Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties

Based on the scaffolds widely used in drug design, a series of novel tryptophan derivatives containing azepine and acylhydrazone moieties have been designed, synthesized, characterized, and evaluated for their biological activities. The bioassay results showed that the target compounds possessed mod...
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Gespeichert in:

Autor*in:	Jingjing Zhang [verfasserIn] Rongxin Yang [verfasserIn] Lili Li [verfasserIn] Jianhua Liu [verfasserIn] Yuxiu Liu [verfasserIn] Hongjian Song [verfasserIn] Qingmin Wang [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2022

Schlagwörter:	tryptophan derivatives azepino [4,5- acylhydrazone antiviral activity larvicidal activity antifungal activity

Übergeordnetes Werk:	In: Molecules - MDPI AG, 2003, 27(2022), 19, p 6700
Übergeordnetes Werk:	volume:27 ; year:2022 ; number:19, p 6700

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/molecules27196700

Katalog-ID:	DOAJ086394452

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allfields	10.3390/molecules27196700 doi (DE-627)DOAJ086394452 (DE-599)DOAJdcf7d130f20f40b7be6ca5f301191652 DE-627 ger DE-627 rakwb eng QD241-441 Jingjing Zhang verfasserin aut Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties 2022 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Based on the scaffolds widely used in drug design, a series of novel tryptophan derivatives containing azepine and acylhydrazone moieties have been designed, synthesized, characterized, and evaluated for their biological activities. The bioassay results showed that the target compounds possessed moderate to good antiviral activities against the tobacco mosaic virus (TMV), among which compounds <b<5c</b<, <b<6a</b<, <b<6h</b<, <b<6t</b<, <b<6v</b<, and <b<6y</b< exhibited higher inactivation, curative, and protection activities in vivo than that of ribavirin (40 ± 1, 37 ± 1, 39 ± 2% at 500 mg/L). Especially, <b<6y</b< showed comparable activities to that of ningnanmycin (57 ± 2, 55 ± 3, 58 ± 1% at 500 mg/L). Meanwhile, we were pleased to find that almost all these derivatives showed good larvicidal activities against <i<Plutella xylostella</i<. Meanwhile, these derivatives also showed a broad spectrum of fungicidal activities. tryptophan derivatives azepino [4,5-<i<b</i<] indole acylhydrazone antiviral activity larvicidal activity antifungal activity Organic chemistry Rongxin Yang verfasserin aut Lili Li verfasserin aut Jianhua Liu verfasserin aut Yuxiu Liu verfasserin aut Hongjian Song verfasserin aut Qingmin Wang verfasserin aut In Molecules MDPI AG, 2003 27(2022), 19, p 6700 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:27 year:2022 number:19, p 6700 https://doi.org/10.3390/molecules27196700 kostenfrei https://doaj.org/article/dcf7d130f20f40b7be6ca5f301191652 kostenfrei https://www.mdpi.com/1420-3049/27/19/6700 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 27 2022 19, p 6700
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allfieldsSound	10.3390/molecules27196700 doi (DE-627)DOAJ086394452 (DE-599)DOAJdcf7d130f20f40b7be6ca5f301191652 DE-627 ger DE-627 rakwb eng QD241-441 Jingjing Zhang verfasserin aut Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties 2022 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Based on the scaffolds widely used in drug design, a series of novel tryptophan derivatives containing azepine and acylhydrazone moieties have been designed, synthesized, characterized, and evaluated for their biological activities. The bioassay results showed that the target compounds possessed moderate to good antiviral activities against the tobacco mosaic virus (TMV), among which compounds <b<5c</b<, <b<6a</b<, <b<6h</b<, <b<6t</b<, <b<6v</b<, and <b<6y</b< exhibited higher inactivation, curative, and protection activities in vivo than that of ribavirin (40 ± 1, 37 ± 1, 39 ± 2% at 500 mg/L). Especially, <b<6y</b< showed comparable activities to that of ningnanmycin (57 ± 2, 55 ± 3, 58 ± 1% at 500 mg/L). Meanwhile, we were pleased to find that almost all these derivatives showed good larvicidal activities against <i<Plutella xylostella</i<. Meanwhile, these derivatives also showed a broad spectrum of fungicidal activities. tryptophan derivatives azepino [4,5-<i<b</i<] indole acylhydrazone antiviral activity larvicidal activity antifungal activity Organic chemistry Rongxin Yang verfasserin aut Lili Li verfasserin aut Jianhua Liu verfasserin aut Yuxiu Liu verfasserin aut Hongjian Song verfasserin aut Qingmin Wang verfasserin aut In Molecules MDPI AG, 2003 27(2022), 19, p 6700 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:27 year:2022 number:19, p 6700 https://doi.org/10.3390/molecules27196700 kostenfrei https://doaj.org/article/dcf7d130f20f40b7be6ca5f301191652 kostenfrei https://www.mdpi.com/1420-3049/27/19/6700 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 27 2022 19, p 6700
language	English
source	In Molecules 27(2022), 19, p 6700 volume:27 year:2022 number:19, p 6700
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topic_facet	tryptophan derivatives azepino [4,5-<i<b</i<] indole acylhydrazone antiviral activity larvicidal activity antifungal activity Organic chemistry
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authorswithroles_txt_mv	Jingjing Zhang @@aut@@ Rongxin Yang @@aut@@ Lili Li @@aut@@ Jianhua Liu @@aut@@ Yuxiu Liu @@aut@@ Hongjian Song @@aut@@ Qingmin Wang @@aut@@
