FULL PAPER
Synthesis, DFT, computational exploration of chemical
reactivity, molecular docking studies of novel formazan
metal complexes and their biological applications
Shakeel Ahmad Khan
1,2
| Komal Rizwan
3
| Sammia Shahid
1
|
Mahmoud A. Noamaan
4
| Tahir Rasheed
5
| Hira Amjad
1
1
Department of Chemistry, School of
Science, University of Management and
Technology, Lahore, 54770, Pakistan
2
Center of Super Diamond and Advanced
Films (COSDAF), Department of
Chemistry, City University of Hong Kong,
83 Tat Chee Avenue, Kowloon, China
3
Department of Chemistry, Government
College Women University, Faisalabad,
38000, Pakistan
4
Mathematics Department, Faculty of
Science, Cairo University, Giza, 12613,
Egypt
5
School of Chemistry and Chemical
Engineering, State Key Laboratory of
Metal Matrix Composites, Shanghai Jiao
Tong University, Shanghai, 200240, China
Correspondence
Shakeel Ahmad Khan, Department of
Chemistry, School of Science, University
of Management and Technology, Lahore-
54770, Pakistan.
Email: shakilahmadkhan56@gmail.com
Komal Rizwan, Department of Chemistry,
Government College Women University,
Faisalabad, 38000, Pakistan.
Email: komal.rizwan45@yahoo.com
The computational exploration of chemical reactivity and molecular docking
of the synthesized formazan compounds (S1-S6) were studied. Further, their
antimicrobial activity against bacterial strains (S. epidermidis, B. cereus,
K. pneumoniae and P. aeruginosa) and against fungal strains
(T. mentagrophytes, C. albicans, A. niger, S. cerevisiae and C. glabrata) using
agar diffusion method and antioxidant activity following DPPH inhibition
assays were evaluated. Anticancer activity was executed in vitro model of
human breast carcinoma (MCF-7) cell line. The superior and enhanced
antibacterial and antimycotic activities were exhibited by formazan compound
(S4) by presenting maximum ZOIs and MICs values. While enhanced antioxi-
dant in terms of percentage inhibition of DPPH and cytotoxic effect on human
breast carcinoma-cells demonstrated by formazan compound (S1) which was
further validated by the results of molecular docking studies of (S1) with the
human estrogen receptor protein. In order to compute quantum chemical reac-
tivity descriptors from conceptual density functional theory (CDFT) point of
view of this system, including chemical potential (μ), chemical hardness (η),
electrophilicity (ω), condensed Fukui function and dual descriptors are calcu-
lated at the same level of calculation. The most active sites of these molecules
are determined and correlated with experimental data. The present investiga-
tion displays that formazans compounds could be potential drug candidate
that constrains the growth of microbial strains, possess ability to cause cyto-
toxic effect on carcinoma cells and act as effective scavenger for free radical
species.
KEYWORDS
anticancer, antimicrobial, DFT studies, formazan, molecular docking
1 | INTRODUCTION
Now days, development of multi-drug resistance in sev-
eral bacterial strains including salmonella, streptococci,
gonococci, enterococci, staphylococci etc. has become an
emerging issue. Besides, some fungi for example Candida
species are also displaying resistance to various antifun-
gal drugs.
[1]
Numerous antimicrobial drugs have been
developed however; because of the emergence of
multidrug-resistance in pathogens, clinical-efficiency of
Received: 6 September 2019 Revised: 18 November 2019 Accepted: 26 November 2019
DOI: 10.1002/aoc.5444
Appl Organometal Chem. 2020;e5444. wileyonlinelibrary.com/journal/aoc © 2020 John Wiley & Sons, Ltd. 1 of 24
https://doi.org/10.1002/aoc.5444