Three new anti-proliferative Annonaceous acetogenins with mono-tetrahydrofuran ring from graviola fruit (Annona muricata)
Bioassay-guided fractionation of the fruit powder of graviola (Annona muricata) yielded three novel compounds: muricins J, K, and L. The compounds are all C35 Annonaceous acetogenins with a mono-tetrahydrofuran ring and four hydroxyls. Their structures were elucidated by spectral methods and chemica...
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Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2014-06, Vol.24 (12), p.2773-2776 |
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creator | Sun, Shi Liu, Jingchun Kadouh, Hoda Sun, Xiuxiu Zhou, Kequan |
description | Bioassay-guided fractionation of the fruit powder of graviola (Annona muricata) yielded three novel compounds: muricins J, K, and L. The compounds are all C35 Annonaceous acetogenins with a mono-tetrahydrofuran ring and four hydroxyls. Their structures were elucidated by spectral methods and chemical modification after isolation via chromatographic techniques and HPLC purification. These three acetogenins demonstrated an antiproliferative against human prostate cancer PC-3 cells. |
doi_str_mv | 10.1016/j.bmcl.2014.03.099 |
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The compounds are all C35 Annonaceous acetogenins with a mono-tetrahydrofuran ring and four hydroxyls. Their structures were elucidated by spectral methods and chemical modification after isolation via chromatographic techniques and HPLC purification. These three acetogenins demonstrated an antiproliferative against human prostate cancer PC-3 cells.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2014.03.099</identifier><identifier>PMID: 24780120</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Acetogenin ; Acetogenins - chemistry ; Acetogenins - isolation & purification ; Acetogenins - pharmacology ; Annona - chemistry ; Annona muricata ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; Cell Proliferation - drug effects ; Chromatography, High Pressure Liquid ; Cytotoxicity ; Fruit - chemistry ; Furans - chemistry ; Human prostate cancer ; Humans ; Magnetic Resonance Spectroscopy ; Male ; Molecular Structure ; Muricin ; Prostatic Neoplasms - drug therapy</subject><ispartof>Bioorganic & medicinal chemistry letters, 2014-06, Vol.24 (12), p.2773-2776</ispartof><rights>2014</rights><rights>Copyright © 2014. 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The compounds are all C35 Annonaceous acetogenins with a mono-tetrahydrofuran ring and four hydroxyls. Their structures were elucidated by spectral methods and chemical modification after isolation via chromatographic techniques and HPLC purification. These three acetogenins demonstrated an antiproliferative against human prostate cancer PC-3 cells.</description><subject>Acetogenin</subject><subject>Acetogenins - chemistry</subject><subject>Acetogenins - isolation & purification</subject><subject>Acetogenins - pharmacology</subject><subject>Annona - chemistry</subject><subject>Annona muricata</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>Cell Proliferation - drug effects</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Cytotoxicity</subject><subject>Fruit - chemistry</subject><subject>Furans - chemistry</subject><subject>Human prostate cancer</subject><subject>Humans</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Male</subject><subject>Molecular Structure</subject><subject>Muricin</subject><subject>Prostatic Neoplasms - drug therapy</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkU9rHCEYhyU0NNu0XyCH4jE9zMR_Y2aglxDStBDoZQ-9iaOvuy4zmqqzYb99XTbpsfT0ojzvD38-CF1R0lJC5c2uHWcztYxQ0RLekmE4QysqpGi4IN07tCKDJE0_iF8X6EPOO1JBIsR7dMHEbU8oIyt0WG8TAA7wgnUovnlOcfIOki5-D_guhBi0gbhkXEeJGwg-ZPziyxbPMcSmQEl6e7ApuiXpgJMPG-xSnPEm6b2Pk66nxRd8fcrC85K80UV_-YjOnZ4yfHqdl2j97WF9_715-vn44_7uqTG8H0pzyyhl1kruyCil04YzqakZqBbSOa5rDTcwYfuRO2tMxbpe1GtJ-mHsLb9E16fY2uz3Armo2WcD06TDsZaiHRd9x3rW_QfKJOX1VaSi7ISaFHNO4NRz8rNOB0WJOspRO3WUo45yFOGqyqlLn1_zl3EG-3flzUYFvp4AqP-x95BUNh6CAesTmKJs9P_K_wP0qqJi</recordid><startdate>20140615</startdate><enddate>20140615</enddate><creator>Sun, Shi</creator><creator>Liu, Jingchun</creator><creator>Kadouh, Hoda</creator><creator>Sun, Xiuxiu</creator><creator>Zhou, Kequan</creator><general>Elsevier Ltd</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><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20140615</creationdate><title>Three new anti-proliferative Annonaceous acetogenins with mono-tetrahydrofuran ring from graviola fruit (Annona muricata)</title><author>Sun, Shi ; 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subjects | Acetogenin Acetogenins - chemistry Acetogenins - isolation & purification Acetogenins - pharmacology Annona - chemistry Annona muricata Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology Cell Proliferation - drug effects Chromatography, High Pressure Liquid Cytotoxicity Fruit - chemistry Furans - chemistry Human prostate cancer Humans Magnetic Resonance Spectroscopy Male Molecular Structure Muricin Prostatic Neoplasms - drug therapy |
title | Three new anti-proliferative Annonaceous acetogenins with mono-tetrahydrofuran ring from graviola fruit (Annona muricata) |
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