PHYTOCHEMISTRY
·
2018
·
IF 3.186
Xing-Long Chen,Fang Liu,Xue-Rong Xiao,Xiu-Wei Yang,Fei Li
Tripterygium hypoglaucum (H. Lév.) Hutch. has been used to remedy rheumatoid arthritis , however, it shows frequent toxicity to the body. In this study, liquid chromatograph-mass spectrometer (LC-MS) was guided to characterize abietanes diterpenoids with anti-inflammatory activity from the stem of T. hypoglaucum . Thirteen undescribed abietanes diterpenoids were isolated and purified, and their chemical structure was identified using various spectroscopic methods . These compounds belonged to abietanes with splitting C ring, abietanes with benzenoid rings, diterpene quinoids , diterpene quinoids with lactone rings, and abietanes with benzenoid and lactone rings, respectively. Lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages was used to evaluate anti-inflammatory activity of the compounds. The results indicated that hypoglicin B-G and hypoglicin J-M exhibited inhibitory activity of NO production with the IC 50 values of 6.01, 25.21, 8.29, 3.63, 0.72, 0.89, 36.91, 0.82, 2.85, 11.92 μM, respectively. Among these compounds, compound hypoglicin L showed high anti-inflammatory activity and low toxicity (SI = 5.02 × 10 4 ). Further QPCR analysis revealed that hypoglicin D and hypoglicin L can inhibit the mRNA expression of iNOS in LPS-stimulated RAW264.7 cells at doses of 12.5 and 3.13 μM, respectively. Taken together, ten anti-inflammatory diterpenoids were found from T. hypoglaucum in this study.
研究领域:
药理学
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植物化学
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DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2018
·Vol. 15
·期 11
·e1800386
·
IF 1.617
Qian Wang,Yong-Qi Zhen,Feng Gao,Shuai Huang,Xian-Li Zhou
A new premyrsinane-type diterpenoid, premylanin ( 1 ), and four new lathyrane-type diterpenoids named Euphorbia Factors L 30 –L 33 ( 2 – 5 ) were isolated from the seeds of Euphorbia lathyris , together with thirteen known ones ( 6 – 18 ). Their structures were elucidated through spectroscopic analyses, including IR, UV, HR-ESI-MS, 1D- and 2D-NMR. The cytotoxicities of compounds 1 – 4 and 6 – 18 against HCT116, MCF-7, 786–0, HepG2 cell lines were evaluated, and compound 13 exhibited considerable cytotoxic activities with an IC 50 values of 6.44, 8.43, 15.3, 9.32 μ m , respectively. Graphical
研究领域:
植物化学
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药理学
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肿瘤学
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DOI
高影响因子
TETRAHEDRON
·
2019
·
IF 2.379
Wenwen Yi,Qiao Li,Tengfei Song,Lei Chen,Xing-Cong Li,Zhizhen Zhang,Xiao-Yuan Lian
New indole alkaloids streptoprenylindoles A–C ( 1 – 3 ) and diterpenoids 18-acetyl-cyclooctatin ( 8 ), 5,18-dedihydroxy-cyclooctatin ( 9 ), and 5-dehydroxy-cyclooctatin ( 10 ) were isolated from the culture of marine-derived Streptomyces sp. ZZ820, along with known 3-cyanomethyl-6-[3-methyl-2-butenyl]indole ( 4 ), N -(2-(1 H -indol-3-yl)ethylacetamide ( 5 ), 1-acetyl-β-carboline ( 6 ), indole-3-methylethanoate ( 7 ), cyclooctatin ( 11 ), and chromomycin A 3 ( 12 ). Their structures were elucidated by a combination of extensive spectroscopic analyses, ECD calculation, and the Mosher's method. Streptoprenylindoles A ( 1 ) and B ( 2 ) are enantiomers that were separated through the preparation of their Mosher esters. Three new diterpenoids ( 8 – 10 ) showed antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA) and Escherichia coli with MIC values of 24.11–55.12 μM, while chromomycin A 3 ( 12 ) showed potent antibacterial activities against MRSA (MIC: 0.59 μM) and E. coli (MIC 0.04 μM).
