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Phytochemistry Letters
Elsevier B.V.
Phytochemistry Letters

Elsevier B.V.

1874-3900

Phytochemistry Letters/Journal Phytochemistry LettersSCIISTP
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    Three new cassane diterpenoids from the seed kernels of Caesalpinia sinensis

    Li P.Zhang B.-H.Zhu Z.-W.Jing W.-H....
    5页
    查看更多>>摘要：? 2021Three new cassane derivatives, caesall FE (1) and caesalminaxin HC-HD (2-3), together with four known compounds (4-7) were separated from the seed kernels of Caesalpinia sinensis, and their structures were elucidated by means of analysis of comprehensive spectroscopic data, especially 1D and 2D NMR and HRESIMS. Compounds 1-3 represented the new examples of cassane diterpenoids containing an isomerized furan ring fused with an aromatized C ring or conjugated with one additional double bond. Biological evaluation revealed that compounds 1-7 could inhibit the overproduction of NO induced by LPS, and compounds 2 and 4-6 exhibited the inhibitory ration more than 60 % at the concentration of 50 μM.
      原文链接:
    • NSTL
    • Elsevier

    Five new diterpenoid alkaloids from Aconitum sczukinii Turcz.

    Li J.-M.Li X.Gao F.Chen L....
    5页
    查看更多>>摘要：? 2021 Phytochemical Society of EuropeTen diterpenoid alkaloids, including five new ones, sczukiniline A–E (1-5), were isolated from the root of Aconitum sczukinii. Their structures were elucidated based on the interpretation of spectroscopic data (HRESI-MS, IR, 1D- and 2D-NMR). Among the five new diterpenoid alkaloids, 1-3 are hetidine-type C20-diterpenoid alkaloids, while compounds 4 and 5 are lycoctonine-type C19-diterpenoid alkaloids. Noteworthily, sczukiniline A (1) features a novel ester group between C-12 and C-14, forming a D ring containing a lactone structure, resulting in a new skeleton of hetidine-type C20-diterpenoid alkaloid.
      原文链接:
    • NSTL
    • Elsevier

    Three new D:A Friedo-oleanane triterpenes from the stem bark of Anacolosa poilanei and their cytotoxic activities

    Le H.T.Doan T.T.A.Nguyen T.L.Phi T.D....
    5页
    查看更多>>摘要：? 2021Three new D:A friedo-oleanane triterpenes, 3α-p-coumaroyl-D:A-friedo-oleanan-27-oic acid (1), 3α-(3,4-dihydroxycinnamoyl)-D:A-friedo-oleanan-27-oic acid (2), and 3α-(3,4-dihydroxycinnamoyl)-D:A-friedo-oleanan-27,15α-lactone (3) along with three known compounds, trichadenic acid A (4), trichadonic acid (5), and amentoflavone (6), were isolated from the stem barks of Anacolosa poilanei Gagnep. Their structures were established by spectral analysis, such as mass spectrometry, 1D-NMR, and 2D-NMR. Compound 1 exhibited cytotoxicity against LU-1, HepG2, MCF7, and KB cell lines. Compounds 2 and 3 were more active against KB and HepG2 compared to the LU-1 and MCF7 cells.
      原文链接:
    • NSTL
    • Elsevier

    In silico evaluation of pharmacokinetics and acute toxicity of withanolides in Ashawagandha

    Liu Y.
    6页
    查看更多>>摘要：? 2021Ashwagandha is a medicinal plant used in traditional Asian medicines as an adaptogen to promote both physical and mental health. Withanolides are the major bioactive phytochemicals in Ashwagandha; they are a group of naturally occurring C28-steroidal lactones with an ergostane-based skeleton. Despite the broad use of Ashwagandha, data on the pharmacokinetic and toxicological properties of withanolides remain scarce. Here, 75 withanolides in Ashwagandha were identified in journal publications, databases, and monographs. In silico quantitative structure-activity relationship (QSAR) models were used to evaluate the physicochemical and pharmacokinetic properties as well as the acute toxicity of withanolides. Withanolides had high molecular weight and pKa, low aqueous solubility, and high lipophilicity. QSAR models also predicted high effective human jejunal permeability and plasma protein binding, tissue partitioning, extensive metabolism, hepatic uptake, and renal excretion for certain withanolides. In addition, two thirds of the withanolides evaluated had predicted median lethal dose (LD50) under 100 mg/kg after oral administration in rats. These in silico results could be used to guide further testing and confirmed by in vitro and in vivo studies.
      原文链接:
    • NSTL
    • Elsevier

