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Griseofulvin enantiomers and bromine-containing griseofulvin derivatives with antifungal activity produced by the mangrove endophytic fungus Nigrospora sp.QQYB1

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Marine Life Science & Technology 2024年第1期6卷 102-114页

作者： Ge Zou Wencong Yang Tao Chen Zhaoming Liu Yan Chen Taobo Li Gulab Said Bing Sun Bo Wang zhigang she School of Chemistry Sun Yat-sen UniversityGuangzhou 510275China State Key Laboratory of Applied Microbiology Southern China Guangdong Provincial Key Laboratory of Microbial Culture Collection and ApplicationInstitute of MicrobiologyGuangdong Academy of SciencesGuangzhou 510070China School of Pharmacy Anhui Medical UniversityHefei 230032China Department of Chemistry Women University SwabiSwabi 23430Pakistan

Marine microorganisms have long been recognized as potential sources for drug discovery.Griseofulvin was one of the first antifungal natural products and has been used as an antifungal agent for decades.In this study,12 new griseofulvin derivatives[(±)-1-2,(+)-3,(±)-4,10-12,and 14-15]and two new griseofulvin natural products(9 and 16)together with six known analogues[(-)-3,5-8,and 13]were isolated from the mangrove-derived fungus Nigrospora sp.QQYB1 treated with 0.3%NaCl or 2%NaBr in rice solid medium.Their 2D structures and absolute configurations were established by extensive spectroscopic analysis(1D and 2D NMR,HRESIMS),ECD spectra,computational calculation,DP4+analysis,and X-ray single-crystal diffraction.Compounds 1-4 represent the first griseofulvin enantiomers with four absolute configurations(2S,6'S;2R,6'R;2S,6'R;2R,6'S),and compounds 9-12 represent the first successful production of brominated griseofulvin derivatives from fungi via the addition of NaBr to the culture medium.In the antifungal assays,compounds 6 and 9 demonstrated significant inhibitory activities against the fungi Colletotrichum truncatum,Microsporum gypseum,and Trichophyton mentagrophyte with inhibition zones varying between 28 and 41 mm(10μg/disc).The structure-activity relationship(SAR)was analyzed,which showed that substituents at C-6,C-7,C-6'and the positions of the carbonyl and double bond of griseofulvin derivatives significantly affected the antifungal activity.

关键词： Mangrove endophytic fungus Nigrospora sp. Griseofulvin Antifungal activity

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Association Between Lipid Profiles and Left Ventricular Hypertrophy:New Evidence from a Retrospective Study

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Chinese Medical Sciences Journal 2022年第2期37卷 103-117页

作者： Xuewei Huang Keqiong Deng Juanjuan Qin Fang Lei Xingyuan Zhang Wenxin Wang Lijin Lin Yuming Zheng Dongai Yao Huiming Lu Feng Liu Lidong Chen Guilan Zhang Yueping Liu Qiongyu Yang Jingjing Cai zhigang she Hongliang Li Department of Cardiology Renmin Hospital of Wuhan UniversityWuhan 430060China Department of Cardiology Center Hospital of HuanggangHuanggangHubei 438000China Huanggang Institute of Translaten Medicine HuanggangHubei 438000China Department of Cardiology Zhongnan Hospital of Wuhan UniversityWuhan 430071China Institute of Model Animal Wuhan UniversityWuhan 430071China School of Basic Medical Science Wuhan UniversityWuhan 430071China Physical Examination Center The Central Hospital of WuhanWuhan 430014China Physical Exami nation Center Zhongnan Hospital of Wuhan UniversityWuhan 430071China General Medical Department CR&WISCO General HospitalWuhan 430000China In formation Center Hubei Provincial Hospital of Integrated Chinese and Western MedicineWuhan 430015China Department of Medical Examination Center Taihe HospitalHubei University of MedicineShiyanHubei 442000China Department of Health Management Xiaogan Hospital Affiliated to Wuhan University of Science and TechnologyXiaoganHubei 432000China Basic Medical Laboratory General Hospital of Central Theater CommandWuhan 430070China Hubei Key Laboratory of Central Nervous System Tumor and Intervention Wuhan 430070China Chinese Medicine Center Shiyan Renmin HospitalShiyanHubei 442000China Department of Cardiology The Third Xiangya HospitalCentral South UniversityChangsha 410000China

