A New Cyclopropyl-Triterpenoid from Ochradenus arabicus
One new cyclopropyl‐triterpenoid (1), along with four known constituents including octacosan‐1‐ol (2), pentacosanoic acid (3), β‐sitosterol (4), and β‐sitosterol 3‐O‐β‐D‐glucopyranoside (5) were isolated from the aerial parts of Ochradenus arabicus for the first time. These compounds were isolated b...
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Veröffentlicht in: | Helvetica chimica acta 2015-09, Vol.98 (9), p.1240-1244 |
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creator | Ali, Liaqat Ahmad, Riaz Ur Rehman, Najeeb Latif Khan, Abdul Hassan, Zahid Shamim Rizvi, Tania Al-Harrasi, Ahmed Khan Shinwari, Zabta Hussain, Javid |
description | One new cyclopropyl‐triterpenoid (1), along with four known constituents including octacosan‐1‐ol (2), pentacosanoic acid (3), β‐sitosterol (4), and β‐sitosterol 3‐O‐β‐D‐glucopyranoside (5) were isolated from the aerial parts of Ochradenus arabicus for the first time. These compounds were isolated by repeated column chromatography followed by further purification through recycling HPLC. The structure of the new secondary metabolite 1 was established on the basis of UV, IR, 1D‐ (1H‐ and 13C‐) and 2D‐NMR (HMBC and HSQC), and MS spectral data. The molecular mass was determined by HR‐MS, and hence the molecular formula was deduced. The configurations of stereogenic centers in the molecule were assigned by NOESY experiments, along with biogenetic considerations. The structures of the known compounds were confirmed by comparison of their physical and spectroscopic data with those reported in literature. |
doi_str_mv | 10.1002/hlca.201500052 |
format | Article |
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These compounds were isolated by repeated column chromatography followed by further purification through recycling HPLC. The structure of the new secondary metabolite 1 was established on the basis of UV, IR, 1D‐ (1H‐ and 13C‐) and 2D‐NMR (HMBC and HSQC), and MS spectral data. The molecular mass was determined by HR‐MS, and hence the molecular formula was deduced. The configurations of stereogenic centers in the molecule were assigned by NOESY experiments, along with biogenetic considerations. The structures of the known compounds were confirmed by comparison of their physical and spectroscopic data with those reported in literature.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.201500052</identifier><language>eng</language><publisher>Zürich: WILEY-VCH Verlag</publisher><subject>Chromatography ; Cyclopropyl triterpenoid ; Ochradenus arabicus</subject><ispartof>Helvetica chimica acta, 2015-09, Vol.98 (9), p.1240-1244</ispartof><rights>Copyright © 2015 Verlag Helvetica Chimica Acta AG, Zürich</rights><rights>Copyright © 2015 Verlag Helvetica Chimica Acta AG, Zurich</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3552-67f67013d256a0eb4415e4eeff8d416d0f944c1e57252e45ca1a3798b79e788c3</citedby><cites>FETCH-LOGICAL-c3552-67f67013d256a0eb4415e4eeff8d416d0f944c1e57252e45ca1a3798b79e788c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fhlca.201500052$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fhlca.201500052$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Ali, Liaqat</creatorcontrib><creatorcontrib>Ahmad, Riaz</creatorcontrib><creatorcontrib>Ur Rehman, Najeeb</creatorcontrib><creatorcontrib>Latif Khan, Abdul</creatorcontrib><creatorcontrib>Hassan, Zahid</creatorcontrib><creatorcontrib>Shamim Rizvi, Tania</creatorcontrib><creatorcontrib>Al-Harrasi, Ahmed</creatorcontrib><creatorcontrib>Khan Shinwari, Zabta</creatorcontrib><creatorcontrib>Hussain, Javid</creatorcontrib><title>A New Cyclopropyl-Triterpenoid from Ochradenus arabicus</title><title>Helvetica chimica acta</title><addtitle>HCA</addtitle><description>One new cyclopropyl‐triterpenoid (1), along with four known constituents including octacosan‐1‐ol (2), pentacosanoic acid (3), β‐sitosterol (4), and β‐sitosterol 3‐O‐β‐D‐glucopyranoside (5) were isolated from the aerial parts of Ochradenus arabicus for the first time. These compounds were isolated by repeated column chromatography followed by further purification through recycling HPLC. The structure of the new secondary metabolite 1 was established on the basis of UV, IR, 1D‐ (1H‐ and 13C‐) and 2D‐NMR (HMBC and HSQC), and MS spectral data. The molecular mass was determined by HR‐MS, and hence the molecular formula was deduced. The configurations of stereogenic centers in the molecule were assigned by NOESY experiments, along with biogenetic considerations. The structures of the known compounds were confirmed by comparison of their physical and spectroscopic data with those reported in literature.