Bioassay-guided (P388 lymphocytic leukemia cell line) separation of a CH2Cl2/MeOH extract of Lychnophora antillana led to the isolation of two cytostatic (P-388, ED50 2.0 and 0.19 micrograms/ml, respectively) germacranolides designated lychnostatins 1 [1] and 2 [2]. Structural elucidation was based initially upon high field (400 MHz) nmr and electron impact mass spectral interpretations and unequivocally completed by X-ray crystal structure determinations.
Chemischer InformationsdienstVolume 16, Issue 17 Natural Products ChemInform Abstract: ANTINEOPLASTIC AGENTS. 104. ISOLATION AND STRUCTURE OF THE PHYLLANTHUS ACUMINATUS VAHL (EUPHORBIACEAE) GLYCOSIDES G. R. PETTIT, G. R. PETTITSearch for more papers by this authorG. M. CRAGG, G. M. CRAGGSearch for more papers by this authorM. I. SUFFNESS, M. I. SUFFNESSSearch for more papers by this authorD. GUST, D. GUSTSearch for more papers by this authorF. E. BOETTNER, F. E. BOETTNERSearch for more papers by this authorM. WILLIAMS, M. WILLIAMSSearch for more papers by this authorJ. A. SAENZ-RENAULD, J. A. SAENZ-RENAULDSearch for more papers by this authorP. BROWN, P. BROWNSearch for more papers by this authorJ. M. SCHMIDT, J. M. SCHMIDTSearch for more papers by this authorP. D. ELLIS, P. D. ELLISSearch for more papers by this author G. R. PETTIT, G. R. PETTITSearch for more papers by this authorG. M. CRAGG, G. M. CRAGGSearch for more papers by this authorM. I. SUFFNESS, M. I. SUFFNESSSearch for more papers by this authorD. GUST, D. GUSTSearch for more papers by this authorF. E. BOETTNER, F. E. BOETTNERSearch for more papers by this authorM. WILLIAMS, M. WILLIAMSSearch for more papers by this authorJ. A. SAENZ-RENAULD, J. A. SAENZ-RENAULDSearch for more papers by this authorP. BROWN, P. BROWNSearch for more papers by this authorJ. M. SCHMIDT, J. M. SCHMIDTSearch for more papers by this authorP. D. ELLIS, P. D. ELLISSearch for more papers by this author First published: April 30, 1985 https://doi.org/10.1002/chin.198517301Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat No abstract is available for this article. References G. R. PETTIT, G. M. CRAGG, M. I. SUFFNESS, D. GUST, F. E. BOETTNER, M. WILLIAMS, J. A. SAENZ-RENAULD, P. BROWN, J. M. SCHMIDT, P. D. ELLIS, ANTINEOPLASTIC AGENTS. 104. ISOLATION AND STRUCTURE OF THE PHYLLANTHUS ACUMINATUS VAHL (EUPHORBIACEAE) GLYCOSIDES, J. Org. Chem., 1984, 49, 4258. DOI: 10.1021/jo00196a029; 10.1021/jo00196a029 CASWeb of Science®Google Scholar Volume16, Issue17April 30, 1985 ReferencesRelatedInformation
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTCell Growth Inhibitory Glycosides from Asclepias amplexicaulisDavid M. Piatak, J. Patel, C. E. Totten, R. P. Swenson, Peter Brown, and G. R. PettitCite this: J. Nat. Prod. 1985, 48, 3, 470–471Publication Date (Print):May 1, 1985Publication History Published online1 July 2004Published inissue 1 May 1985https://doi.org/10.1021/np50039a019RIGHTS & PERMISSIONSArticle Views77Altmetric-Citations2LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (177 KB) Get e-Alertsclose Get e-Alerts
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAntineoplastic agents. 104. Isolation and structure of the Phyllanthus acuminatus Vahl (Euphorbiaceae) glycosidesGeorge R. Pettit, Gordon M. Cragg, Matthew I. Suffness, Devens Gust, Fred E. Boettner, M. Williams, J. A. Saenz-Renauld, Peter Brown, Jean M. Schmidt, and Paul D. EllisCite this: J. Org. Chem. 1984, 49, 22, 4258–4266Publication Date (Print):November 1, 1984Publication History Published online1 May 2002Published inissue 1 November 1984https://pubs.acs.org/doi/10.1021/jo00196a029https://doi.org/10.1021/jo00196a029research-articleACS PublicationsRequest reuse permissionsArticle Views174Altmetric-Citations45LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts
A new antineoplastic glycoside, phyllanthostatin 1, and the related glycoside, phyllanthoside, have been isolated from the Central American tree, Phyllanthusacuminatus Vahl. The structures of phyllanthostatin (1a) and phyllanthoside (1b) were completely assigned by analyses of spectral data, principally by high resolution (400 MHz) nmr. In addition to exhibiting activity against the National Cancer Institute's P388 lymphocytic leukemia, phyllanthoside was found to possess a curative level of activity against the murine B16 melanoma.
