{"title":"Polyketides and Alkaloids from the Fungus Penicillium sp.","authors":"Q. Chen, Yifang Chen, Ying Lu, Jian-Qiang Zhao","doi":"10.25135/rnp.363.2210.2593","DOIUrl":"https://doi.org/10.25135/rnp.363.2210.2593","url":null,"abstract":": The marine-derived fungus SCZ-1 was cultured on rice solid medium. The fermented materials was extracted using ethyl acetate to afford an extract, which was separated by repeated column chromatography to afford three polyketides and five alkaloids, including 2 new polyketides ( 1 and 2 ). The known compounds were identified to be penipyrol A ( 3 ), cyclopenin ( 4 ), cyclopenol ( 5 ), terretrione D ( 6 ), viridicatol ( 7 ), and viridicatin ( 8 ). The structures of 1 and 2 were determined by extensive analyses of spectroscopic data (1D and 2D NMR, and HRESIMS). The absolute configuration of 2 was assigned by comparison of the experimental ECD spectrum with calculated ECD spectrum. Compound 1 , bearing a two-carbon side chain at C-2, is seldom found among natural isocoumarins. All metabolites were screened for their inhibitory effects toward -glucosidase, only compound 8 showed weak activity with an IC 50 value of 548 M.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44531358","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xinya Xu, Chun-Ju Lu, Zhenzhou Tang, Y. Liu, Cheng-Hai Gao, Haiyan Li, Ge Zhang, Zhi-wei Su
{"title":"Secondary Metabolites from Marine-Derived Fungus Aspergillus carneus GXIMD00519","authors":"Xinya Xu, Chun-Ju Lu, Zhenzhou Tang, Y. Liu, Cheng-Hai Gao, Haiyan Li, Ge Zhang, Zhi-wei Su","doi":"10.25135/rnp.355.2207.2518","DOIUrl":"https://doi.org/10.25135/rnp.355.2207.2518","url":null,"abstract":": Two new compounds, carneusins A-B ( 1-2 ), as well as fifteen known compounds ( 3-17 ), were isolated from the marine-derived fungus Aspergillus carneus GXIMD00519. Their structures were elucidated by the analysis of detailed spectroscopic data and quantum chemistry calculations. All the compounds were evaluated for their antibacterial, antibiofilm and cytotoxic effects. Compound 1 showed a moderate inhibitory effect against MRSA with the MIC value of 32 µg/mL. Compound 2 exhibited an anti-microfouling effect against biofouling bacterial Vibrio rotiferianus and Alteromonas macleodii with MIC value of 64 µg/mL. Compound 5 displayed antibiofilm activity against A. macleodii with the EC 50 value of 10.42 ± 0.58 µg/mL. Compounds 1 , 3 , 4 , 8 and 15 showed cytotoxicity against human pancreatic cancer cell lines SW1990, colorectal adenocarcinoma cell line DLD1, human pancreatic cancer cell line PANC1, and human hepatocellular carcinoma cell line Bel7402 with IC 50 values ranging of 2.75-17.77 µM.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":"1 1","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"69542884","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A New Monoterpene Rhamnoside from Cercis glabra Legumes","authors":"Penghua Shu, Tingxiao Xu, Yueyue Lou, Yabing Ge, Xiaoqing Lu, Pengpai Zhang","doi":"10.25135/rnp.362.2209.2593","DOIUrl":"https://doi.org/10.25135/rnp.362.2209.2593","url":null,"abstract":": A new monoterpene rhamnoside, (+)-( R )- α -terpineol α -L-rhamnoside ( 1 ), along with ten known compounds ( 2 – 11 ) were obtained after purification of the ethanol extract of Cercis glabra legumes. Their structures were elucidated by spectroscopic evidence including NMR, optical rotatory dispersion (ORD), HR-ESI-MS and chemical hydrolysis. In the acetylcholinesterase inhibitory assay, compounds 3 and 8 showed high percentages of inhibition which were comparable to the activity of donepezil (a commercial drug, the positive control), and exhibited IC 50 values of 0.488, 0.391 mg/mL. These bioactive components could be promising acetylcholinesterase inhibitors.