally, HCPT was successfully separated and enriched from the extract of <em>Camptotheca acuminata</em> Decne. seeds using HMIPs.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10116586","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}
Pub Date : 2024-09-16DOI: 10.1080/14786419.2023.2219821
Two new norcassane-type diterpenoids, named 6β-hydroxy-bisnorcass-13-en-12-one (1) and 6β-hydroxy-bisnorcassan-12-one (2), were isolated from the seeds of Mezonevron sinense Hemsl. The structures of compounds 1-2 were determined by extensive spectroscopic analysis. Two compounds exhibited immunosuppressive activity with the IC50 values of 19.35 ± 0.87 μM and 18.69 ± 0.88 μM in the ConA induced T cell model and 65.04 ± 0.83 μM and 48.06 ± 0.76 μM in LPS induced B cell model, respectively.
{"title":"Two new norcassane-type diterpenoids from Mezonevron sinense Hemsl","authors":"","doi":"10.1080/14786419.2023.2219821","DOIUrl":"10.1080/14786419.2023.2219821","url":null,"abstract":"<div><div>Two new norcassane-type diterpenoids, named 6<em>β</em>-hydroxy-bisnorcass-13-en-12-one (<strong>1</strong>) and 6<em>β</em>-hydroxy-bisnorcassan-12-one (<strong>2</strong>), were isolated from the seeds of <em>Mezonevron sinense</em> Hemsl. The structures of compounds <strong>1</strong>-<strong>2</strong> were determined by extensive spectroscopic analysis. Two compounds exhibited immunosuppressive activity with the IC<sub>50</sub> values of 19.35 ± 0.87 μM and 18.69 ± 0.88 μM in the ConA induced T cell model and 65.04 ± 0.83 <em>μ</em>M and 48.06 ± 0.76 μM in LPS induced B cell model, respectively.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9602181","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}
Pub Date : 2024-09-16DOI: 10.1080/14786419.2023.2216344
One new 2-arylbenzo[b]furan named iteafuranal F (1) as well as two known analogues (2–3) were isolated from the 95% EtOH extract of aerial parts of Itea omeiensis. Their chemical structures were constructed based on extensive analyses of UV, IR, 1D/2D NMR and HRMS spectra. Antioxidant assays revealed significant superoxide anion radical scavenging capacity of 1 with IC50 value of 0.66 mg/mL, which was comparable to the efficiency of positive control of luteolin. In addition, the preliminary MS fragmentation patterns in negative ion mode were established to distinguish 2-arylbenzo[b]furans with C-10 in different oxidation states: the characteristic loss of CO molecule [M-H-28]- was observed for 3-formyl-2-arylbenzo[b]furans, and the loss of CH2O fragment [M-H-30]- for 3-hydroxymethyl-2-arylbenzo[b]furans, and the loss of CO2 fragment [M-H-44]- for 2-arylbenzo[b]furan-3-carboxylic acids.
{"title":"Study on 2-arylbenzo[b]furans from Itea omeiensis and their fragmentation patterns with Q-Orbitrap mass spectrometry","authors":"","doi":"10.1080/14786419.2023.2216344","DOIUrl":"10.1080/14786419.2023.2216344","url":null,"abstract":"<div><div>One new 2-arylbenzo[<em>b</em>]furan named iteafuranal F (<strong>1</strong>) as well as two known analogues (<strong>2–3</strong>) were isolated from the 95% EtOH extract of aerial parts of <em>Itea omeiensis</em>. Their chemical structures were constructed based on extensive analyses of UV, IR, 1D/2D NMR and HRMS spectra. Antioxidant assays revealed significant superoxide anion radical scavenging capacity of <strong>1</strong> with IC<sub>50</sub> value of 0.66 mg/mL, which was comparable to the efficiency of positive control of luteolin. In addition, the preliminary MS fragmentation patterns in negative ion mode were established to distinguish 2-arylbenzo[<em>b</em>]furans with C-10 in different oxidation states: the characteristic loss of CO molecule [M-H-28]<sup>-</sup> was observed for 3-formyl-2-arylbenzo[<em>b</em>]furans, and the loss of CH<sub>2</sub>O fragment [M-H-30]<sup>-</sup> for 3-hydroxymethyl-2-arylbenzo[<em>b</em>]furans, and the loss of CO<sub>2</sub> fragment [M-H-44]<sup>-</sup> for 2-arylbenzo[<em>b</em>]furan-3-carboxylic acids.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9898509","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}
Pub Date : 2024-09-16DOI: 10.1080/14786419.2023.2218011
During the chemical manufacturing control processing of new paclitaxel formulations, a photodegradation impurity called C3-C11 bridge-bond isomer appeared. Our work describes the synthesis, isolation, purification, and structural characterization methods using four spectroscopies: FT-IR, UV, NMR (1H and 13 C), and LC-MS. In addition, we discovered that the C3-C11 bridge-bond isomer can promote A549 cells pyroptosis, and increase pyroptosis-related proteins, including cleaved-caspase 3, cleaved-PARP, GSDME-N, and lactate dehydrogenase, thus making it anti-tumor effects. The study offered data suggesting that the C3-C11 bridge bond isomer may be used as an anti-tumour drug in the future.