研究领域:
微生物学
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天然产物化学
·
药理学
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DOI
高影响因子
ANALYTICAL AND BIOANALYTICAL CHEMISTRY
·
2025
·
IF 3.8
Jiang Haipeng,Xu Wenxi,Bi Tian,Wang Biao,Shi Mengyun,Lv Jiamin,Liu Huwei
Screening of ligands from natural products, especially traditional herbs, has always been an important pathway for drug discovery. In the current work, we present a strategy for the screening of active substances from TCM by combination of in silico target prediction, surface plasmon resonance (SPR), and UPLC-HR-MS/MS, using Kansui as an illustration. In the first, in silico target prediction of diterpenoids from Kansui was performed, aiming to improve the success rate of screening. Carbonic anhydrase II (CA II) were within the most likely targets. Then, SPR combined with UPLC-HR-MS/MS analysis was employed for the screening of ligands for CA II from a mixture of Kansui extract and for the structural identification of the captured ingredients. It was found that the ligands of CA II are mainly ingenane-type diterpenoids, which was further validated by enzymatic activity experiments and molecular docking that ingenane-type diterpenoids have more affinity and potency for CA II activation. It is the first time that the ligands of CA II have been screened from the extract of K ansui, and the present ligand screening work also providing clues to the pharmacological mechanisms and rationality of vinegar-processed Kansui . Graphical
研究领域:
中药学
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药物化学
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生物信息学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
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2013
·
IF 2.947
Jin-Jun Hou,Wan-Ying Wu,Jian Liang,Zhou Yang,Hua-Li Long,Lu-Ying Cai,Lin Fang,Dan-Dan Wang,Shuai Yao,Xuan Liu,Bao-Hong Jiang,De-An Guo
Kansui radix is a famous poisonous traditional Chinese medicine. However, due to its different types of constituents with broad polarity, a variety of UV absorptions and lack of the reference standards, it was difficult to simultaneously determine the main component in kanui radix. A single, multi-faceted, enhanced strategy, exogenous reference standard – single standard to determine multi-components method (ERS-SSDMC), was proposed. Thirteen major components of kansui radix, including three jatrophane diterpenoids, eight ingenane diterpenoids and two triterpenes, among which there were three pairs of isomers, were simultaneously assayed. A C8 column, packed with 2.7 μm core–shell particles, was optimized to separate these constituents in 25 min on HPLC instrument detected at a program wavelength. Ethyl benzoate employed as single exogenous reference standard. The method was fully validated with respect to linearity ( r 2 > 0.9995), LOQs (0.1–0.4 μg/mL), precision, accuracy (92–114%, RSD < 4.4%) and stability. The robustness of the method was performed by Plackett–Burmantest tests which eight primary chromatographic parameters were investigated. It was found that the two factors, wavelength and flow rate, should be strictly controlled. A total of 75 batches of kansui radix and its three different processing products were successfully analyzed and discriminated by applying the proposed method. This work demonstrates an effective strategy for the SSDMC method making the simultaneous assay of complex multi-component TCM system achievable.
研究领域:
中药学
·
分析化学
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产品关联
DOI
PubMed
高影响因子
Journal of the Taiwan Institute of Chemical Engineers
·
2015
·
IF 3
Jiming Wu,Jinghan Li,Jin Zhang,Xinyue Hu,Dahong Yao,Liang Ma,Liang Ouyang,Xinhui Pan,Jian Huang,Ruichao Lin,Jinhui Wang
Euphorbia lathyris ( E. lathyris ), a traditional Chinese medicine, rich in diterpenoids, has been widely used for the treatment of hydropsy, especially the ascites in China, with its mechanism is still unclear. For exploring possible diuresis mechanism of E. lathyris , in this study, a potential diuresis related target, urea transporter B (UT-B), and its potential ligands were discovered by using bioinformatics method of “Inverse Docking”. Then, homology modeling, molecular docking and ligand-based pharmacophore methods were applied to research the possible mechanism of diuresis. Bioinformatics analysis showed that most of diterpenoids in E. lathyris were optimal ligands for the UT-B protein and these predicted compounds also exhibited stable affinity to UT-B binding site, a hydrophobic region in urea passage. The HPLC-TOF-MS method was used to characterize the main diterpenoids content of E. lathyris extracts and three out of eight proposed diterpenoids were detected and assigned. In vitro UT-B inhibition experiment of erythrocyte lysis assay was then applied to confirm the diuretic effects of the diterpenoids concentrated extracts of E. lathyris . The half erythrocyte lysis rate of 23.89 µg/ml of diterpenoids concentrated extracts showed moderate UT-B inhibition efficacy. All these performances might also raise an alternative approach for the design of new diuretic drugs.
