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diterpenoids and Their Glycosides from the Stems ofTinospora crispawith Beta-Cell Protective Activity

Journal of Natural Products 2023年第6期86卷 1437-1448页

作者： Sio-Hong Lam Hui-Kang Liu Shih-Yuan Chung Jia-Ling Chang Mao-Xuan Hong Sheng-Chu Kuo Chih-Chuang Liaw School of Pharmacy College of Medicine National Cheng Kung University Tainan 70101 Taiwan Division of Basic Chinese Medicine National Research Institute of Chinese Medicine Ministry of Health and Welfare Taipei 112 Taiwan Ph.D. Program in the Clinical Drug Development of Herbal Medicine Taipei Medical University Taipei 11031 Taiwan Graduate Institute of Pharmaceutical Chemistry China Medical University Taichung 404 Taiwan Department of Marine Biotechnology and Resource National Sun Yat-sen University Kaohsiung 80424 Taiwan Department of Science Application and Dissemination National Taichung University of Education Taichung 403 Taiwan Graduate Institute of Natural Products Kaohsiung Medical University Kaohsiung 807 Taiwan Graduate Institute of Pharmacognosy Taipei Medical University Taipei 11031 Taiwan

Seven previously undescribed diterpenoids, tinocrisposides A–d (1–4) and borapetic acids A (5), B (6), and C (7), together with 16 known compounds, were isolated from the stem ofTinospora crispa(Menispermaceae). The structures of the new isolates were elucidated by spectroscopic and chemical methods. The β-cell protective effect of the tested compounds was examined on insulin-secreting BRIN-Bd11 cells under dexamethasone treatment. diterpene glycosides12,14–16, and18presented a substantial protective effect on BRIN-Bd11 cells treated with dexamethasone in a dose-dependent manner. Compounds4and17with two sugar moieties exhibited clear protective effects on β-cells.

关键词： Alkyls Carbohydrates Carbon Chemical structure Nuclear magnetic resonance spectroscopy

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design, synthesis, and biological evaluation of indolin-2-one derivatives as novel cyclin-dependent protein kinase 8 (CdK8) inhibitors

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Biomedicine and pharmacotherapy 2023年第1期159卷 114258-114258页

作者： Hsu, Jui-Yi Hsu, Kai-Cheng Sun, Ching Chou, Ching-Hsuan Lin, Tony Eight Sung, Tzu-Ying Tseng, Hui-Ju Yen, Shih-Chung Yang, Chia-Ron Huang, Wei-Jan Ph.D. Program for Cancer Molecular Biology and Drug Discovery College of Medical Science and Technology Taipei Medical University and Academia Sinica Taipei Taiwan Graduate Institute of Cancer Biology and Drug Discovery College of Medical Science and Technology Taipei Medical University Taipei Taiwan Ph.D. Program for Cancer Molecular Biology and Drug Discovery College of Medical Science and Technology Taipei Medical University Taipei Taiwan Ph.D. Program in Drug Discovery and Development Industry College of Pharmacy Taipei Medical University Taipei Taiwan TMU Research Center for Drug Discovery Taipei Medical University Taipei Taiwan TMU Research Center of Cancer Translational Medicine Taipei Medical University Taipei Taiwan Cancer Center Wan Fang Hospital Taipei Medical University Taipei Taiwan School of Pharmacy College of Medicine National Taiwan University Taipei Taiwan Biomedical Translation Research Center Academia Sinica Taipei Taiwan Department of Pharmacology and Pharmaceutical Sciences School of Pharmacy University of Southern California Los Angeles CA United States Warshel Institute for Computational Biology The Chinese University of Hong Kong (Shenzhen) Guangdong Shenzhen China School of Pharmacy Taipei Medical University Taipei Taiwan

