Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)

© 2019 The phytochemical investigation of the leaf extract of Uvaria cherrevensis (Annonaceae) yielded three new cyclohexene (9Z)-octadec-9-enyl ethers, cherrevenols M-O (1–3), and a known fatty ester derivative (4). The structures of the isolated compounds were elucidated by spectroscopic and comp...

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Main Authors:	Chiramet Auranwiwat, Alan T. Maccarone, Anthony W. Carroll, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan, Stephen J. Blanksby, Stephen G. Pyne, Thunwadee Limtharakul
Format:	Journal
Published:	2019
Subjects:	Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics
Online Access:	https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85062727449&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/63590
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Institution:	Chiang Mai University

id	th-cmuir.6653943832-63590
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spelling	th-cmuir.6653943832-635902019-03-18T02:25:39Z Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae) Chiramet Auranwiwat Alan T. Maccarone Anthony W. Carroll Roonglawan Rattanajak Sumalee Kamchonwongpaisan Stephen J. Blanksby Stephen G. Pyne Thunwadee Limtharakul Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics © 2019 The phytochemical investigation of the leaf extract of Uvaria cherrevensis (Annonaceae) yielded three new cyclohexene (9Z)-octadec-9-enyl ethers, cherrevenols M-O (1–3), and a known fatty ester derivative (4). The structures of the isolated compounds were elucidated by spectroscopic and computer-aided molecular modelling methods. Ozone Induced Dissociation (OzID) mass spectrometry was employed to determine the C-9 position of the side chain olefinic double bonds, while 13 C NMR spectroscopy indicated their (Z)-configurations. All isolated compounds were evaluated for their antimalarial and cytotoxic activities; all were inactive. 2019-03-18T02:21:25Z 2019-03-18T02:21:25Z 2019-01-01 Journal 14645416 00404020 2-s2.0-85062727449 10.1016/j.tet.2019.03.004 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85062727449&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/63590
institution	Chiang Mai University
building	Chiang Mai University Library
country	Thailand
collection	CMU Intellectual Repository
topic	Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics
spellingShingle	Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics Chiramet Auranwiwat Alan T. Maccarone Anthony W. Carroll Roonglawan Rattanajak Sumalee Kamchonwongpaisan Stephen J. Blanksby Stephen G. Pyne Thunwadee Limtharakul Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)
description	© 2019 The phytochemical investigation of the leaf extract of Uvaria cherrevensis (Annonaceae) yielded three new cyclohexene (9Z)-octadec-9-enyl ethers, cherrevenols M-O (1–3), and a known fatty ester derivative (4). The structures of the isolated compounds were elucidated by spectroscopic and computer-aided molecular modelling methods. Ozone Induced Dissociation (OzID) mass spectrometry was employed to determine the C-9 position of the side chain olefinic double bonds, while 13 C NMR spectroscopy indicated their (Z)-configurations. All isolated compounds were evaluated for their antimalarial and cytotoxic activities; all were inactive.
format	Journal
author	Chiramet Auranwiwat Alan T. Maccarone Anthony W. Carroll Roonglawan Rattanajak Sumalee Kamchonwongpaisan Stephen J. Blanksby Stephen G. Pyne Thunwadee Limtharakul
author_facet	Chiramet Auranwiwat Alan T. Maccarone Anthony W. Carroll Roonglawan Rattanajak Sumalee Kamchonwongpaisan Stephen J. Blanksby Stephen G. Pyne Thunwadee Limtharakul
author_sort	Chiramet Auranwiwat
title	Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)
title_short	Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)
title_full	Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)
title_fullStr	Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)
title_full_unstemmed	Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)
title_sort	structure elucidation of cyclohexene (9z)-octadec-9-enyl ethers isolated from the leaves of uvaria cherrevensis (annonaceae)
publishDate	2019
url	https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85062727449&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/63590
_version_	1681425923523477504

Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)

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