ORGANIC GEOCHEMISTRY
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2024
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IF 2.6
Can Xie,Gangtian Zhu,Yuguang Hou,Zhiliang He
Steroid acids are unique molecular fossils composed of a steroid carbon skeleton linked to a carboxyl group. These biomarkers contain special geological and biological clues in their structures. However, the origin of steroid acids remains a subject of debate, and there is a lack of direct evidence in previous studies. Here, we present experimental evidence for the origin of steroid acids. The origin of steroid acids during biodegradation in crude oil was observed for the first time. Molecular structures of these steroid acids reveal that they arose from steranes via bacterial oxidation of sidechain terminal methyl groups. Our results suggest that microbial activities indeed contribute to the formation of carboxyl groups on the eukaryotic steroid skeletons, and we believe steroid acids are a promising biomarker for both geomicrobial processes and ancient eukaryotic life in the rock record.
研究领域:
地质生物学
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微生物学
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古生物学
✓ 已验证
DOI
高影响因子
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
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2015
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IF 2.979
Min Liao,Cong Dai,Mengping Liu,Jiefeng Chen,Zuanguang Chen,Zhiyong Xie,Meicun Yao
A novel, sensitive and rapid ultra-performance liquid chromatography–tandem mass spectrometric (UPLC–MS/MS) method for simultaneous quantification of four furostanol glycosides in rat plasma was established and validated. Ginsenoside Rb1 was used as an internal standard. Plasma samples were pretreated by liquid–liquid extraction with n -butanol and chromatographed on a C18 column (2.1 × 50 mm i.d., 2.6 μm) using a gradient elution program consisting of acetonitrile and water (containing 0.03% formic acid and 0.1 mM lithium acetate) at a flow rate of 0.4 mL/min. Lithium adduct ions were employed to enhance the response of the analytes in electrospray positive ionization mode and multiple reaction monitoring transitions were performed for detection. All calibration curves exhibited good linearity ( r > 0.999) over the range of 10–20,000 ng/mL for protodioscin and 2–4000 ng/mL for protogracillin, pseudoprotodioscin and pseudoprotogracillin. The recoveries of the whole analytes were more than 80.3% and exhibited no severe matrix effect. Meanwhile, the intra- and inter-day precisions were all less than 10.7% and accuracies were within the range of −8.1–12.9%. The four saponins showed rapid excretion and relative high plasma concentrations when the validated method was applied to the PK study of Dioscorea nipponica extracts by intragastric administration at low, medium and high dose to rats. Moreover, the T 1/2 and AUC 0– t of each compound turned out to behave in a dose-dependent pattern by comparing them at different dose levels.
研究领域:
分析化学
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药理学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2020
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IF 4.192
Gui-Lin Hu,Ya Gao,Xing-Rong Peng,Jun-Hong Liu,Hai-Guo Su,Yan-Jie Huang,Ming-Hua Qiu
Seven new lactam ent-kaurane diterpenoids, cafemides A–G (1–7), were isolated from roasted beans of Coffea arabica. Their structures were elucidated by extensive spectroscopic analysis including 1D, 2D NMR (heteronuclear single quantum correlation (HSQC), heteronuclear multiple bond correlation (HMBC), 1H–1H correlation spectroscopy (COSY), and rotating frame Overhauser effect spectroscopy (ROESY)), high-resolution electrospray ionization mass spectrometry (HRESIMS), and IR spectra. They were divided into subtype I–III according to the structure. Further, with the aid of liquid chromatography–tandem mass spectrometry (LC–MS/MS) based molecular network, seven (8–14) subtype II diterpenoids were successfully identified. In addition, a variety of other subtypes of N-containing diterpenoids have been proven in roasted coffee. Compounds 1, 2, 3, 5, and 7 showed a moderate inhibitory effect on α-glucosidase with an IC50 value of 8.28 ± 0.62 μM, 38.23 ± 8.87 μM, 28.94 ± 1.42 μM, 12.44 ± 1.37 μM, and 22.2 ± 5.34 μM, respectively. To the best of our knowledge, this is the first time that N-containing diterpenoids have been reported in coffee.