Cyclin-dependent protein kinase 8 (CdK8) plays important roles in regulating fibrotic growth factors and inflammatory signaling pathways. Long-term chronic inflammation of the lungs can lead to idiopathic pulmonary fibrosis (IPF). Abnormal alveolar epithelial regeneration leads to the release of various fibrotic growth factors and the activation of inflammatory cells. CdK8 regulates profibrotic cytokines broadly implicated in the pathogenesis of fibrosis. Therefore, inhibition of CdK8 is considered a promising strategy for treating IPF. Here, CdK8 inhibitors were designed and optimized using a fragment-based drug design strategy. Testing results revealed that 71% of the synthesized compounds inhibited CdK8 activity better than the original compound E966–0530. Of these compounds, compound 4k exhibited the strongest CdK8 enzyme-inhibiting activity (IC₅₀ =129 nM). Notably, it displayed a 13-fold increase in potency when compared to E966–0530. Experiments on toxicity and inhibition of epithelial-mesenchymal transition (EMT) protein expressions showed that compound 4k can inhibit EMT protein expressions, but with no significant cytotoxicity for alveolar epithelial cells. Compound 4k showed a potent inhibitory effect in cell migration assays. Furthermore, compound 4k significantly inhibited the phosphorylation of p-Smad3 and RNA Pol II, which are critical mediators in the fibrotic response signaling pathway. Compound 4k remarkably reduced TGF-β1-induced oxidative stress. The above results reveal optimized CdK8 inhibitors with potential use for IPF therapeutic treatment. © 2023 The Authors

关键词： Cyclin-dependent protein kinase 8 (CdK8) Idiopathic pulmonary fibrosis (IPF) Indolin-2-one Kinase inhibitor Lead optimization

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Potential PCR amplification bias in identifying complex ecological patterns: Higher species compositional homogeneity revealed in smaller-size coral reef zooplankton by metatranscriptomics

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Molecular Ecology Resources 2024年第3期24卷 e13911-e13911页

作者： Mattos, Felipe M. G. dreyer, Niklas Fong, Chia-Ling Wen, Yung-Hui Victoria Jain, dharmesh de Vivo, Mattia Huang, Yu-Sin Mwihaki, John Karichu Wang, Tzi-Yuan Ho, Ming-Jay Tsai, Isheng Jason Wang, John Chan, Benny K. K. Machida, Ryuji J. Biodiversity Research Center Academia Sinica Taipei Taiwan Department of Life Science National Taiwan Normal University Taipei Taiwan Biodiversity Program Taiwan International Graduate Program Academia Sinica and National Taiwan Normal University Taipei Taiwan Natural History Museum of Denmark Invertebrate Zoology University of Copenhagen Copenhagen Denmark Institute of Plant and Microbial Biology Academia Sinica Taipei Taiwan Ph.D. Program in Microbial Genomics National Chung Hsing University and Academia Sinica Taipei Taiwan Graduate Institute of Biotechnology National Chung Hsing University Taichung Taiwan Molecular and Biological Agricultural Sciences Taiwan International Graduate Program Academia Sinica and National Chung Hsing University Taipei Taiwan

PCR-based high-throughput sequencing has permitted comprehensive resolution analyses of zooplankton diversity dynamics. However, significant methodological issues still surround analyses of complex bulk community samples, not least as in prevailing PCR-based approaches. Marine drifting animals—zooplankton—play essential ecological roles in the pelagic ecosystem, transferring energy and elements to higher trophic levels, such as fishes, cetaceans and others. In the present study, we collected 48 size-fractionated zooplankton samples in the vicinity of a coral reef island with environmental gradients. To investigate the spatiotemporal dynamics of zooplankton diversity patterns and the effect of PCR amplification biases across these complex communities, we first took metatranscriptomics approach. Comprehensive computational analyses revealed a clear pattern of higher/lower homogeneity in smaller/larger zooplankton compositions across samples respectively. Our study thus suggests changes in the role of dispersal across the sizes. Next, we applied in silico PCR to the metatranscriptomics datasets, in order to estimate the extent of PCR amplification bias. Irrespective of stringency criteria, we observed clear separations of size fraction sample clusters in both metatranscriptomics and in silico datasets. In contrast, the pattern—smaller-fractioned communities had higher compositional homogeneity than larger ones—was observed in the metatranscriptomics data but not in the in silico datasets. To investigate this discrepancy further, we analysed the mismatches of widely used mitochondrial CO1 primers and identified priming site mismatches likely driving PCR-based biases. Our results suggest the use of metatranscriptomics or, although less ideal, redesigning the CO1 primers is necessary to circumvent these issues. © 2023 The Authors. Molecular Ecology Resources published by John Wiley & Sons Ltd.

