Pub Date : 2002-01-01DOI: 10.1080/10575630290010993
E. Seguin, A. Elomri, P. Magiatis, A. Skaltsounis, L. Chao, F. Tillequin
Five new hexaoxygenated chalcones and one new chalcone photodimer were synthesized and their cytotoxicity against leukemia cell line L-1210 was studied. The three more active compounds were tested for their activity on the inhibition and promotion of tubulin assembly and it was found that these chalcones do not interfere with the tubulin-microtubule system at cytotoxic concentrations, and therefore operate by some different mechanism of action.
{"title":"Synthesis, Dimerization, and Biological Activity of Hexaoxygenated Chalcones Related to Calythropsin and Combretastatins","authors":"E. Seguin, A. Elomri, P. Magiatis, A. Skaltsounis, L. Chao, F. Tillequin","doi":"10.1080/10575630290010993","DOIUrl":"https://doi.org/10.1080/10575630290010993","url":null,"abstract":"Five new hexaoxygenated chalcones and one new chalcone photodimer were synthesized and their cytotoxicity against leukemia cell line L-1210 was studied. The three more active compounds were tested for their activity on the inhibition and promotion of tubulin assembly and it was found that these chalcones do not interfere with the tubulin-microtubule system at cytotoxic concentrations, and therefore operate by some different mechanism of action.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87990060","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041309
J. Krauss
Abstract The natural polyketide (±)-tanikolide (1) was prepared in eight steps starting from hex-5-enol, Key steps in this synthesis are a Sharpless dihydroxylation and a Grignard reaction between an alkyl halogenide and a ketone. The lactonization occurred spontaneously during the oxidation of the primary alcohol function to the carboxy group.
{"title":"Total Synthesis of (±) Tanikolide","authors":"J. Krauss","doi":"10.1080/10575630108041309","DOIUrl":"https://doi.org/10.1080/10575630108041309","url":null,"abstract":"Abstract The natural polyketide (±)-tanikolide (1) was prepared in eight steps starting from hex-5-enol, Key steps in this synthesis are a Sharpless dihydroxylation and a Grignard reaction between an alkyl halogenide and a ketone. The lactonization occurred spontaneously during the oxidation of the primary alcohol function to the carboxy group.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84459178","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041308
J. G. Urones, M. Sexmero, F. A. Hernandez, A.B. Pedrero P. Basabe, D. Díez, I. Marcos
Abstract Two new diterpenic acids with an ent-halimane skeleton have been isolated from the aerial parts of Halimium viscosum (Villarino de los Aires chemotype) and separated as methyl esters. These diterpenes were 13-oxo-14, 15-dinor-1(10), 11E-ent-halimadien-18-oic acid and 15-hydroxy-1 (10), 13Z-ent-halimadien-18-oic acid.
摘要从粘盐(Villarino de los Aires化学型)的气相部分分离得到两个新的具有对-卤烷骨架的二萜酸，并以甲酯形式分离得到。这些二萜分别是13-氧- 14,15 -二-1(10)，11e -对-halimadien-18-oic酸和15-羟基-1(10)，13z -对-halimadien-18-oic酸。
{"title":"Minor Diterpenoids from Halimium viscosum","authors":"J. G. Urones, M. Sexmero, F. A. Hernandez, A.B. Pedrero P. Basabe, D. Díez, I. Marcos","doi":"10.1080/10575630108041308","DOIUrl":"https://doi.org/10.1080/10575630108041308","url":null,"abstract":"Abstract Two new diterpenic acids with an ent-halimane skeleton have been isolated from the aerial parts of Halimium viscosum (Villarino de los Aires chemotype) and separated as methyl esters. These diterpenes were 13-oxo-14, 15-dinor-1(10), 11E-ent-halimadien-18-oic acid and 15-hydroxy-1 (10), 13Z-ent-halimadien-18-oic acid.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85327813","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041307
Maria Kotsos, N. Aligiannis, S. Mitaku, A. Skaltsounis, C. Charvala
Abstract The new flavonoid glycoside stachyspinoside (1), and the three iridoids, 7-O-acetyl-8-epi-loganic acid (2), ajugol (3) and harpagide (4) were isolated from Stachys spinosa. The structures of these compounds were established on the basis of mass spectrometry (ESMS and tandem MS), one-and two-dimensional nuclear magnetic resonance experiments (COSY, COSY LR, HMQC, TOCSY and HMBC) as well as simple chemical derivatization.