Objective To explore the association between lipid profiles and left ventricular hypertrophy in a Chinese general population.Methods We conducted a retrospective observational study to investigate the relationship between lipid markers[including triglycerides,total cholesterol,low-density lipoprotein cholesterol,high-density lipoprotein(HDL)cholesterol,non-HDL-cholesterol,apolipoprotein A-I,apolipoprotein B,lipoprotein[a],and composite lipid profiles]and left ventricular hypertrophy.A total of 309,400 participants of two populations(one from Beijing and another from nationwide)who underwent physical examinations at different health management centers between 2009 and 2018 in China were included in the cross-sectional study.7,475 participants who had multiple physical examinations and initially did not have left ventricular hypertrophy constituted a longitudinal cohort to analyze the association between lipid markers and the new-onset of left ventricular hypertrophy.Left ventricular hypertrophy was measured by echocardiography and defined as an end-diastolic thickness of the mterventricular septum or left ventricle posterior wall>11 mm.The Logistic regression model was used in the cross-sectional study.Cox model and Cox model with restricted cubic splines were used in the longitudinal cohort.Results In the cross-sectional study for participants in the highest tertile of each lipid marker compared to the respective lowest,triglycerides[odds ratio(OR):1.2S0,95%CI:1.060 to 1.474],HDL-cholesterol(OR:0.780,95%CI:0.662 to 0.918),and lipoprotein(a)(OR:1.311,95%C7:1.115 to 1.541)had an association with left ventricular hypertrophy.In the longitudinal cohort,for participants in the highest tertile of each lipid marker at the baseline compared to the respective lowest,triglycerides[hazard ratio(HR):3.277,95%C/:1.720 to 6.244],HDL-cholesterol(HR:0.516,95%C7:0.283 to 0.940),non-HDL-cholesterol(HR:2.309,95%C/:1.296 to 4.112),apolipoprotein B(HR:2.244,95%CI:1.251 to 4.032)showed an association with new-onset left ventricular hy

关键词： left ventricular hypertrophy lipid triglycerides apolipoprotein

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Three New Chromone Derivatives Produced by Phomopsis sp. HNY29-2B from Acanthus ilicifolius Linn.

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Chinese Journal of Chemistry 2017年第12期35卷 1889-1893页

作者： Bo Ding Zhiyuan Wang Guoping Xia Xishan Huang Fang Xu Wenrui Chen zhigang she School of Chemistry Sun Yat-Sen University Guangzhou Guangdong 510275 China Guangdong Inspection and Quarantine Technology Center Guangdong Entry-Exit Inspection and Quarantine Bureau Guangzhou Guangdong 510623 China Institute of Tumor Pharmacology College of Pharmacy Jinan University Guangzhou Guangdong 510632 China

Three new chromone derivatives, phomochromenones A-C （1-3）, and one known chaetocyclinone B （4） were obtained from the cultures ofPhomopsis sp. HNY29-2B isolated from the mangrove Acanthus ilicifolius Linn., which was collected from the South China Sea. Their structures were determined by the analysis of 1D NMR and 2D NMR as well as mass spectroscopic data. The absolute configurations of I and 2 were assigned by quantum chemi- cal calculations of the electronic circular dichroism （ECD） spectra. Compound 3 is the third example of alkaloids possessing the unique chromeno [3,2-c] pyridine nucleus. In the bioactivity assay, compound 4 showed cytotoxicity against human prostate cancer cell lines （PC-3 and DU145 cells） with the IC50 values of 8.13 and 3.59 μmol/L, respectively.

关键词： phomochromenones Phomopsis sp. absolution configurations electronic circular dichroism cytotoxicity

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Association Analysis of Hyperlipidemia with the 28-Day All-Cause Mortality of COVID-19 in Hospitalized Patients

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Chinese Medical Sciences Journal 2021年第1期36卷 17-26页

作者： Bin Wu Jianghua Zhou Wenxin Wang Huilin Yang Meng Xia Binghong Zhang zhigang she Hongliang Li Department of Cardiology Renmin Hospital of Wuhan UniversityWuhan 430071China Institute of Model Animal Wuhan UniversityWuhan 430071China Basic Medical School Wuhan UniversityWuhan 430071China Department of Neonatology Renmin Hospital of Wuhan UniversityWuhan 430072China Medical Science Research Center Zhongnan Hospital of Wuhan UniversityWuhan 430071China