{"title":"Synthesis, isolation, characterization of C3-C11 bridge-bond isomer of paclitaxel and its antitumor effect via inducing A549 cells pyroptosis","authors":"","doi":"10.1080/14786419.2023.2218011","DOIUrl":"10.1080/14786419.2023.2218011","url":null,"abstract":"<div><div>During the chemical manufacturing control processing of new paclitaxel formulations, a photodegradation impurity called C3-C11 bridge-bond isomer appeared. Our work describes the synthesis, isolation, purification, and structural characterization methods using four spectroscopies: FT-IR, UV, NMR (1H and 13 C), and LC-MS. In addition, we discovered that the C3-C11 bridge-bond isomer can promote A549 cells pyroptosis, and increase pyroptosis-related proteins, including cleaved-caspase 3, cleaved-PARP, GSDME-N, and lactate dehydrogenase, thus making it anti-tumor effects. The study offered data suggesting that the C3-C11 bridge bond isomer may be used as an anti-tumour drug in the future.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"9919084","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}
Pub Date : 2024-09-12DOI: 10.1080/14786419.2024.2401494
Imaobong Christopher Etti, Erimimoh Eba Unoh, Mary Richard Akpan, Ubong Uduak Umanah, Rebecca Emmanuel Agbonika, Arifah Abdul Kadir, Chukwuemeka Nwafor
Andrographis paniculata (Burm.f.) Nees has been used traditionally in treating many diseases. This study investigated its potential to attenuate benign prostatic hyperplasia (BPH) in male rats. Rats were castrated, divided into five groups and orally treated for 14 days with: normal saline,10 mg/kg testosterone propionate sc, finasteride (0.5 mg/kg), 500 mg, and 1500 mg/kg of Andrographis paniculata. Relative prostate weights, the correlation between prostatic index and volume and the prostates' histopathology as well as Prostate Specific Antigen (PSA) were evaluated. Following treatment with Andrographis paniculata, the prostate weights were significantly reduced (p < 0.05) and the lost correlation observed in the untreated group was restored. Histopathological assessment showed reduced epithelial hyperplasia following treatment with a resultant thin layer of epithelial cells, similar to the healthy normal control group. The level of PSA was also reduced. Andrographis paniculata, thus, has the potential to inhibit the proliferation observed in testosterone-induced BPH.
{"title":"Attenuation of testosterone-induced benign prostatic hyperplasia with <i>Andrographis paniculata</i> (burm.f.) leaf extract in Wistar rats.","authors":"Imaobong Christopher Etti, Erimimoh Eba Unoh, Mary Richard Akpan, Ubong Uduak Umanah, Rebecca Emmanuel Agbonika, Arifah Abdul Kadir, Chukwuemeka Nwafor","doi":"10.1080/14786419.2024.2401494","DOIUrl":"https://doi.org/10.1080/14786419.2024.2401494","url":null,"abstract":"<p><p><i>Andrographis paniculata</i> (Burm.f.) Nees has been used traditionally in treating many diseases. This study investigated its potential to attenuate benign prostatic hyperplasia (BPH) in male rats. Rats were castrated, divided into five groups and orally treated for 14 days with: normal saline,10 mg/kg testosterone propionate sc, finasteride (0.5 mg/kg), 500 mg, and 1500 mg/kg of <i>Andrographis paniculata</i>. Relative prostate weights, the correlation between prostatic index and volume and the prostates' histopathology as well as Prostate Specific Antigen (PSA) were evaluated. Following treatment with <i>Andrographis paniculata</i>, the prostate weights were significantly reduced (<i>p</i> < 0.05) and the lost correlation observed in the untreated group was restored. Histopathological assessment showed reduced epithelial hyperplasia following treatment with a resultant thin layer of epithelial cells, similar to the healthy normal control group. The level of PSA was also reduced. <i>Andrographis paniculata,</i> thus, has the potential to inhibit the proliferation observed in testosterone-induced BPH.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142291700","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}
Phytochemical study on the stems and leaves of Artocarpus tonkinensis led to the isolation of a new 2-arylbenzofuran, artocartone (1), as well as seven known 2-arylbenzofurans (2–8). The chemical s...
