Scopus
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Validation of the antioxidant and enzyme inhibitory potential of selected triterpenes using in vitro and in silico studies, and the evaluation of their admet properties
Molecules · Kasım 2021
Makale Bilgileri
DergiMolecules
Yayın TarihiKasım 2021
Cilt / Sayfa26
Scopus ID2-s2.0-85117941861
Erişim🔓 Açık Erişim
Özet
The antioxidant and enzyme inhibitory potential of fifteen cycloartane-type triterpenes’ potentials were investigated using different assays. In the phosphomolybdenum method, cycloalpio-side D (6) (4.05 mmol TEs/g) showed the highest activity. In 1,1-diphenyl-2-picrylhydrazyl (DPPH*) radical and 2,2′-azino-bis(3-ethylbenzothiazoline)-6-sulfonic acid (ABTS) cation radical scavenging as-says, cycloorbicoside A-7-monoacetate (2) (5.03 mg TE/g) and cycloorbicoside B (10) (10.60 mg TE/g) displayed the highest activities, respectively. Oleanolic acid (14) (51.45 mg TE/g) and 3-O-β-D-xylopyranoside-(23R,24S)-16β,23;16α,24-diepoxycycloart-25(26)-en-3β,7β-diol 7-monoacetate (4) (13.25 mg TE/g) revealed the highest reducing power in cupric ion-reducing activity (CUPRAC) and ferric-reducing antioxidant power (FRAP) assays, respectively. In metal-chelating activity on ferrous ions, compound 2 displayed the highest activity estimated by 41.00 mg EDTAE/g (EDTA equiva-lents/g). The tested triterpenes showed promising AChE and BChE inhibitory potential with 3-O-β-D-xylopyranoside-(23R,24S)-16β,23;16α,24-diepoxycycloart-25(26)-en-3β,7β-diol 2′,3′,4′,7-tetraacetate (3), exhibiting the highest inhibitory activity as estimated from 5.64 and 5.19 mg GALAE/g (galan-tamine equivalent/g), respectively. Compound 2 displayed the most potent tyrosinase inhibitory activity (113.24 mg KAE/g (mg kojic acid equivalent/g)). Regarding α-amylase and α-glucosidase inhibition, 3-O-β-D-xylopyranoside-(23R,24S)-16β,23;16α,24-diepoxycycloart-25(26)-en-3β,7β-diol (5) (0.55 mmol ACAE/g) and compound 3 (25.18 mmol ACAE/g) exerted the highest activities, respectively. In silico studies focused on compounds 2, 6, and 7 as inhibitors of tyrosinase revealed that compound 2 displayed a good ranking score (−7.069 kcal/mole) and also that the ∆G free-binding energy was the highest among the three selected compounds. From the ADMET/TOPKAT prediction, it can be concluded that compounds 4 and 5 displayed the best pharmacokinetic and pharmacodynamic behavior, with considerable activity in most of the examined assays.
Yazarlar (9)
1
Nilufar Z. Mamadalieva
ORCID: 0000-0003-1756-3638
2
Fadia S. Youssef
3
Hidayat Hussain
4
Gokhan Zengin
ORCID: 0000-0001-6548-7823
5
Adriano Mollica
6
Nawal M. Al Musayeib
7
Mohamed L. Ashour
ORCID: 0000-0002-9270-6267
8
Bernhard Westermann
9
Ludger A. Wessjohann
Anahtar Kelimeler
Alzheimer’s disease
Antioxidants
Enzyme inhibition
Inflamma-tion
In vitro assays
Triterpenes
Virtual screening
Kurumlar
Academy of Sciences of the Republic of Uzbekistan
Tashkent Uzbekistan
College of Pharmacy
Riyadh Saudi Arabia
Faculty of Pharmacy - Ain Shams University
Cairo Egypt
Leibniz Institut fur Pflanzenbiochemie
Halle Germany
Selçuk Üniversitesi
Selçuklu Turkey
University of G. d'Annunzio Chieti and Pescara
Chieti Italy
Metrikler
31
Atıf
9
Yazar
7
Anahtar Kelime