Phytochemistry最新文献_第2页

Triterpenoids from Frankincense and Boswellia: A focus on their pharmacology and 13C-NMR assignments 乳香和乳香中的三萜类化合物：药理学和 13C-NMR 分析的重点

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-10-12 DOI: 10.1016/j.phytochem.2024.114297

引用次数: 0

Insights into terpenes profiling and transcriptional analyses during flowering of different Cannabis sativa L. chemotypes 不同大麻化学型开花期间萜烯分析和转录分析的启示。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-10-05 DOI: 10.1016/j.phytochem.2024.114294

{"title":"Insights into terpenes profiling and transcriptional analyses during flowering of different Cannabis sativa L. chemotypes","authors":"","doi":"10.1016/j.phytochem.2024.114294","DOIUrl":"10.1016/j.phytochem.2024.114294","url":null,"abstract":"<div><div>Terpenes, volatile compounds known for their aromatic and therapeutic properties, play a pivotal role in shaping the overall chemical profile of Cannabis sativa L. Their biosynthesis in planta occurs in trichomes and involves the 2-C-methyl-D-erythritol 4-phosphate (MEP) and the mevalonic acid (MVA) pathways, responsible for producing the substrates utilized by a family of enzymes, the terpene synthases (TPS), for terpene production. In this work, a comprehensive approach combining chemical analyses of the volatile compounds characterizing the aroma of the inflorescences three C. sativa genotypes collected at three stages of maturity and the transcriptional analyses of key genes involved in the terpene biosynthesis was adopted to study this pathway. The results revealed different terpene profiles among genotypes, which were characterized by peculiar compounds belonging to the sesqui- (CINBOL and Fibrante) or monoterpene (Ermo) categories. Both structural and putative regulatory genes were analysed by RT-qPCR, revealing distinct transcriptional profiles of Terpene Synthases, contributing to the diversity of mono and sesquiterpenes synthesized. Furthermore, the research delved into potential regulatory genes associated with trichome formation, a crucial factor influencing terpene accumulation. This integrated approach highlighted complex mechanisms governing terpene accumulation in cannabis, while also offering potential regulators putatively involved in this pathway.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-10-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142392507","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

Chevalierlin: A spirocyclic alkaloid from a hydrothermal vent associated fungus Aspergillus chevalieri TW132-65 Chevalierlin：一种来自热液喷口伴生真菌 Aspergillus chevalieri TW132-65 的螺环生物碱。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-10-03 DOI: 10.1016/j.phytochem.2024.114295

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LC–MS coupled with diagnostic ion strategy facilitated the discovery of 5-methylcoumarin meroterpenoids from Gerbera piloselloides 液相色谱-质谱联用诊断离子策略有助于从非洲菊中发现 5-甲基香豆素类萜物。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-10-02 DOI: 10.1016/j.phytochem.2024.114296

{"title":"LC–MS coupled with diagnostic ion strategy facilitated the discovery of 5-methylcoumarin meroterpenoids from Gerbera piloselloides","authors":"","doi":"10.1016/j.phytochem.2024.114296","DOIUrl":"10.1016/j.phytochem.2024.114296","url":null,"abstract":"<div><div>Plant-derived natural products remain crucial in drug development. However, the identification of undescribed natural products is becoming increasingly challenging. A comprehensive strategy combining LC–MS with diagnostic ions was proposed for the discovery of undescribed 5-methylcoumarin meroterpenoids. Thirteen undescribed 5-methylcoumarin meroterpenoids, including five pairs of enantiomers (1a/1b and 5a/5b–8a/8b), were isolated from the whole plant of Gerbera piloselloides. Their structures and absolute configurations were unambiguously determined based on their spectroscopic data, calculated and experimental ECD data and X-ray diffraction analysis. Bioassays conducted on scopolamine-induced injury PC12 cells revealed that compounds 5a/5b, 7a/7b and 8a/8b possessed mild protective effects. Additionally, compounds 2 and 8 showed notable IL-6 inhibition in lipopolysaccharide-induced BEAS-2B cells.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142375789","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

Chemical constituents from marine medicinal brown alga-derived Scytalidium lignicola SC228 从海洋药用褐藻中提取的化学成分 Scytalidium lignicola SC228。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-29 DOI: 10.1016/j.phytochem.2024.114289