关键词： coral reef diversity in silico PCR metatranscriptomics size fraction zooplankton

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Size-controlled immunomodulatory and vaccine adjuvant potentials of self-assembled hyaluronic acid nanoparticles: Activation and recruitment of immune cells

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International Journal of Biological Macromolecules 2025年 314卷 144265页

作者： Chu, Po-Cheng Birhan, Yihenew Simegniew Zhao, Min-Han Syu, Wei-Jhe Chen, Po-Yen Lin, Yu-Tsen Lai, Ping-Shan Department of Chemistry National Chung Hsing University Taichung402 Taiwan Basic Research and Development Department Powin Biomedical Co. Ltd. Taichung428 Taiwan Department of Chemistry College of Natural and Computational Sciences Debre Markos University P.O. Box 269 Debre Markos Ethiopia Department of Chemical and Biomolecular Engineering University of Maryland College Park MD20742 United States Ph.D. Program in Tissue Engineering and Regenerative Medicine National Chung Hsing University Taichung402 Taiwan

Immunotherapy has paramount importance in treating chronic immune diseases, and vaccine development. Hyaluronic acid (HA) has been shown to elicit molecular weight-related distinct immune responses. Nonetheless, the particle size-dependent immunomodulatory effects of hyaluronic acid nanoparticles (HA-NPs) remain blurred. Thus, the present study aimed at investigating the effect of polymer configuration and particle size of HA-NPs assembled from HA36K-OdA and HA360k-OdA analogs in modulating macrophage-related immune activities. In the in vitro experiments, HA-NPs of HA36k-OdA analogs garnered significantly enhanced nitrite production with low interleukin 6 (IL-6) and tumor necrosis factor α (TNF-α) secretion in macrophages. Furthermore, smaller (36k-OdA NPs activated Cd11b+ cells whereas a ∼ 130 nm HA36k-OdA15 NPs preferentially induced Cd11c+ cells in vivo, indicating the influence of particle size on the antigen-presenting cells (APCs) recruitment. Interestingly, self-assembled HA36k-OdA15 NPs without ovalbumin (OVA) activated immature dendritic cells (dCs) and augmented their migration toward the lymph nodes (LNs). Notably, HA36k-OdA15-activated macrophages behaved like M1 phenotype macrophages. Overall, our findings garnered valuable insights about the design and application of HA-NPs for modulating the immune responses in nanoscale materials-based immunotherapy. © 2025

关键词： Macrophages

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A dual nociceptin and mu opioid receptor agonist exhibited robust antinociceptive effect with decreased side effects

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European Journal of Medicinal Chemistry 2023年第1期258卷 115608页

作者： Hsu, Ying-Ting Chen, Shen-Ren Chang, Yung-Chiao Chang, Hsiao-Fu Yeh, Teng-Kuang Chuang, Jian-Ying Loh, Horace H. Hsieh, Hsing-Pang Ueng, Shau-Hua Yeh, Shiu-Hwa Institute of Biotechnology and Pharmaceutical Research National Health Research Institutes Miaoli County 35053 Taiwan School of Pharmacy College of Medicine National Cheng Kung University Tainan 701 Taiwan The Ph.D. Program in Medical Neuroscience College of Medical Science and Technology Taipei Medical University and National Health Research Institutes Taipei 110 Taiwan Bioland Laboratory (Guangzhou Regenerative Medicine and Health Guangdong Laboratory) Guangzhou 10005 China Department of Pharmacology Medical School University of Minnesota Minneapolis 55455-0217 MN United States

