Constituents of Quinchamalium majus with potential antitubercular activity.
Antitubercular bioassay-guided fractionation of the dichloromethane extracts of the above-ground biomass and roots of Quinchamalium majus led to the identification of six known constituents, betulinic acid (1), daucosterol (2), 5,7-dihydroxyflavone (3), oleanolic acid (4), (-)-2S-pinocembrin (5), and ursolic acid (6), for the first time in this species. Their chemical structures were determined on the basis of spectroscopic evidence and chemical transformation methods. All of these compounds along with additional 11 analogues were evaluated for their antitubercular potential against Mycobacterium tuberculosis in a microplate alamar blue assay, and the primary structure-activity relationships (SARs) for 4 and 6 were discussed. In addition, all the isolates were tested for cytotoxicity against African green monkey Vero cells in order to evaluate for their selectivity potential.
Gua
Jian-Qiao
JQ
Department of Pharmacology and Toxicology, Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Arizona, 1703 East Mabel St., Tucson, AZ 85721, USA.
Wang
Yuehong
Y
Franzblau
Scott G
SG
Montenegro
Gloria
G
Timmermann
Barbara N
BN
D000818:Animals; D000995:Antitubercular Agents / Q000302:isolation & purification* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002522:Chlorocebus aethiops; D002942:Circular Dichroism; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification; D029630:Santalaceae / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014709:Vero Cells
D000995:Antitubercular Agents; D010936:Plant Extracts