Medicinal Chemistry

Dimitra Hadjipavlou-Litina
Aristotle University of Thessaloniki


Increment of Antimycobaterial Activity on Lichexanthone Derivatives

Author(s): Ana Camila Micheletti, Neli Kika Honda, Fernando R. Pavan, Clarice Q. F. Leite, Maria de Fatima Cepa Matos, Renata Trentin Perdomo, Danielle Bogo, Glaucia Braz Alcantara, Adilson Beatriz.


A new dihydropyranexanthone derived from the natural xanthone lichexanthone (1) was synthesised and, together with other 18 derivatives including ω-bromo and ω-aminoalkoxylxanthones (containing methyl, ethyl, propyl, tertbutylamino and piperidinyl moieties), were tested against Mycobacterium tuberculosis. Nine ω-aminoalkoxylxanthones showed good antimycobacterial activity, and their in vitro cytotoxicity was determined using VERO cells in order to calculate the selectivity index (SI). One of these nitrogenated xanthone derivatives showed very promising results, with MIC of 2.6 μM and SI of 48. This MIC is comparable to values found in “first and second line” drugs commonly used to treat TB. In order to understand better about this compound, it was evaluated together with two other ones that showed good SI, against resistant clinical strains of M. tuberculosis to verify the existence of cross-resistance. A chemometrical approach was useful to establish a pattern of antitubercular activity among the group of ω-aminoalkoxylxanthones, according to some structural and chemical features.

Keywords: Chemometrics, lichen, structural modifications, tuberculosis, xanthone.

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Article Details

Year: 2013
Page: [904 - 910]
Pages: 7
DOI: 10.2174/1573406411309070003
Price: $58