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Identification and semisynthesis of(-)-anisomelic acid as oral agent against SARS-CoV-2 in mice

National Science Review 2022年第11期9卷 29-36页

作者： Hai-Xin Yu Nan Zheng Chi-Tai Yeh Chien-ming Lee Qi Zhang Wen-Lv Zheng Qing Chang Yuan-He Li Yu-Jun Li Gui-Zhen Wu Jun-min Quan Lin-Qi Zhang yew-min tzeng Zhen Yang Laboratory of Chemical Genomics School of Chemical Biology and Biotechnology Peking University Shenzhen Graduate School Department of Medicinal Research and Education Taipei Medical University-Shuang Ho Hospital Department of Applied Science Taitung University Center for Global Health and Infectious Diseases Comprehensive AIDS Research Center and Beijing Advanced Innovation Center for Structural Biology School of Medicine Tsinghua University Lanzhou Institute of Separation Science State Key Laboratory of Bioorganic Chemistry and Molecular Engineering of ministry of Education and Beijing National Laboratory for Molecular Science(BNLMS) College of Chemistry and Molecular EngineeringPeking University Shenzhen Bay Laboratory NHC Key Laboratory of Biosafety National Institute for Viral Disease Control and Prevention Chinese Center for Disease Control and Prevention Department of Applied Chemistry Chaoyang University of Technology

(-)-Anisomelic acid, isolated from Anisomeles indica(L.) Kuntze(Labiatae) leaves, is a macrocyclic cembranolide with a trans-fused α-methylene-γ-lactone motif. Anisomelic acid effectively inhibits SARS-Co V-2 replication and viral-induced cytopathic effects with an EC50 of 1.1 and 4.3 μM, *** studies of SARS-CoV-2-infected K18-hACE2 mice showed that oral administration of anisomelic acid and subcutaneous dosing of remdesivir can both reduce the viral titers in the lung tissue at the same level. To facilitate drug discovery, we used a semisynthetic approach to shorten the project timelines. The enantioselective semisynthesis of anisomelic acid from the naturally enriched and commercially available starting material(+)-costunolide was achieved in five steps with a 27% overall *** developed chemistry provides opportunities for developing anisomelic-acid-based novel ligands for selectively targeting proteins involved in viral infections.

关键词： identification enantioselective semisynthesis (−)-anisomelic acid oral agent anti-SARS-CoV-2

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Neuroprotective properties of kavalactones

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Neural Regeneration Research 2015年第6期10卷 875-877页

作者： yew-min tzeng Meng-Jen Lee Department of Applied Biochemistry Chaoyang University of Technology

Kava or kava-kava （Piper methysticum） is a plant used for the production of a ritual drink with tranquilizing properties. The kavalactones are the main compounds of the kava drinks （see Table 1 for names and structures of the main kavalactones）. There are many clinical trials on the use of kava product for anti-anxiety, and a systematic review supports the use of kava for the treatment of generalized anxiety （Sarris et al., 2009）. Adverse effects on the liver have been reported, and kava is regulated in a number of countries （Teschke, 2010）.

关键词： Neuroprotective properties of kavalactones CYP NF

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Intestinal Absorption of Ergostane and Lanostane Triterpenoids from Antrodia cinnamomea Using Caco-2 Cell Monolayer Model

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Natural Products and Bioprospecting 2015年第5期5卷 237-246页

作者： Qi Wang Xue Qiao Yi Qian Zi-wei Li yew-min tzeng De-min Zhou De-an Guo min Ye State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University38 Xueyuan RoadBeijing 100191China Institute of Biochemical Sciences and Technology Chaoyang University of TechnologyTaichung 41349Taiwan

