Antitubercular Resorcinol Analogs and Benzenoid C-Glucoside from the Roots ofArdisia cornudentata

Abstract

Bioassay-guided fractionation of the roots of Ardisia cornudentata Mez (Myrsinaceae) led to the isolation of three new compounds, 3-methoxy-2-methyl-5-pentylphenol (1), 3-methoxy-2-methyl-5-(1'-ketopentyl)phenol (2), and cornudoside (3), together with twenty-six known compounds. Their structures were elucidated by analysis of spectroscopic data. Thirteen of these isolates, 1, 2, 4- 6, 9- 15, and 21 showed antitubercular activities against Mycobacterium tuberculosis H37R (V) IN VITRO, with MIC values of 2.5-60 µg/mL. Two alkyl benzoquinones, ardisianone (7) and cornudentanone ( 8), were reported for their selective cytotoxic activity against the NCI-H460 cancer cell line (IC (50) values of 2.3, 2.5 µg/mL).

Plants: A Source for New Antimycobacterial Drugs

“…Adhatoda vasica Ness., Acanthaceae, which is used in the treatment of colds, cough, and other respiratory disorders, contains antimicrobial compounds. Alkaloids present in the hexane extract like vasicine acetate (1) and 2-acetyl ben- [21] dihydroguaiaretic acid (50 µg/mL) (12.5-50 µg/mL) [28] pisonin B (25 µg/mL) [32] falcarindiol (26.7 µg/mL) [65] 2′-nortiliacorinine and tiliacorine (3.1 µg/mL) (3.1 µg/mL) [12] pinocembrin (3.5 µg/mL) [18] (E)-3,2′,4′-trihydroxy-3′-methoxychalcone (174.8 µM) [21] 4-epi-larreatricin (50 µg/mL) (25 µg/mL) [28] [33] licarin A (25 µg/mL) (3.12-12.5 µg/mL) [42] linoleic acid and oleic acid (100 µg/mL) (100 µg/mL) [46] 1,3 dimethoxy-2-methyl-5-pentyl benzene (≤ 2.5 µg/mL) [66] 13′-bromo-tiliacorinine (3.1-6.2 µg/mL) (1.5-3.1 µg/mL) [12] kanzanol C, 4-hydroxylonchocarpin, stipulin, and amentoflavone (9.76 -> 39.06 µg/mL) [19] aminoacetate derivative of diospyrin (> 10 -≤ 50 µg/mL) (> 10 -≤ 50 µg/mL) [34] licarin B (50 µg/mL) (12.5-50 µg/mL) [42] undecanal (100 µg/mL) (50-200 µg/mL) [46] 3-methoxy-2-methyl-5-pentyl phenol (≤ 2.58 µg/mL) [66] Mauritine M (IC 50 − 72.8 µM) [13] genistein (35 µg/ml) [20] diospyrin (100 µg/mL) (100 µg/mL) [34] eupomatenoid-7…”

“…In an antitubercular screening programme covering a wide range of formosan plants, the methanolic extract of these species exhibited antimycobacterial activity. On further analysis, the extract was found to contain various aromatic compounds and the activities of 3-methoxy-2-methyl-5-pentylphenol (116) and 1,3-dimethoxy-2-methyl-5-pentyl benzene (117) were found to be better than EMB [66]. Curcuminoids form the major constituents in the plant Curcuma longa L., Zingiberaceae.…”

Antimycobacterial Activity of Constituents from Foeniculum vulgare Var. Dulce Grown in Mexico

“…It is important to point out the presence of 1,3-benzenediol as one of the major compounds in the three active fractions. This compound had antimycobacterial activity against sensitive and MDR resistant strains tested; recently it has been reported that analogues of resorcinol showed activity against M. tuberculosis H37Rv with MIC values in the range of 2.5–60 µg/mL [ 28 ]. Although, the MIC values of resorcinol are higher we tested this compound against MDR clinical isolates strains obtaining positive outcomes.…”

Ingredients from Litsea garrettii as Potential Preventive Agents against Oxidative Insult and Inflammatory Response

“…Compared with those on ingredients 11 , 16 , and 18 , few findings on the antioxidant and anti-inflammatory effects of MPP have been published. It has been reported that MPP displayed inhibitions against 5-lipoxygenase [ 41 ], α -glucosidase [ 42 ], and Mycobacterium tuberculosis H37Rv in vitro [ 43 ].…”