A quantum chemical and statistical study of ganoderic acids with cytotoxicity against tumor cell

• Published in: European journal of medicinal chemistry Vol. 40; no. 10; pp. 972 - 976
• Main Authors: Yang, Hai-long, Chen, Gao-hong, Li, Yan-qun
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Masson SAS 01.10.2005; Elsevier
• Subjects: Acids - chemistry; Acids - classification; Acids - toxicity; AM1; Animals; Antineoplastic agents; Biological and medical sciences; Cell Line, Tumor; Cell Survival - drug effects; Cluster Analysis; Cytotoxicity; Drugs, Chinese Herbal - chemistry; Ganoderic acid; General aspects; Hierarchical cluster analysis; Medical sciences; Mice; Molecular Structure; Neoplasms - pathology; Pattern Recognition, Automated; Pharmacology. Drug treatments; Phytotherapy; Principal Component Analysis; Reishi - chemistry; Structure-Activity Relationship; Cytotoxicity; AM1; Ganoderic acid; Hierarchical cluster analysis; Principal component analysis; Cluster analysis; Antineoplastic agent; Steroid; Structure activity relation; Classification; Semiempirical method; AMI; Tumor cell; Lanostane derivatives; Sarcoma; Rodentia; Theoretical study; In vitro; Vertebrata; Mammalia; Cell line; Mouse; Animal; Triterpene; AM1 method; Chemometrics
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2005.04.015

A set of molecular properties (variables) of 24 ganoderic acids with cytotoxicities against Meth-A tumor cells was calculated by the molecular orbital semi-empirical method AM1 and ChemPropStd. Pattern recognition techniques, principal component analysis (PCA) and hierarchical cluster analysis (HCA) were employed to reduce dimensionality and investigate which subset of variables could be more effective for classifying the ganoderic acids according to their degree of cytotoxicities against tumor cells. The PCA and HCA studies showed that E HOMO (highest occupied molecular orbital energy), Mulliken electronegativity ( χ), electronic energy ( E el), log P (octanol/water partition coefficient), and Connolly molecular area (MA) are the most important variables for the classification between the ganoderic acids with higher and lower cytotoxicities against tumor cells.