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cytotoxic, genotoxic and apoptotic effects of naringenin-oxime relative to naringenin on normal and cancer cell lines

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Asian Pacific Journal of Tropical Biomedicine 2016年第10期6卷 872-880页

作者： Abdurrahim Kocyigit Ismail Koyuncu Murat Dikilitas Fatemeh Bahadori Baki Turkkan Department of Medical Biochemistry Faculty of Medicine Bezmialem Vakif University Department of Biology Faculty of Arts and Sciences Harran University Department of Plant Protection Faculty of Agriculture Harran University Department of Pharmaceutical Biotechnology Faculty of Pharmacy Bezmialem Vakif University Department of Chemistry Faculty of Arts and Sciences Harran University

Objective: To assess and compare the cytotoxic, genotoxic, apoptotic and reactive oxygen species(ROS) generating effects of naringenin(NG) and its new derived compound naringenin-oxime(NG-Ox) on MCF-7, HT-29, PC-12 cancer and L-929 normal cell ***: The cells were incubated with different doses of NG-Ox and NG(50–1 000 mmol/L) for 24 h. The cell viability was assessed based on ATP cell viability *** accumulation of ROS was determined using the fluorescent probes 2070-dichlorodihydrofluorescin diacetate. Genotoxic effects were evaluated by alkaline single cell gel electrophoresis assay(comet assay) and, the apoptotic effect was evaluated by acridine orange staining at below the IC50 ***: Both NG-Ox and NG exhibited cytotoxic, genotoxic and apoptotic effects and resulted in increased ROS values in a dose-dependent manner. The effects were more pronounced on cancer cell lines. The cytotoxic, genotoxic and apoptotic effects of NG-Ox were higher than that of NG in all cell lines. Significant correlations were observed between cell viability, DNA damage, apoptosis and ROS, in all cell lines exposed to either NG-Ox or ***: This study showed that both NG-Ox and NG possess cytotoxic, genotoxic and apoptotic activities through the production of ROS on cells, NG-Ox being the more effective one. Therefore, derived compound of NG might be used as antiproliferative agents for the treatment of cancer.

关键词： Naringenin Naringenin-oxime cytotoxic Genotoxic Apoptosis Reactive oxygen species Comet assay

cytotoxic, kinetics of inhibition of carbohydrate-hydrolysing enzymes and oxidative stress mitigation by flavonoids roots extract of Dicoma anomala(Sond.)

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Asian Pacific Journal of Tropical Medicine 2018年第1期11卷 24-31页

作者： Fatai Oladunni Balogun Anofi Omotayo Tom Ashafa Phytomedicine and Phytopharmacology Research Group Department of Plant Sciences University of the Free StateQwaQwa Campus Phytomedicine and Phytopharmacology Research Group Department of Plant Sciences University of the Free State QwaQwa Campus

Objective: To investigate the free radical scavenging, antidiabetic, kinetics and cytotoxic potentials of flavonoids extract of Dicoma anomala root by using standard methods. Methods:Antioxidant activity of the flavonoids was investigated at scavenging free radicals such as 1,1-diphenyl-2-picrylhydrazyl, nitric oxide, hydroxyl radical, reducing capabilities, 2,2-azinobis(3-ethylbenzothiazoline-6) sulfonic acid as well as metal chelating capability at different concentrations(0.125-1.000 mg/mL) while the antidiabetic activity was evaluated via the inhibition and kinetics of carbohydrate digestive enzymes including, alpha glucosidase, sucrase and maltase. Brine shrimp lethality assay was also employed to examine the cytotoxic effects of the extract by using different range of concentrations(0.125-2.000 mg/mL). Results: The study revealed the best antioxidant activity of the extract in 1,1-diphenyl-2-picrylhydrazyl,2,2-azino-bis(3-ethylbenzothiazoline-6) sulfonic acid and nitric oxide having IC_(50) values of(386.90±4.91),(736.00±38.12),(629.30±9.62) μg/mL respectively compared with quercetin(standard) with IC_(50) [(522.20±12.38),(1 021.00±15.61) and(1 075.00±29.35) μg/mL]respective values while it was insignificantly(P>0.05) at par with quercetin for reducing power. Similarly, the extract exhibited a moderate inhibition of alpha glucosidase(43.1%),sucrase(33.4%) and maltase(29.9%) activities which were significantly(Pcytotoxic effect of the flavonoids with LC_(50) value 0.510 mg/mL. Conclusions: The results obtained from this stud

