Synthesis, Crystal structure, in vitro, and in silico biological studies of 2, 5-dihydroxybenzaldehyde based novel Schiff bases

Author:

todarwal minakshee1,Sancheti Rakesh S.1,Shah Hakikulla H.1,Patil Arvind M.1,Patil Rahul D.2,Bendre Ratnamala S.2

Affiliation:

1. KKHA Arts, SMGL Commerce, and SPHJ Science College

2. KBC, North Maharashtra University

Abstract

AbstractThe present study reports the synthesis of novel Schiff base ligands (S1-S8) derived from 2, 5-dihydroxybenzaldehyde by coupling with substituted amines. Further, the electron-donating and electron-withdrawing substituents on the amines are intended to tune the properties of the new Schiff base ligands. The chemical structures of these compounds were extensively elucidated by FT-IR,1H-NMR,13C-NMR, and ESI-MS. The X-ray analyses show that the compounds crystallized in a triclinic crystal system with a space group of P-1 and Z = 2 for S1. Besides, antimicrobial potency against gram-positive bacteria and gram-negative bacteria, as well as against fungi, was studied. S3has superior inhibitory activity against all bacterial strains. The consortium of different substituent atoms on the phenyl ring and the heterocyclic ring counterpart is one of the reasons behind the recorded optimal activity. Compound S8has potent antifungal inhibitory action againstC.albicanscompared to the standard antifungal, whereas Schiff base S5also has well to moderate activity against all fungal strains. A molecular docking result indicates that these compounds could also be effective against the resistance β-ketoacyl-ACP (acyl carrier protein) synthase-I enzyme ofE.coli.

Publisher

Research Square Platform LLC

Reference63 articles.

1. C. Nathan, Nature 431, 899 (2004).

2. K. Cheng, Q.-Z. Zheng, Y. Qian, L. Shi, J. Zhao, and H.-L. Zhu, Bioorg. Med. Chem. 17, 7861 (2009).

3. J. Wang, S. M. Soisson, K. Young, W. Shoop, S. Kodali, A. Galgoci, R. Painter, G. Parthasarathy, Y. S. Tang, R. Cummings, S. Ha, K. Dorso, M. Motyl, H. Jayasuriya, J. Ondeyka, K. Herath, C. Zhang, L. Hernandez, J. Allocco, Á. Basilio, J. R. Tormo, O. Genilloud, F. Vicente, F. Pelaez, L. Colwell, S. H. Lee, B. Michael, T. Felcetto, C. Gill, L. L. Silver, J. D. Hermes, K. Bartizal, J. Barrett, D. Schmatz, J. W. Becker, D. Cully, and S. B. Singh, Nature 441, 358 (2006).

4. S. W. Nowotarska, K. Nowotarski, I. R. Grant, C. T. Elliott, M. Friedman, and C. Situ, Foods 6, (2017).

5. A. Schabauer, C. Zutz, B. Lung, M. Wagner, and K. Rychli, Front. Vet. Sci. 5, (2018).

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3