Quantitative structure-activity relationship of sesquiterpene lactones with cytotoxic activity.
Some sesquiterpene lactones (SLs) are the active compounds of a great number of traditionally medicinal plants from the Asteraceae family and possess considerable cytotoxic activity. Several studies in vitro have shown the inhibitory activity against cells derived from human carcinoma of the nasopharynx (KB). In this study, we investigated a set of 37 different sesquiterpene lactones, represented by 4 skeletons (14 germacranolides, 6 elemanolides, 9 guaianolides and nor-derivatives, and 8 pseudoguaianolides), in what it says respect of their cytotoxic properties. The experimental results were submitted to a QSAR study. A single model for the entire data set was described using 3D molecular descriptors and genetic algorithms establishing structure-activity relationships among the compounds. Important properties for the inhibition potency are discussed for the whole data set and for subsets of the different structural skeletons.
Scotti
Marcus T
MT
Instituto de Química, Universidade de São Paulo, Caixa Postal 26077, 05513-970 São Paulo, SP, Brazil.
Fernandes
Mariane B
MB
Ferreira
Marcelo J P
MJ
Emerenciano
Vicente P
VP
D000465:Algorithms; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology*; D001185:Artificial Intelligence; D019659:Asteraceae / Q000737:chemistry*; D045744:Cell Line, Tumor; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006801:Humans; D015233:Models, Statistical; D009369:Neoplasms / Q000235:genetics; D021281:Quantitative Structure-Activity Relationship; D012044:Regression Analysis; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000972:Antineoplastic Agents, Phytogenic; D012717:Sesquiterpenes