    Norlignan glycosides from the leaves of Molineria latifolia

    Maliwong J.Chimnoi N.Ruchirawat S.Kanchanapoom T....
    4页
    查看更多>>摘要：? 2021 Phytochemical Society of EuropeTwo new norlignan glycosides, molinerioside D (5) and molinerioside E (9), were isolated from the methanol extract of fresh leaves of Molineria latifolia. Their structures were determined using spectroscopic evidence, such as 1D and 2D NMR and HR-ESI-MS studies. The structure of molinerioside D (5) was determined to be a norlignan glycoside with a C6-C5-C6 skeleton, while the structure of molinerioside E (9) was determined to be a glucosyl-fused norlignan derivative. In addition to the new compounds, twenty known compounds were found in the extract of M. latifolia fresh leaves.
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    • NSTL
    • Elsevier

    Botany, traditional uses, phytochemistry and pharmacological properties of Saussurea costus – An endangered plant from Himalaya- A review

    Ali S.I.Venkatesalu V.
    16页
    查看更多>>摘要：? 2021 Phytochemical Society of EuropeSaussurea costus (Falc.) Lipsch. Syn. Saussurea lappa C.B. Clarke belongs to family Asteraceae and is a critically endangered plant that is monetarily very vital as a therapeutic herb of North - West Himalaya. Saussurea costus has been traditionally used to treat a variety of ailments in different indigenous health systems viz., carminative, expectorant, antiarthritic, antiseptic, aphrodisiac, anodyne and vermifuge without any noticeable adverse effects. Textbooks on ethnobotany, peer-reviewed academic publications, unpublished materials, and research repositories were used to collect the widespread review of literature on Saussurea costus. The scientific names were authenticated by using Kew Botanical Garden, International Plant Name Index and Plant List databases. Costunolide, dihydrocostunolide, sesquiterpene lactones and cynaropicrin have been identified as major phytoconstituents of Saussurea costus with great potency to develop as a drug candidate. Different pharmacological experiments convincingly confirmed the potential of Saussurea costus with anticancer, anti-ulcer, hepatoprotective activities, etc. providing support to the various traditional uses associated with Saussurea costus. Saussurea costus will be a preferable alternative for novel drug discovery due to its notable pharmacological properties. Although the existing information to far indicates the security and possibly efficacy of Saussurea costus, bioactive ingredients, physiological mechanisms, pharmacokinetics, accessibility, and the impact on human health are not fully understood. The present review piles up the up-to-date and widespread information on botany, traditional uses, phytochemistry and pharmacology of Saussurea costus, to assess its therapeutic potential, with a focus on in vitro, biomedical, and histopathological experiments.
      原文链接:
    • NSTL
    • Elsevier

    Isolation and structure elucidation of caryophyllane sesquiterpenoids from leaves of Eremophila spathulata

    Bredahl E.K.Kjaerulff L.Staerk D.Ndi C....
    8页
    查看更多>>摘要：? 2021 The Author(s)Crude extract of Eremophila spathulata leaves was investigated by semi-preparative scale high-performance liquid chromatography (HPLC), analytical scale HPLC, and hyphenated high-performance liquid chromatography-photodiode array-high-resolution mass spectrometry-nuclear magnetic resonance (HPLC-PDA-HRMS-SPE-NMR), which afforded seven previously unreported caryophyllane sesquiterpenoids. Semi-preparative scale separation of the crude extract afforded (1R*,4R*,9S*,E)-8-formyl-11,11-dimethylbicyclo[7.2.0]undec-7-ene-4-carboxylic acid (5) and analytical-scale HPLC separation afforded (1R*,4S*,7S*,9S*)-7-hydroxy-11,11-dimethyl-8-methylenebicyclo[7.2.0]undecane-4-carboxylic acid (1), (1S*,6R*,9R*,E)-10,10-dimethylbicyclo[7.2.0]undec-2-ene-2,6-dicarboxylic acid (2), (1R*,4S*,9S*)-11,11-dimethyl-8-oxobicyclo[7.2.0]undecane-4-carboxylic acid (3), and (1R*,4R*,9S*)-11,11-dimethyl-8-oxobicyclo[7.2.0]undecane-4-carboxylic acid (4). HPLC-PDA-HRMS-SPE-NMR afforded (1R*,4R*,9S*)-11,11-dimethyl-8-methylenebicyclo[7.2.0]undecane-4-carboxylic acid (6) and (1R*,4S*,9S*)-11,11-dimethyl-8-methylenebicyclo[7.2.0]undecane-4-carboxylic acid (7). The structures of all isolated compounds were established based on HRMS as well as extensive 1D and 2D NMR analysis. Relative configurations were determined by correlations in spectra from rotational Overhauser effect spectroscopy.
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    • NSTL
    • Elsevier