The compelling demand of a consummate analgesic medication without addiction is rising due to the clinical mistreatment. Additionally, the series of severe untoward effects usually deterred the utilization while coping with serious pain. As a possible turning point, we revealed that compound 14 is a dual agonist of mu opioid receptor (MOR) and nociceptin-orphanin FQ opioid peptide (NOP) receptor in this study. More importantly, compound 14 achieves pain relieving at very small doses, meanwhile, reduces several unwanted side effects such as constipation, reward, tolerance and withdrawal effects. Here, we evaluated the antinociception and side effects of this novel compound from wild type and humanized mice to further develop a safer prescription analgesic drug. © 2023 Elsevier Masson SAS

关键词： Addiction Antinociception Antinociceptive tolerance Constipation Mu-opioid receptor Reward effect

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Functional Peptide-Loaded Gelatin Nanoparticles as Eyedrops for Cornea Neovascularization Treatment

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International Journal of Nanomedicine 2023年 18卷 1413-1431页

作者： Chu, Ya-Chun Fang, Hsu-Wei Wu, Yu-Yi Tang, Yu-Jun Hsieh, Erh-Hsuan She, Yizhou Chang, Che-Yi Lin, I-Chan Chen, Yin-Ju Liu, Guei-Sheung Tseng, Ching-Li Graduate Institute of Biomedical Materials and Tissue Engineering College of Biomedical Engineering Taipei Medical University Taipei City Taiwan Department of Chemical Engineering and Biotechnology National Taipei University of Technology Taipei City Taiwan Institute of Biomedical Engineering and Nanomedicine National Health Research Institutes Miaoli County Taiwan School of Biomedical Engineering College of Biomedical Engineering Taipei Medical University Taipei City Taiwan Department of Ophthalmology Wan Fang Hospital Taipei Medical University Taipei City Taiwan Department of Ophthalmology School of Medicine College of Medicine Taipei Medical University Taipei City Taiwan Department of Radiation Oncology Taipei Medical University Hospital Taipei City Taiwan International Ph.D. Program in Biomedical Engineering College of Biomedical Engineering Taipei Medical University Taipei City Taiwan Center for Precision Medicine and Translational Cancer Research Taipei Medical University Hospital Taipei City Taiwan Centre for Eye Research Australia Royal Victorian Eye and Ear Hospital East Melbourne VIC Australia Ophthalmology Department of Surgery University of Melbourne East Melbourne VIC Australia Menzies Institute for Medical Research University of Tasmania Hobart TAS Australia Research Center of Biomedical Device College of Biomedical Engineering Taipei Medical University Taipei City Taiwan

Background: Corneal neovascularization (NV) is a process of abnormal vessel growth into the transparent cornea from the limbus and can disturb the light passing through the cornea, resulting in vision loss or even blindness. The use of nanomedicine as an effective therapeutic formulation in ophthalmology has led to higher drug bioavailability and a slow drug release rate. In this research, we designed and explored the feasibility of a new nanomedicine, gp91 ds-tat (gp91) peptide-encapsulated gelatin nanoparticles (GNP-gp91), for inhibiting corneal angiogenesis. Methods: GNP-gp91 were prepared by a two-step desolvation method. The characterization and cytocompatibility of GNP-gp91 were analyzed. The inhibition effect of GNP-gp91 on HUVEC cell migration and tube formation was observed by an inverted microscope. The drug retention test in mouse cornea was observed by in vivo imaging system, fluorescence microscope, and dAPI/TAMRA staining. Finally, the therapeutic efficacy and evaluation of neovascularization-related factors were conducted through the in vivo corneal NV mice model via topical delivery. Results: The prepared GNP-gp91 had a nano-scale diameter (550.6 nm) with positive charge (21.7 mV) slow-release behavior (25%, 240hr). In vitro test revealed that GNP-gp91 enhanced the inhibition of cell migration and tube formation capacity via higher internalization of HUVEC. Topical administration (eyedrops) of the GNP-gp91 significantly prolongs the retention time (46%, 20 min) in the mouse cornea. In chemically burned corneal neovascularization models, corneal vessel area with a significant reduction in GNP-gp91 group (7.89%) was revealed when compared with PBS (33.99%) and gp91 (19.67%) treated groups via every two days dosing. Moreover, GNP-gp91 significantly reduced the concentration of Nox2, VEGF and MMP9 in NV’s cornea. Conclusion: The nanomedicine, GNP-gp91, was successfully synthesized for ophthalmological application. These data suggest that GNP-gp91 contain

