Chemical Constituents from the Aerial Parts of Artemisia minor

Abstract

Four new compounds including three bicoumarins, arteminorins A-C (1-3), and one neolignan, arteminorin D (4), together with 31 known ones were isolated from the aerial parts of Artemisia minor. Their structures were established on the basis of spectroscopic data and comparison with those of the related known compounds. Ethyl caffeate (27) showed in vitro cytotoxicity against the HepG2 cancer cell line. Arteminorin C (3) and luteolin (19) showed inhibitory activity on xanthine oxidase (XOD), and caffeic acid (28) exhibited inhibitory activity on protein tyrosine phosphatase 1B (PTP1B).

Xanthine oxidase inhibitory activity of the methanolic extracts of selected Jordanian medicinal plants

“…Although such activity was reported for some other species of Chrysanthemum like C. sinense ,[3334] this is the first report on C. coronarium . The same scenario was also noticed for Artemisia herba-alba Asso, where the XO inhibitory activity was previously reported for the species A. vulgaris ,[33] A. minor ,[35] A. scoparia ,[36] A. princeps ,[37] and A. asiatica . [38] It's noteworthy that much of the XO inhibitory activity of the latter plants was reported to be attributed to their phenolic, mainly flavonoid, constituents, which generally play an important role in decreasing lipid peroxidation and oxidative stress of diseased animals.…”

Natural products possessing protein tyrosine phosphatase 1B (PTP1B) inhibitory activity found in the last decades

“…Isolated from the aerial parts of Artemisia minor, phenolic acid 136 was found to be a PTP1B inhibitor with an IC 50 value of 3.06 μmol/L [77] . Together with 136, another three phenolic acids 137 [35] , 138 and 139 [78] were isolated from the leaves of the plant Cyclocarya paliurus and the fruiting body of the fungus Phellinus linteus, respectively.…”

Two new coumarins from the seeds of Solanum indicum

“…The 1 H NMR spectrum of 1 showed typical protons of coumarin core at d H 6.43 (1H, d, J ¼ 9.6 Hz, H-3) and 7.95 (1H, d, J ¼ 9.6 Hz, H-4) and d H 7.12 (1H, s, H-5), and the HMBC cross peaks from H-5 to C-4 (d C 144.0), C-7 (d C 131.6), C-10 (d C 114.6), and C-9 (d C 135.8) were observed. These signals suggested the presence of a 6,7,8-trisubstituted coumarin moiety [6]. In addition, four aromatic protons at d H 7.92 (1H, d, J ¼ 2.0 Hz, H-2 0 ), 7.18 (1H, dd, J ¼ 8.0, 2.0 Hz, H-6 0 ), 6.82 (1H, d, J ¼ 8.0 Hz, H-5 0 ), and 6.98 (1H, s, H-7 0 ) were observed in the 1 H NMR spectrum.…”

“…The ESI-MS/MS of m/z 383 [M þ H] þ showed two predominant daughter ion peaks at m/z 207 and 177 deriving from the fission of the C-8 0 ZO and C-9 0 ZO bond, together with the ion peaks at m/z 193 and 175 formed from the fission of the C-7ZO and C-8ZO bond [6]. Furthermore, the key HBMC correlations of H-4, H-5, and H-7 0 with C-8 (d C 127.7) indicated the connections of the two moieties through C (7) ZOZC(9 0 ) and C(8)ZOZC(8 0 ) by two ether bonds.…”