Pub Date : 2022-08-20DOI: 10.25135/rnp.352.2203.2390
Fathy A. Behery, Marwa Elsbaey, Kadria F. Ahmad, M. Amer, M. Lahloub
: A phytochemical study of the rhizomes of Monstera deliciosa has led to isolation of fourteen compounds ( 1 - 14 ) for the first time from the plant species. The structure elucidation was carried out using 1D and 2D NMR data. The cytotoxic activities of the compounds against the liver (HepG-2), larynx (Hep-2), colon (HCT-116), and breast (MCF-7) cancer cell lines were evaluated using MTT assay. Syringaresinol ( 6 ) showed remarkable IC 50 values against the four tested cell lines. In addition, 9, 12, 13-trihydroxy-10-octadecenoic acid ( 14 ) was highly cytotoxic against Hep-2 and HCT-116 cell lines.
{"title":"Cytotoxic Constituents from the Rhizomes of Monstera deliciosa","authors":"Fathy A. Behery, Marwa Elsbaey, Kadria F. Ahmad, M. Amer, M. Lahloub","doi":"10.25135/rnp.352.2203.2390","DOIUrl":"https://doi.org/10.25135/rnp.352.2203.2390","url":null,"abstract":": A phytochemical study of the rhizomes of Monstera deliciosa has led to isolation of fourteen compounds ( 1 - 14 ) for the first time from the plant species. The structure elucidation was carried out using 1D and 2D NMR data. The cytotoxic activities of the compounds against the liver (HepG-2), larynx (Hep-2), colon (HCT-116), and breast (MCF-7) cancer cell lines were evaluated using MTT assay. Syringaresinol ( 6 ) showed remarkable IC 50 values against the four tested cell lines. In addition, 9, 12, 13-trihydroxy-10-octadecenoic acid ( 14 ) was highly cytotoxic against Hep-2 and HCT-116 cell lines.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45788951","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}
Pub Date : 2022-08-14DOI: 10.25135/rnp.349.2206.2492
Lin-chuan Jia, Xiao-Xiao Liu, Wen-Ting Yang, Wei-ping Gao, Jin-An Liu
: A new carotane sesquiterpene, trichocarotin N ( 1 ), was isolated from a culture of the marine-derived fungus Trichoderma virens QD-11. The structure of this compound was established by detailed analysis of 1D/2D NMR and HRESIMS data. Trichocarotin N ( 1 ) exhibited moderate cytotoxicity against HeLa and MCF-7 cancer cell lines, with IC 50 values of 32.4 and 41.6 μM, respectively. Publications. All rights reserved.
{"title":"TTrichocarotin N: a New Carotane Sesquiterpene from the Marine-Derived Fungus Trichoderma virens QD-11","authors":"Lin-chuan Jia, Xiao-Xiao Liu, Wen-Ting Yang, Wei-ping Gao, Jin-An Liu","doi":"10.25135/rnp.349.2206.2492","DOIUrl":"https://doi.org/10.25135/rnp.349.2206.2492","url":null,"abstract":": A new carotane sesquiterpene, trichocarotin N ( 1 ), was isolated from a culture of the marine-derived fungus Trichoderma virens QD-11. The structure of this compound was established by detailed analysis of 1D/2D NMR and HRESIMS data. Trichocarotin N ( 1 ) exhibited moderate cytotoxicity against HeLa and MCF-7 cancer cell lines, with IC 50 values of 32.4 and 41.6 μM, respectively. Publications. All rights reserved.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47060374","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}
Pub Date : 2022-08-14DOI: 10.25135/rnp.351.2205.2462
Kiem Van Phan, Nguyen Trong Dan, Le Thi Giang, Nguyen Dinh Cu, Truong Ba Hai, Nguyen Dang Hoi, Vu Thi Loan, Dan Thi Thuy Hang, Nguyễn Xuân Nhiệm, Tai Bui Huu
