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Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives

A novel series of biscoumarin (1–4) and dihydropyran (5–13) derivatives were synthesized via a one-pot multicomponent condensation reaction and evaluated for antibacterial and antitumor activity in vitro. The X-ray crystal structure analysis of four representative compounds, 3, 7, 9 and 11, confirme...

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Autores principales: Sui, Yun-Peng, Huo, Hai-Ru, Xin, Jia-Jia, Li, Jing, Li, Xiao-Jun, Du, Xin-Liang, Ma, Hai, Zhou, Hai-Yu, Zhan, Hong-Dan, Wang, Zhu-Ju, Li, Chun, Sui, Feng, Li, Ming-Kai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332513/
https://www.ncbi.nlm.nih.gov/pubmed/26404230
http://dx.doi.org/10.3390/molecules200917614
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author Sui, Yun-Peng
Huo, Hai-Ru
Xin, Jia-Jia
Li, Jing
Li, Xiao-Jun
Du, Xin-Liang
Ma, Hai
Zhou, Hai-Yu
Zhan, Hong-Dan
Wang, Zhu-Ju
Li, Chun
Sui, Feng
Li, Ming-Kai
author_facet Sui, Yun-Peng
Huo, Hai-Ru
Xin, Jia-Jia
Li, Jing
Li, Xiao-Jun
Du, Xin-Liang
Ma, Hai
Zhou, Hai-Yu
Zhan, Hong-Dan
Wang, Zhu-Ju
Li, Chun
Sui, Feng
Li, Ming-Kai
author_sort Sui, Yun-Peng
collection PubMed
description A novel series of biscoumarin (1–4) and dihydropyran (5–13) derivatives were synthesized via a one-pot multicomponent condensation reaction and evaluated for antibacterial and antitumor activity in vitro. The X-ray crystal structure analysis of four representative compounds, 3, 7, 9 and 11, confirmed the structures of these compounds. Compounds 1–4 showed the most potent antitumor activity among the total 13 derivatives; especially for compounds 1 and 2, they also emerged as promising antibacterial members with better antibacterial activity. In addition, the results of density functional theory (DFT) showed that compared with compounds 3 and 4, biscoumarins 1 and 2 had lower intramolecular hydrogen bonds (HB) energy in their structures.
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spelling pubmed-63325132019-01-24 Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives Sui, Yun-Peng Huo, Hai-Ru Xin, Jia-Jia Li, Jing Li, Xiao-Jun Du, Xin-Liang Ma, Hai Zhou, Hai-Yu Zhan, Hong-Dan Wang, Zhu-Ju Li, Chun Sui, Feng Li, Ming-Kai Molecules Article A novel series of biscoumarin (1–4) and dihydropyran (5–13) derivatives were synthesized via a one-pot multicomponent condensation reaction and evaluated for antibacterial and antitumor activity in vitro. The X-ray crystal structure analysis of four representative compounds, 3, 7, 9 and 11, confirmed the structures of these compounds. Compounds 1–4 showed the most potent antitumor activity among the total 13 derivatives; especially for compounds 1 and 2, they also emerged as promising antibacterial members with better antibacterial activity. In addition, the results of density functional theory (DFT) showed that compared with compounds 3 and 4, biscoumarins 1 and 2 had lower intramolecular hydrogen bonds (HB) energy in their structures. MDPI 2015-09-23 /pmc/articles/PMC6332513/ /pubmed/26404230 http://dx.doi.org/10.3390/molecules200917614 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Sui, Yun-Peng
Huo, Hai-Ru
Xin, Jia-Jia
Li, Jing
Li, Xiao-Jun
Du, Xin-Liang
Ma, Hai
Zhou, Hai-Yu
Zhan, Hong-Dan
Wang, Zhu-Ju
Li, Chun
Sui, Feng
Li, Ming-Kai
Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives
title Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives
title_full Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives
title_fullStr Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives
title_full_unstemmed Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives
title_short Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives
title_sort antibacterial and antitumor activities of biscoumarin and dihydropyran derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332513/
https://www.ncbi.nlm.nih.gov/pubmed/26404230
http://dx.doi.org/10.3390/molecules200917614
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