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Phytochemistry
Elsevier Science Ltd.
Phytochemistry

Elsevier Science Ltd.

0031-9422

Phytochemistry/Journal PhytochemistrySCICCRIC
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    Liglaurates A-E, cytotoxic bis(lauric acid-12yl)lignanoates from the rhizomes of Drynaria roosii Nakaike

    He, WenwenWang, DongyangZhu, WeimingWang, Liping...
    11页
    查看更多>>摘要：Five undescribed bis(lauric acid-12-yl)lignanoates, liglaurates A-E, along with the known methyl and glyceryl 12-caffeoyloxylaurates were isolated from the rhizomes of Drynaria roosii Nakaike. Their structures including absolute configurations were determined by HRESIMS, NMR techniques, and ECD calculation. Liglaurates A-D were isolated as the racemates, among which (+/-)-liglaurate A and (+/-)-liglaurate B were synthesized by a metal-mediated oxidative coupling reaction and further resolved as the enantiomerically pure compounds. Liglaurates (+)-A, (-)-A, (+)-B, (-)-B, (+/-)-C and (+/-)-D exhibited remarkable cytotoxic activities against HeLa cell line, with the IC50 values of 0.11 +/- 0.02, 0.24 +/- 0.01, 0.02 +/- 0.00, 0.13 +/- 0.02, 0.34 +/- 0.07 and 0.17 +/- 0.01 mu M, respectively.
      原文链接:
    • NSTL
    • Elsevier

    Lanostane-type triterpenoids from the mycelial mat of Ganoderma lucidum and their hepatoprotective activities

    Zhang, XueqingGao, XiaoxuLong, GuoqingYang, Yongcheng...
    11页
    查看更多>>摘要：Ganoderma lucidum (G. lucidum), a well-known Polyporaceae family fungus, is valued for its edibility and medicinal properties. It is a rich source of active polysaccharides and triterpenoids. However, obtaining material for medicinal purposes relies on artificial cultivation in a greenhouse, which requires large amounts of tree trunk due to the low biomass transformation rate. Therefore, an effective and environment-friendly culture method should be developed and the chemical compounds in the cultured material should be studied. Here we report the isolation and structural elucidation of 10 undescribed lanostane triterpenoids and 21 known compounds from statically cultured mycelial mat of G. lucidum. The hepatoprotective activity of these compounds in H2O2- induced HepG2 cells was evaluated. The structure-activity relationship is discussed. Our results demonstrated that twelve ganoderic acid derivatives possess significant hepatoprotective activities, as judged by suppressed activities of ALT, AST and LDH and increased GSH levels in H2O2-injured HepG2 cells.
      原文链接:
    • NSTL
    • Elsevier

    Dimeric Erythrina alkaloids as well as their key units from Erythrina variegata

    Tang, Yu-TingWu, JingBao, Mei-FenTan, Qin-Gang...
    8页
    查看更多>>摘要：Ten dimeric and two monomeric Erythrina alkaloids, all of them are undescribed, were isolated from the bark of Erythrina variegata L. and named as erythrivarines O-Z. Their structures were determined on the basis of NMR and UV-spectroscopy and mass spectrometry. Dimeric Erythrina alkaloids with a C-10/11'& nbsp;linkage in erythrivarine O and a C-7/10'& nbsp;connectivity in erythrivarines P-U are not yet reported. The two identified monomeric alkaloids may be the precursors of the described dimeric derivatives. These co-occurring dimeric and monomeric alkaloids enabled us to propose a possible biosynthetic pathway leading to these dimers. Their effects of preventing hearing loss were additionally evaluated and erythrivarine T showed as a potential protector of the House Ear Institute-Organ of Corti 1 (HEI-OC-1) cells against neomycin.
      原文链接:
    • NSTL
    • Elsevier

    Cytotoxic compounds from the leaf of Bersama abyssinica subspecies abyssinica

    Nyamboki, Divinah KwambokaBedane, Kibrom GebreheiwotHassan, KhadijaSpiteller, Michael...
    5页
    查看更多>>摘要：From the leaves of Kenyan medicinal plant Bersama abyssinica Subspecies abyssinica, four previously undescribed compounds namely, three bufadienolides, 10 beta-formylpaulliniogenin B, 10 beta-formylpaulliniogenin A and 1 beta-acetoxy-3 beta,5 beta-dihydroxy-15-methoxy-16,19-dioxobufa-14(15),20,22-trienolide, and a phenolic compound 2,6,4'-trihydroxybenzophenone-4-O-(6'''-cinnamoyl)-beta-D-glucoside were isolated together with four known compounds. The structural elucidation of the compounds was based on 1D and 2D NMR spectroscopy and HRMS data analyses. The relative configurations were defined by NOESY correlations. Cytotoxic activities on L929 and KB3.1 cell lines of the isolated compounds were investigated using MTT assay. The 1 beta-acetoxy-3 beta,5 beta-dihydroxy-15-methoxy-16,19-dioxobufa-14(15),20,22-trienolide showed significant cytotoxic activity against KB3.1 cell lines with IC50 of 3.9 +/- 0.99 mu M.
      原文链接:
    • NSTL
    • Elsevier