A new antineoplastic glycoside, phyllanthostatin 2, and a related glycoside, phyllanthostatin 3, have been isolated from the Central American tree, Phyllanthusacuminatus and their structures assigned as 1c and 2 respectively.
Chemischer InformationsdienstVolume 13, Issue 21 Natural Products ChemInform Abstract: ANTINEOPLASTIC AGENTS. 3. STRUCTURE OF THE CYCLIC PEPTIDE DOLASTATIN 3 FROM DOLABELLA AURICULARIA G. R. PETTIT, Search for more papers by this authorY. KAMANO, Search for more papers by this authorP. BROWN, Search for more papers by this authorD. GUST, Search for more papers by this authorM. INOUE, Search for more papers by this authorC. L. HERALD, Search for more papers by this author G. R. PETTIT, Search for more papers by this authorY. KAMANO, Search for more papers by this authorP. BROWN, Search for more papers by this authorD. GUST, Search for more papers by this authorM. INOUE, Search for more papers by this authorC. L. HERALD, Search for more papers by this author First published: May 25, 1982 https://doi.org/10.1002/chin.198221301AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume13, Issue21May 25, 1982 RelatedInformation
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAntineoplastic Agents. 67. Senecio fendleri GrayGeorge R. Pettit, James J. Einck, Peter Brown, Thomas B. Harvey III, Richard H. Ode, and Charles P. PaseCite this: J. Nat. Prod. 1980, 43, 5, 609–616Publication Date (Print):September 1, 1980Publication History Published online1 July 2004Published inissue 1 September 1980https://pubs.acs.org/doi/10.1021/np50011a014https://doi.org/10.1021/np50011a014research-articleACS PublicationsRequest reuse permissionsArticle Views93Altmetric-Citations6LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts
AbstractThe mass spectral. behavior of 1,6‐bis(arylsulfenyl)‐2,4‐hexadiynes and 1,6‐bis(arylsulfonyl)‐2,4‐hexadiynes were examined. The sulfenyl derivatives extruded the hexadiynyl moiety with the formation of ArSSAr fragments. The sulfonyl derivatives, on the other hand, showed no extrusion of the hexadiyne fragment but an expulsion of SO2 and even two SO2 units.
AbstractThe title compounds display unusual modes of fragmentation under electron impact. One of the dominant modes is the concerted elimination of the two arylthio and arylsulfonyl moieties followed by further extrusion of the C6H4 unit as a cumulene. No elimination of SO2 is observed from any of the sulfones nor an expulsion of the C4H4 fragment. Such behavior contrasts strikingly with that of 1,4‐diarylsulfonyl‐2‐butynes and of the 1,6‐diarylsulfonyl‐2,4‐hexadiynes.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe Isolation of Loliolide From an Indian Ocean Opisthobranch MolluscGeorge R. Pettit, Cherry L. Herald, Richard H. Ode, Peter Brown, Devens J. Gust, and Claude MichelCite this: J. Nat. Prod. 1980, 43, 6, 752–755Publication Date (Print):November 1, 1980Publication History Published online1 July 2004Published inissue 1 November 1980https://pubs.acs.org/doi/10.1021/np50012a009https://doi.org/10.1021/np50012a009research-articleACS PublicationsRequest reuse permissionsArticle Views401Altmetric-Citations33LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts
AbstractAusführliche chemische und physikalische Untersuchungen ergeben, daß die Cardenolide Syriobiosid bzw. Syriosid nicht die Strukturen (Ia) bzw. (Ib), sondern (II) bzw. (III) besitzen.
