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Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity

Four new limonoid-type nortriterpenoids, 1-detigloyl-1-O-methacryloylsalannin (1), 28-deoxo-2,3-dihydronimbolide (2), 12-acetoxy-3-O-acetyl-7-O-tigloylvilasinin (3) and 12-acetoxy-3-O-acetyl-7-O-methacryloylvilasinin (4), along with five known ones, were isolated from seeds of Azadirachta indica A....

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Autores principales: Chen, Jian, Fan, Xiaona, Zhu, Jianhua, Song, Liyan, Li, Zhiwei, Lin, Fei, Yu, Rongmin, Xu, Hanhong, Zi, Jiachen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6090013/
https://www.ncbi.nlm.nih.gov/pubmed/30109187
http://dx.doi.org/10.1016/j.apsb.2017.12.009
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author Chen, Jian
Fan, Xiaona
Zhu, Jianhua
Song, Liyan
Li, Zhiwei
Lin, Fei
Yu, Rongmin
Xu, Hanhong
Zi, Jiachen
author_facet Chen, Jian
Fan, Xiaona
Zhu, Jianhua
Song, Liyan
Li, Zhiwei
Lin, Fei
Yu, Rongmin
Xu, Hanhong
Zi, Jiachen
author_sort Chen, Jian
collection PubMed
description Four new limonoid-type nortriterpenoids, 1-detigloyl-1-O-methacryloylsalannin (1), 28-deoxo-2,3-dihydronimbolide (2), 12-acetoxy-3-O-acetyl-7-O-tigloylvilasinin (3) and 12-acetoxy-3-O-acetyl-7-O-methacryloylvilasinin (4), along with five known ones, were isolated from seeds of Azadirachta indica A. Juss. Their structures were elucidated by various spectroscopic methods, including UV, IR, MS, NMR, X-ray crystallography, quantum chemical calculation, as well as by comparison of their spectroscopic data with those reported. In the in vitro cytotoxic assay, 2 showed inhibitory activity against human breast cancer MDA-MB-231 cell line with IC(50) value of 7.68±1.74 μmol/L, and 5 inhibited growth of human cervical cancer Hela cell line, melanoma A375 cell line and promyelocytic leukemia HL-60 cell line, with IC(50) 12.00±2.08, 17.44±2.11, and 13.95±5.74 μmol/L, respectively.
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spelling pubmed-60900132018-08-14 Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity Chen, Jian Fan, Xiaona Zhu, Jianhua Song, Liyan Li, Zhiwei Lin, Fei Yu, Rongmin Xu, Hanhong Zi, Jiachen Acta Pharm Sin B Original Article Four new limonoid-type nortriterpenoids, 1-detigloyl-1-O-methacryloylsalannin (1), 28-deoxo-2,3-dihydronimbolide (2), 12-acetoxy-3-O-acetyl-7-O-tigloylvilasinin (3) and 12-acetoxy-3-O-acetyl-7-O-methacryloylvilasinin (4), along with five known ones, were isolated from seeds of Azadirachta indica A. Juss. Their structures were elucidated by various spectroscopic methods, including UV, IR, MS, NMR, X-ray crystallography, quantum chemical calculation, as well as by comparison of their spectroscopic data with those reported. In the in vitro cytotoxic assay, 2 showed inhibitory activity against human breast cancer MDA-MB-231 cell line with IC(50) value of 7.68±1.74 μmol/L, and 5 inhibited growth of human cervical cancer Hela cell line, melanoma A375 cell line and promyelocytic leukemia HL-60 cell line, with IC(50) 12.00±2.08, 17.44±2.11, and 13.95±5.74 μmol/L, respectively. Elsevier 2018-07 2018-02-01 /pmc/articles/PMC6090013/ /pubmed/30109187 http://dx.doi.org/10.1016/j.apsb.2017.12.009 Text en © 2018 Chinese Pharmaceutical Association and Institute of Materia Medica, Chinese Academy of Medical Sciences. Production and hosting by Elsevier B.V. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Original Article
Chen, Jian
Fan, Xiaona
Zhu, Jianhua
Song, Liyan
Li, Zhiwei
Lin, Fei
Yu, Rongmin
Xu, Hanhong
Zi, Jiachen
Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity
title Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity
title_full Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity
title_fullStr Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity
title_full_unstemmed Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity
title_short Limonoids from seeds of Azadirachta indica A. Juss. and their cytotoxic activity
title_sort limonoids from seeds of azadirachta indica a. juss. and their cytotoxic activity
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6090013/
https://www.ncbi.nlm.nih.gov/pubmed/30109187
http://dx.doi.org/10.1016/j.apsb.2017.12.009
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