New anthracene and anthraquinone metabolites from Prismatomeris filamentosa and their antibacterial activities

Abstract

An unusual, new anthracene natural product named filamentos A (1), two new anthraquinone derivatives named filamentos B (2) and C (3), together with sixteen known compounds (4-19), were isolated from the roots of the tree Prismatomeris filamentosa. Their structures were identified by analysis of mass and spectroscopic data (IR, 1D and 2D NMR).Twelve metabolites (1-6, 9, 12-14, 16-17) showed moderate antibacterial activities against a wide range of Gram-positive and Gram-negative bacteria such as such as B. subtilis, B.

Anthraquinones from the Aerial Parts of Rubia cordifolia with Their NO Inhibitory and Antibacterial Activities

“…Additionally, 16 known anthraquinones, pustuline [ 27 ], 5,7-dihydroxy-6-methoxy-2-methylanthraquinone [ 28 ], soranjidiol [ 29 ], 1,6-dihydroxy-5-methoxy-2-methylanthraquinone [ 29 ], 1,5-dihydroxy-6-methoxy-2-methylanthraquinone [ 29 ], copareolatin 6-methylether [ 30 ], rubiadin [ 29 ], 2-methyl-1,3,6-trihydroxyanthraquinone [ 19 ], 7-hydroxy-2-(hydroxymethyl)-6-methoxyanthraquinone [ 31 ], 1-hydroxy-2-(hydroxymethyl)anthraquinone [ 32 ], 1,6-dihydroxy-2-(hydroxymethyl)-5-methoxyanthraquinone [ 33 ], 1,6-dihydroxy-2-(hydroxymethyl)-5,7-dimethoxyanthraquinone [ 34 ], 1,3-dihydroxy-2-hydroxymethyl-6-methoxyanthraquinone [ 35 ], 1,3-dihydroxy-2-(hydroxymethyl)-5,6-dimethoxyanthraquinone [ 36 ], 3,6-dihydroxy-2-(hydroxymethyl)-1-methoxyanthraquinone [ 37 ] and alizarin 1-methyl ether [ 38 ] were isolated from the aerial parts of R. cordifolia , as shown in Table 2 . Their structures were elucidated by comparison of the NMR and ESI data with those reported in the literature.…”

Peer Review #1 of "Assessment of antimycobacterial activities of pure compounds extracted from Thai medicinal plants against clarithromycin-resistant Mycobacterium abscessus (v0.1)"

“…Manuscript to be reviewed Bacillus subtilis, Bacillus cereus, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Shigella sonnei (Wisetsai et al 2021). The compounds derived from luminescent mushroom Neonothopanus nambi exhibited antimalarial activity against Plasmodium falciparum (Kanokmedhakul et al 2012).…”

“…11 RL008 nordamnacanthal Roots of P. filamentosa (Wisetsai et al, 2021) 12 RL012 damnacanthal Roots of P. filamentosa (Wisetsai et al, 2021) 13 RL013 damnacanthol Roots of P. filamentosa (Wisetsai et al, 2021) 14 RL014 3',4',7-tri-O-methylluteolin Flowers of A. conyzoides (Ahond et al, 1990) 15 RL015 4',7-di-O-methylapigenin Flowers of A. conyzoides (Ahond et al, 1990) 16 RL016 4'-O-methylapigenin Flowers of A. conyzoides (Yim et al, 2003) 17 RL017 2'-hydroxy-4,4',6'-trimethoxychalcone Flowers of A. conyzoides (Sukari M. A, 2004) 18 RL020 3,5-dihydroxycinnamate Roots of R. wittii (Wisetsai et al, 2020) 19 RL021 lippianoside B Roots of R. wittii (Wisetsai et al, 2020) 20 RL022 rothmannioside C Roots of R. wittii (Wisetsai et al, 2020) 21 RL023 rothmannioside A Roots of R. wittii (Wisetsai et al, 2020) 22 RL024 rothmannioside B Roots of R. wittii (Wisetsai et al, 2020) 23 RL019 aurisin A Cultured mycelium of N. nambi (Kanokmedhakul et al, 2012) Note: Compounds 1-22 were isolated from four medicinal plants (Atalantia monophylla, Prismatomeris filamentosa, Ageratum conyzoides, and Rothmannia wittii). Compound 23 was isolated from the cultured mycelium of the luminescent mushroom Neonothopanus nambi.…”

Assessment of antimycobacterial activities of pure compounds extracted from Thai medicinal plants against clarithromycin-resistant Mycobacterium abscessus

“…Atalantiaphyllines A–G, isolated from roots of Atalantia monophylla , exhibited higher aromatase inhibition than did ketoconazole, and also showed high α, α-diphenyl-β-picrylhydrazyl (DPPH) radical-scavenging activity ( Pailee et al, 2020 ). Anthracene and anthraquinone metabolites isolated from Prismatomeris filamentosa showed antibacterial activities against Gram-positive and Gram-negative bacteria such as Bacillus subtilis , Bacillus cereus , Staphylococcus aureus , Escherichia coli , Pseudomonas aeruginosa and Shigella sonnei ( Wisetsai, Lekphrom & Schevenels, 2021 ). The compounds derived from luminescent mushroom Neonothopanus nambi exhibited antimalarial activity against Plasmodium falciparum ( Kanokmedhakul et al, 2012 ).…”