2020年, 第10卷, 第1期　
刊出日期：2020-02-24

  

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ORIGINAL ARTICLES
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  Dearomatized Isoprenylated Acylphloroglucinol Derivatives with Potential Antitumor Activities from Hypericum henryi

  Yan-Song Ye, Man Wu, Na-Na Jiang, Yuan-Zhi Lao, Wen-Wei Fu, Xia Liu, Xing-Wei Yang, Juan Zhang, Hong-Xi Xu, Gang Xu

  应用天然产物. 2020, 10(1): 1-11. https://doi.org/10.1007/s13659-019-00229-w

  摘要 ( 7346) PDF全文 ( 11291 )   可视化   收藏

  A series of dearomatized isoprenylated acylphloroglucinols derivatives, hyperhenols A-E (1-5), as well as seven known analogues (6-12), were characterized from Hypericum henryi. Their structures were determined by combination of NMR, ECD spectroscopy, and X-ray diffraction analysis. Compounds 1 and 6-8 were tested to exhibit potential antitumor properties, of which 6 and 7 inhibited cell growth through inducing apoptosis and cell cycle arrest. In addition, these compounds could induce autophagy and PINK1/Parkin-mediated mitophagy in cancer cell lines, as well as suppress lung cancer A549 cells metastasis in vitro.
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  Triterpenoids from Ainsliaea latifolia and Their Cyclooxyenase-2 (COX-2) Inhibitory Activities

  Wen-Lin Yuan, Xue-Yun Dong, Zheng-Rui Huang, Si-Jia Xiao, Ji Ye, Xin-Hui Tian, Hui-Liang Li, Yun-Heng Shen, Wei-Dong Zhang

  应用天然产物. 2020, 10(1): 13-21. https://doi.org/10.1007/s13659-019-00228-x

  摘要 ( 7919) PDF全文 ( 11052 )   可视化   收藏

  Eight new triterpenoids were isolated from Ainsliaea latifolia. The structures of these compounds were elucidated by interpretation of spectroscopic data, including HRESIMS and NMR data. Compounds 4-6 are identified as rare trinorcucurbitane or tetranorcucurbitane triterpenoids. The absolute configurations of compounds 1 and 2 were confirmed by Snatzke's method. All compounds were evaluated for their inhibition against cyclooxyenase-2 (COX-2), in which compound 4 showed significant inhibitory effect against COX-2 with IC₅₀ value of 3.98±0.32 μM, comparable to that of positive control NS-398 (IC₅₀ 4.14±0.28 μM).
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  UFLC-PDA-MS/MS Profiling of Seven Uncaria Species Integrated with Melatonin/5-Hydroxytryptamine Receptors Agonistic Assay

  Jian-Gang Zhang, Xiao-Yan Huang, Yun-Bao Ma, Ji-Jun Chen, Chang-An Geng

  应用天然产物. 2020, 10(1): 23-36. https://doi.org/10.1007/s13659-020-00230-8

  摘要 ( 7203) PDF全文 ( 10744 )   可视化   收藏

  Uncariae Ramulus Cum Uncis (Gou-Teng), the dried hook-bearing stems of several Uncaria plants (Rubiaceae), is a wellknown herbal medicine in China. The clinical application of Gou-Teng is bewildered for the morphological and chemical similarity between different species. In order to discern their chemical and biological difference, an ultra-fast liquid chromatography equipped with ion trap time-of-flight mass spectrometry (UFLC-IT/TOF-MS) combining with melatonin (MT₁ and MT₂) and 5-hydroxytryptamine (5-HT_1A and 5-HT_2C) receptors agonistic assay in vitro was conducted on seven Uncaria species. As a result, 57 compounds including 35 indole alkaloids, ten flavonoids, five triterpenoids, five chlorogenic analogues, and two other compounds were characterized based on their MS/MS patterns and UV absorptions. Specifically, cadambine-type and corynanthein-type alkaloids were exclusively present in U. rhynchophylla and U. scandens, whereas corynoxine-type alkaloids were commonly detected in all the seven Uncaria plants. Three Uncaria species, U. rhynchophylla, U. macrophylla, and U. yunnanensis showed obviously agnostic activity on four neurotransmitter receptors (MT₁, MT₂, 5-HT_1A, and 5-HT_2C). This first-time UFLCMS-IT-TOF analyses integrated with biological assay on seven Uncaria plants will provide scientific viewpoints for the clinical application of Gou-Teng.
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  Daphnane Diterpenoids from Trigonostemon lii and Inhibition Activities Against HIV-1