关键词： control release corneal neovascularization eye drops gelatin gp91 peptide nanoparticles ocular retention

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In silico identification of a novel Cdc2-like kinase 2 (CLK2) inhibitor in triple negative breast cancer

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Protein Science 2024年第6期33卷 e5004-e5004页

作者： Huang, Cheng-Chiao Hsu, Chia-Ming Chao, Min-Wu Hsu, Kai-Cheng Lin, Tony Eight Yen, Shih-Chung Tu, Huang-Ju Pan, Shiow-Lin Ph.D. Program for Cancer Molecular Biology and Drug Discovery College of Medical Science and Technology Taipei Medical University and Academia Sinica Taipei Taiwan Division of General Surgery Department of Surgery Taipei Medical University Hospital Taipei Taiwan Graduate Institute of Cancer Biology and Drug Discovery College of Medical Science and Technology Taipei Medical University Taipei Taiwan School of Medicine College of Medicine National Sun Yat-sen University Kaohsiung Taiwan Institute of Biopharmaceutical Sciences College of Medicine National Sun Yat-sen University Kaohsiung Taiwan The Doctoral Program of Clinical and Experimental Medicine College of Medicine National Sun Yat-sen University Kaohsiung Taiwan Ph.D. Program in Drug Discovery and Development Industry College of Pharmacy Taipei Medical University Taipei Taiwan TMU Research Center of Cancer Translational Medicine Taipei Medical University Taipei Taiwan TMU Research Center of Drug Discovery Taipei Medical University Taipei Taiwan Warshel Institute for Computational Biology The Chinese University of Hong Kong (Shenzhen) Guangdong Shenzhen China

dysregulation of RNA splicing processes is intricately linked to tumorigenesis in various cancers, especially breast cancer. Cdc2-like kinase 2 (CLK2), an oncogenic RNA-splicing kinase pivotal in breast cancer, plays a significant role, particularly in the context of triple-negative breast cancer (TNBC), a subtype marked by substantial medical challenges due to its low survival rates. In this study, we employed a structure-based virtual screening (SBVS) method to identify potential CLK2 inhibitors with novel chemical structures for treating TNBC. Compound 670551 emerged as a novel CLK2 inhibitor with a 50% inhibitory concentration (IC₅₀) value of 619.7 nM. Importantly, Compound 670551 exhibited high selectivity for CLK2 over other protein kinases. Functionally, this compound significantly reduced the survival and proliferation of TNBC cells. Results from a cell-based assay demonstrated that this inhibitor led to a decrease in RNA splicing proteins, such as SRSF4 and SRSF6, resulting in cell apoptosis. In summary, we identified a novel CLK2 inhibitor as a promising potential treatment for TNBC therapy. © 2024 The Authors. Protein Science published by Wiley Periodicals LLC on behalf of The Protein Society.