    Polyketides, diketopiperazines and an isochromanone from the marine-derived fungal strain Fusarium graminearum FM1010 from Hawaii

    Zaman, K. H. Ahammad UzSarotti, Ariel M.Wu, XiaohuaCao, Shugeng...
    8页
    查看更多>>摘要：The fungal strain Fusarium graminearum FM1010 was isolated from a shallow-water volcanic rock known as "live rock " at the Carl Smith Beach, Hilo, Hawaii. Eleven specialised metabolites, including two undescribed diketopiperazines, three undescribed polyketides, and one undescribed isochromanone, along with five known fusarielin derivatives were obtained from F. graminearum FM1010. The structures of the six undescribed compounds were elucidated by extensive analysis of NMR spectroscopy, HRESIMS, chemical reactions, and electronic circular dichroism (ECD) data. Kaneoheoic acids G-I showed mild inhibitory activity against S. aureus with the MIC values in the range of 20-40 mu g/mL when assayed in combination with chloramphenicol (half of the MIC, 1 mu g/mL), an FDA approved antibiotic. Kaneoheoic acid I exhibited both anti-proliferative activity against ovarian cancer cell line A2780 and TNF-alpha induced NF-kappa B inhibitory activity with the IC50 values of 18.52 and 15.86 mu M, respectively.
      原文链接:
    • NSTL
    • Elsevier

    Rosmarinic acid and hesperidin regulate gas exchange, chlorophyll fluorescence, antioxidant system and the fatty acid biosynthesis-related gene expression in Arabidopsis thaliana under heat stress

    Ozfidan-Konakci, CeydaAlp, Fatma NurZengin, GokhanYildiztugay, Evren...
    13页
    查看更多>>摘要：The impacts of exogenous rosmarinic acid (RA, 100 mu M) and/or hesperidin (HP, 100 mu M) were evaluated in improving tolerance on the gas exchange, chlorophyll fluorescence and efficiencies, phenomenological fluxes of photosystems, antioxidant system and gene expression related to the lipid biosynthesis under heat stress. For this purpose, Arabidopsis thaliana was grown under RA and HP with heat stress (S, 38 ?) for 24 h(h). As shown in gas exchange parameters, heat stress caused mesophyll efficiency and non-stomatal restrictions. Both alone and combined forms of RA and HP to stress-treated A. thaliana alleviated the disturbance of carbon assimilation, transpiration rate and internal CO2 concentrations. Stress impaired the levels of energy flow reaching reaction centers of PSII and the photon capture ability of active reaction centers. RA and/or HP enhanced photosystems' structural/functional characteristics and photosynthetic performance. Histochemical staining and biochemical analyses revealed that heat stress caused the oxidation in A. thaliana. By activating several defensive mecha-nisms, RA and/or HP could reverse the harm caused by radical production. Both alone and combined forms of RA and HP removed superoxide anion radical (O-2 & BULL;-) accumulation, inducing superoxide dismutase (SOD). The common enzyme that scavenged hydrogen peroxide (H2O2) at all three applications (S + RA, S + HP and S + RA + HP) was POX. Also, only RA could utilize the ascorbate (AsA) regeneration in response to stress, suggesting increased ascorbate peroxidase (APX), monodehydroascorbate (MDHAR) and dehydroascorbate (DHAR) activ-ities. However, the regeneration/redox state of AsA and glutathione (GSH) did not maintain under S + HP and S + RA + HP. While RA had no positive influence on the saturated fatty acids under stress, HP increased the total saturated fatty acids (primarily palmitic acid). Besides, the combined application of RA + HP effectively created the stress response by increasing the expression of genes involved in fatty acid synthesis. The synergetic in-teractions of RA and HP could explain the increased levels of saturated fatty acids in combining these com-pounds. The data obtained from the study will contribute to the responses of phenolic compounds in plants to heat stress.
      原文链接:
    • NSTL
    • Elsevier

    The ethnobotany, phytochemistry, and biological properties of Nigella damascena-A review

    Badalamenti, NataleBazan, GiuseppeMarino, PasqualeBruno, Maurizio...
    16页
    查看更多>>摘要：This review is a systematic scientific work on medicinal and traditional use, on the chemical composition of specialized metabolites, volatile and non-volatile, on aspects related to toxicology and phytotherapy of Nigella damascena L. The genus Nigella (Ranunculaceae) is distributed throughout the Mediterranean basin, extending to northern India, and has been divided into three sections. Nigella damanscena L. is traditionally used as an ingredient in food, for example, as flavouring agents in bread and cheese, but is also known in folk medicine, used to regulate menstruation; for catarrhal affections and amenorrhea; as a diuretic and sternutatory; as an analgesic, anti-oedematous, and antipyretic; and for vermifuge and its disinfectant effects. This paper reviews the most dated to the latest scientific research on this species, highlighting the single isolated metabolites and exploring their biological activity. Fifty-seven natural compounds have been isolated and characterised from the seeds, roots, and aerial parts of the plant. Among these constituents, alkaloids, flavonoids, diterpenes, triterpenes, and aromatic compounds are the main constituents. The isolated compounds and the various extracts obtained with solvents of different polarities presented a diverse spectrum of biological activities such as antibacterial, antifungal, antitumour, antioxidant, anti-inflammatory, antipyretic, anti-oedema, and antiviral activities. Various in vitro and in vivo tests have demonstrated the pharmacological potential of beta-elemene and alkaloid damascenin. Unfortunately, the largest number of biological studies on this species and its metabolites have been conducted in vitro; therefore, further investigation is necessary to evaluate the toxicological aspects and real mechanisms of action of crude extracts to confirm the therapeutic potential of N. damascena.
      原文链接:
    • NSTL
    • Elsevier