关键词： Antioxidative Antihyperglycaemic cytotoxic Dicoma anomala Flavonoids Kinetics

cytotoxic phenazine and antiallergic phenoxazine alkaloids from an arctic Nocardiopsis dassonvillei SCSIO 502F

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Natural Products and Bioprospecting 2023年第1期13卷 287-293页

作者： Yue Song Qi-Yang Li Meng-Jing Cong Xiao-Yan Pang Bo Chen Yong-Hong Liu Li Liao Jun-Feng Wang CAS Key Laboratory of Tropical Marine Bio-Resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/Innovation Academy of South China Sea Ecology and Environmental EngineeringSouth China Sea Institute of OceanologyChinese Academy of SciencesGuangzhou 510301China Key Laboratory for Polar Science MNRPolar Research Institute of ChinaShanghai 200136China Department of Pharmacology and Therapeutics McGill UniversityMontreal H3A 0G4Canada University of Chinese Academy of Sciences 19 Yuquan RoadBeijing 100049China Sanya Institute of Marine Ecology and Engineering Sanya 572000China School of Oceanography Shanghai Jiao Tong UniversityShanghai 200240China

Microbes well-adapted to the Arctic Ocean are promising for producing novel compounds,due to their fancy strategies for adaptation and being *** new phenazine alkaloids(1 and 2)and one new phenoxa-zine(3)were isolated from Nocardiopsis dassonvillei 502F,a strain originally isolated from Arctic deep-sea *** analysis of the genome of Nocardiopsis dassonvillei 502F revealed the presence of 16 putative biosynthetic gene clusters(BGCs),including a phenazine *** of the isolated compounds were evaluated for their antibacterial,antiallergic,and cytotoxic *** them,compounds 4 and 5 exhibited potent in vitro cytotoxic activities against osteosarcoma cell line 143B with IC_(50) values 0.16 and 20.0μM,***,the results of antiallergic activities of compounds 6-8 exhibited inhibitory activities with IC_(50) values of 10.88±3.05,38.88±3.29,and 2.44±0.17μg/mL,respectively(IC_(50)91.6μM for the positive control loratadine).

关键词： Nocardiopsis dassonvillei Arctic Ocean Phenazine Phenoxazine cytotoxic Antiallergic

Ursolic acid: An overview on its cytotoxic activities against breast and colorectal cancer cells

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Journal of Integrative Medicine 2019年第3期17卷 155-160页

作者： Eric Wei Chiang Chan Chu Yong Soon Joash Ban Lee Tan Siu Kuin Wong Yew Woh Hui Faculty of Applied Sciences UCSI University School of Science Monash University Sunway Xiamen University Malaysia Bandar Sunsuria

Ursolic acid(UA) is a pentacyclic triterpene of the ursane type. As a common chemical constituent among species of the family Lamiaceae, UA possesses a broad spectrum of pharmacological properties. This overview focuses on the anticancer properties of UA against breast cancer(BC) and colorectal cancer(CRC)that are most common among women and men, respectively. In vitro studies have shown that UA inhibited the growth of BC and CRC cell lines through various molecular targets and signaling *** are several in vivo studies on the cytotoxic activity of UA against BC and CRC. UA also inhibits the growth of other types of cancer. Studies on structural modifications of UA have shown that the –OH groups at C3 and at C28 are critical factors influencing the cytotoxic activity of UA and its *** needs for future research are suggested. Sources of information were from ScienceDirect, Google Scholar and PubMed.

关键词： Ursolic acid cytotoxic Molecular targets Signaling pathways

Isolation, Crystal Structure and cytotoxic Activity of Natural Maistemonine and Comparison with the Synthetic Compound

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Chinese Journal of Structural Chemistry 2020年第7期39卷 1277-1282页

作者： WU Yia YE Qing-Mei QIN Shu-Qin JIANG Ren-Wang Zhongshan Torch Polytechnic Zhongshan 528436China Department of Pharmacy Hainan General HospitalHaikou 570311China Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine and New Drugs Research Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of EducationJinan UniversityGuangzhou 510632China