{"title":"Chemical constituents from marine medicinal brown alga-derived Scytalidium lignicola SC228","authors":"","doi":"10.1016/j.phytochem.2024.114289","DOIUrl":"10.1016/j.phytochem.2024.114289","url":null,"abstract":"<div><div>In this study, a marine medicinal brown alga Sargassum cristaefolium-derived fungal strain Scytalidium lignicola SC228 has been isolated and identified. Column chromatography of the extracts from liquid-fermented products of the fungal strain was carried out, and led to the purification of eight compounds. Their structures were characterized by spectroscopic analysis, and the absolute configurations were further established by single X-ray diffraction analysis and modified Mosher's method as four previously undescribed compounds, namely scytabenzofurans A–C (1–3), and (3S,4S)-5-chloro-3,4-dihydro-4,6,8-trihydroxy-3-methyl-1H-2-benzopyran-1-one (4), along with four known compounds 5–8. All the isolates were subjected to anti-inflammatory and anti-angiogenic assays. Compounds 1–4, 7, and 8 showed moderate nitric oxide production inhibitory activities in lipopolysaccharide-activated BV-2 microglial cells with IC50 in the range of 19.6 ± 0.1 to 49.0 ± 1.2 μM in comparison with that of curcumin (IC50 = 2.7 ± 0.3 μM). Compounds 5–7 exhibited moderate to potent inhibitory effects on EPCs growth with IC50 in the range of 0.5 ± 0.1 to 42.7 ± 0.9 μM as compared to sorafenib (IC50 = 5.50 ± 1.50 μM).</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142366162","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

Targeted isolation of lignans from the roots of Anthriscus sylvestris (L.) Hoffm. by small molecule accurate recognition technology 利用小分子精确识别技术，有针对性地从西洋蒽（L. Hoffm.）根中分离木质素。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-28 DOI: 10.1016/j.phytochem.2024.114293

引用次数: 0

Structurally diversified sesquiterpenoids from Chloranthus henryi and their neuroprotective activities on H2O2 damaged PC12 cells 来自 Chloranthus henryi 的结构多样的倍半萜类化合物及其对 H2O2 损伤的 PC12 细胞的神经保护活性

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-26 DOI: 10.1016/j.phytochem.2024.114292

{"title":"Structurally diversified sesquiterpenoids from Chloranthus henryi and their neuroprotective activities on H2O2 damaged PC12 cells","authors":"","doi":"10.1016/j.phytochem.2024.114292","DOIUrl":"10.1016/j.phytochem.2024.114292","url":null,"abstract":"<div><div>Fifteen undescribed sesquiterpenoid monomers, including six pairs of sesquiterpenoid enantiomers (1a/1b–3a/3b and 5a/5b–7a/7b) and three analogues (4, 8, and 9), together with two known sesquiterpenoid dimers (10 and 11) were isolated from the whole plant of Chloranthus henryi Hemsl. Their structures were characterized by spectroscopic data analysis, ECD calculations, and single crystal X-Ray diffractions. Compounds 1a and 1b were highly aromatic cadinane-type sesquiterpenoids. At a concentration of 10 μM, compounds 8, 10, and 11 exhibited potent neuroprotective activity against H2O2-induced PC12 cell damage. Compounds 10 and 11 significantly decreased the level of ROS. In addition, compound 11 increased the levels of p-AMPK, p-SIRT1, and SIRT3 in the H2O2-induced PC12 cell damage via activated the AMPK/SIRT signaling pathway.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142327706","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

Chemical constituents with their alpha-glucosidase inhibitory activity from the whole plant of Ceratophyllum demersum 叶枯素全草中的化学成分及其α-葡萄糖苷酶抑制活性

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-25 DOI: 10.1016/j.phytochem.2024.114290

{"title":"Chemical constituents with their alpha-glucosidase inhibitory activity from the whole plant of Ceratophyllum demersum","authors":"","doi":"10.1016/j.phytochem.2024.114290","DOIUrl":"10.1016/j.phytochem.2024.114290","url":null,"abstract":"<div><div>From Ceratophyllum demersum growing in Vietnam, twelve compounds were isolated and structurally elucidated, including six previously undescribed compounds, demersones A-D (1–4), acetylvelutins A and B (8 and 9), together with six known compounds, (+)-cyclocolorenone (5), 1-hydroxycyclocolorenone (6), 10-hydroxycyclocolorenone (7), retusin (10), betulinic acid (11), and lupeol (12). The chemical structures and stereochemistry of 1–12 were identified through analysis of spectroscopic data (1D and 2D NMR and HRESIMS), ECD data, and DFT calculation. Notably, this is the first time that humulene-type (1 and 2), guaiane-type (3), and aromadendrane-type (4–7) sesquiterpenoids have been reported in this genus. Compounds 8 and 9 are the first examples of 8-acetoxyflavones found in nature. Upon evaluation of the alpha-glucosidase of 1–3 and 5–12, it was found that 12 exhibited the highest potential with an IC50 value of 15.4 ± 1.1 μM. The molecular docking of 3 and 8 was further studied.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142327707","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