Antrodia cinnamomea is a precious medicinal *** exhibits promising therapeutic effects on cancer,intoxication,hypertension,hepatitis,and *** major bioactive constituents are ergostane and lanostane *** this study,we used intestinal Caco-2 cell monolayer model to reveal the intestinal absorption property of 14 representative triterpenoids from *** bidirectional transport through the monolayer at different time points was monitored by a fully validated LC/MS/MS *** the case of pure compounds,ergostanes 5(25R-antcin H),6(25Santcin H)and 10(25R-antcin B)could readily pass through the Caco-2 cell layer,whereas lanostanes 13(dehydroeburicoic acid)and 14(eburicoic acid)could hardly pass *** the cells were treated with *** extract,antcins A,B,C,H and K(1–6 and 9–11)were absorbed via passive transcellular diffusion,and showed high PAB and PBA values(>2.5×10^(-5) cm/s).Meanwhile,the lanostanes dehydrosulphurenic acid(8),15a-acetyldehydrosulphurenic acid(12),13 and 14 exhibited poor *** features of these compounds were consistent with their pharmacokinetic behaviors in *** study could also be helpful in predicting the intestinal absorption of *** in human.

关键词： Antrodia cinnamomea Ergostane Lanostane Triterpenoids Caco-2

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Ergostanoids From the Medicinal Mushroom Antrodia camphorata and Their Separation Using Analytical Supercritical Fluid Chromatography

Ergostanoids From the Medicinal Mushroom Antrodia camphorata...

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第十四届全国中药和天然药物学术研讨会

作者： Xue Qiao yew-min tzeng min Ye Peking University

＜正＞Antrodia camphorata is a medicinal fungus popularly used in Taiwan for cancer treatment and liver protection,and ergostanoid triterpenes are its major bioactive *** studied the chemistry of *** and employed analytical supercritical fluid chromatography（SFC）to effectively separate its epimeric *** new ergostanoids,named

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Metabolites identification and quantification of antcin H in mice tumors after oral administration of the anticancer mushroom Antrodia camphorata

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TMR Modern Herbal Medicine 2018年第2期1卷 1-11页

作者： Zi-Wei Li Shuai Ji Bin Li Shuang Wang yew-min tzeng Xue Qiao min Ye State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University Beijing China Department of Life Science National Taitung University Taitung Taiwan Department of Pharmaceutical Analysis Xuzhou Medical University Xuzhou China

目的：牛樟芝是台湾的一种珍贵药用真菌,主要用于癌症的辅助治疗.本研究目的在于阐明牛樟芝在S180荷瘤小鼠肿瘤组织中的代谢产物以及它们的含量.方法：分别于S180荷瘤小鼠灌胃牛樟芝提取物1小时和4小时后取出肿瘤,采用UHPLC-orbitrap/M... 详细信息

目的：牛樟芝是台湾的一种珍贵药用真菌,主要用于癌症的辅助治疗.本研究目的在于阐明牛樟芝在S180荷瘤小鼠肿瘤组织中的代谢产物以及它们的含量.方法：分别于S180荷瘤小鼠灌胃牛樟芝提取物1小时和4小时后取出肿瘤,采用UHPLC-orbitrap/MS方法鉴定肿瘤匀浆样品中的代谢产物,并建立LC-MS/MS方法对其中含量最高的两个化合物（25R/S）-antcin H定量分析.结果：从肿瘤组织共鉴定28个三萜原型和5个代谢产物,其中,（25R）-antcin H和（25S）-antcinH的含量最高,在1小时给药组的浓度分别为2.03和0.66μg/g肿瘤组织,在4小时给药组的浓度分别为2.04和0.59μg/g.由于（25R）-antcin H在牛樟芝提取物中的含量低于（25S）-antcin H,因此推测（25R）-antcin H的肿瘤亲和力高于（25S）-antcin H（P〈0.01）.结论：口服牛樟芝之后,三萜类成分能够进入肿瘤组织.其中,（25R）-antcin H在肿瘤组织中的浓度比（25S）-antcin高.这些化合物对于牛樟芝的抗肿瘤活性可能发挥重要作用.