    Isomerization of (Z)-asarone to (E)-asarone from Piper marginatum leaves by the Quadrus u-lucida larvae

    Fontes Silva M.F.Ramos C.S.da Silva R.R.
    4页
    查看更多>>摘要：? 2022Despite being rich in phenylpropanoids with insecticidal activity, Piper marginatum leaves are frequently attacked by the larvae of the Quadrus u-lucida moth. GC/MS analysis indicated isomerization of phenylpropanoid (Z)-asarone to (E)-asarone from the leaves by larvae. The phenylpropanoids (Z)-asarone, dillapiole and (E)-asarone were identified in concentrations of 48.01, 24.02 and 36.07 μg/mg, respectively. Only the phenylpropanoid (E)-asarone was found in the larval tissues and regurgitant material in a concentration of 15.52 and 2.53 μg/mg, respectively. Since (Z)-asarone has been reported to be more toxic than (E)-asarone, the isomerization of (Z)-asarone may be associated with the detoxification mechanism of larvae.
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    • NSTL
    • Elsevier

    Ergostane triterpenoids from the cultures of basidiomycete Favolaschia calocera BCC 36684 and stereochemical elucidation of favolon

    Palasarn S.Intereya K.Thongpanchang C.Isaka M....
    6页
    查看更多>>摘要：? 2022 Phytochemical Society of EuropeA bis-epoxide ergostane triterpenoid (favolon), its undescribed derivative (favolon C), and a biogenetically related norergostane (laschiatrion) were isolated from the cultures of basidiomycete Favolaschia calocera BCC 36684. The stereochemistry of favolon was also determined for the first time. Additionally, we propose the revision of the C-24 configuration of laschiatrion to 24R.
      原文链接:
    • NSTL
    • Elsevier

    Protective effect of α-mangostin derivatives on hypoxia/reoxygenation-induced apoptosis in H9C2 cells and their mechanism

    Yan Z.Zhao Y.Wang H.Yu W....
    6页
    查看更多>>摘要：? 2021 Phytochemical Society of EuropeIn this study, 17 α-mangostin Boc amino acid/organic acid ester derivatives 1–17 were synthesized and subjected to cytotoxicity and cell viability screening assays. A hypoxia/reoxygenation model of cardiomyocyte injury was selected and compound 5 was found to have a better protective effect against hypoxia/reoxygenation-induced myocardial injury by prophylactic administration screening. The levels of LDH and CK-MB in extracellular fluid were detected by ELISA; apoptosis was detected by Hoechst3358/PI double staining, Annexin V-FITC/PI double staining and mitochondrial membrane potential; the expression of key proteins in PI3K/Akt signaling pathway was detected by western blot. The result showed that compound 5 was non-toxic and has a significant cytoprotection effect at concentrations of 1 μM and 10 μM, and reduced the levels of LDH and CK-MB in the extracellular fluid. Hoechst 33,258/PI double staining results showed that compound 5 treatment significantly reduced bright blue cell nuclei and had anti-apoptotic effects; flow cytometry results showed that compound 5 improved hypoxia/reoxygenation-induced mitochondrial membrane potential and thus apoptosis. The western blot results showed that compound 5 upregulated the levels of p-PI3K and p-Akt, decreased the expression of cleaved caspase-3, cleaved caspase-9 and increased the Bcl-2/Bax ratio in a concentration-dependent manner. In addition, compound 5 reversed the effect of the LY294002 inhibitor. The present study suggests that compound 5 may serve as a potential PI3K activator and a safe and effective lead compound for the treatment of cardiovascular disease.
      原文链接:
    • NSTL
    • Elsevier