研究领域:
药理学
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生物信息学
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中药学
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产品关联
DOI
高影响因子
CHEMICAL & PHARMACEUTICAL BULLETIN
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2018
·Vol. 66
·期 6
·674-677
·
IF 1.258
Jia-Xi Wang,Qian Wang,Yong-Qi Zhen,Shuang-Mei Zhao,Feng Gao,Xian-Li Zhou
We isolated two new lathyrane-type diterpenes L27 (1) and L28 (2) along with seven known compounds (3–9) from the seeds of Euphorbia lathyris. These compounds were identified by NMR, high-resolution electrospray ionisation (HR-ESI)-MS as well as IR spectroscopy. Compounds 1 and 2 were assigned NMR spectrums with 1H-NMR, 13C-NMR, distortionless enhancement by polarization (DEPT), correlation spectroscopy (COSY), heteronuclear multiple quantum coherence (HMQC), heteronuclear multiple bond connectivity (HMBC) and nuclear Overhauser effect spectroscopy (NOESY). Stereo configuration of 1 and 2 were confirmed by comprehensive interpretation of their nuclear Overhauser effect (NOE) relationship and showed they were first natural lathyrane-type diterpenes possessing α-configuration substitutes at C-3. Cytotoxicity assay of isolated compounds were evaluated against breast cancer cell lines MCF-7 or MDA-MB-231, 786-0 and liver cancer cell lines HepG2. As a result, Euphorbia factor L28 (2) showed strongly cytotoxicity to the 786-0 and HepG2 cell lines, with an IC50 value of 9.43 and 13.22 µM, respectively, which preliminarily suggested that the configuration of lathyrane-type diterpene at C-3 has a significant effect on its bioactivity.
研究领域:
药用植物研究
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天然产物化学
·
肿瘤生物学
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产品关联
DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2025
·
IF 2.5
Shi-Xing Liu,Qian Wang,Li Jiang,Shang-Gao Liao,Qing-De Long,Xu Zhang,Xue-Long Yan
Phytochemistry investigation of Euphorbia helioscopia led to the isolation of 22 diterpenoids, including five lathyranes, 11 jatrophanes, and six other types. Among them, eupholine A and B ( 1 and 2 ) are a pair of previously undescribed C-6′ lathyrane epimers. The chemical structures of 1–22 were elucidated using spectral data analysis, and the absolute configurations of 1 together with another jatrophane diterpenoid ( 3 ) were determined by X-ray single-crystal diffraction techniques. Besides, the full nuclear magnetic resonance (NMR) assignments of 3 and 4 were first determined by analysis of their two-dimensional NMR data. All the isolates were screened for inhibition activity of fibrinogen on transforming growth factor-β1-stimulated LX-2 cells, and seven compounds (mainly lathyranes and jatrophanes types) showed certain inhibitory effects at 20 µM, being comparable to that of the positive control, silymarin. Notably, compound 14 (jatrophane type) showed significant inhibitory activity that is superior to silymarin. The study suggested that jatrophane diterpenoids and their analogs (lathyrane types) may serve as a potential chemical entity against liver fibrosis. Graphical
研究领域:
植物化学
·
药理学
·
生物医学
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DOI
PubMed
高影响因子
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH
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2015
·
IF 0.913
Xing-Long Chen,Chang-An Geng,Ji-Jun Chen
High-resolution electrospray ionization ion-trap time-of-flight tandem mass spectrometry (HR-ESI-IT-TOF-MSn) in positive-ion mode was used to determine the accurate masses and fragmentation pathways of four C19-diterpenoid alkaloids, aconitine (1), yunnaconitine (2), crassicauline A (3), and benzoylmesaconine (4). The [M+H]+ ions of compounds 1–4 were readily observed in conventional single-stage mass spectrometry. Based on the MS1–6 analyses, detailed fragmentation rules of the four compounds were proposed. The neutral losses of AcOH, MeOH, H2O, CO, C2H4, PhCOOH and p-OMePhCOOH segments were the characteristic eliminations from the precursor ions due to the presence of acetyl, methoxyl, hydroxyl, N-ethyl, benzoyl and p-methoxyl-benzoyl units in the structures. Benefited from the high resolution of the mass analyzer, the loss of 28 Da corresponding to CO or CH4 segment in product ions was unambiguously distinguished. The losing sequence of the main substituent groups was summarized as: C(8)-acetyl>C(16)-methotyl>C(15)-hydroxyl>C(6)-methoxyl>C(1)-methoxyl/C(3)-hydroxyl>C(18)-methoxyl>>C(13)-hydroxyl. The sequential loss of (16)-methoxyl moiety and CO (generating from enol–ketone tautomerism) groups could be recognized as the characteristic eliminations for the compounds with C(16)-methoxyl and C(15)-hydroxyl groups simultaneously. The application of HR-ESI-IT-TOF-MSn technique to investigate the fragmentation of C19-diterpenoid alkaloids provided useful information to understand their fragmentation behaviors.