AbstractAus den oberirdischen Teilen der Seidenpflanze, Asclepias syriaca L. (Asclepiadaceae) isolierten Masler et al. [2] [3] fünf krist. Cardenolide, u. a. Syriobiosid und Syriosid, denen sie die Formeln 5 und 6 zuschrieben. A. syriaca ist eine der Futterpflanzen, auf denen die Larven von Schmetterlingen leben, welche die Cardenolide der Nahrung zu speichern vermögen und dadurch von der Vertilgung durch insektenfressende Tiere (bes. Vögel) teilweise geschützt sind. Die Inhaltsstoffe der Pflanze variieren stark. Bei dem uns zur Verfügung stehenden Material enthielten Blätter und Stengel nur Spuren von Cardenoliden, relativ viel enthielten die Wurzeln. Aus solchen konnte krist. Syriosid sowie eine Spur krist. Syriobiosid direkt durch Chromatographie gewonnen werden, die Hauptmenge des letzteren wurde erst nach fermentativem Abbau mit β‐Glucosidasen erhalten. Chemische und physikalische Methoden zeigten, dass die vorgeschlagenen Formeln 5 und 6 unrichtig sind. Syriobiosid besitzt vermutlich Formel 7 und Syriosid Formel 10. Letzteres liefert bei fermentativem Abbau mit β‐Glucosidasen nicht Syriobiosid, wie die tschechischen Autoren glaubten, sondern einen um zwei H‐Atome ärmeren Stoff, den wir Desglucosyriosid (12) nennen. Die Formeln sind gut begründet, aber nicht eindeutig bewiesen. Syriosid und Syriobiosid enthalten somit als Zuckerbaustein eine 4,6‐Didesoxy‐hexosulose (33), wie sie im Gomphosid (20) und den Calotropis‐Cardenoliden (22, 24 etc.) vorkommt, die ebenfalls von den Larven der genannten Schmetterlinge mit der Nahrung aufgenommen werden und als Abwehrstoffe wirksam sind.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIsolation and structure of angasiolGeorge R. Pettit, Cherry L. Herald, James J. Einck, Lawrence D. Vanell, Peter Brown, and Devens GustCite this: J. Org. Chem. 1978, 43, 24, 4685–4686Publication Date (Print):November 1, 1978Publication History Published online1 May 2002Published inissue 1 November 1978https://pubs.acs.org/doi/10.1021/jo00418a045https://doi.org/10.1021/jo00418a045research-articleACS PublicationsRequest reuse permissionsArticle Views89Altmetric-Citations16LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-AlertscloseSupporting Info (1)»Supporting Information Supporting Information Get e-Alerts
Techniques have been summarized for the permethylation and mass spectral characterization of selected nucleotide monophosphates. The electron impact induced mass spectra are reproduced, and the fragmentation pathways observed are discussed in detail.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTA compact inexpensive gas chromatograph/mass spectrometer silicone rubber membrane separatorRichard B. Scott and Peter Brown Cite this: J. Chem. Educ. 1977, 54, 1, 40Publication Date (Print):January 1, 1977Publication History Received3 August 2009Published online1 January 1977Published inissue 1 January 1977https://doi.org/10.1021/ed054p40RIGHTS & PERMISSIONSArticle Views65Altmetric-Citations1LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (515 KB) Get e-Alerts Get e-Alerts
Prominent molecular ions are generally observed in the field ionization (FI) mass spectra of unprotected nucleosides.2 In the one exception so far observed, that of guanosine, we found the simple methyl derivative, N2,N2-dimethylguanosine, to afford an easily detectible molecular ion. The electron impact (EI) mass spectrum of N2,N2-dimethylguanosine also displayed a molecular ion and suggested that nucleoside methyl derivatives might be more easily studied by EI methods. For this purpose and the more important objective of developing methods for sequencing small nucleic acid units by computer assisted3 FI-EI mass spectrometry, a program was initiated (1967) to explore permethylation of nucleosides. We believe protection by permethylation to be superior to pertrimethylsilylation and acetylation principally for reasons involving molecular weight and stability. Concurrently it was anticipated that such nucleoside methylation studies would afford routes to partially mathylated nucleosides of value in characterizing such components of virus and cellular DNA and RNA4. Subsequently, using variations of the methanol-DCCI,5 diazomethane with various Lewis acids,6 methyl iodide in, for example, dimethylsulfoxide,7 methyl iodide-sodium hydride in dimethylformamide,8 methyl iodide-silver oxides9 and methyl iodidemethylsulfinyl carbanion in dimethylsulfoxide,10 techniques were evaluated but none was found to provide permethyl nucleosides in high yield.11 The latter two methods have, however, been applied to methylating nucleosides for EI mass spectral investigations.12