The title compound maistemonine(1)was isolated from the total alkaloid fraction of the 95%ethanol extract of the roots of Stemona japonica,followed by preparative HPLC and recrystallization from a mixture of n-hexane and ethyl *** crystal structure of 1,C23H29NO)6,was determined by single-crystal X-ray diffraction *** crystal belongs to orthorhombic system,space group P212121 with a=8.5698(6),b=14.0460(11),c=17.8815(17)?,V=2152.4(3)?3,Z=4,Mr=415.47,Dc=1.282 g/cm3,λ=0.71079?,μ=0.092 cm^–1,F(000)=888,S=0.995,R=0.0535 and wR=0.1067.A total of 5136 unique reflections were collected,of which 3523 were observed(Ⅰ>2σ(Ⅰ)).The absolute configuration of 1 could be assigned by referring to the conserved configuration of the methyl groups at C(2).Compound 1 shows mild cytotoxic activity against the prostate cancer cells LNCaP and PC3 with the IC50 values of 29.4±2.3 and 46.6±3.1 mM,*** is noteworthy that the natural maistemonine(1)is different from the synthetic compound which was a racemic with the triclinic space group *** lactone rings E from the natural and synthetic 1 are almost perpendicular to each other when overlapping the remaining parts of the molecules.

关键词： maistemonine isolation crystal structure cytotoxic comparison synthesis

Interleukin-37 promotes colitis-associated carcinogenesis via SIGIRR-mediated cytotoxic T cells dysfunction

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Signal Transduction and Targeted Therapy 2022年第2期7卷 502-518页

作者： Zhen Wang Fan-lian Zeng Ya-wen Hu Xiao-yan Wang Fu-lei Zhao Pei Zhou Jing Hu Yuan-yuan Xiao Zhong-lan Hu Ming-feng Guo Xiao-qiong Wei Xiao Liu Nong-yu Huang Jun Zhang Shu-wen Chen Juan Cheng Hua-ping Zheng Hong Zhou Qi-xiang Zhao Chen Zhang Yan Hao Song Zou Yi-yue Gui Jia-dong Yu Lin-na Gu Cheng-cheng Yue Hao-zhou Zhang Wen-ling Wu Yi-fan Zhou Xi-kun Zhou Guo-bo Shen Xiu Teng Jiong Li State Key Laboratory of Biotherapy and Cancer Center West China HospitalWest China Medical SchoolSichuan University and Collaborative Innovation Center for BiotherapyChengduSichuan 610041China Department of Liver Surgery&Liver Transplantation West China HospitalSichuan University and Collaborative Innovation Center of BiotherapyChengduSichuan 610041China Laboratory of Liver Surgery West China HospitalSichuan UniversityChengduSichuan 610041China Department of Obstetrics and Gynecology West China Second University HospitalSichuan UniversityChengdu 610041China Key Laboratory of Birth Defects and Related Diseases of Women and Children Ministry of EducationSichuan UniversityChengdu 610041China Department of Cardiovascular Medicine West China HospitalSichuan UniversityChengduSichuan 610041China Laboratory of Human Disease and Immunotherapies West China HospitalSichuan UniversityChengduSichuan 610041China

Interleukin-37b(hereafter called IL-37)was identified as fundamental inhibitor of natural and acquired *** molecular mechanism and function of IL-37 in colorectal cancer(CRC)has been ***,we found that IL-37 transgenic(IL-37tg)mice were highly susceptible to colitis-associated colorectal cancer(CAC)and suffered from dramatically increased tumor burdens in ***,IL-37 is dispensable for intestinal mutagenesis,and CRC cell proliferation,apoptosis,and ***,IL-37 dampened protective cytotoxic T cell-mediated immunity in CAC and B16-OVA ***8^(+)T cell dysfunction is defined by reduced retention and activation as well as failure to proliferate and produce cytotoxic cytokines in IL-37tg mice,enabling tumor evasion of immune *** dysfunction led by IL-37 antagonizes IL-18–induced proliferation and effector function of CD8+T cells,which was dependent on SIGIRR(single immunoglobulin interleukin-1 receptor-related protein).Finally,we observed that IL-37 levels were significantly increased in CRC patients,and positively correlated with serum CRC biomarker CEA levels,but negatively correlated with the CD8+T cell infiltration in CRC *** findings highlight the role of IL-37 in harnessing antitumor immunity by inactivation of cytotoxic T cells and establish a new defined inhibitory factor IL-37/SIGIRR in cancerimmunity cycle as therapeutic targets in CRC.