  Cheng-Jian Tan, Shi-Fei Li, Ning Huang, Yu Zhang, Ying-Tong Di, Yong-Tang Zheng, Xiao-Jiang Hao

  应用天然产物. 2020, 10(1): 37-44. https://doi.org/10.1007/s13659-020-00231-7

  摘要 ( 7311) PDF全文 ( 9895 )   可视化   收藏

  Natural products are the important source for the discovery of more potent anti-HIV agents. In this study, six daphnane diterpenoids including three unreported structures were isolated from Trigonostemon lii, which showed significant activities against HIV-1 strains replication in the nanomolar/picomolar range. Meanwhile, these diterpenoids significantly inhibited the fusion of H9/HIV-1 IIIB cells with uninfected C8166 cells, with the EC_50s from 1.06 to 8.73 ng/mL, and did not show any inhibition activities against HIV-1 reverse transcriptase. Moreover, all of the diterpenoids shows significant inhibitions against T20-resistan HIV-1 strains, PNL4-3gp41(36G)V38E, N42S and pNL4-3gp41(36G)V38A, N42T. The results revealed that the six diterpenoids could be a new type of potential lead candidate as an HIV entry inhibitor, particularly for those infected by T20-resistant variants.
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  Alkaloid Constituents of Ficus hispida and Their Antiinflammatory Activity

  Xin-Yu Jia, Yong-Mei Wu, Jing-Ya Li, Chun Lei, Ai-Jun Hou

  应用天然产物. 2020, 10(1): 45-49. https://doi.org/10.1007/s13659-020-00233-5

  摘要 ( 7182) PDF全文 ( 9612 )   可视化   收藏

  Four new alkaloids, ficuhismines A-D (1-4), together with three known ones, were isolated from Ficus hispida. Their structures were elucidated by spectroscopic analysis and chemical method. The new compounds represent the first amine alkaloids with a rhamnosyl moiety (1-2) or with a N-oxide motif (2-4) from the genus Ficus. Compound 2 showed potent inhibitory effect in nuclear factor-κB (NF-κB) pathway luciferase assay with IC₅₀ value of 0.52±0.11 μM.
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  A New Epi-neoverrucosane-type Diterpenoid from the Liverwort Pleurozia subinflata in Borneo

  Takashi Kamada, Mary Lyn Johanis, Shean-Yeaw Ng, Chin-Soon Phan, Monica Suleiman, Charles S. Vairappan

  应用天然产物. 2020, 10(1): 51-56. https://doi.org/10.1007/s13659-020-00232-6

  摘要 ( 7298) PDF全文 ( 8117 )   可视化   收藏

  New bioactive 13-epi-neoverrucosane diterpenoid, 5β-acetoxy-13-epi-neoverrucosanic acid (1) along with three known secondary metabolites, 13-epi-neoverrucosan-5β-ol (2), chelodane (3) and (E)-β-farnesene (4) were isolated from the MeOH extract of east Malaysia's liverwort Pleurozia subinfl ata. The chemical structure of new compound was elucidated by the analyses of its spectroscopic data (FTIR, NMR and HR-ESI-MS). These epi-neoverrucosane-type compounds seem to be notable chemosystematic markers for P. subinflata in Borneo. Compound 3 was widespread in marine sponges however this is the first record for 3 to be found in liverwort. These metabolites were tested for their antifungal potentials against selected fungi from the marine environment. Compound 1 exhibited effective antifungal activity against Lagenidium thermophilum.