关键词：牛樟芝 AntcinH 代谢产物抗肿瘤液质联用

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强骨宝对去卵巢大鼠疲劳性损伤诱发膝骨关节炎关节软骨的修复作用

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中华中医药杂志 2023年第6期38卷 2550-2555页

作者：周逸敏 KHOO yew LEE 张俐长春中医药大学长春130117 福州固生堂综合门诊部福州350000 福建生物工程职业技术学院福州350007 厦门医学院厦门361023

目的:观察强骨宝对去卵巢大鼠疲劳性损伤诱发膝骨关节炎(KOA)的作用,以探讨该方对关节软骨的保护机制。方法:将24只SD大鼠随机分为空白对照组、模型组及强骨宝组,每组8只。空白对照组不进行手术干预,模型组及强骨宝组均采用去卵巢联合... 详细信息

目的:观察强骨宝对去卵巢大鼠疲劳性损伤诱发膝骨关节炎(KOA)的作用,以探讨该方对关节软骨的保护机制。方法:将24只SD大鼠随机分为空白对照组、模型组及强骨宝组,每组8只。空白对照组不进行手术干预,模型组及强骨宝组均采用去卵巢联合跑台运动构建KOA模型。术后连续灌胃30 d,于第30天灌胃后行大鼠膝关节MRI影像学检测并取材。采用HE染色及Mankin评分观察、评价膝关节病理学改变,ELISA法检测血清中白细胞介素-1β(IL-1β)、肿瘤坏死因子-α(TNF-α)及软骨寡聚基质蛋白(COMP)含量,Western blot法检测关节软骨中基质金属蛋白酶-3(MMP-3)及含Ⅰ型血小板结合蛋白基序的解聚蛋白样金属蛋白酶-7(ADAMTs-7)的表达情况。结果:与模型组比较,强骨宝组MRI关节液信号减弱,且无关节囊局部信号增强情况;强骨宝组软骨表面更加平滑,潮线层次清晰,炎症细胞浸润减少;关节软骨Mankin评分显著降低(P<0.01);血清中IL-1β、TNF-α、COMP含量均显著下降(P<0.01);关节软骨中MMP-3、ADAMTs-7蛋白表达显著降低(P<0.01)。结论:强骨宝可有效降低KOA大鼠IL-1β、TNF-α、MMP-3、ADAMTs-7的表达水平,通过抑制炎症反应,减少软骨中COMP的降解,从而达到保护关节软骨的作用。

关键词：强骨宝膝骨关节炎基质金属蛋白酶-3 含Ⅰ型血小板结合蛋白基序的解聚蛋白样金属蛋白酶-7 软骨寡聚基质蛋白

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Characterization and thrust measurements from electrolytic decomposition of ammonium dinitramide(ADN)based liquid monopropellant FLP-103 in MEMS thrusters

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Chinese Journal of Chemical Engineering 2018年第9期26卷 1992-2002页

作者： Asad Rahman Jitkai Chin Feroz Kabir yew Mun Hung Department of Chemical and Environmental Engineering University of Nottingham Malaysia Campus Jalan Broga43500 SemenyihSelangorMalaysia Department of Engineering and Mathematics Sheffield Hallam UniversitySheffield S1 1WBUnited Kingdom Department of Mechanical Engineering Monash University Sunway Campus Jalan Lagoon Selatan47500 5ubang JayoSelangorMalaysia

Although ammonium dinitramide(ADN)has been targeted as a potential green monopropellant in future space vehicles,its application potential in Micro-electrical–Mechanical System(MEMS)thrusters or microthrusters has been seldom reported in open *** this paper,electrolytic decomposition of Ammonium Dinitramide(ADN)-based liquid monopropellant FLP-103 was carried out in an open chamber and MEMS thrusters were fabricated from poly-dimethylsiloxane(PDMS)to characterize the power *** thrust measurement methods were employed to investigate the electrolytic decomposition of FLP-103 in MEMS *** results show that the monopropellant can be successfully ignited at room temperature through 80 V,0.1 A(8 W)using copper wire as *** the current thruster design,low thrust was obtained at FLP-103 flowrate of 40μl·min^(-1)but it generated the highest specific impulse,Isp,among all the flowrates *** experiments successfully demonstrated the potential application of electrolytic decomposition of FLP-103 in MEMS thrusters.

