Loading…

Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes

Analogues of the bioactive natural alkoxynaphthalene pycnanthulignene D were synthesized by an efficient method. The starting plant allylalkoxybenzenes (1) are easily available from the plant essential oils of sassafras, dill, and parsley. The target 1-arylalkoxynaphthalenes (5) exhibited antiprolif...

Full description

Saved in:
Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2016-04, Vol.79 (4), p.923-928
Main Authors: Tsyganov, Dmitry V, Krayushkin, Mikhail M, Konyushkin, Leonid D, Strelenko, Yuri A, Semenova, Marina N, Semenov, Victor V
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-a348t-92bb9a093e4336dc4a15cfdfb11c0dbafc94569cf6922ec7b9ed1acf1c106983
cites cdi_FETCH-LOGICAL-a348t-92bb9a093e4336dc4a15cfdfb11c0dbafc94569cf6922ec7b9ed1acf1c106983
container_end_page 928
container_issue 4
container_start_page 923
container_title Journal of natural products (Washington, D.C.)
container_volume 79
creator Tsyganov, Dmitry V
Krayushkin, Mikhail M
Konyushkin, Leonid D
Strelenko, Yuri A
Semenova, Marina N
Semenov, Victor V
description Analogues of the bioactive natural alkoxynaphthalene pycnanthulignene D were synthesized by an efficient method. The starting plant allylalkoxybenzenes (1) are easily available from the plant essential oils of sassafras, dill, and parsley. The target 1-arylalkoxynaphthalenes (5) exhibited antiproliferative activity in a phenotypic sea urchin embryo assay.
doi_str_mv 10.1021/acs.jnatprod.5b01007
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1783918715</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1783918715</sourcerecordid><originalsourceid>FETCH-LOGICAL-a348t-92bb9a093e4336dc4a15cfdfb11c0dbafc94569cf6922ec7b9ed1acf1c106983</originalsourceid><addsrcrecordid>eNp9kMtOwzAQRS0EoqXwBwhlySZlJs7Ly6qigFTxEN1HjmPTFCcudiJRvh5DU5asZnPunZlDyCXCFCHCGy7cdNPybmtNNU1KQIDsiIwxiSBMIUqOyRgwpSHN03hEzpzbAAAFlpySUZQyhIzlY_Ky4KLWMnjdtd1autoFRgWPvOst18FMv5vPXcu3627NtWxlMGu5Nm-9dIGypgmeNW-7AStl--URd05OFNdOXgxzQlaL29X8Plw-3T3MZ8uQ0zjvQhaVJePAqIwpTSsRc0yEqlSJKKAquRIsTlImVMqiSIqsZLJCLhQKhJTldEKu97X-_w9_UFc0tRNS-4uk6V2BWU4Z5hkmHo33qLDGOStVsbV1w-2uQCh-XBbeZXFwWQwufexq2NCXjaz-Qgd5HoA98Bs3vfVy3P-d33UahbE</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1783918715</pqid></control><display><type>article</type><title>Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Tsyganov, Dmitry V ; Krayushkin, Mikhail M ; Konyushkin, Leonid D ; Strelenko, Yuri A ; Semenova, Marina N ; Semenov, Victor V</creator><creatorcontrib>Tsyganov, Dmitry V ; Krayushkin, Mikhail M ; Konyushkin, Leonid D ; Strelenko, Yuri A ; Semenova, Marina N ; Semenov, Victor V</creatorcontrib><description>Analogues of the bioactive natural alkoxynaphthalene pycnanthulignene D were synthesized by an efficient method. The starting plant allylalkoxybenzenes (1) are easily available from the plant essential oils of sassafras, dill, and parsley. The target 1-arylalkoxynaphthalenes (5) exhibited antiproliferative activity in a phenotypic sea urchin embryo assay.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/acs.jnatprod.5b01007</identifier><identifier>PMID: 26910798</identifier><language>eng</language><publisher>United States: American Chemical Society and American Society of Pharmacognosy</publisher><subject>Anethum graveolens - chemistry ; Animals ; Antineoplastic Agents - pharmacology ; Lignans - chemical synthesis ; Lignans - chemistry ; Molecular Structure ; Oils, Volatile ; Petroselinum - chemistry ; Plant Oils - chemistry ; Sassafras - chemistry ; Sea Urchins - drug effects ; Sea Urchins - embryology</subject><ispartof>Journal of natural products (Washington, D.C.), 2016-04, Vol.79 (4), p.923-928</ispartof><rights>Copyright © 2016 American Chemical Society and American Society of Pharmacognosy</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a348t-92bb9a093e4336dc4a15cfdfb11c0dbafc94569cf6922ec7b9ed1acf1c106983</citedby><cites>FETCH-LOGICAL-a348t-92bb9a093e4336dc4a15cfdfb11c0dbafc94569cf6922ec7b9ed1acf1c106983</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26910798$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tsyganov, Dmitry V</creatorcontrib><creatorcontrib>Krayushkin, Mikhail M</creatorcontrib><creatorcontrib>Konyushkin, Leonid D</creatorcontrib><creatorcontrib>Strelenko, Yuri A</creatorcontrib><creatorcontrib>Semenova, Marina N</creatorcontrib><creatorcontrib>Semenov, Victor V</creatorcontrib><title>Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Analogues of the bioactive natural alkoxynaphthalene pycnanthulignene D were synthesized by an efficient method. The starting plant allylalkoxybenzenes (1) are easily available from the plant essential oils of sassafras, dill, and parsley. The target 1-arylalkoxynaphthalenes (5) exhibited antiproliferative activity in a phenotypic sea urchin embryo assay.