摘要从棘豆中分离得到新的类黄酮苷stachyspinoside(1)和环烯醚萜类化合物7- o -乙酰-8-表马甘酸(2)、阿胶苷(3)和哈弗苷(4)。通过质谱(ESMS)、串联质谱(MS)、一维和二维核磁共振实验(COSY、COSY LR、HMQC、TOCSY和HMBC)以及简单的化学衍生，确定了这些化合物的结构。
{"title":"Chemistry of Plants from Crete: Stachyspinoside, a New Flavonoid Glycoside And iridoids from Stachys spinosa","authors":"Maria Kotsos, N. Aligiannis, S. Mitaku, A. Skaltsounis, C. Charvala","doi":"10.1080/10575630108041307","DOIUrl":"https://doi.org/10.1080/10575630108041307","url":null,"abstract":"Abstract The new flavonoid glycoside stachyspinoside (1), and the three iridoids, 7-O-acetyl-8-epi-loganic acid (2), ajugol (3) and harpagide (4) were isolated from Stachys spinosa. The structures of these compounds were established on the basis of mass spectrometry (ESMS and tandem MS), one-and two-dimensional nuclear magnetic resonance experiments (COSY, COSY LR, HMQC, TOCSY and HMBC) as well as simple chemical derivatization.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74589135","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041312
Atef Chaari, H. Jannet, Z. Mighri, C. Robinot, N. Kunesch
Abstract The aerial part of Nauplius aquaticus afforded a new sesquiterpene lactone with a humulanolide skeleton, 6,7,9,10-tetrahydroasteriscunolide (1), in addition to the known asteriscunolides A (2) and D (3). Their structures were established principally by two-dimensional NMR spectroscopy.
{"title":"Isolation and Structure Determination of a New Sesquiterpene Lactone from Nauplius aquaticus","authors":"Atef Chaari, H. Jannet, Z. Mighri, C. Robinot, N. Kunesch","doi":"10.1080/10575630108041312","DOIUrl":"https://doi.org/10.1080/10575630108041312","url":null,"abstract":"Abstract The aerial part of Nauplius aquaticus afforded a new sesquiterpene lactone with a humulanolide skeleton, 6,7,9,10-tetrahydroasteriscunolide (1), in addition to the known asteriscunolides A (2) and D (3). Their structures were established principally by two-dimensional NMR spectroscopy.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74695861","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041315
A. K. Sinha, B. P. Joshi, R. Dogra
Abstract 1-(2,4,5-Trimethoxyphenyl)-1,2-dihydroxypropane (2), a natural phenylpropanoid occurring in Piper clusii, has been synthesized for the first time from toxic β-asarone (1) of Acorus calamus with osmium tetroxide, while 1 with osmium tetroxide (catalytic amount) in presence of sodium metaperiodate furnished the asaronaldehyde (3) in high yield.
{"title":"One Step Conversion of Toxic β-asarone from Acorus calamus into 1-(2,4,5-Trimethoxyphenyl)-1,2-dihydroxypropane and Asaronaldehyde Occurring in Piper clusii*","authors":"A. K. Sinha, B. P. Joshi, R. Dogra","doi":"10.1080/10575630108041315","DOIUrl":"https://doi.org/10.1080/10575630108041315","url":null,"abstract":"Abstract 1-(2,4,5-Trimethoxyphenyl)-1,2-dihydroxypropane (2), a natural phenylpropanoid occurring in Piper clusii, has been synthesized for the first time from toxic β-asarone (1) of Acorus calamus with osmium tetroxide, while 1 with osmium tetroxide (catalytic amount) in presence of sodium metaperiodate furnished the asaronaldehyde (3) in high yield.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77104316","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041310
J. Rodilla, D. Mendonça, M. I. Ismael, J. A. Figueiredo, Maria Lücia A. Silva, E. Lopes
Abstract The study of the acid and neutral parts of the n-hexane extract of Halimium viscosum (S. João da Pesqueira, Portugal) has led to the isolation of various known diterpenoids with the ent-halimane skeleton. Five new compounds have now been isolated, one with the ent-halimane skeleton, and four with the valparane skeleton, two of them with the valparane skeleton degraded. The structures of these compounds, determined by spectroscopic methods using 2D experiments (1H-13C, HMQC and HMBC), were dimethyl 1(10)-halimen-15,18-dioate, dimethyl 3,19-dinor-15-valparen-2,4-dioate, methyl 16-nor-2,3-secovalpara-3,15-dioxo-2-oate, 1,3,5,15-valparatetraene and 3R-4α-methoxy-15-valparen-2-one.
