Antifungal and allelopathic activities of sesquiterpenes from Solidago canadensis

: One new eudesmane sesquiterpene (1) and one new chromolaevane sesquiterpene (2), along with 19 known compounds, have been isolated from the invasive plant Solidago canadensis. Their structures were established by spectroscopic means including 1D/2D-NMR and HR-ESIMS analyses. Compounds 10 and 12, in combination with fluconazole, showed significant activity in an in vitro synergistic antifungal assay against Candida albicans, with FIC values of <0.15625 and <0.28125, respectively. Meanwhile, the allelopathic effects of these sesquiterpenes on Arabidopsis seed germination were also tested. Compounds 5, 7, 17 and 18 retarded the seed germination of Arabidopsis with IC50 values ranging from 9.1 to 41 μg/mL, while other compounds showed no obvious inhibitory effects.

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Chemical Constituents from Scindapsus officinalis (Roxb.) Schott. and Their Anti–Inflammatory Activities

Molecules ◽

10.3390/molecules23102577 ◽

2018 ◽

Vol 23 (10) ◽

pp. 2577 ◽

Cited By ~ 2

Author(s):

Hongjing Dong ◽

Yanling Geng ◽

Xueyong Wang ◽

Xiangyun Song ◽

Xiao Wang ◽

...

Keyword(s):

Chemical Constituents ◽

2D Nmr ◽

No Production ◽

Inhibitory Effects ◽

Nmr Data ◽

Extensive Analysis ◽

Ic50 Values ◽

Monoterpene Glycoside ◽

Anti Inflammatory

One new monoterpene glycoside (1), one new phenyl glycoside (2), one new caffeoyl derivative (3), were isolated from Scindapsus officinalis (Roxb.) Schott., along with four known compounds (4–7). Structures of the isolated compounds were elucidated by extensive analysis of spectroscopic data, especially 2D NMR data and comparison with literatures. All isolates were evaluated for anti-inflammatory activity against nitric oxide (NO) production in vitro. Compounds 3 and 7 exhibited moderate inhibitory effects on NO production with IC50 values of 12.2 ± 0.8 and 18.9 ± 0.3 μM, respectively.

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Autotoxic Effects of the Leachates from the Invasive Eupatorium adenophorum In Vitro and in Soil

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.1073-1076.172 ◽

2014 ◽

Vol 1073-1076 ◽

pp. 172-175

Author(s):

Xun Zhi Zhu ◽

Hong Bo Han ◽

Qiang Li

Keyword(s):

Seed Germination ◽

Seedling Growth ◽

Natural Soil ◽

Inhibitory Effects ◽

Eupatorium Adenophorum ◽

Laboratory Bioassay ◽

Seedling Root ◽

Allelopathic Effects ◽

Allelopathic Compounds

Eupatorium adenophorum (croftonweed), one of the most destructive alien species in China, has been demonstrated or indicated to have inhibitory effects on other species in laboratory bioassay. However, allelopathic compounds of E. adenophorum may play other roles more than interspecific interference. Here we investigated whether E. adenophorum aqueous leachates could influence conspecific seed germination and seedling growth with laboratory bioassay and found that it could inhibit seed germination and reduce seedling root elongation of E. adenophorum. Then we examined interactions between E. adenophorum leachate and natural soil on germination and seedling growth of E. adenophorum itself. The results showed that soil from different habitats altered the allelopathic effects usually observed in laboratory bioassay. In the heavily invaded site, E. adenophorum were inhibited by E. adenophorum leachates; whereas, in two lightly invaded sites, germination and seedling growth of E. adenophorum was significantly facilitated. We can infer that allelochemicals from E. adenophorum play a dramatic role in regulating its population density.

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The allelopathic effects of invasive plant Solidago canadensis on seed germination and growth of Lactuca sativa enhanced by different types of acid deposition

Ecotoxicology ◽

10.1007/s10646-016-1614-1 ◽

2016 ◽

Vol 25 (3) ◽

pp. 555-562 ◽

Cited By ~ 28

Author(s):

Congyan Wang ◽

Hongguang Xiao ◽

Lulu Zhao ◽

Jun Liu ◽

Lei Wang ◽

...

Keyword(s):

Seed Germination ◽

Acid Deposition ◽

Lactuca Sativa ◽

Invasive Plant ◽

Solidago Canadensis ◽

Different Types ◽

Allelopathic Effects ◽

Germination And Growth

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Homoadamantane and Adamantane Acylphloroglucinols from Hypericum hirsutum

Planta Medica ◽

10.1055/a-1617-7573 ◽

2021 ◽

Author(s):

Julianna Max ◽

Jörg Heilmann

Keyword(s):