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callnumber-first	Q - Science
author	Jingjing Zhang
spellingShingle	Jingjing Zhang misc QD241-441 misc tryptophan derivatives misc azepino [4,5-<i<b</i<] indole misc acylhydrazone misc antiviral activity misc larvicidal activity misc antifungal activity misc Organic chemistry Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties
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topic_title	QD241-441 Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties tryptophan derivatives azepino [4,5-<i<b</i<] indole acylhydrazone antiviral activity larvicidal activity antifungal activity
topic	misc QD241-441 misc tryptophan derivatives misc azepino [4,5-<i<b</i<] indole misc acylhydrazone misc antiviral activity misc larvicidal activity misc antifungal activity misc Organic chemistry
topic_unstemmed	misc QD241-441 misc tryptophan derivatives misc azepino [4,5-<i<b</i<] indole misc acylhydrazone misc antiviral activity misc larvicidal activity misc antifungal activity misc Organic chemistry
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title	Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties
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title_full	Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties
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author_browse	Jingjing Zhang Rongxin Yang Lili Li Jianhua Liu Yuxiu Liu Hongjian Song Qingmin Wang
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title_sort	design, synthesis, and bioactivity study of novel tryptophan derivatives containing azepine and acylhydrazone moieties
callnumber	QD241-441
title_auth	Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties
abstract	Based on the scaffolds widely used in drug design, a series of novel tryptophan derivatives containing azepine and acylhydrazone moieties have been designed, synthesized, characterized, and evaluated for their biological activities. The bioassay results showed that the target compounds possessed moderate to good antiviral activities against the tobacco mosaic virus (TMV), among which compounds <b<5c</b<, <b<6a</b<, <b<6h</b<, <b<6t</b<, <b<6v</b<, and <b<6y</b< exhibited higher inactivation, curative, and protection activities in vivo than that of ribavirin (40 ± 1, 37 ± 1, 39 ± 2% at 500 mg/L). Especially, <b<6y</b< showed comparable activities to that of ningnanmycin (57 ± 2, 55 ± 3, 58 ± 1% at 500 mg/L). Meanwhile, we were pleased to find that almost all these derivatives showed good larvicidal activities against <i<Plutella xylostella</i<. Meanwhile, these derivatives also showed a broad spectrum of fungicidal activities.
abstractGer	Based on the scaffolds widely used in drug design, a series of novel tryptophan derivatives containing azepine and acylhydrazone moieties have been designed, synthesized, characterized, and evaluated for their biological activities. The bioassay results showed that the target compounds possessed moderate to good antiviral activities against the tobacco mosaic virus (TMV), among which compounds <b<5c</b<, <b<6a</b<, <b<6h</b<, <b<6t</b<, <b<6v</b<, and <b<6y</b< exhibited higher inactivation, curative, and protection activities in vivo than that of ribavirin (40 ± 1, 37 ± 1, 39 ± 2% at 500 mg/L). Especially, <b<6y</b< showed comparable activities to that of ningnanmycin (57 ± 2, 55 ± 3, 58 ± 1% at 500 mg/L). Meanwhile, we were pleased to find that almost all these derivatives showed good larvicidal activities against <i<Plutella xylostella</i<. Meanwhile, these derivatives also showed a broad spectrum of fungicidal activities.
abstract_unstemmed	Based on the scaffolds widely used in drug design, a series of novel tryptophan derivatives containing azepine and acylhydrazone moieties have been designed, synthesized, characterized, and evaluated for their biological activities. The bioassay results showed that the target compounds possessed moderate to good antiviral activities against the tobacco mosaic virus (TMV), among which compounds <b<5c</b<, <b<6a</b<, <b<6h</b<, <b<6t</b<, <b<6v</b<, and <b<6y</b< exhibited higher inactivation, curative, and protection activities in vivo than that of ribavirin (40 ± 1, 37 ± 1, 39 ± 2% at 500 mg/L). Especially, <b<6y</b< showed comparable activities to that of ningnanmycin (57 ± 2, 55 ± 3, 58 ± 1% at 500 mg/L). Meanwhile, we were pleased to find that almost all these derivatives showed good larvicidal activities against <i<Plutella xylostella</i<. Meanwhile, these derivatives also showed a broad spectrum of fungicidal activities.
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title_short	Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties
url	https://doi.org/10.3390/molecules27196700 https://doaj.org/article/dcf7d130f20f40b7be6ca5f301191652 https://www.mdpi.com/1420-3049/27/19/6700 https://doaj.org/toc/1420-3049
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author2	Rongxin Yang Lili Li Jianhua Liu Yuxiu Liu Hongjian Song Qingmin Wang
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up_date	2024-07-03T20:24:09.429Z
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Design, Synthesis, and Bioactivity Study of Novel Tryptophan Derivatives Containing Azepine and Acylhydrazone Moieties

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