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Cytotoxic profile of natural and some modified bufadienolides from toad Rhinella schneideri parotoid gland secretion
- Source :
- Toxicon. 56:339-348
- Publication Year :
- 2010
- Publisher :
- Elsevier BV, 2010.
-
Abstract
- Cutaneous secretions of toad species are an important source of bufadienolides, compounds that exhibit interesting structural features and biopharmacological properties. Here we describe the isolation of bufadienolides from the Brazilian toad Rhinella schneideri parotoid glands secretion, including: marinobufagin (1), bufalin (2), telocinobufagin (3), hellebrigenin (4), and the atypical 20S,21R-epoxymarinobufagin (5) besides the widespread beta-sitosterol (6). Starting from natural bufadienolides four derivatives were prepared: 3beta-acetoxy-marinobufagin (7), 3beta-acetoxy-bufalin (8), 3beta-acetoxy-telocinobufagin (9), and 3beta-acetoxy-20S,21R-epoxymarinobufagin (10). The cytotoxic evaluation showed that all natural bufadienolides and their derivatives exhibited moderate to strong activity against human HL-60, SF-295, MDA-MB-435, and HCT-8 cancer cell strains without hemolysis of mouse erythrocytes. The acetylated bufadienolides (7-9) and the epoxide 10 showed lesser peripheral blood lymphocytes (PBLs) inhibitory activity than their precursors, suggesting that chemical modifications on such compounds can play an important role on the modulation of their cytotoxic profile.
- Subjects :
- Magnetic Resonance Spectroscopy
Stereochemistry
Toad
Bufadienolide
Toxicology
chemistry.chemical_compound
Cell Line, Tumor
biology.animal
Rhinella schneideri
Spectroscopy, Fourier Transform Infrared
medicine
Humans
Parotid Gland
Cytotoxicity
Chromatography, High Pressure Liquid
Cell Proliferation
biology
Parotoid gland
Bufalin
medicine.disease
biology.organism_classification
Haemolysis
Hemolysis
Bufanolides
chemistry
Biochemistry
Drug Screening Assays, Antitumor
Subjects
Details
- ISSN :
- 00410101
- Volume :
- 56
- Database :
- OpenAIRE
- Journal :
- Toxicon
- Accession number :
- edsair.doi.dedup.....8ecbfa8da904851f2a03932ae0475553