: Two previously unreported compounds ( 1 and 2 ) together with eight known compounds ( 3 - 10 ) were isolated from the methanol extract of sea snail Tectus maximus Koch, 1844. Their chemical structures were determined to be 6-acetoxy-deoxyinosine ( 1 ), 6-acetoxy-inosine ( 2 ), deoxyinosine ( 3 ), inosine ( 4 ), adenosine ( 5 ), deoxyadenosine ( 6 ), deoxyuridine ( 7 ), thymidine ( 8 ), glycerol arachidonate ( 9 ), and arachidonic acid ( 10 ) on the basis of HR-ESI-MS and NMR spectroscopic analyses. This is the first report of those compounds from the genus Tectus
：从海螺Tectus maximus Koch，1844的甲醇提取物中分离出两种以前未报道的化合物（1和2）和八种已知化合物（3-10）。基于HR-ESI-MS和NMR光谱分析，它们的化学结构被确定为6-乙酰氧基脱氧肌苷（1）、6-乙酰氧-肌苷（2）、脱氧肌苷、肌苷（4）、腺苷（5）、脱氧腺苷（6）、脱氧尿苷（7）、胸苷（8）、花生四烯酸甘油酯（9）和花生四烯酸（10）。这是关于Tectus属化合物的首次报道
{"title":"Chemical Constituents of Tectus maximus Koch, 1844","authors":"Kiem Van Phan, Nguyen Trong Dan, Le Thi Giang, Nguyen Dinh Cu, Truong Ba Hai, Nguyen Dang Hoi, Vu Thi Loan, Dan Thi Thuy Hang, Nguyễn Xuân Nhiệm, Tai Bui Huu","doi":"10.25135/rnp.351.2205.2462","DOIUrl":"https://doi.org/10.25135/rnp.351.2205.2462","url":null,"abstract":": Two previously unreported compounds ( 1 and 2 ) together with eight known compounds ( 3 - 10 ) were isolated from the methanol extract of sea snail Tectus maximus Koch, 1844. Their chemical structures were determined to be 6-acetoxy-deoxyinosine ( 1 ), 6-acetoxy-inosine ( 2 ), deoxyinosine ( 3 ), inosine ( 4 ), adenosine ( 5 ), deoxyadenosine ( 6 ), deoxyuridine ( 7 ), thymidine ( 8 ), glycerol arachidonate ( 9 ), and arachidonic acid ( 10 ) on the basis of HR-ESI-MS and NMR spectroscopic analyses. This is the first report of those compounds from the genus Tectus","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44289457","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}
Pub Date : 2022-08-14DOI: 10.25135/rnp.341.2204.2434
Lanyue Zhang, Yong Ai, Minghui Tang, Y. Ai, Ni Song, Lu Ren, Zhi-Tong Zhang, Baoshan Rong, Xiaolu Chen, Xiangye Xu, Lin Geng, Tinggang He
: Globally, depression is the fourth most common disorder. It is difficult to treat and prone to recurrent episodes. To elucidate the antidepressant effect and mechanism of action of Magnolia sieboldii aromatherapy, the main components of M. sieboldii essential oils were analyzed using GC-MS. A mouse model of depression, established by repeated intraperitoneal injection of reserpine, was used to probe antidepressant efficacy. Behavioral tests were used to evaluate depressive behavior in mice. In in vivo animal studies, changes in the number of measured neurons were detected using Nissl staining, and GR protein expression was examined using immunohistochemistry. The relative expression levels of 5-hydroxytryptamine (5-HT1A) and brain-derived neurotrophic factor (BDNF) were detected using western blot (WB). The results showed that the essential oils of M. sieboldii are mainly composed of β -elemene (22.11%), trans - β -ocimene (14.87%), germacrene D (7.27%), and nerolidol (4.51%). The expression of GR protein was substantially upregulated in the tissues of mice treated with the essential oils of M. sieboldii . WB showed that the components of M. sieboldii essential oils modulated the expression of BDNF and 5-HT in serum, which remarkably attenuated depressive behavior in mice. In addition, a medium concentration of M. sieboldii substantially ameliorated depressive-like behavior in mice and increased the serum levels of 5-HT1A and BDNF. This study suggests that a medium concentration of M. sieboldii has a prominent antidepressant effect.
