In this study, we aimed to isolate compounds from Stachys lavandulifolia (Lamiaceae) by chromatographic methods and perform tyrosinase, acetylcholinesterase, butyrylcholinesterase enzyme-inhibition and antimicrobial activity studies of these compounds by in vitro methods. In addition, a molecular docking study was planned for the molecule with the highest effect. Two flavone glycosides, apigenin-7-O-glucoside and luteolin-7-O-glucoside, were isolated from S. lavandulifolia. Both compounds were observed to be effective against Enterococcus faecalis, Klebsiella pneumoniae, and Staphylococcus aureus. The compounds showed weak tyrosinase and butyrylcholine esterase inhibition, while only luteolin-7-O-glucoside showed a more significant inhibitory effect against acetylcholinesterase (65 ± 2%). Therefore, molecular interactions between acetylcholinesterase and luteolin-7-O-glucoside were evaluated. In the docking study, it was observed that the molecule was bound to the enzyme with a low amount of free binding energy (Glide score: −8.31). As a result, the antibacterial effect of apigenin-7-O-glucoside and both antibacterial and acetylcholinesterase-inhibitory effects of luteolin-7-O-glucoside were determined.

Sonchus erzincanicus (Asteraceae) is an endemic species in Turkey, where six Sonchus species grow. In this study, a phytochemical study was performed on the aerial parts of the plant. The study describes the isolation and structure elucidation of five flavonoids and two a-ionone glycosides from S. erzincanicus. The compounds were isolated using several and repeated chromatographic techniques from ethyl acetate and aqueous phases that were partitioned from a methanol extract obtained from the plant. 5,7,3',4'-Tetrahydroxy-3-methoxyflavone (1) and quercetin 3-O-β-D-glucoside (2) were isolated from the ethyl acetate phase, while corchoionoside C 6’-O-sulfate (3), corchoionoside C (4), luteolin 7-O-glucuronide (5) and luteolin 7-O-β-D-glucoside (6), apigenin 7-O-glucuronide (7) were isolated from the aqueous phase. Corchoionoside C 6’-O-sulfate (3), isolated for the first time from a natural source, was a new compound. The structures of the compounds were elucidated by means of ¹H-NMR, ¹³C-NMR, 2D-NMR (COSY, HMQC, HMBC) and ESI-MS.

The discovery of enzyme targeting inhibitors is a popular area of drug research. Biological activities of the compounds bearing phenol and heteroaryl groups make them popular groups in drug design targeting important enzymes such as acetylcholinesterase (AChE, E.C.3.1.1.7) and carbonic anhydrases (CAs, EC 4.2.1.1). 1-(4-hydroxyphenyl)- 2-((aryl)thio)ethanones as possible AChE and CAs inhibitors were synthesized, and their chemical structures were confirmed by IR, 1H NMR, 13C NMR, and HRMS. The compounds 2 and 4 were found potent AChE inhibitors with the Ki values of 22.13 ±1.96 nM and 23.71 ±2.95 nM, respectively, while the compounds 2 (Ki = 8.61 ±0.90 nM, on hCA I) and 1 (Ki = 8.76 ±0.84 nM, on hCA II) had considerable CAs inhibitory potency. The lead compounds may help the scientists for the rational designing of an innovative class of drug candidates targeting enzyme-based diseases.

Objective: The Alchemilla genus, which belongs to the Rosaceae family, is known as Lady’s mantle and is commonly used in traditional medicine. This study was designed to investigate the major metabolites isolation and gastroprotective effects of Alchemilla caucasica. Materials and Methods: Phytochemical studies were carried out using column chromatography on Alchemilla caucasica. The gastroprotective effect of ethanol extract of this plant was tested on indomethacin-induced gastric ulcer model in rats. In addition, superoxide dismutase (SOD), malondialdehyde (MDA), and glutathione (GSH) parameters in the stomach tissue were examined. Results: Quercetin-3-O-glucuronide, apigenin, and catechin were isolated from aerial parts of Alchemilla caucasica. When macroscopic ulcer index and histopathological results were analyzed, the extract at 200 mg/kg dose was found to be most effective. All doses of extract reduced MDA level and enhanced SOD activity and GSH level. Conclusion: The results of this study showed that Alchemilla caucasica has significant antiulcer activity. This effect was thought to be caused by antioxidant properties of flavonoids. Cite this article as: Karaoglan ES, Bayir Y, Albayrak A, et al. Isolation of Major Compounds and Gastroprotective Activity of Alchemilla caucasica on Indomethacin Induced Gastric Ulcers in Rats. Eurasian J Med 2020; 52(3): 249-53.

Eleven coumarins named osthole (1), imperatorin (2), bergapten (3), prantschimgin (4), grandivitinol (5), suberosin (6), xanthotoxin (7), felamidin (8), marmesin (9), umbelliferone (10), ulopterol (11), and a sterol mixture consisted of stigmasterol (12), β-sitosterol (13) were isolated from the roots of Ferulago blancheana, F. pachyloba and F. trachycarpa through in vitro bioassay-guided fractionation processes. The extracts and bioactive compounds were evaluated for their α-amylase and α-glucosidase activities. Among the tested compounds, felamidin and suberosin showed significant α-glucosidase inhibitory activity with IC50 values of 0.4 and 0.9 mg/mL, respectively, when compared to the reference standard acarbose (IC50 = 4.9 mg/mL). Grandivitinol (IC50 = 20.0 mg/mL) had the lowest inhibitory effect. On the other hand, none of the tested extracts were found to be active on α-amylase inhibition. This is the first report on isolation, characterization of the bioactive compounds and evaluation the α-amylase and α-glucosidase inhibitory activities of these species. Video Clip of Methodology: 8 min 26 sec: Click to watch