Structure and Absolute Configuration of Diterpenoids from Hymenaea stigonocarpa
Chemical investigations of the ethanolic extracts from the flowers and leaves of Hymenaea stigonocarpa Mart. ex Hayne afforded one new ent-halimane diterpenoid, 18-hydroxy-ent-halima-1(10),13-(E)-dien-15-oic acid (1), together with five known compounds (2–6). The structural elucidation was performe...
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Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2015-06, Vol.78 (6), p.1451-1455 |
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container_title | Journal of natural products (Washington, D.C.) |
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creator | Monteiro, Afif F Batista, João M Machado, Michelle A Severino, Richele P Blanch, Ewan W Bolzani, Vanderlan S Vieira, Paulo C Severino, Vanessa G. P |
description | Chemical investigations of the ethanolic extracts from the flowers and leaves of Hymenaea stigonocarpa Mart. ex Hayne afforded one new ent-halimane diterpenoid, 18-hydroxy-ent-halima-1(10),13-(E)-dien-15-oic acid (1), together with five known compounds (2–6). The structural elucidation was performed by means of NMR (COSY, HSQC, HMBC, and NOESY) and MS analyses. Complete 1H and 13C NMR data assignments are also reported for labd-13-en-8β-ol-15-oic (2) and labd-7,13-dien-15-oic (3) acids. The absolute configurations of 1 and 2 were established by comparison of experimental and calculated Raman optical activity spectra. |
doi_str_mv | 10.1021/acs.jnatprod.5b00166 |
format | Article |
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The absolute configurations of 1 and 2 were established by comparison of experimental and calculated Raman optical activity spectra.</description><subject>Brazil</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Flowers - chemistry</subject><subject>Hymenaea - chemistry</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Plant Leaves - chemistry</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMtOwzAQRS0EoqXwBwh5ySbFjmMnWVblKVXqAlhbEz-qVIldbGfRvyfQliWrkUb33NEchG4pmVOS0wdQcb51kHbB6zlvCKFCnKEp5TnJBMn5OZqOK5axShQTdBXjlhDCSM0v0SQXhNVVmU_R-j2FQaUhGAxO40UTfTckg5fe2XYzBEitd9hb_NgmE3bG-VZHbIPv8eu-Nw4M4JjajXdeQdjBNbqw0EVzc5wz9Pn89LF8zVbrl7flYpUBK6qU8VITw5XIbW3rAqBpFORWC04tgK4UERVllkPJNOUATACxDR3Z0irNoWYzdH_oHd__GkxMsm-jMl0HzvghSipqyuuSlmyMFoeoCj7GYKzchbaHsJeUyB-VclQpTyrlUeWI3R0vDE1v9B90cjcGyCHwi_shuPHh_zu_ASrRhZs</recordid><startdate>20150626</startdate><enddate>20150626</enddate><creator>Monteiro, Afif F</creator><creator>Batista, João M</creator><creator>Machado, Michelle A</creator><creator>Severino, Richele P</creator><creator>Blanch, Ewan W</creator><creator>Bolzani, Vanderlan S</creator><creator>Vieira, Paulo C</creator><creator>Severino, Vanessa G. 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Prod</addtitle><date>2015-06-26</date><risdate>2015</risdate><volume>78</volume><issue>6</issue><spage>1451</spage><epage>1455</epage><pages>1451-1455</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><abstract>Chemical investigations of the ethanolic extracts from the flowers and leaves of Hymenaea stigonocarpa Mart. ex Hayne afforded one new ent-halimane diterpenoid, 18-hydroxy-ent-halima-1(10),13-(E)-dien-15-oic acid (1), together with five known compounds (2–6). The structural elucidation was performed by means of NMR (COSY, HSQC, HMBC, and NOESY) and MS analyses. Complete 1H and 13C NMR data assignments are also reported for labd-13-en-8β-ol-15-oic (2) and labd-7,13-dien-15-oic (3) acids. 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subjects | Brazil Diterpenes - chemistry Diterpenes - isolation & purification Flowers - chemistry Hymenaea - chemistry Molecular Structure Nuclear Magnetic Resonance, Biomolecular Plant Leaves - chemistry |
title | Structure and Absolute Configuration of Diterpenoids from Hymenaea stigonocarpa |
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