{"title":"AAntidepressant-Like Effect of Aromatherapy with Magnolia sieboldii Essential Oils on Depression Mice","authors":"Lanyue Zhang, Yong Ai, Minghui Tang, Y. Ai, Ni Song, Lu Ren, Zhi-Tong Zhang, Baoshan Rong, Xiaolu Chen, Xiangye Xu, Lin Geng, Tinggang He","doi":"10.25135/rnp.341.2204.2434","DOIUrl":"https://doi.org/10.25135/rnp.341.2204.2434","url":null,"abstract":": Globally, depression is the fourth most common disorder. It is difficult to treat and prone to recurrent episodes. To elucidate the antidepressant effect and mechanism of action of Magnolia sieboldii aromatherapy, the main components of M. sieboldii essential oils were analyzed using GC-MS. A mouse model of depression, established by repeated intraperitoneal injection of reserpine, was used to probe antidepressant efficacy. Behavioral tests were used to evaluate depressive behavior in mice. In in vivo animal studies, changes in the number of measured neurons were detected using Nissl staining, and GR protein expression was examined using immunohistochemistry. The relative expression levels of 5-hydroxytryptamine (5-HT1A) and brain-derived neurotrophic factor (BDNF) were detected using western blot (WB). The results showed that the essential oils of M. sieboldii are mainly composed of β -elemene (22.11%), trans - β -ocimene (14.87%), germacrene D (7.27%), and nerolidol (4.51%). The expression of GR protein was substantially upregulated in the tissues of mice treated with the essential oils of M. sieboldii . WB showed that the components of M. sieboldii essential oils modulated the expression of BDNF and 5-HT in serum, which remarkably attenuated depressive behavior in mice. In addition, a medium concentration of M. sieboldii substantially ameliorated depressive-like behavior in mice and increased the serum levels of 5-HT1A and BDNF. This study suggests that a medium concentration of M. sieboldii has a prominent antidepressant effect.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46462374","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}
Pub Date : 2022-08-06DOI: 10.25135/rnp.348.2204.2447
Zhongbin Cheng, Yu Liu, F. Yang, Xiaoqian Zhang, Ying-Chun Qiao, Wei Xu, Qin Li
: The fungal strain Aspergillus fumigatus CBC18132, isolated from deep-sea sediment, was investigated for secondary metabolites. Fermentation on rice medium followed by chromatographic separation led to the isolation of three polyketides ( 1 − 3 ) and ten alkaloids ( 4 − 13 ). The structures were determined by analyses of spectroscopic data ( 1 H and 13 C NMR, and MS data). The absolute configuration of the anthraquinone-derivative trypacidin ( 1 ) was resolved for the first time by a combination of ECD and specific rotation calculation. The probable biogenetic relationships of compounds 1 − 3 were described. All isolated compounds were inactive toward the -glucosidase at the initial concentration of 4 mM.
{"title":"Polyketides and Alkaloids from the Deep-Sea-Derived Fungus Aspergillus fumigatus CBC18132","authors":"Zhongbin Cheng, Yu Liu, F. Yang, Xiaoqian Zhang, Ying-Chun Qiao, Wei Xu, Qin Li","doi":"10.25135/rnp.348.2204.2447","DOIUrl":"https://doi.org/10.25135/rnp.348.2204.2447","url":null,"abstract":": The fungal strain Aspergillus fumigatus CBC18132, isolated from deep-sea sediment, was investigated for secondary metabolites. Fermentation on rice medium followed by chromatographic separation led to the isolation of three polyketides ( 1 − 3 ) and ten alkaloids ( 4 − 13 ). The structures were determined by analyses of spectroscopic data ( 1 H and 13 C NMR, and MS data). The absolute configuration of the anthraquinone-derivative trypacidin ( 1 ) was resolved for the first time by a combination of ECD and specific rotation calculation. The probable biogenetic relationships of compounds 1 − 3 were described. All isolated compounds were inactive toward the -glucosidase at the initial concentration of 4 mM.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44115053","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}
: A new tigliane-type diterpenoid ( 1 ) and three known analogues ( 2 − 4 ) were isolated from the seeds of Croton tiglium . Extensive spectroscopic analyses, especially the 2D NMR experiments were used to determine their structures. The absolute configuration of 1 was defined by single-crystal X-ray diffraction data. The cytotoxicity 1 − 4 was evaluated against melanoma cell line A375, and the results showed that compounds 1 , 3 , and 4 exhibited certain cytotoxicities.
{"title":"Tigliane-Type Diterpenoids from the Seeds of Croton tiglium","authors":"Qian-Wen Niu, Lijuan Zhang, Fei-Fei Li, Jianyong Zhu","doi":"10.25135/rnp.344.2205.2455","DOIUrl":"https://doi.org/10.25135/rnp.344.2205.2455","url":null,"abstract":": A new tigliane-type diterpenoid ( 1 ) and three known analogues ( 2 − 4 ) were isolated from the seeds of Croton tiglium . Extensive spectroscopic analyses, especially the 2D NMR experiments were used to determine their structures. The absolute configuration of 1 was defined by single-crystal X-ray diffraction data. The cytotoxicity 1 − 4 was evaluated against melanoma cell line A375, and the results showed that compounds 1 , 3 , and 4 exhibited certain cytotoxicities.","PeriodicalId":21053,"journal":{"name":"Records of Natural Products","volume":" ","pages":""},"PeriodicalIF":1.9,"publicationDate":"2022-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44243985","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}
: 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.
{"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}
Pub Date : 2022-07-25DOI: 10.25135/rnp.343.2203.2396
T. Duong, Hoang-Dung Nguyen, H. T. Nguyen, T. Nguyen, Ngoc‐Hong Nguyen, Huu-Hung Nguyen, J. Sichaem
: 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.
{"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}
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