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-10-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48266366","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Two New Spirostanol Glycosides from the Roots and Rhizomes of Helleborus thibetanus Franch.","authors":"Xiaomei Song, Yu-ze Li, Zilong Zhang, Wenli Huang, Huawei Zhang, Yi Jiang, Jianli Liu, Dongdong Zhang","doi":"10.25135/rnp.361.2207.2520","DOIUrl":"https://doi.org/10.25135/rnp.361.2207.2520","url":null,"abstract":": Two new spirostanol glycosides, thibetanosides J and K ( 1 and 2 ), along with three known ones ( 3 - 5 ) were isolated from the roots and rhizomes of Helleborus thibetanus . Their structures were elucidated by extensive use of spectroscopic techniques and chemical evidence. In this study, compounds 1 - 5 were evaluated for their cytotoxic activity against HCT116, A549 and HepG2 tumor cell lines. Among them, compound 1 exhibited moderate cytotoxicity against A549 cells (IC 50 7.69 ± 1.13 μM) and HepG 2 cells (IC 50 8.32 ± 2.63 μM). Compound 2 exhibited moderate cytotoxicity against HCT116 cells (IC 50 20.67 ± 1.06 μM).","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48602106","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"8S, 9R)-Dihydroisoflavipucine, a New Isoflavipucine Derivative from the Endophytic Fungi Botryosphaeria dothidea","authors":"Zhangshuang Deng, Hui Chen, Wendan Li, Liangmin Xue, Xiu-Jin Liu, Yiqing Zhou","doi":"10.25135/rnp.360.2206.2500","DOIUrl":"https://doi.org/10.25135/rnp.360.2206.2500","url":null,"abstract":": A new isoflavipucine derivative, (8 S , 9 R )-dihydroisoflavipucine ( 1 ), is isolated from an ethyl acetate extract of endophytic fungi Botryosphaeria dothidea (D4-2) derived from Taxus mairei . The structure of 1 is elucidated based on nuclear magnetic resonance, circular dichroism, and mass spectrometry. The antiproliferative activity of the isolates against breast cancer cells MDA-MB-231, MCF7 and 4T1 are evaluated.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47309217","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
H. Džudžević-Čančar, Emina Boškailo, A. Dedić, Z. Marijanović, A. Alispahić, Ismet Fatih Čančar, Danijela Vidic, I. Jerković
{"title":"Clinopodium nepeta (L.) Kuntze from Bosnia and Herzegovina: Chemical Characterisation of Headspace and Essential Oil of Fresh and Dried Samples","authors":"H. Džudžević-Čančar, Emina Boškailo, A. Dedić, Z. Marijanović, A. Alispahić, Ismet Fatih Čančar, Danijela Vidic, I. Jerković","doi":"10.25135/rnp.357.2207.2504","DOIUrl":"https://doi.org/10.25135/rnp.357.2207.2504","url":null,"abstract":": The samples of Clinopodium nepeta (L.) Kuntze (Lamiaceae) aerial parts were collected from four different localities in sub-Mediterranean area of Bosnia and Herzegovina and subjected to phytochemical profiling. Shade-dried and fresh samples were used to determine their headspace volatile organic composition by solid-phase microextraction on two differently coated fibers. Corresponding essential oils were obtained by hydrodistillation. Both headspace and essential oil were analysed by gas chromatography-mass spectrometry Among detected compounds, piperitenone oxide and pulegone were dominant in the headspace of shade-dried and fresh C. nepeta samples. The essential oils contained 42 compounds including pulegone (44.8%), piperitenone (48.8%) and piperitenone oxide (60.2%) as the major compounds, followed by limonene, cis piperitone oxide, p -menthone and dihydrocarvyl acetate. In this work, a wide range of volatile compounds present in C. nepeta samples from Bosnia and Herzegovina was determined. The obtained data provides detail phytochemical analysis of the volatiles of C. nepeta and therefore completes earlier researches of this plant from the other geographical areas.