关键词： CLK2 drug discovery kinase inhibitor structure-based virtual screening triple-negative breast cancer

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Intravitreal ranibizumab injection is associated with an increased risk of chronic kidney disease: a population-based study in Taiwan

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Naunyn-Schmiedeberg's Archives of pharmacology 2024年第7期397卷 4799-4808页

作者： Chen, Chang-Hsu Lim, Paik Seong Wu, Tsai-Kun Chuang, Wu-Lung Yu, Teng-Shun Tsai, Fuu-Jen Chen, Chuan-Mu Chang, Kuang-Hsi Ph.D. Program in Translational Medicine National Chung Hsing University Taichung 402 Taiwan Division of Renal Medicine Tungs’ Taichung MetroHarbor Hospital Taichung 435 Taiwan Rong Hsing Research Center for Translational Medicine National Chung Hsing University Taichung 402 Taiwan Department of Life Sciences College of Life Sciences National Chung Hsing University Taichung 402 Taiwan Post Baccalaureate Medicine National Chung Hsing University Taichung 402 Taiwan Division of Endocrinology and Metabolism Department of Internal Medicine Changhua Christian Hospital Changhua 500 Taiwan Division of Endocrinology and Metabolism Department of Internal Medicine Lukang Christian Hospital Changhua 505 Taiwan Management Office for Health Data China Medical University Hospital Taichung 404 Taiwan College of Medicine China Medical University Taichung 404 Taiwan School of Chinese Medicine College of Chinese Medicine China Medical University Taichung 404 Taiwan Department of Medical Research China Medical University Hospital China Medical University Taichung 404 Taiwan Division of Medical Genetics China Medical University Children’s Hospital Taichung 404 Taiwan Department of Biotechnology and Bioinformatics Asia University Taichung 413 Taiwan The iEGG and Animal Biotechnology Center National Chung Hsing University Taichung 402 Taiwan Department of Medical Research Tungs’ Taichung MetroHarbor Hospital Taichung 435 Taiwan Center for General Education China Medical University Taichung 404 Taiwan General Education Center Nursing and Management Jen-Teh Junior College of Medicine Miaoli 356 Taiwan

Systemic vascular endothelial growth factor (VEGF) blockade has been the top adjunctive chemotherapy since 1990. Anti-VEGF therapy has also been associated with worsened renal function in some patients. However, the association between patient outcomes and use of intravitreal VEGF inhibitors remains controversial. Thus, it is necessary to determine the action mechanism and long-term renal effects of ranibizumab. The National Health Insurance research database (NHIRd) is one of the largest global databases that are extensively used for epidemiological research. NHIRd contains the medical information of all insureds, such as inpatient, outpatient, emergency, and traditional Chinese medicine records. We selected subjects aged ≥ 20 years who recently administered ranibizumab for the ranibizumab cohort. Non-ranibizumab cohort consisted of subjects who did not receive ranibizumab, and the index date was a random date between 2008 and 2018. We excluded subjects with missing sex and age records and those in which the date of primary outcome was before the index date. The two cohorts were matched via 1:1 propensity score matching based on sex, age, index year, hypertension, diabetes mellitus, hyperlipidemia, stroke, coronary artery disease, alcoholism, chronic obstructive pulmonary disease, and age-related macular degeneration, retinal vein occlusion, and diabetic macular edema. Medical confounders were angiotensin I-converting enzyme inhibitors, statins, corticosteroids, VEGF inhibitors including bevacizumab and aflibercept, lithium, amphotericin B, adefovir, NSAIdS, cisplatin, and calcineurin inhibitors. Among 48,248 participants aged ≥ 20 years, 24,136 (50%) received ranibizumab (13,565 male [56.20%] and 10,571 female [43.80%]). Moreover, 24,136 participants who did not receive ranibizumab were matched by age, sex, comorbidities, and medications. Subjects who received ranibizumab exhibited a significantly higher risk of CKd than those who did not receive ranibizumab (adju

关键词： Chronic kidney disease, National Health Insurance research database (NHIRd) Ranibizumab Vascular endothelial growth factor (VEGF)

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Novel visible-light-induced P-doped g-C3N4/α-Bi2O3 nanocomposite photocatalysts for enhanced degradation of refractory endocrine disruptors—benzophenones

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Applied Surface Science 2023年 607卷