Petroleum Ether Extract ◽

2D Nmr ◽

Positive Control ◽

Ionization Mass ◽

2D Nmr Spectroscopy ◽

Vitro Assay ◽

Ionization Mass Spectroscopy ◽

Ic50 Values ◽

Adamantane Skeleton

Abstract 1H NMR-guided fractionation of the petroleum ether extract of the aerial parts from Hypericum hirsutum yielded to the isolation of 19 polyprenylated polycyclic acylphloroglucinols. Structure elucidation based on 1D and 2D NMR spectroscopy together with high-resolution electrospray ionization mass spectroscopy revealed 14 acylphloroglucinols with a homoadamantane scaffold (1–14), while 5 further compounds showed an adamantane skeleton (15–19). Except for hookerione C (15), all isolated metabolites are hitherto unknown. While structurally-related metabolites have been isolated from other Hypericum species, it is the first report of admantan and homoadamantan type acylphloroglucinols in section Taeniocarpium Jaub. & Spach (Hypericaceae). The isolated compounds have been tested in a crystal violet-based in vitro assay on their properties to reduce the proliferation of human microvascular endothelial cells compared to hyperforin as the positive control. They showed a moderate reduction of proliferation with IC50 values in the range ~ 3 – 22 µM, with the homoadamantane-based compounds 2 and 4 being the most active. In addition, inhibition of the TNF-α-induced ICAM-1 expression was determined for 1 – 5, 7, and 10 – 12. Substances 3 and 12 reduced the ICAM-1 expression significantly (to 46.7% of control for 3, 62.3% for 12, at 50 µM).

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Biological and Computational Studies for Dual Cholinesterases Inhibitory Effect of Zerumbone

Nutrients ◽

10.3390/nu12051215 ◽

2020 ◽

Vol 12 (5) ◽

pp. 1215 ◽

Cited By ~ 3

Author(s):

Jayeong Hwang ◽

Kumju Youn ◽

Yeongseon Ji ◽

Seonah Lee ◽

Gyutae Lim ◽

...

Keyword(s):

Docking Simulation ◽

Inhibitory Effect ◽

Potential Effect ◽

Van Der Waals Interactions ◽

Inhibitory Effects ◽

Computational Docking ◽

In Silico Docking ◽

Ic50 Values ◽

Physiological Benefits

Acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) mediate the degradation of acetylcholine (ACh), a primary neurotransmitter in the brain. Cholinergic deficiency occurs during the progression of Alzheimer’s disease (AD), resulting in widespread cognitive dysfunction and decline. We evaluated the potential effect of a natural cholinesterase inhibitor, zerumbone, using in vitro target enzyme assays, as well as in silico docking and ADMET (absorption, distribution, metabolism, excretion, and toxicity) simulation. Zerumbone showed a predominant cholinesterase inhibitory property with IC50 values of 2.74 ± 0.48 µM and 4.12 ± 0.42 µM for AChE and BChE, respectively; however, the modes of inhibition were different. Computational docking simulation indicated that Van der Waals interactions between zerumbone and both the cholinesterases were the main forces responsible for its inhibitory effects. Furthermore, zerumbone showed the best physicochemical properties for both bioavailability and blood–brain barrier (BBB) permeability. Together, in the present study, zerumbone was clearly identified as a unique dual AChE and BChE inhibitor with high permeability across the BBB, suggesting a strong potential for its physiological benefits and/or pharmacological efficacy in the prevention of AD.

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Inhibitory effect of aqueous extracts of Centaurea solstitialis subsp. schouwii on seed germination and growth of Sulla coronaria

Botany ◽

10.1139/cjb-2019-0108 ◽

2020 ◽

Vol 98 (5) ◽

pp. 273-281

Author(s):

Chadlia Hachani ◽

Mohammed S. Lamhamedi ◽

Mejda Abassi ◽

Zoubeir Béjaoui

Keyword(s):

Seed Germination ◽

Seedling Growth ◽

Inhibitory Effect ◽

Centaurea Solstitialis ◽

Aqueous Extracts ◽

Linear Relationships ◽

Allelopathic Effects ◽

Anthropogenic Threats ◽

Sulla Coronaria

Biodiversity has been confronted with anthropogenic threats and several natural threats such as biological invasions. The success of these invasions involves phytotoxic products released by invasive plants that can exhibit allelopathic effects on target species. Thus, aqueous extracts from different parts of the Mediterranean yellow star-thistle [Centaurea solstitialis subsp. schouwii (DC.) Gugler], were tested for their allelopathic effects on seed germination and seedling growth of Sulla coronaria (L.). Bioassays were conducted in vitro to test the effects of the aqueous extracts of shoot, basal and root parts of C. solstitialis subsp. schouwii at two different concentrations (50 g·L−1 and 10 g·L−1). The concentrations of total polyphenols, flavonoids, and tannins of the extracts were also evaluated. Our results showed inhibitory effects on the germination and seedling growth of S. coronaria seedlings, particularly with the extract form the basal part, reaching 84%. This study confirms the linear relationships between the allelopathic effects of C. solstitialis subsp. schouwii and the polyphenol and flavonoid contents. However, further experiments are needed under field conditions to confirm the results obtained under laboratory conditions.

