Vol.:(0123456789) 1 3
Molecular Diversity
https://doi.org/10.1007/s11030-020-10037-x
ORIGINAL ARTICLE
Novel metal complexes containing 6‑methylpyridine‑2‑carboxylic acid
as potent α‑glucosidase inhibitor: synthesis, crystal structures, DFT
calculations, and molecular docking
Davut Avcı
1
· Sümeyye Altürk
1
· Fatih Sönmez
2
· Ömer Tamer
1
· Adil Başoğlu
1
· Yusuf Atalay
1
· Belma Zengin Kurt
3
·
Necmi Dege
4
Received: 18 October 2019 / Accepted: 9 January 2020
© Springer Nature Switzerland AG 2020
Abstract
The World Health Organization (WHO) report shows that diabetes mellitus (DM) will be one of the ten deadly diseases in the
near future. The best way to prevent DM is to decrease blood glucose levels and keep under control; therefore, it is important
to design and synthesize the efective inhibitors that can be used in the treatment of DM disease. In this respect, a series of ten
metal complexes containing 6-methylpyridine-2-carboxylic acid {[Cr(6-mpa)
2
(H
2
O)
2
]·H
2
O·NO
3
, (1), [Mn(6-mpa)
2
(H
2
O)
2
],
(2), [Ni(6-mpa)
2
(H
2
O)
2
]·2H
2
O, (3), [Hg(6-mpa)
2
(H
2
O)], (4), [Cu(6-mpa)
2
(Py)], (5), [Cu(6-mpa)
2
(H
2
O)]·H
2
O, (6), [Zn(6-
mpa)
2
(H
2
O)]·H
2
O, (7), [Fe(6-mpa)
3
], (8), [Cd(6-mpa)
2
(H
2
O)
2
]·2H
2
O, (9), and [Co(6-mpa)
2
(H
2
O)
2
]·2H
2
O, (10)} were syn-
thesized as α-glucosidase inhibitors. We found that the IC
50
values of the synthesized complexes ranged from 0.247 ± 0.10
to > 600 μM against α-glucosidase. The spectral analyses for these complexes characterized by XRD and LC–MS/MS were
also carried out by FT-IR and UV–Vis spectra. Additionally, the DFT/HSEh1PBE/6-311G(d,p)/LanL2DZ level was applied
to obtain optimal molecular geometries and spectral behaviors as well as signifcant contributions to the electronic transitions
for the complexes. The molecular docking study was also performed to display interactions between the target protein (the
template structure Saccharomyces cerevisiae isomaltase) and the synthesized complexes (1–10).
Electronic supplementary material The online version of this
article (https://doi.org/10.1007/s11030-020-10037-x) contains
supplementary material, which is available to authorized users.
* Davut Avcı
davci@sakarya.edu.tr
1
Department of Physics, Faculty of Arts and Sciences,
Sakarya University, 54187 Sakarya, Turkey
2
Pamukova Vocational High School, Sakarya University
of Applied Sciences, 54055 Sakarya, Turkey
3
Department of Pharmaceutical Chemistry, Faculty
of Pharmacy, Bezmialem Vakif University, 34093 Istanbul,
Turkey
4
Department of Physics, Faculty of Arts and Sciences,
Ondokuz Mayıs University, 55139 Samsun, Turkey