关键词： MEMS 推进器通讯意志燃料分解电解液体

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Forensic examination of plastic drinking straws based on their physical characteristics and manufacturing marks

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Forensic Sciences Research 2020年第1期5卷 64-73页

作者： Alaric C.W.Koh Suat Ping Oh Shing min Lim Sok Yee yew Jean Chen Vicky Y.S.Chow Forensic Chemistry and Physics Laboratory Health Sciences AuthoritySingapore

This work highlights the evidential value of examining plastic drinking straws to establish linkages between multiple sources for forensic intelligence,investigative or prosecution *** drinking straws are commonly encountered in drug cases,either as inhalational paraphernalia or as packaging ***,to the best of our knowledge,systematic studies on the evidential value of straws have not previously been carried *** this study,over 80 packets of clear and colourless straws—most of which were visually similar—were purchased from various commercial outlets in *** physical characteristics(viz.,polarizing patterns,thickness,circumference and mass per unit length)and the manufactur-ing marks of these straws were examined to assess their potentials for discriminating straws from different *** of polarizing patterns yielded a discrimination of approximately 69%,while thickness,circumference,and mass per unit length measurements resulted in lower *** microscopy of manufacturing marks was found to be the most discriminating among all techniques employed herein,with a discrimination of about 95%,even among straws with similar polarizing patterns.

关键词： Forensic sciences drug packaging plastics manufacturing marks tool marks straw discrimination

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A novel therapeutic anti-HBV antibody with increased binding to human FcRn improves in vivo PK in mice and monkeys

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Protein & Cell 2018年第1期9卷 130-134页

作者： Ciming Kang Lin Xia Yuanzhi Chen Tianying Zhang Yiwen Wang Bing Zhou min You Quan Yuan Chi-Meng tzeng Zhiqiang An Wenxin Luo Ningshao Xia Texas Therapeutics Institute The Brown Foundation Institute of Molecular Medicine University of Texas Health Science Center at Houston Houston USA

Antibody immunotherapy is a well-established therapeutic modality for cancer, acute viral infections （Marasco and Sui, 2007） and persistent viral infection such as HIV （Barouch et al., 2013） and HCMV （Freed et al., 2013）. To reduce immunogenicity of rodent antibodies （Abs）, approved anti-body drugs entering clinical trials are of human origin or are humanized versions of rodent antibodies （Reichert, 2008）.

关键词： HALF-LIFE HUMAN IGG1 MONOCLONAL-ANTIBODIES RECEPTOR

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Glucose-lowering and emetic action of the GLP-1 receptor agonist,exendin-4,in the ferret

Glucose-lowering and emetic action of the GLP-1 receptor ago...

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中国药理学会第十一次全国学术会议

作者： N Percie Du Sert DT yew JA RUDD Division of Basic Medical Sciences St George's University of LondonLondonUK Neuro-degeneration Development and RepairSchool of Biomedical SciencesThe Chinese University of Hong Kong

OBJECTIVE Glucagon-like peptide-1(GLP-1) receptor agonists,such as exendin-4,are being developed for the treatment of type-2 diabetes and ***,treatment with exendin-4 is associated with nausea and sometimes ***, we demonstrated that exendin-4 could lower blood glucose levels,induce emesis and c-fos in Sunus *** the present studies, we examine the glucose-lowering and emetic action of exendin-4 in the *** Glucose tolerance test:Male ferrets (1.2 -2.0 kg) were anaesthetized using pentobarbitone(40 mg·kg,i.p.).Then,they were injected with exendin(9 -39)(300 nmol·kg,s.c.) or saline(0.5 ml·kg,s.c.).15 min later,exendin-4(30 nmol·kg,s.c.) or saline(0.5 ml·kg,s.c.) were injected,followed by a glucose load(1.5g·kg,i.p.).Blood glucose levels were measured for up to 120 min.I.C.V study:A guide cannula was implanted into the 3rd ventricle of male ferrets(1.2 - 2.0 kg) under general *** days later,they were injected with exendin-4(0.3-30 nmol,i.c.v.) or saline(15 pi,i.c.v.) and behaviour was recorded for 1 *** Prior to drug administration,the basal blood glucose level was 5.2±0.4 mmol·*** administration of glucose caused a progressive elevation of blood glucose in the saline-treated animals,which peaked at 30 min before decreasing ***-4 produced a 36.3%reduction in the AUC values(Pmin(P<0.05);lower doses did not induce ***,exendin-4 at 0.3 -30 nmol,i.c.v,inhibited food intake(P<0.05),but not water *** GLP-1 receptors are involved in emesis and feeding,and in modulating blood glucose levels in the ferret.

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