作者： Berekute, Abiyu Kerebo Yu, Kuo-Pin Chuang, Yi-Hsueh Lin, Kun-Yi International Ph.D. Program in Environmental Science and Technology National Yang Ming Chiao Tung University Taipei11221 Taiwan Institute of Environmental and Occupational Health Sciences National Yang Ming Chiao Tung University Taipei11221 Taiwan Institute of Environmental Engineering National Yang Ming Chiao Tung University Hsinchu City30010 Taiwan Department of Environmental Engineering and Innovation and Development Center of Sustainable Agriculture & Research Center of Sustainable Energy and Nanotechnology National Chung Hsing University 250 Kuo-Kuang Road Taichung Taiwan

The Z-scheme heterojunction design can not only minimize photogenerated electron-hole pair recombination but also ensure strong redox abilities for driving photocatalytic reactions. Hence, novel P-g-C3N4/α-Bi2O3 binary nanocomposites were successfully fabricated by a combined hydrothermal-calcination method. The as-synthesized samples were systematically characterized by X-ray diffraction, Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, scanning electron microscopy/energy-dispersive X-ray spectroscopy, transmission electron microscopy, ultraviolet–visible spectroscopy, photoluminescence (PL) spectroscopy, N2 isotherm measurement, electrochemical impedance spectroscopy (EIS), thermogravimetric analysis, and electron paramagnetic resonance. The photocatalytic efficiency of the as-prepared samples was assessed via decontamination of refractory and endocrine-disrupting benzophenones (BPs) under visible light irradiation. The 25 wt% P-g-C3N4/α-Bi2O3 nanocomposite exhibited higher photocatalytic activity for 4-hydroxybenzophenone (4H-BP) and benzophenone-1 degradation than P-g-C3N4 and α-Bi2O3. The apparent enhancement of the photocatalytic activity might be mainly attributed to the enhanced light-harvesting ability and the heterojunction formation, which significantly facilitates photogenerated charge carrier separation and transfer, as confirmed by the PL and EIS findings. Notably, 25 wt% P-g-C3N4/α-Bi2O3 exhibited robust reusability and stability with high efficiency in 4H-BP removal after four repeated photocatalytic cycles. © 2022 Elsevier B.V.

关键词： Heterojunctions

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Flexibanone, the first cembranoid possessing an α-methylene-δ-lactone linking with a tetrahydronfuran ring by C-3/C-4 single bond, from the soft coral Sinularia flexibilis

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Tetrahedron Letters 2023年 129卷

作者： Tai, Chi-Jen Zhang, Hong-Wei Wang, Hui-Chun Chuang, Ya-Ting Chang, Hsueh-Wei Chang, Fang-Rong Sung, Ping-Jyun Sheu, Jyh-Horng Department of Marine Biotechnology and Resources National Sun Yat-sen University Kaohsiung 804201 Taiwan National Museum of Marine Biology and Aquarium Pingtung 944401 Taiwan Graduate Institute of Natural Products Kaohsiung Medical University Kaohsiung 807378 Taiwan Graduate Institute of Medicine College of Medicine Kaohsiung Medical University Kaohsiung 807378 Taiwan Ph.D. Program in Pharmaceutical Biotechnology Fu Jen Catholic University New Taipei City 242062 Taiwan Department of Medical Research China Medical University Hospital China Medical University Taichung 404394 Taiwan

A new cembranoid, flexibanone (1), and a known related diterpene sinulariolone (2) were isolated from a Taiwanese soft coral Sinularia flexibilis. Compound 1 is the first cembranoid possessing an α-methylene-δ-lactone linking with a tetrahydronfuran ring by C-3/C-4 single bond. The structures of 1 and 2 were established by using extensive spectroscopic analysis, including 2d NMR methods. Both compounds were suggested to be biosynthesized from the same cembranoid precursor. Further, the cytotoxicity against human oral cancer Ca9-22, breast adenocarcinoma MdA-MB-231 and non-small cell lung cancer A549 cell lines of 1 and 2 were also assayed. © 2023 Elsevier Ltd

关键词： Cembranoid-related compounds Cytotoxicity Flexibanone Sinularia flexibilis

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