</description><subject>Anethum graveolens - chemistry</subject><subject>Animals</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Lignans - chemical synthesis</subject><subject>Lignans - chemistry</subject><subject>Molecular Structure</subject><subject>Oils, Volatile</subject><subject>Petroselinum - chemistry</subject><subject>Plant Oils - chemistry</subject><subject>Sassafras - chemistry</subject><subject>Sea Urchins - drug effects</subject><subject>Sea Urchins - embryology</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNp9kMtOwzAQRS0EoqXwBwhlySZlJs7Ly6qigFTxEN1HjmPTFCcudiJRvh5DU5asZnPunZlDyCXCFCHCGy7cdNPybmtNNU1KQIDsiIwxiSBMIUqOyRgwpSHN03hEzpzbAAAFlpySUZQyhIzlY_Ky4KLWMnjdtd1autoFRgWPvOst18FMv5vPXcu3627NtWxlMGu5Nm-9dIGypgmeNW-7AStl--URd05OFNdOXgxzQlaL29X8Plw-3T3MZ8uQ0zjvQhaVJePAqIwpTSsRc0yEqlSJKKAquRIsTlImVMqiSIqsZLJCLhQKhJTldEKu97X-_w9_UFc0tRNS-4uk6V2BWU4Z5hkmHo33qLDGOStVsbV1w-2uQCh-XBbeZXFwWQwufexq2NCXjaz-Qgd5HoA98Bs3vfVy3P-d33UahbE</recordid><startdate>20160422</startdate><enddate>20160422</enddate><creator>Tsyganov, Dmitry V</creator><creator>Krayushkin, Mikhail M</creator><creator>Konyushkin, Leonid D</creator><creator>Strelenko, Yuri A</creator><creator>Semenova, Marina N</creator><creator>Semenov, Victor V</creator><general>American Chemical Society and American Society of Pharmacognosy</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20160422</creationdate><title>Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes</title><author>Tsyganov, Dmitry V ; Krayushkin, Mikhail M ; Konyushkin, Leonid D ; Strelenko, Yuri A ; Semenova, Marina N ; Semenov, Victor V</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a348t-92bb9a093e4336dc4a15cfdfb11c0dbafc94569cf6922ec7b9ed1acf1c106983</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Anethum graveolens - chemistry</topic><topic>Animals</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Lignans - chemical synthesis</topic><topic>Lignans - chemistry</topic><topic>Molecular Structure</topic><topic>Oils, Volatile</topic><topic>Petroselinum - chemistry</topic><topic>Plant Oils - chemistry</topic><topic>Sassafras - chemistry</topic><topic>Sea Urchins - drug effects</topic><topic>Sea Urchins - embryology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tsyganov, Dmitry V</creatorcontrib><creatorcontrib>Krayushkin, Mikhail M</creatorcontrib><creatorcontrib>Konyushkin, Leonid D</creatorcontrib><creatorcontrib>Strelenko, Yuri A</creatorcontrib><creatorcontrib>Semenova, Marina N</creatorcontrib><creatorcontrib>Semenov, Victor V</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tsyganov, Dmitry V</au><au>Krayushkin, Mikhail M</au><au>Konyushkin, Leonid D</au><au>Strelenko, Yuri A</au><au>Semenova, Marina N</au><au>Semenov, Victor V</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2016-04-22</date><risdate>2016</risdate><volume>79</volume><issue>4</issue><spage>923</spage><epage>928</epage><pages>923-928</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><abstract>Analogues of the bioactive natural alkoxynaphthalene pycnanthulignene D were synthesized by an efficient method. The starting plant allylalkoxybenzenes (1) are easily available from the plant essential oils of sassafras, dill, and parsley. The target 1-arylalkoxynaphthalenes (5) exhibited antiproliferative activity in a phenotypic sea urchin embryo assay.</abstract><cop>United States</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>26910798</pmid><doi>10.1021/acs.jnatprod.5b01007</doi><tpages>6</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0163-3864
ispartof Journal of natural products (Washington, D.C.), 2016-04, Vol.79 (4), p.923-928
issn 0163-3864
1520-6025
language eng
recordid cdi_proquest_miscellaneous_1783918715
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Anethum graveolens - chemistry
Animals
Antineoplastic Agents - pharmacology
Lignans - chemical synthesis
Lignans - chemistry
Molecular Structure
Oils, Volatile
Petroselinum - chemistry
Plant Oils - chemistry
Sassafras - chemistry
Sea Urchins - drug effects
Sea Urchins - embryology
title Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T23%3A38%3A05IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Facile%20Synthesis%20of%20Natural%20Alkoxynaphthalene%20Analogues%20from%20Plant%20Alkoxybenzenes&rft.jtitle=Journal%20of%20natural%20products%20(Washington,%20D.C.)&rft.au=Tsyganov,%20Dmitry%20V&rft.date=2016-04-22&rft.volume=79&rft.issue=4&rft.spage=923&rft.epage=928&rft.pages=923-928&rft.issn=0163-3864&rft.eissn=1520-6025&rft_id=info:doi/10.1021/acs.jnatprod.5b01007&rft_dat=%3Cproquest_cross%3E1783918715%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a348t-92bb9a093e4336dc4a15cfdfb11c0dbafc94569cf6922ec7b9ed1acf1c106983%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1783918715&rft_id=info:pmid/26910798&rfr_iscdi=true