{"title":"2-Arylbenzofurans from the stems and leaves of Artocarpus tonkinensis and their potential antiproliferative activities","authors":"Jia-Ming Guo, Lin-Xuan Li, Xin-Yi Li, Tian-Yu Wang, En-Ning Zhu, An-Jiao Wu, Shu-Ri Li, Hui- Yang, Yan-Ping Liu, Yan-Hui Fu","doi":"10.1080/14786419.2024.2402462","DOIUrl":"https://doi.org/10.1080/14786419.2024.2402462","url":null,"abstract":"Phytochemical study on the stems and leaves of Artocarpus tonkinensis led to the isolation of a new 2-arylbenzofuran, artocartone (1), as well as seven known 2-arylbenzofurans (2–8). The chemical s...","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142248497","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}
Pub Date : 2024-09-12DOI: 10.1080/14786419.2024.2403028
Sefa Gözcü, Zeynep Akşit, Ali Aydın, Mustafa Abdullah Yılmaz, Samed Şimşek
The present investigation focused on the comprehensive analysis of the phenolic profile of Centaurea glastifolia L. (Asteraceae) and the assessment of its diverse biological activities. Utilising LC-MS/MS, the phytochemical composition of the 70% methanol extract of Centaurea glastifolia (CG-ME) was thoroughly elucidated, revealing the presence of 30 distinct phytochemical compounds. Notably, major phenolic constituents identified in the extract included quinic acid, chlorogenic acid, luteolin-7-O-glucoside, kaempferol-3-O-glucoside, luteolin, and apigenin-7-O-glucoside. The antioxidant, antibacterial, antiproliferative, and cytotoxic activities of CG-ME were investigated. The CG-ME exhibited a moderate capacity for scavenging DPPH radicals (IC50: 50.05 ± 1.58 µg/mL) and FRAP (63.96 ± 0.39 mg TE/g extract), indicating a moderate level of antioxidant activity. Moreover, CG-ME demonstrated significant antiproliferative effects (GI50: 1.10 and 1.30 µg/mL) on cancer cells (C6 and HTC cancer cell lines, respectively) while displaying low cytotoxicity towards normal cells (LC50: >1000 µg/mL). In terms of antibacterial activity, CG-ME was found to be inactive against tested both Gram-positive and Gram-negative bacterial strains (MIC > 500 µg/mL). The extracts had a promising antiproliferative effect on C6, HeLa, and HT29 cancer cell lines with a less cytotoxic effect (10.5-14.2%) against normal cells.
{"title":"Comprehensive phenolic profiling and biological evaluation of <i>Centaurea glastifolia</i> L. (Asteraceae).","authors":"Sefa Gözcü, Zeynep Akşit, Ali Aydın, Mustafa Abdullah Yılmaz, Samed Şimşek","doi":"10.1080/14786419.2024.2403028","DOIUrl":"https://doi.org/10.1080/14786419.2024.2403028","url":null,"abstract":"<p><p>The present investigation focused on the comprehensive analysis of the phenolic profile of <i>Centaurea glastifolia</i> L. (Asteraceae) and the assessment of its diverse biological activities. Utilising LC-MS/MS, the phytochemical composition of the 70% methanol extract of <i>Centaurea glastifolia</i> (CG-ME) was thoroughly elucidated, revealing the presence of 30 distinct phytochemical compounds. Notably, major phenolic constituents identified in the extract included quinic acid, chlorogenic acid, luteolin-7-<i>O</i>-glucoside, kaempferol-3-<i>O</i>-glucoside, luteolin, and apigenin-7-<i>O</i>-glucoside. The antioxidant, antibacterial, antiproliferative, and cytotoxic activities of CG-ME were investigated. The CG-ME exhibited a moderate capacity for scavenging DPPH radicals (IC<sub>50</sub>: 50.05 ± 1.58 µg/mL) and FRAP (63.96 ± 0.39 mg TE/g extract), indicating a moderate level of antioxidant activity. Moreover, CG-ME demonstrated significant antiproliferative effects (GI<sub>50</sub>: 1.10 and 1.30 µg/mL) on cancer cells (C6 and HTC cancer cell lines, respectively) while displaying low cytotoxicity towards normal cells (LC<sub>50</sub>: >1000 µg/mL). In terms of antibacterial activity, CG-ME was found to be inactive against tested both Gram-positive and Gram-negative bacterial strains (MIC > 500 µg/mL). The extracts had a promising antiproliferative effect on C6, HeLa, and HT29 cancer cell lines with a less cytotoxic effect (10.5-14.2%) against normal cells.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":1.9,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142291704","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}
Pub Date : 2024-09-12DOI: 10.1080/14786419.2024.2402474
Perumal Govindhan
The mangrove, a vital ecosystem, faces significant threats from climate change, human actions, and pollution. This study aims to evaluate the presence and distribution of trace metals (Cu, Cd, Ni, ...
{"title":"Phytochemical analysis of the methanolic extract from the mangrove species Avicennia marina plant species inhabited in coastal water","authors":"Perumal Govindhan","doi":"10.1080/14786419.2024.2402474","DOIUrl":"https://doi.org/10.1080/14786419.2024.2402474","url":null,"abstract":"The mangrove, a vital ecosystem, faces significant threats from climate change, human actions, and pollution. This study aims to evaluate the presence and distribution of trace metals (Cu, Cd, Ni, ...","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142248494","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}
扫码关注我们
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号