</description><subject>Chromatography</subject><subject>Cyclopropyl triterpenoid</subject><subject>Ochradenus arabicus</subject><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkEFLwzAUgIMoOKdXzwXPnXlp0jTHUXQTxjZworeQpa-ss1trsjL77-2oDG-e3uX73nt8hNwDHQGl7HFTWjNiFASlVLALMgDBWMhiKS7JgFJIQgrq45rceL_tEKWoHBA5DuZ4DNLWllXtqrotw5UrDuhq3FdFFuSu2gULu3Emw33jA-PMurCNvyVXuSk93v3OIXl7flql03C2mLyk41loIyFYGMs8lhSijInYUFxzDgI5Yp4nGYc4o7ni3AIKyQRDLqwBE0mVrKVCmSQ2GpKHfm_33FeD_qC3VeP23UkNEoB1npIdNeop6yrvHea6dsXOuFYD1ac4-hRHn-N0guqFY1Fi-w-tp7N0_NcNe7fwB_w-u8Z96lhGUuj3-URPI_EaL_lSs-gHT6R2EQ</recordid><startdate>201509</startdate><enddate>201509</enddate><creator>Ali, Liaqat</creator><creator>Ahmad, Riaz</creator><creator>Ur Rehman, Najeeb</creator><creator>Latif Khan, Abdul</creator><creator>Hassan, Zahid</creator><creator>Shamim Rizvi, Tania</creator><creator>Al-Harrasi, Ahmed</creator><creator>Khan Shinwari, Zabta</creator><creator>Hussain, Javid</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7T7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>201509</creationdate><title>A New Cyclopropyl-Triterpenoid from Ochradenus arabicus</title><author>Ali, Liaqat ; Ahmad, Riaz ; Ur Rehman, Najeeb ; Latif Khan, Abdul ; Hassan, Zahid ; Shamim Rizvi, Tania ; Al-Harrasi, Ahmed ; Khan Shinwari, Zabta ; Hussain, Javid</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3552-67f67013d256a0eb4415e4eeff8d416d0f944c1e57252e45ca1a3798b79e788c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Chromatography</topic><topic>Cyclopropyl triterpenoid</topic><topic>Ochradenus arabicus</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ali, Liaqat</creatorcontrib><creatorcontrib>Ahmad, Riaz</creatorcontrib><creatorcontrib>Ur Rehman, Najeeb</creatorcontrib><creatorcontrib>Latif Khan, Abdul</creatorcontrib><creatorcontrib>Hassan, Zahid</creatorcontrib><creatorcontrib>Shamim Rizvi, Tania</creatorcontrib><creatorcontrib>Al-Harrasi, Ahmed</creatorcontrib><creatorcontrib>Khan Shinwari, Zabta</creatorcontrib><creatorcontrib>Hussain, Javid</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ali, Liaqat</au><au>Ahmad, Riaz</au><au>Ur Rehman, Najeeb</au><au>Latif Khan, Abdul</au><au>Hassan, Zahid</au><au>Shamim Rizvi, Tania</au><au>Al-Harrasi, Ahmed</au><au>Khan Shinwari, Zabta</au><au>Hussain, Javid</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A New Cyclopropyl-Triterpenoid from Ochradenus arabicus</atitle><jtitle>Helvetica chimica acta</jtitle><addtitle>HCA</addtitle><date>2015-09</date><risdate>2015</risdate><volume>98</volume><issue>9</issue><spage>1240</spage><epage>1244</epage><pages>1240-1244</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>One new cyclopropyl‐triterpenoid (1), along with four known constituents including octacosan‐1‐ol (2), pentacosanoic acid (3), β‐sitosterol (4), and β‐sitosterol 3‐O‐β‐D‐glucopyranoside (5) were isolated from the aerial parts of Ochradenus arabicus for the first time. These compounds were isolated by repeated column chromatography followed by further purification through recycling HPLC. The structure of the new secondary metabolite 1 was established on the basis of UV, IR, 1D‐ (1H‐ and 13C‐) and 2D‐NMR (HMBC and HSQC), and MS spectral data. The molecular mass was determined by HR‐MS, and hence the molecular formula was deduced. The configurations of stereogenic centers in the molecule were assigned by NOESY experiments, along with biogenetic considerations. The structures of the known compounds were confirmed by comparison of their physical and spectroscopic data with those reported in literature.</abstract><cop>Zürich</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/hlca.201500052</doi><tpages>5</tpages></addata></record> |
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subjects | Chromatography Cyclopropyl triterpenoid Ochradenus arabicus |
title | A New Cyclopropyl-Triterpenoid from Ochradenus arabicus |
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