研究领域:
植物化学
·
分析化学
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产品关联
DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2022
·Vol. 19
·期 4
·e202100946
·
IF 2.745
Jie Liu,Ting Yang,Ya-Hong Yuan,Jia-Yao Hu,Li-Bin Lin,Mei-Li Yang,Dong-Zhu Duan,Guo-Wei Gong,Jian Xiao,Xiao-Ling Wang
We identified two new diterpenoidal acrocalyenes A ( 1 ) and B ( 2 ) through chemical investigation on Acrocalymma sp., a plant-associated fungus from the tender stem isolates of Sinomenium acutum collected from the Qinling Mountains, along with seven already-recognized compounds ( 3 – 9 ). The HR-ESI-TOF-MS and 1D/2D NMR data were utilized for structural elucidation of these compounds, and the single-crystal X-ray diffraction was employed for absolute configuration clarification of the novel acrocalyenes 1 and 2 . Bioassays revealed that the cytotoxicities of compounds 2 , 4 , 6 , 7 , and 8 against three human carcinoma cells (RKO, HeLa and HCC-1806) were moderate to strong, with IC 50 between 6.70–38.82 μM. These isolates were also evaluated for their fungal resistant potentials against Botrytis cinerea , Fusarium culmorum and Fusarium solani , in which 3 displayed significant inhibitory effects on all three phytopathogenic fungi, showing respective MIC of 50, 25 and 25 μM. Graphical
研究领域:
天然产物化学
·
药理学
·
植物学
✓ 已验证
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2022
·
IF 5.895
De-Fu Hong,Gui-Lin Hu,Xing-Rong Peng,Xiao-Yuan Wang,Yan-Bing Wang,Abdulbaset Al-Romaima,Zhong-Rong Li,Ming-Hua Qiu
A total of 11 new (1–11) and 2 known (12 and 13) ent-kaurane diterpene derivatives were identified from the roasted beans of Coffea cultivar S288. Their structures were established by extensive spectroscopic analysis, including one- and two-dimensional nuclear magnetic resonance (heteronuclear single-quantum correlation, heteronuclear multiple-bond correlation, correlation spectroscopy, and rotating-frame Overhauser enhancement spectroscopy), high-resolution electrospray ionization mass spectrometry, and X-ray analyses. Cafespirone acid A (1) represents the first example of diterpene featuring a spirocyclic skeleton constructed from a 6/6/5 tricyclic system. Cafeane acid A (2) possesses a 6/6/6/5 tetracyclic system as a result of the C/D ring rearrangement. Furthermore, compounds 1–12 were evaluated for their α-glucosidase inhibitory activity. The results showed that compounds 2, 4, 5, 6, 7, 10, and 11 had a moderate inhibitory effect on α-glucosidase, and half-maximal inhibitory concentration values of compounds 4, 6, 7, and 10 were 18.76 ± 1.46, 4.88 ± 0.03, 12.35 ± 0.91, and 12.64 ± 0.59 μM, respectively, compared to the positive control acarbose (60.71 ± 16.45 μM). Additionally, the molecular docking experiments showed that the carbonyl group at C-19 of compounds 4, 6, and 7 formed strong hydrogen bonds with ARG315, which may make them have moderate inhibitory activity.
研究领域:
植物化学
·
药物化学
·
食品科学
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产品关联
DOI
PubMed
高影响因子
Phytochemistry Letters
·
2025
·
IF 1.4
Jiaxing Yu,Adila Abudurexiti,Guangmin Yao
Two new compounds, a norditerpenoid and a megastigmane sesquiterpenoid, were isolated from the ethyl acetate extract of Pieris formosa leaves collected in Yichang, Hubei, China, together with eight known megastigmane sesquiterpenoids. Their structures were elucidated by spectroscopic data analysis and electronic circular dichroism (ECD) calculations. Pormoside A ( 1 ) represents the first example of a 17- β - D -glucopyranosyloxy-substituted 14,15-di- nor -cyclophytane diterpenoid. All isolates were evaluated for α -glucosidase inhibitory activity. Pormoside A ( 1 ) (IC 50 = 112.90 ± 3.98 μ M) showed significantly more potent inhibition than the positive control acarbose (IC 50 = 219.55 ± 3.95 μ M). Molecular docking studies of pormoside A and B further revealed their binding interactions with α -glucosidase.
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）