Objective This study aimed to determine the association of hyperlipidemia with clinical endpoints among hospitalized patients with COVID-19,especially those with pre-existing cardiovascular diseases(CVDs)and diabetes.Methods This multicenter retrospective cohort study included all patients who were hospitalized due to COVID-19 from 21 hospitals in Hubei province,China between December 31,2019 and April 21,2020.Patients who were aged<18 or≥85 years old,in pregnancy,with acute lethal organ injury(e.g.,acute myocardial infarction,severe acute pancreatitis,acute stroke),hypothyroidism,malignant diseases,severe malnutrition,and those with normal lipid profile under lipid-lowering medicines(e.g,statin,niacin,fenofibrate,gemfibrozil,and ezetimibe)were excluded.Propensity score matching(PSM)analysis at 1:1 ratio was performed to minimize baseline differences between patient groups of hyperlipidemia and non-hyperlipidemia.PSM analyses with the same strategies were further conducted for the parameters of hyperlipidemia in patients with increased triglyceride(TG),increased low・density lipoprotein cholesterol(LDL-C),and decreased high-density lipoprotein cholesterol(HDL-C).Mixed-effect Cox model analysis was performed to investigate the associations of the 28-days all-cause deaths of COVID-19 patients with hyperlipidemia and the abnormalities of lipid parameters.The results were verified in male,female patients,and in patients with pre-existing CVDs and type 2 diabetes.Results Of 1094S inpatients confirmed as COVID-19,there were 9822 inpatients included in the study,comprising 3513(35.8%)cases without hyperlipidemia and 6309(64.2%)cases with hyperlipidemia.Based on a mixed-effect Cox model after PSM at 1:1 ratio,hyperlipidemia was not associated with increased or decreased 28-day all-cause death[adjusted hazard ratio(HR),1.17(95%C/,0.95-1.44),P二0.151].Wb found that the parameters of hyperlipidemia were not associated with the risk of 28-day all-cause mortality[adjusted HR,1.23(95%CI,0.98-1.55),P=0.075 in TG increase group;0.

关键词： coronavirus disease 2019(COVID-19) lipid disorder mortality cardiovascular diseases diabetes

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Peniazaphilones A—I,Produced by Co-culturing of Mangrove Endophytic Fungi,Penicillium sclerotiorum THSH-4 and Penicillium sclerotiorum ZJHJJ-18

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Chinese Journal of Chemistry 2021年第12期39卷 3404-3412页

作者： Wencong Yang Jie Yuan Qi Tan Yan Chen Yujia Zhu Hongming Jiang Ge Zou Zhenming Zang Bo Wang zhigang she School of Chemistry Sun Yat-Sen UniversityGuangzhouGuangdong 510275China Department of Biochemistry Zhongshan School of MedicineSun Yat-Sen UniversityGuangzhouGuangdong 510080China Key Laboratory of Tropical Disease Control Sun Yat-Sen UniversityMinistry of EducationGuangzhouGuangdong 510080China National R&D Center for Edible Fungus Processing Technology Henan UniversityKaifengHenan 475004China

Co-culturing the mangrove endophytic fungus Penicillium sclerotiorum THSH-4 with Penicillium sclerotiorum ZJHJJ-18 in PDB medium resulted in the production of nine new azaphilones derivatives,peniazaphilones A—I(1-9),and six known azaphilones derivatives(10-15).Their structures were elucidated by analysis of detailed spectroscopic data,single-crystal X-ray diffraction,ECD spectra,^(13)C NMR calculation and DP4+analysis.It is noteworthy that compound 1 with an isoquinoline quinone moiety,was isolated from natural source for the first time.Besides,compound 2 is the third reported phenylhydrazone derivative from fungi.In the bioactivity assays,compounds 1,12,14 and 15(IC_(50)=4.71-17.64μmol/L)exhibited potent inhibition of LPS-induced NO release from RAW264.7 without obvious cytotoxicity within 50μmol/L compared to the positive control indomethacin(IC_(50)=35.27μmol/L).Moreover,compounds 1 and 13 displayed moderate to strong cytotoxicity to A549 and MDA-MB-435,with IC_(50) values in the range of 6.84-14.63μmol/L.Together compound 1 showed moderate broad-spectrum antibacterial activity.