关键词： immunity cytotoxic Interleukin

Tagetones A and B, new cytotoxic monocyclic diterpenoids from flowers of Tagetes minuta

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Chinese Journal of Natural Medicines 2017年第7期15卷 546-549页

作者： Sabrin Ragab Mohamed Ibrahim Gamal Abd Allah Mohamed Department of Pharmacognosy and Pharmaceutical Chemistry College of Pharmacy Taibah University Al-Madinah Al-Munawarah 30078 Saudi Arabia Department of Natural Products and Alternative Medicine Faculty of Pharmacy King Abdulaziz University Jeddah 21589 Saudi Arabia

Tagetones A(1) and B(2), two new monocyclic diterpenoids were isolated from the n-hexane fraction of fresh flowers of Tagetes minuta L.(Asteraceae). Their structures were established by multiple spectroscopic methods(IR, HR-ESI-MS, and 1D-, and 2D-NMR), in addition to comparison with literature data. Compound 1 showed cytotoxic activity towards MCF7 and A549 cancer cells with IC_(50) values being 4.68 and 4.24 μmol·L^(-1), respectively, compared to doxorubicin(IC_(50) 0.13 and 1.12 μmol·L^(-1), respectively). Compound 2 also exhibited significant activity against HCT116 cancer cells(IC_(50), 6.30 μmol·L^(-1)).

关键词： Tagetes minuta Asteraceae Monocyclic diterpenoids Tagetones cytotoxic

Isolation,structural determination and cytotoxic activity of two new ceramides from the root of Isatis indigotica

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Science China Chemistry 2009年第5期52卷 621-625页

作者： SUN DongDong DONG WeiWei LI Xiang ZHANG HanQing Pharmaceutical College Nanjing University of Chinese MedicineNanjing 210046China College of Chemistry and Chemical Engineering Nanjing University of TechnologyNanjing 210009China Institute of Botany Jiangsu Province and Chinese Academy of SciencesNanjing 210014China

Two new ceramides were isolated from the 95% EtOH extract of traditional Chinese medicinal plant Isatis indigotica. Their structures were elucidated as 1-O-β-D-glucopyranosyl-(2S, 3R)-N-(2'-hydroxypentacosanoyl)-octadeca-11E-sphingenine (1) and 1-O-β-D-glucopyranosyl-(2S,3R)-N-(2'-hydroxyhe xacosanoyl)-octadeca-11E-sphingenine (2) on the basis of spectroscopic data. Their cytotoxic effects were evaluated by using MTT method.

关键词： Isatis indigotica ceramides cytotoxic activity

Bistachybotrysins D and E,one stereoisomeric pair of cytotoxic phenylspirodrimane dimers from Stachybotrys chartarum

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Chinese Chemical Letters 2019年第2期30卷 435-438页

作者： Min Zhang Jiamin Feng Xiaona Jia Jinlian Zhao Jimei Liu Ridao Chen Kebo Xie Dawei Chen Yan Li Dan Zhang Jungui Dai State Key Laboratory of Bioactive Substance and Function of Natural Medicines Institute of Materia Medica Chinese Academy of Medical Sciences and Peking Union Medical College Key Laboratory of Biosynthesis of Natural Products of National Health and Family Planning Commission Institute of Materia Medica Chinese Academy of Medical Sciences and Peking Union Medical College

Bistachybotrysins D and E (1 and 2), one stereoisomeric pair of phenylspirodrimane dimers, were isolated from Stachybotrys chartarum CGMCC 3.5365. They represent novel phenylspirodrimane dimers with a central [6,5,6]-tricyclic carbon scaffold containing a cyclopentanone core. The structures of 1 and 2 were elucidated through extensive spectroscopic data analysis, and their absolute configurations were characterized by calculated electronic circular dichroism (ECD). Compounds 1 and 2 displayed potent cytotoxic activity against the four human tumor cell lines HCT116, BGC823, Daoy and HepG2 with IC_ (50)values ranging from 6.7 μmol/L to 11.6 μmol/L. Furthermore, a plausible biogenetic pathway for 1 and 2 is proposed.

关键词： Bistachybotrysin Stereoisomeric pair Phenylspirodrimane dimer cytotoxic activity Stachybotrys chartarum