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Nigericin Suppresses the Wnt/β-catenin Signaling in Pancreatic Cancer through Targeting pre-miR-374b-PRKCA/HBP1 Axis

10.21203/rs.3.rs-52126/v1 ◽

2020 ◽

Author(s):

Qiaoming Zhi ◽

Wei Li ◽

Dongming Zhu ◽

Daiwei Wan ◽

Ye Han ◽

...

Keyword(s):

Pancreatic Cancer ◽

Tumor Model ◽

Migration And Invasion ◽

Inhibitory Effects ◽

Biochemical Basis ◽

Over Expression ◽

Anti Cancer ◽

Ic50 Values ◽

Anti Tumor Activity

Abstract Background The polyether antibiotic nigericin has been demonstrated recently to have anti-tumor activity in multiple cancers. But the biochemical basis for its anti-cancer effects has not been fully elucidated. The objective of this study was to investigate the potential mechanisms of nigericin in pancreatic cancer (PC) cells. Methods PC cells were exposed to increasing concentrations of nigericin at different time periods, and the corresponding IC50 values were calculated. Then the effects on the biological functions of PC cells were evaluated. Subsequent experiments including the high-throughput RNA sequencing, qRT-PCR, western blot, TOP/FOP-Flash reporter, Co-Immunoprecipitation and luciferase report assays were employed to reveal the potential mechanisms of nigericin. In addition, the inhibitory effects of nigericin on PC cells were also accessed in the subcutaneous tumor model. Results The data showed that nigericin was extremely sensitive to PC cells, and could influence the abilities of cell proliferation, colony formation, apoptosis, migration and invasion. The results in vitro implied that nigericin suppressed the Wnt/β-catenin signaling by up-regulating PRKCA and HBP1 mRNA expressions. Furthermore, the dual strands of pre-miR-374b were proved to down-regulate the PRKCA and HBP1 expressions coordinately, and over-expression of pre-miR-374b partly antagonized the suppressing effects of PC cells induced by nigericin. Meanwhile, the inhibitory effects of nigericin on PC cells were also confirmed in mice. Conclusion These findings demonstrated that suppressing the Wnt/β-catenin signaling pathway by targeting pre-miR-374b-PRKCA/HBP1 axis might represent a novel molecular mechanism of nigericin in PC. Nigericin remained a candidate for a potential pre-clinical application for PC.

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Structure Revision and Protein Tyrosine Phosphatase Inhibitory Activity of Drazepinone

Marine Drugs ◽

10.3390/md19120714 ◽

2021 ◽

Vol 19 (12) ◽

pp. 714

Author(s):

Fei Cao ◽

Li Pan ◽

Wen-Bin Gao ◽

Yun-Feng Liu ◽

Cai-Juan Zheng ◽

...

Keyword(s):

Detailed Analysis ◽

Protein Tyrosine Phosphatase ◽

Inhibitory Activity ◽

Chemical Shifts ◽

Tyrosine Phosphatase ◽

2D Nmr ◽

Nmr Data ◽

Structure Revision ◽

Ic50 Values

From the marine-derived fungus Penicillium sumatrense (Trichocomaceae), a pair of enantiomers [(+)-1 and (−)-1] were isolated with identical 1D NMR data to drazepinone, which was originally reported to have a trisubstituted naphthofuroazepinone skeleton. In this study, we confirmed the structures of the two enantiomers as drazepinone and revised their structures by detailed analysis of extensive 2D NMR data and a comparison of the calculated 13C chemical shifts, ECD, VCD, and ORD spectra with those of the experiment ones. (+)-1 and (−)-1 were evaluated for their PTP inhibitory activity in vitro. (−)-1 showed selective PTP inhibitory activity against PTP1B and TCPTP with IC50 values of 1.56 and 12.5 μg/mL, respectively.

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New Acyclic Cytotoxic Jasplakinolide Derivative from the Marine Sponge Jaspis splendens

Marine Drugs ◽

10.3390/md17020100 ◽

2019 ◽

Vol 17 (2) ◽

pp. 100

Author(s):

Sherif Ebada ◽

Werner Müller ◽

Wenhan Lin ◽

Peter Proksch

Keyword(s):

Spectral Analysis ◽

Marine Sponge ◽

Parent Compound ◽

2D Nmr ◽

Chemical Structures ◽

Nmr Data ◽

Ic50 Values ◽

Nanomolar Range ◽

Mouse Lymphoma

A new acylic jasplakinolide congener (2), another acyclic derivative requiring revision (4), together with two jasplakinolide derivatives including the parent compound jasplakinolide (1) were isolated from the Indonesian marine sponge Jaspis splendens. The chemical structures of the new and known compounds were unambiguously elucidated based on HRESIMS and exhaustive 1D and 2D NMR spectral analysis as well as a comparison of their NMR data with those of jasplakinolide (1). The isolated jasplakinolides inhibited the growth of mouse lymphoma (L5178Y) cells in vitro with IC50 values in the low micromolar to nanomolar range.

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