关键词： Co-culture Natural products Azaphilones Structure elucidation Cytotoxicity

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红树植物桐花树内生真菌Talaromyces amestolkiae 30的次生代谢产物

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中山大学学报（自然科学版）（中英文） 2024年第2期63卷 160-167页

作者：刘洪亮赵飞唐凤婷李锦俊张轩杜志云黄华容佘志刚广东工业大学生物医药学院广东广州510006 中山大学化学学院广东广州510006

对红树植物桐花树内生真菌Talaromyces amestolkiae 30的次级代谢产物进行了研究。采用大米固体发酵培养,色谱分离技术纯化单体,ESIMS和NMR等波谱数据分析,鉴定了12个异香豆素单体化合物:aspergillumarin A(1)、aspergillumarin B(2)、5... 详细信息

对红树植物桐花树内生真菌Talaromyces amestolkiae 30的次级代谢产物进行了研究。采用大米固体发酵培养,色谱分离技术纯化单体,ESIMS和NMR等波谱数据分析,鉴定了12个异香豆素单体化合物:aspergillumarin A(1)、aspergillumarin B(2)、5,6-dihydroxy-3-(4-hydroxypentyl)-isochroman-1-one(3)、mucorisocoumarin A(4)、peniisocoumarin H(5)、peniisocoumarin E(6)、dichlorodiaportin(7)、mucorisocoumarin C(8)、peniisocoumarin G(9)、talumarin A(10)、5,6,8-trihydroxy-4-(1'-hydroxyethyl)-isocoumarin(11)和sescandelin(12),其中化合物4、6、7首次从篮状属真菌中分离得到。二倍稀释法抑菌活性测试显示,化合物4、6、7有抑制金黄色葡萄球菌作用;MTT法测试细胞毒活性,表明化合物7对前列腺癌PC-3细胞和VCaP细胞有细胞毒活性。

关键词：红树林真菌篮状菌次级代谢产物异香豆素类

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一株中华稻蝗内生真菌Fusarium lateritium ZMT01的代谢产物

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中山大学学报（自然科学版）（中英文） 2024年第1期63卷 71-77页

作者：房豪东黄子辉李苏柠黎杨倩佘志刚熊亚红李春远华南农业大学材料与能源学院/生物基材料与能源教育部重点实验室广东广州510642 中山大学化学学院广东广州510275

研究一株中华稻蝗内生真菌Fusarium lateritium ZMT01的代谢产物,采用大米培养基发酵真菌,色谱技术分离纯化单体,波谱分析鉴定结构,共从发酵物中分离鉴定了10个化合物:fusopoltide A(1)、fusopoltide B(2)、fusopoltide D(3)、solaniol... 详细信息

研究一株中华稻蝗内生真菌Fusarium lateritium ZMT01的代谢产物,采用大米培养基发酵真菌,色谱技术分离纯化单体,波谱分析鉴定结构,共从发酵物中分离鉴定了10个化合物:fusopoltide A(1)、fusopoltide B(2)、fusopoltide D(3)、solaniol(4)、javanicin(5)、(1S,4S,10S)-3,4-dihydro-6,9-dihydroxy-8-methoxy-10(-2-oxopropyl)-1,4-methano-2-benzoxepin-5(1H)-one(6)、2,2′‐methylenebis(4‐methyl‐6‐tert‐butylphenol)(7)、2-hydroxymethyl-5-isopropoxy-4-methoxynaphthalen(8)、β-sitosterol(9)和walterolactone A(10)。其中化合物8、10为首次从Fusarium属中得到,除化合物9外,其他化合物为首次从Fusarium lateritium中分离到。采用二倍稀释法测试抗菌活性,结果显示化合物4和5对O6血清型大肠杆菌Escherichia coli有强抑制活性,MIC为6.25μg/mL,化合物4对尖孢镰孢菌Fusarium oxysporum显示中等抑菌活性,MIC为200μg/mL。

关键词：内生真菌砖红镰刀菌代谢产物抗菌活性

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IRF8靶向铁死亡在急性肺损伤中的作用及机制研究

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医学新知 2024年第4期34卷 363-371页

作者：王佳李忻炎李琳钰张晓晶杨娟折志刚武汉大学人民医院心内科武汉430060 武汉大学基础医学院武汉430071 赣南医科大学赣南创新与转化医学研究院江西赣州341000

目的探讨干扰素调节因子8(interferon regulatory factor 8,IRF8)在急性肺损伤(acute lung injury,ALI)中的作用及其机制。方法采用实时荧光定量逆转录聚合酶链反应(RT-qPCR)和蛋白免疫印迹(WB)检测体内外ALI模型中IRF8 mRNA和蛋白的表... 详细信息