    Structures and neuroprotective activities of triterpenoids from Cynomorium coccineum subsp. songaricum (Rupr.) J. Leonard

    Zhang, BoYang, Sheng-LiLi, XinZhang, Qian-Ru...
    7页
    查看更多>>摘要：Cynomorium coccineum subsp. songaricum (Rupr.) J. Leonard has been widely used as a Chinese herbal remedy or a functional food for treating symptoms of aging or neurodegenerative diseases. A further investigation on the finding of active constituents led to the isolation and identification of four previously undescribed triterpenoids, together with 20 known compounds. Their structures were elucidated by extensive spectroscopic analysis (IR, NMR, HRMS, and CD). Sixteen compounds showed significant neuroprotective effects against glutamate-induced or oxygen-glucose deprivation-induced SK-N-SH cell death. Our findings revealed the active constituents of C. coccineum subsp. songaricum and indicated that both oleanane-type and ursane-type triterpenes could be valuable platforms for neurodegenerative agents based on primary structure-activity relationship analysis.
      原文链接:
    • NSTL
    • Elsevier

    Cyclopiazonic acid type indole alkaloids from Nicotiana tabacum-derived fungus Aspergillus versicolor and their anti-tobacco mosaic virus activities

    Yang, Guang-YuDai, Jia-MengMi, Qi-LiLi, Zhen-Jie...
    7页
    查看更多>>摘要：Indole alkaloids have attracted widespread attention of chemists and biologists. Therefore, the aim of this study is to screen more bioactivities indole alkaloids from the microorganisms. In this study, five undescribed CPA-type indole alkaloids, aspergillines F-J, and three known CPA-type indole alkaloids, aspergilline A, aspergilline C, and cyclopiamide E, were obtained from the Nicotiana tabacum-derived fungus Aspergillus versicolor. Notably, aspergillines F and G represent the first examples of indole alkaloids with a benzo[cd]indol-2(1H)-one skeleton, and aspergilline J is also the firstly obtained indole alkaloids bearing a N-1-(2-(1H-imidazole-5-yl)ethyl) moiety. Aspergillines F-J and cyclopiamide E were tested for their anti-TMV activities, and the results revealed that aspergillines G and J exhibited obvious anti-TMV activities with inhibition rates of 41.2 and 56.8% at the concentration of 20 mu M, respectively. These rates are high than that of positive control (with inhibition rate of 32.5%). In addition, the molecular docking studies for the isolated CPA-type indole alkaloids may also reveal that the benzo[cd]indol-2(1H)-one substructure is the fundamental for anti-TMV activity and the oxygen-containing substituent groups at C-19 also increases the inhibitory activity. This study of structure-activity relationship is helpful to find new anti-TMV activity inhibitors.
      原文链接:
    • NSTL
    • Elsevier

    Phytochemical and biological studies on rare and endangered plants endemic to China. Part XXII. Structurally diverse diterpenoids from the leaves and twigs of the endangered conifer Torreya jackii and their bioactivities

    Li, HaoTang, YuLiang, Kai-YuanZang, Yi...
    9页
    查看更多>>摘要：A phytochemical investigation on the MeOH extract of the leaves and twigs of the endangered conifer Torreya jackii Chun led to the isolation and characterization of 21 structurally diverse diterpenoids. Among them, six are previously undescribed, including four abietane-type (torreyins A-D, resp.) and two labdane-type diterpenoids (torreyins E and F). Their structures and absolute configurations were determined by a combination of spectroscopic methods, calculated/experimental electronic circular dichroism (ECD) data, and single-crystal X-ray diffraction analyses. In particular, torreyins A-C are rare 11,12-seco-abietane type diterpenoids possessing a dilactone moiety, and their biosynthetic pathway starting from a co-occurring abietane derivative (i.e., cyrtophyllone B) was briefly proposed. Among the isolates, 7-oxo-dehydroabietic acid and 15-methoxy-7,13-abietadien-18-oic acid showed considerable inhibitory effects against acetyl-coenzyme A carboxylase 1 (ACC1) and protein tyrosine phosphatase 1 B (PTP1B), with IC50 values of 3.1 and 6.8 mu M, respectively.
      原文链接:
    • NSTL
    • Elsevier