Maeruines A−E, elusive indole alkaloids from stems of Maerua siamensis and their inhibitory effects on cyclooxygenases and HT-29 colorectal cancer cell proliferation 茜草茎中难以捉摸的吲哚生物碱 Maeruines A-E 及其对环氧化酶和 HT-29 大肠癌细胞增殖的抑制作用

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-24 DOI: 10.1016/j.phytochem.2024.114291

{"title":"Maeruines A−E, elusive indole alkaloids from stems of Maerua siamensis and their inhibitory effects on cyclooxygenases and HT-29 colorectal cancer cell proliferation","authors":"","doi":"10.1016/j.phytochem.2024.114291","DOIUrl":"10.1016/j.phytochem.2024.114291","url":null,"abstract":"<div><div>Five previously undescribed indole alkaloids, maeruines A−E (1−5), bearing imino-2H-thieno[2,3-b]indol-3(8H)-one skeleton, were obtained from the stems of Maerua siamensis. Their chemical structures were elucidated using spectroscopic techniques [NMR, MS, IR, and UV], and single-crystal X-ray diffraction. Maeruine D (4) displayed selective cyclooxygenase-2 (COX-2) inhibitory activity in vitro with an IC50 of 29.72 ± 6.36 μM. Molecular dynamics simulations revealed that maeruine D could form a stable complex with human COX-2, predominantly driven by hydrophobic interactions. In addition, five amino-acid residues including Val349, Leu352, Leu384, Val523, and Ala527 were identified as hot-spot ones, which may lead to high binding affinity and selectivity. Furthermore, it exhibited cytotoxicity against HT-29 colorectal cancer cells with an IC50 of 29.32 ± 4.76 μM, and, at 0.1−10 μM, significantly inhibited their proliferation, induced by the proinflammatory cytokine interleukin-1β (IL-1β), in a dose-dependent manner.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142323189","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

Non-alkaloid components with inhibitory activity against LPS induced NO production in RAW 264.7 cells isolated from the roots of Sophora flavescens 从槐树根中分离出的具有抑制 LPS 诱导 RAW 264.7 细胞产生 NO 活性的非生物碱成分

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-19 DOI: 10.1016/j.phytochem.2024.114288

{"title":"Non-alkaloid components with inhibitory activity against LPS induced NO production in RAW 264.7 cells isolated from the roots of Sophora flavescens","authors":"","doi":"10.1016/j.phytochem.2024.114288","DOIUrl":"10.1016/j.phytochem.2024.114288","url":null,"abstract":"<div>Sophora flavescens Aiton is a plant in the Leguminosae family. As a traditional Chinese medicine, it is used to treat eczema, bloody stool, skin pruritus, and so on. By studying non-alkaloid components in the roots of S. flavescens, we obtained a total of 49 compounds (1–49), including three undescribed flavonoids (13, 15 and 18), five undescribed isopentenyl flavonoids (32, 34, 38, 39 and 48), two known coumarins (1–2), three phenolic acids (3–5), one known isopentenyl flavonoids (19–31, 33, 35–37, 40–47 and 49). On the basis of chemical evidences and spectral data analysis (UV, ECD, Optical rotation data, 1D/2D-NMR and HR-ESI-MS), the structures of undescribed compounds were elucidated. The inhibitory effect of compounds 1–49 on LPS induced NO production in RAW 264.7 cells was detected. Compounds 11, 19, 21–24, and 28–30 showed significant inhibitory effects, and the IC50 values of compounds 11 and 22 even reached 4.58 ± 0.66 and 4.53 ± 0.66 μM. This study suggests that flavonoids may be the main component that exerts anti-inflammatory effects in the non-alkaloid extraction layer of the extract from the roots of S. flavescens.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142271791","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