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49651524","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A New Lignan from the Herbaceous stems of Ephedra intermedia Schrenket C. A. Meyer.","authors":"Weisheng Feng, Xi-ling Fan, Yan-gang Cao, Mengnan Zeng, Ru Wang, Yanling Liu, Chenxiang Xu, Xin-yi Ma, Ying-jie Ren, Chen He, Xiangda Li, Xiaoke Zheng","doi":"10.25135/rnp.359.2207.2519","DOIUrl":"https://doi.org/10.25135/rnp.359.2207.2519","url":null,"abstract":": A new lignan eplignan A ( 1 ), along with six konwn lignans ( 2 – 7 ) was isolated from the herbaceous stems of Ephedra intermedia Schrenket C. A. Meyer. Their structures were elucidated based on the spectroscopic evidence, mainly including NMR and HRESIMS data. The absolute configuration of 1 was determined by comparing calculated and experimental electronic circular dichroic (ECD) spectra. Moreover, all compounds ( 1 – 7 ) were evaluated for their protective effects against the BEAS-2B cells injury induced by TGF- β 1 in vitro , and the results showed that compounds 1 , 2 , 4 , and 6 exhibited significantly protective activities at the concentration of 10 μ M.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42499729","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Todasinoid A, a New Eremophilane-type Sesquiterpene from the Plant Toddalia asiatica","authors":"T. Lin, Lijing Cai, Mengying Zhang, Jie He","doi":"10.25135/rnp.356.2206.2486","DOIUrl":"https://doi.org/10.25135/rnp.356.2206.2486","url":null,"abstract":": A new sesquiterpene, named todasinoid A ( 1 ), together with eight known compounds ( 2 − 9 ) were isolated from the roots of Toddalia asiatica . The gross structure of todasinoid A were established by analyses of the NMR and HRESIMS data. A comparison of the experimental ECD spectrum of 1 with the calculated ECD spectra for a model compound ( 1a ) resolved the absolute configuration of 1 . The known compounds were identified to be bullatantriol ( 2 ), aculeatin ( 3 ), 6-(3-ethoxy-2-hydroxy-3-methylbutyl)-5,7-dimethoxy-2H-1-benzopyran-2-one ( 4 ), trans -N-p-coumaroyltyramine ( 5 ), feruloyltyramine ( 6 ), − sitosterol ( 7 ), sitosterol D -glucoside( 8 ), 7 α -hydroxysitosterol ( 9 ) by comparing the NMR data and specific rotations with reported data in literature. Compound 1 is an eremophilane-type sesquiterpenoid containing a mercaptolactate side-chain that is rarely found in nature. Compounds 2 , 5 , and 9 were isolated from this plant for the first time. Bioassay study revealed that compound 5 exhibited inhibitory effects against -glucosidase with an IC 50 of 320 M, being more active than the positive control acarbose.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":"1 1","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"69542896","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
U. Supratman, Aprilia Sari, N. Nurlelasari, A. Azhari, D. Harneti, R. Maharani, T. Mayanti, K. Farabi, Darwati Darwati, S. Fajriah, M. N. Azmi, Y. Shiono
{"title":"New Ergostane-type Sterol Produced by an Endophytic Fungus Fusarium phaseoli Isolated from Chisocheton macrophyllus (Meliaceae)","authors":"U. Supratman, Aprilia Sari, N. Nurlelasari, A. Azhari, D. Harneti, R. Maharani, T. Mayanti, K. Farabi, Darwati Darwati, S. Fajriah, M. N. Azmi, Y. Shiono","doi":"10.25135/rnp.334.2203.2387","DOIUrl":"https://doi.org/10.25135/rnp.334.2203.2387","url":null,"abstract":"","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-08-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48453557","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}