目的探讨干扰素调节因子8(interferon regulatory factor 8,IRF8)在急性肺损伤(acute lung injury,ALI)中的作用及其机制。方法采用实时荧光定量逆转录聚合酶链反应(RT-qPCR)和蛋白免疫印迹(WB)检测体内外ALI模型中IRF8 mRNA和蛋白的表达。体外构建稳定过表达和敲低IRF8的A549细胞系,采用RT-qPCR检测炎症相关基因mRNA的表达;WB检测凋亡相关基因的表达。分别选取12只同窝阴性对照小鼠和12只Irf8敲除品系小鼠,构建ALI模型,收集造模后的小鼠肺组织并称重;收集并检测肺泡灌洗液中总细胞数以及总蛋白含量。采用苏木精-伊红染色及免疫荧光分析肺组织炎症浸润情况;利用RT-qPCR检测Irf8敲除小鼠肺组织炎症相关基因mRNA的表达;TUNEL染色分析肺组织凋亡情况;采用WB分别在体内外ALI模型中检测铁死亡相关信号分子的蛋白表达。结果IRF8在体内体外ALI中表达上调;体外敲低IRF8加剧细胞内炎症以及细胞凋亡,反之,过表达IRF8可在体外ALI模型中发挥保护作用;敲除Irf8加重小鼠肺损伤;进一步机制探索发现IRF8通过调控铁死亡相关信号分子表达从而减轻肺损伤。结论IRF8通过靶向铁死亡在肺损伤中发挥保护作用,为肺损伤的治疗提供潜在靶点。

关键词： IRF8 急性肺损伤铁死亡炎症凋亡

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Designing all-solid-state Z-Scheme 2D g-C_3N_4/Bi_2WO_6 for improved photocatalysis and photocatalytic mechanism insight

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Green Energy & Environment 2018年第3期3卷 229-238页

作者： Mao Mao Shuowei Zhao zhigang Chen Xiaojie she Jianjian Yi Kaixiang Xia Hui Xu Minqiang He Huaming Li School of Chemistry and Chemical Engineering Institute for Energy ResearchJiangsu University Institute of Environmental Science

Bi_2WO_6 was modified by two-dimensional g-C_3N_4(2D g-C_3N_4)via a hydrothermal method.The structure,morphology,optical and electronic properties were investigated by multiple techniques,including X-ray diffraction(XRD),X-ray photoelectron spectroscopy spectra(XPS),Fourier transform infrared spectroscopy(FT-IR),scanning electron microscopy(SEM),transmission electron microscopy(TEM),Ultravioletvisible diffuse reflection spectroscopy(DRS),photocurrent and electrochemical impedance spectroscopy(EIS),electron spin resonance(ESR),respectively.Rhodamine B(Rh B)was used as the target organic pollutant to research the photocatalytic performance of as-prepared composites.The Bi_2WO_6/2D g-C_3N_4exhibited a remarkable improvement compared with the pure Bi_2WO_6.The enhanced photocatalytic activity was because the photogenerated electrons and holes can quickly separate by Z-Scheme passageway in composites.The photocatalytic mechanism was also researched in detail through ESR analysis.

关键词： All-solid-state Z-Scheme photocatalyst 2D g-C3N4 Bi2WO6 Photocatalysis

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无瓣海桑来源内生真菌Aspergillus sp.HNY16-5B中的二聚呫吨类化合物

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中山大学学报（自然科学版）（中英文） 2022年第5期61卷 76-83页

作者：刘亚月吴颖楠佘志刚广东海洋大学食品科技学院广东湛江524088 中山大学化学学院广东广州510006

研究了海南红树植物无瓣海桑Sonneratia apetala来源内生真菌Aspergillus sp.(HNY16-5B)的次级代谢产物。利用察氏培养基对该菌株进行发酵培养,并综合运用正、反相硅胶柱层析,Sephadex LH-20凝胶和重结晶等分离手段,从中分离获得了5个... 详细信息

研究了海南红树植物无瓣海桑Sonneratia apetala来源内生真菌Aspergillus sp.(HNY16-5B)的次级代谢产物。利用察氏培养基对该菌株进行发酵培养,并综合运用正、反相硅胶柱层析,Sephadex LH-20凝胶和重结晶等分离手段,从中分离获得了5个二聚呫吨化合物(1~5)。运用MS和1D、2D NMR等现代波谱技术,并与文献数据对比,鉴定为:asperpyrone B(1)、fonsecinone A(2)、aurasperone A(3)、asperpyrone A(4)和dianhydroaurasperone C(5)。通过培养成功获得了化合物2的单晶,并利用铜靶X-Ray单晶衍射技术确定其轴手性为S。通过对比CD谱,最终确定了化合物1~5的轴手性均为S。

关键词：红树林内生真菌 Aspergillus sp. 次级代谢产物二聚呫吨

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