研究领域:
植物化学
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食品科学
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药理学
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产品关联
DOI
PubMed
高影响因子
FITOTERAPIA
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2023
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IF 3.4
Xiu-Qing Song,Lin-Lin Tian,Tao Ye,Hu Liu,Hua Zhang
ABSTRACT Twenty compounds comprising four pregnane steroids ( 2 – 4 & 20 ) and 16 pregnane glycosides ( 1 & 5 – 19 ) have been obtained from the ethanol extract of the roots of a Dai ethnological herb, Marsdenia tenacissima . Their structures were characterized on the basis of comprehensive spectroscopic analyses with 17 ones ( 1 – 17 ) being reported for the first time, including the rare cases ( 2 & 3 ) of free C 21 steroids with 17α-acetyl substitution, compounds 4 – 7 bearing an unusual 14α-OH, and the first examples with simultaneous 14α-OH/17α-acetyl substitution ( 7 ) and glycosylation at C-12 position ( 10 & 11 ). An empirical rule for the identification of C-17 configuration, in C 21 steroids incorporating the marsdenin constitution structure, was also proposed. All the isolates, along with an array of previously reported analogues in our compound library, were screened for their chemo-reversal ability against P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) in MCF-7/ADR cell line, and six compounds exhibited moderate MDR reversal activity with reversal folds ranging from 1.92 to 4.44.
研究领域:
药理学
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化学
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民族药理学
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肿瘤学
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DOI
PubMed
高影响因子
FITOTERAPIA
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2021
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IF 2.882
Wen Xu,Jiaying Li,Dongli Li,Junfeng Tan,Hang Ma,Yu Mu,Yan Wen,Lishe Gan,Xueshi Huang,Liya Li
Clinacanthus nutans Lindau (Family: Acanthaceae) is a medicinal herb widely distributed in the tropic and subtropic areas of Asia. C. nutans is traditionally consumed as vegetable or herbal tea, as well as a folk medicine for anticancer and antifungal activities. However, to date, chemical constituent responsible for observed health beneficial effects of this medicinal plant is not clear. In the current study, 32 compounds ( 1 − 32 ), including three new megastigmanes ( 1 – 3 ) were isolated from the aerial parts of C. nutans . Their structures were elucidated on the basis of comprehensive NMR, MS , and CD spectroscopic data analysis, as well as chemical hydrolysis. Among the isolates, cycloartane triterpenoids ( 9 , 10 , and 12 ) displayed moderate anti-proliferative effects against HepG2 cell growth with IC 50 values ranging from 9.12 to 19.89 μM. Data obtained from flow cytometry analysis and western blotting assays revealed that compounds 9 and 12 induced apoptosis of HepG2 cells by modulating the expression of proteins associated to mitochondrial-mediated apoptotic pathway. Furthermore, megastigmanes 1 , 2 , 7 , and 8 enhanced the anti- Candida albicans activity of amphotericin B (AmB), supporting the synergistic effects between megastigmanes and AmB. This is the first report of anticancer and antifungal potential of cycloartane triterpenoids and megastigmanes in C. nutans , which shed useful insights on the relationship between C. nutans's chemical constituent and its beneficial effects to health. Findings from this study support further development of this medicinal plant for potential pharmaceutical applications.
研究领域:
药理学
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药物化学
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植物科学
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肿瘤学
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微生物学
✓ 已验证
DOI
PubMed
高影响因子
MECHANISMS OF AGEING AND DEVELOPMENT
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2024
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IF 5.3
An-Guo Wu,Yuan-Yuan Yong,Chang-Long He,Ya-Ping Li,Xing-Yue Zhou,Lu Yu,Qi Chen,Cai Lan,Jian Liu,Chong-Lin Yu,Da-Lian Qin,Jian-Ming Wu,Xiao-Gang Zhou
Pharmacological strategies to delay aging and combat age-related diseases are increasingly promising. This study explores the anti-aging and therapeutic effects of two novel 18-norspirostane steroidal saponins from Trillium tschonoskii Maxim, namely deoxytrillenoside CA (DTCA) and epitrillenoside CA (ETCA), using Caenorhabditis elegans ( C. elegans ). Both DTCA and ETCA significantly extended the lifespan of wild-type N2 worms and improved various age-related phenotypes, including muscle health, motility, pumping rate, and lipofuscin accumulation. Furthermore, these compounds exhibited notable alleviation of pathology associated with Parkinson's disease (PD) and Huntington's disease (HD), such as the reduction of α-synuclein and poly40 aggregates, improvement in motor deficits, and mitigation of neuronal damage. Meanwhile, DTCA and ETCA improved the lifespan and healthspan of PD- and HD-like C. elegans models. Additionally, DTCA and ETCA enhanced the resilience of C. elegans against heat and oxidative stress challenges. Mechanistic studies elucidated that DTCA and ETCA induced mitophagy and promoted mitochondrial biogenesis in C. elegans , while genetic mutations or RNAi knockdown affecting mitophagy and mitochondrial biogenesis effectively eliminated their capacity to extend lifespan and reduce pathological protein aggregates. Together, these compelling findings highlight the potential of DTCA and ETCA as promising therapeutic interventions for delaying aging and preventing age-related diseases.
研究领域:
衰老
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神经退行性疾病
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药理学
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分子生物学
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遗传学
✓ 已验证
产品关联
DOI
PubMed
高影响因子