摘要对粘盐(S. jo o da Pesqueira, Portugal)正己烷提取物的酸性和中性部分进行了研究，分离出了多种已知的具有正卤烷骨架的二萜类化合物。目前已分离出5个新化合物，1个具有对卤烷骨架，4个具有缬烷骨架，其中2个具有降解的缬烷骨架。通过二维光谱法(1H-13C, HMQC和HMBC)测定了这些化合物的结构，分别为:二甲基1(10)- halimin -15,18-dioate，二甲基3,19-dinor-15- valparen2 -2,4-dioate，甲基16-no -2,3- covalpara-3,15-dioxo-2-oate, 1,3,5,15- valparateene和3r -4α-甲氧基-15- valparen2 -one。
{"title":"BI- and Tricyclic Diterpenoids from Halimium viscosum","authors":"J. Rodilla, D. Mendonça, M. I. Ismael, J. A. Figueiredo, Maria Lücia A. Silva, E. Lopes","doi":"10.1080/10575630108041310","DOIUrl":"https://doi.org/10.1080/10575630108041310","url":null,"abstract":"Abstract The study of the acid and neutral parts of the n-hexane extract of Halimium viscosum (S. João da Pesqueira, Portugal) has led to the isolation of various known diterpenoids with the ent-halimane skeleton. Five new compounds have now been isolated, one with the ent-halimane skeleton, and four with the valparane skeleton, two of them with the valparane skeleton degraded. The structures of these compounds, determined by spectroscopic methods using 2D experiments (1H-13C, HMQC and HMBC), were dimethyl 1(10)-halimen-15,18-dioate, dimethyl 3,19-dinor-15-valparen-2,4-dioate, methyl 16-nor-2,3-secovalpara-3,15-dioxo-2-oate, 1,3,5,15-valparatetraene and 3R-4α-methoxy-15-valparen-2-one.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82047608","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041313
D. Cifuente, C. Tonn, O. Giordano
Abstract From the flowers of Baccharis medullosa DC (Asteraceae) two new ent-labdane-type diterpene glycosides were isolated. Structures were established by application of various spectroscopic techniques. The sugar residues were identified after acid hydrolysis of the isolated products.
{"title":"Two New Labdane Diterpene Glycosides from Flowers of Baccharis medullosa dc","authors":"D. Cifuente, C. Tonn, O. Giordano","doi":"10.1080/10575630108041313","DOIUrl":"https://doi.org/10.1080/10575630108041313","url":null,"abstract":"Abstract From the flowers of Baccharis medullosa DC (Asteraceae) two new ent-labdane-type diterpene glycosides were isolated. Structures were established by application of various spectroscopic techniques. The sugar residues were identified after acid hydrolysis of the isolated products.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83514585","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041306
Kentaro Kondo, H. Adachi, Y. Nishimura, T. Takeuchi
Abstract N-Alkyl-3-decarboxy-3-hydroxymethylsiastatin B, N-alkyl analogues of gem-diamine 1-N-iminosugars, is a new family of glycosidase inhibitors that have been synthesized from siastatin B isolated from Streptomyces culture. These compounds were evaluated as glycosidase inhibitors.
摘要n -烷基-3-脱羧-3-羟甲基西司他汀B是宝石二胺1- n -亚糖的n -烷基类似物，是从链霉菌中分离得到的西司他汀B合成的一个新的糖苷酶抑制剂家族。这些化合物被评价为糖苷酶抑制剂。
{"title":"N-alkyl-3-decarboxy-3-hydroxymethylsiastatin B, a New Family of Glycosidase Inhibitors of gem-diamine 1-n-iminosugars","authors":"Kentaro Kondo, H. Adachi, Y. Nishimura, T. Takeuchi","doi":"10.1080/10575630108041306","DOIUrl":"https://doi.org/10.1080/10575630108041306","url":null,"abstract":"Abstract N-Alkyl-3-decarboxy-3-hydroxymethylsiastatin B, N-alkyl analogues of gem-diamine 1-N-iminosugars, is a new family of glycosidase inhibitors that have been synthesized from siastatin B isolated from Streptomyces culture. These compounds were evaluated as glycosidase inhibitors.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85875795","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2001-12-01DOI: 10.1080/10575630108041305
Abstract This is a scanned image of the original Editorial Board page(s) for this issue.
这是本刊编辑委员会原始页面的扫描图像。
{"title":"Editorial board page for “Natural Product Letters”, Volume 15, Number 6","authors":"","doi":"10.1080/10575630108041305","DOIUrl":"https://doi.org/10.1080/10575630108041305","url":null,"abstract":"Abstract This is a scanned image of the original Editorial Board page(s) for this issue.","PeriodicalId":18873,"journal":{"name":"Natural Product Letters","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"72555323","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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