{"title":"The First Example of Di--Methane Rearrangement in Nature: Cephalotanols A and B, Two Novel Rearranged Norlignan Glycosides from Cephalotaxus fortunei Hook","authors":"Jin-Biao Xu, Xiaohui Xie, Qingqing Zhou, Yanting Zhou","doi":"10.25135/rnp.345.2205.2461","DOIUrl":"https://doi.org/10.25135/rnp.345.2205.2461","url":null,"abstract":": A pair of unique diastereoisomers of norlignan glycosides named cephalotanols A ( 1 ) and B ( 2 ), together with two known compounds, have been isolated from the twigs and leaves of Cephalotaxus fortunei Hook. Their structures were elucidated by using a combination of spectroscopic techniques and comparison of experimental and calculated electronic circular dichroism (ECD) data. To our knowledge, cephalotanols A and B represent the first rearranged norlignan glycosides with diphenylvinylcyclopropane core found in natural sources, of which biosynthetic pathways originating from co-occurring precursors 3 S -4 - O - - D - glucopyranosylhinokiresinol ( 3 ) and 3 S -4 - O - - D -glucopyranosylhinokiresinol ( 4 ) via di- -methane rearrangement is proposed.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":"30 11","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-07-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41246221","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}
T. Duong, Hoang-Dung Nguyen, H. T. Nguyen, T. Nguyen, Ngoc‐Hong Nguyen, Huu-Hung Nguyen, J. Sichaem
{"title":"Myrrhalindenane C, a New Eudesmane Sesquiterpenoid From Lindera Myrrha Roots","authors":"T. Duong, Hoang-Dung Nguyen, H. T. Nguyen, T. Nguyen, Ngoc‐Hong Nguyen, Huu-Hung Nguyen, J. Sichaem","doi":"10.25135/rnp.343.2203.2396","DOIUrl":"https://doi.org/10.25135/rnp.343.2203.2396","url":null,"abstract":": Phytochemical investigation of Lindera myrrha roots growing in Vietnam afforded a new eudesmane sesquiterpenoid, myrrhalindenane C ( 1 ), along with seven known compounds, rel -5-(3 S ,8 S -dihydroxy-1 R ,5 S -dimethyl-7-oxa-6-oxobicyclo[3,2,1]-oct-8-yl)-3-methyl-2 Z ,4 E -pentadienoic acid ( 2 ), 1- O -(4-hydroxy-2,6-dimethoxyphenoxy)-6- O -[ rel -5-(3 S ,8 S -dihydroxy-1 R ,5 S -dimethyl-7-oxa-6-oxobicyclo[3,2,1]-oct-8-yl)-3-methyl-2 Z ,4 E -pentadienoyl]-β-D-glucopyranose ( 3 ), curcumin ( 4 ), demethoxycurcumin ( 5 ), bisdemethoxycurcumin ( 6 ), (1 E ,6 E )-1,7-bis(4-methoxyphenyl)-1,6-heptadiene-3,5-dione ( 7 ), and sanjoseolide ( 8 ). The structures were determined by analysis of their MS and NMR data as well as by comparison with literature values. All compounds were evaluated for antimicrobial activity against antibiotic-resistant, pathogenic bacteria Enterococcus faecium, Staphylococcus aureus , and Acinetobacter baumannii . Publications. All rights reserved.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45710175","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}
Feng-qing Xu, De-Peng Wu, Lei Sun, Chui-Jian Kong, Huan Zhao
{"title":"Two New Disaccharide Glycosides from the Root Cortex of Paeonia ostii","authors":"Feng-qing Xu, De-Peng Wu, Lei Sun, Chui-Jian Kong, Huan Zhao","doi":"10.25135/rnp.342.2206.2475","DOIUrl":"https://doi.org/10.25135/rnp.342.2206.2475","url":null,"abstract":": Two new glycosides 2-hydroxy-4-methoxy-acetophenone-3- O -[ β -D-apiofuranosyl (1→6)- β -D-glucoside ( 1 ) and 4-hydroxy-2- O-β -rutinosyl acetophenone ( 2 ), along with two known compounds, paeonolide ( 3 ), involcranoside B ( 4 ) were isolated from the roots of Paeonia ostii . In addition, compound 4 was isolated from this genus for the first time. Their structures were established on the basis of spectral and chemical evidence. All the compounds showed inactive nitric oxide (NO) inhibitory effects.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43071866","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}
Nayara F. Gomes, Manoel Leão L. Júnior, Antônio José C. Filho, Lourivaldo S. Santos, Luís Cláudio N. Silva, E. Rodrigues-Filho
