Monoterpene Flavonoid from Aerial Parts of Satureja khuzistanica

Abstract

Fractionation of methanolic extract of Satureja khuzistanica Jamzad by Sephadex LH-20 and reverse phase chromatography led to the isolation and purification of a new monoterpene flavonoid (1), as well as six previously detected flavonoid derivatives (2-6). The structure assignment has been performed by using 1D, 2D NMR, and high-resolution MS spectrometry. In addition, electronic circular dichroism (ECD) spectroscopy was used to reveal the absolute configuration of 1.

Exploring Gunnera tinctoria: From Nutritional and Anti-Tumoral Properties to Phytosome Development Following Structural Arrangement Based on Molecular Docking

“…However, the lower extraction and enrichment yields obtained in the second series (GuT 2 : 15.3%; GuT 2 -Di 1 : 21.0%; GuT 2 -Re 1 : 22.00%) allowed us to select GuT 1 -Di 1 as the best sample/process to achieve higher extraction and enrichment yields, and higher richness in phenolics compounds ( Table 3 ). These results are in accordance with those already published by Davoodi et al [ 16 ] in which the phenolic fraction of Satureja khuzistanica was purified by Diaion HP20 regarding pre-preparation of phenolic extract for open column chromatography and HPLC to find a new natural scaffold. Phenolic enrichment was also confirmed in another study with a similar protocol using Punica granatum peel [ 17 ].…”

“…Phenolics enrichment was performed according to the methodology described and scaled up at Medicinal Plants and Drugs Research Institute-Shahid Beheshti University [ 16 ] using Diaion TM HP20LX and Relite EXA90 adsorbent resin columns (50 cm × 6 cm), separately. Both columns were activated with ethanol ≥99.8% for 12 h. The solvent was then removed and each column was washed five times with distilled water.…”

Microencapsulation of enriched extracts of two Satureja species by spray drying, evaluation of the controlled release mechanism and cytotoxicity

“…Rosmarnic acid was used as a standard and was detected at a retention time of 29.5 min on the HPLC chromatogram previously identified by this species. 39,40 Meanwhile, the m/z at 359 [M-H]and 719 [2M-H]in the mass spectra determined the existence of rosmarnic acid with a molecular weight of 360, which is in agreement with Fatemi and coworkers 2019. 41 Due to the probable decomposition of the phytoconstituent in the human body, a spray drying encapsulation technique has been developed to improve the protection of the phytoconstituent.…”

The chemical composition and antibacterial activity of a methanolic extract of Satureja khuzistanica

“…In total, 22 structures were identified (Table I). The identified compounds were: erigeroside (1) (Tafazzoli, Ghiasi, Moridi, 2008), apigenin-7-O-gentiobioside (2) (Montoro et al, 2005), zataroside A ( Moses et al, 2005;Ali et al, 1999), ombuside (4) (Deulofeu, Noire, Hug, 1952), zataroside B (5) (Ali et al, 1999), diosmetin 7-rutinoside (6) (Schneider, Blaut, 2000), Rhoifolin (7) (Hattori, Matsuda, 1952), quercetin-7-glucuronide(8) (O' Leary et al, 2003), Rutin (9) (Zhishen, Mengcheng, Jianming, 1999), Apigenin-7-Oβ-D-glucuronide (10) (Zhishen, Mengcheng, Jianming, 1999), rosmarinic acid (11) (Petersen, Simmonds 2003), methyl rosmarinate (12) (Fecka, Turek 2008), linarin (13) (Ina, Iida 1981), melitric acid A (14) (Agata et al, 1993), Poncirin (15) (Lee et al, 2009), (7'R, 8'R, 8''R, 8'''R)epi-salvianolic acid B(16), methyl melitric acid A (17) (Agata et al, 1993), lycopic acid C (18) (Murata et al, 2010), saturejenol (19) (Davoodi, Rustaiyan, Ebrahimi, 2018), diosmin (20) (Nieto, Gutierrez, 1986), keshonin (21) (Yamada et al, 2010), and saturejin (22) (Malmir et al, 2015) (See Figure 2). The chemical composition and antibacterial activity of a methanolic extract of Satureja khuzistanica Compound 16 was isolated as gummy material with the maximum absorption at 256, 285, and 316 nm, which corresponded to caffeic acid derivatives.…”