{"title":"Lactones from Glomerella cingulata Cultivated in Rice:Structural Studies and Antimicrobial Evaluation","authors":"Nayara F. Gomes, Manoel Leão L. Júnior, Antônio José C. Filho, Lourivaldo S. Santos, Luís Cláudio N. Silva, E. Rodrigues-Filho","doi":"10.25135/rnp.340.2202.2352","DOIUrl":"https://doi.org/10.25135/rnp.340.2202.2352","url":null,"abstract":": Extracts of the endophytic fungus Glomerella cingulata grown in polish rice, were fractionated by chromatographic procedures including preparative scale HPLC. The isolated compounds were structurally elucidated through spectroscopic analysis, mainly 1 H and 13 C NMR and HRMS. These analyzes allowed the identification of pestalotin-1 ( 1 ) and the phthalides (3R*,8S*)-5,7-dihydroxy-3-(1-hydroxyethyl)-phthalide ( 2 ) and (3R*,8R*)-5,7-dihydroxy-3-(1-hydroxyethyl)-phthalide ( 3 ). The extracts, their fractions and isolated substances were tested against several bacteria. The lactone 2 showed some activity against lineages of E. coli and Enterococcus faecalis while its diastereomer 3 and pestalotin-1 were inactive","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46267592","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}
M. Jauhar, I. Anshori, Michaella Yosephine, Putri Hawa Syaifie, Azza Hanif Harisna, D. W. Nugroho, E. Mardliyati, Adzani Gaisani Arda
{"title":"In Silico Study of Natural Xanthones as Potential Inhibitors of Alpha-Glucosidase and Alpha-Amylase","authors":"M. Jauhar, I. Anshori, Michaella Yosephine, Putri Hawa Syaifie, Azza Hanif Harisna, D. W. Nugroho, E. Mardliyati, Adzani Gaisani Arda","doi":"10.25135/rnp.337.2203.2391","DOIUrl":"https://doi.org/10.25135/rnp.337.2203.2391","url":null,"abstract":": Type 2 diabetes mellitus is a disease caused by insulin resistance. Many types of oral medications exist, but the effectiveness and side effects differ from patient to patient, so alternative drugs are still required. One compound group receiving much scientific interest regarding its antidiabetic potential is xanthones as potential alpha-glucosidase and alpha-amylase inhibitors. This study performed molecular docking simulations on all 515 natural xanthones with alpha-glucosidase and alpha-amylase as the protein targets. We found 31 unique ligands that comply, and the three best ligands per protein target were filtered based on how many active site residues the ligands interacted with the targets. The three best alpha-glucosidase inhibitors are 3,4,5,8-tetrahydroxy-1,2-diisoprenylxanthone, Polygalaxanthone V, and Polygalaxanthone VII. As for alpha-amylase, we found 1-O-primeverosyl-3,8-dihydroxy-5-methoxyxanthone, Garcimangosone C, and Mangostinone as the best inhibitors. The six chosen and standard ligands underwent 2 ns molecular dynamics simulations. Both standard ligands had the highest interaction energies, followed by complexes with glycosylated xanthones, and prenylated xanthones. We also found that the prenylated xanthones could retain their initial protein-ligand interactions. Therefore, this is the first study that revealed prenylated xanthones have a good potential as anti-type 2 diabetes mellitus agents among other xanthones groups through in silico method.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-06-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41522469","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":"Psammosilenin C, a New Cyclic Peptide from Psammosilene tunicoides","authors":"Yanhong Li, Xiu-xia Yang, X. Bai, Hongrui Li, Jingxian Sun, Yong Xiong, Xiangzhong Huang","doi":"10.25135/rnp.336.2203.2399","DOIUrl":"https://doi.org/10.25135/rnp.336.2203.2399","url":null,"abstract":"04, 2022) Abstract: Phytochemical investigation of Psammosilene tunicoides led to isolation of a new cyclicpeptide, psammosilenin C ( 1 ) and three known compounds, 1-O-( β -D-glucopyranosyl)-(2 S ,3 R ,4 E ,8 E )-2-[(2 R )-2-hydroxypentadecanoylamino]-4,8-octadecadiene-1,3-diol ( 2 ), dihydroferulic acid ( 3 ) and vanillylacetone ( 4 ). Their structures were elucidated by comprehensive spectroscopic methods, including 1D and 2D NMR spectroscopic, and HR-ESI-MS spectrometric data. Compounds 1 , 2 and 4 showed inhibitory activities on lipopolysaccharide (LPS)-induced NO release in RAW","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-06-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42000811","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}
Do Hoang Giang, T. Phuong, N. Dang, Nguyen Thi Hong Anh, Dat Nguyen Tien
{"title":"A New Megastigmane Glycoside and Other Constituents from Amomum muricarpum Elmer","authors":"Do Hoang Giang, T. Phuong, N. Dang, Nguyen Thi Hong Anh, Dat Nguyen Tien","doi":"10.25135/rnp.333.2203.2395","DOIUrl":"https://doi.org/10.25135/rnp.333.2203.2395","url":null,"abstract":"","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46532166","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}