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Novel anticancer agents, kayeassamins C-I from the flower of Kayea assamica of Myanmar.
- Source :
-
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2008 Sep 15; Vol. 16 (18), pp. 8653-60. Date of Electronic Publication: 2008 Aug 06. - Publication Year :
- 2008
-
Abstract
- A CHCl3-soluble fraction of 70% EtOH extract of the flower of Kayea assamica from Myanmar exhibited 100% preferential cytotoxicity (PC(100)) against human pancreatic cancer PANC-1 cells under nutrient-deprived conditions at 1 microg/mL. Bioassay-guided fractionation and isolation afforded nine new coumarins, kayeassamins A (8), B (9), and C-I (1-7), together with nine known coumarins (10-18). The structures of these compounds were identified by extensive spectroscopic techniques as well as by comparison with published data. Absolute configuration at C-1' of 1 was established as S-configuration by the modified Mosher method. All the isolates were evaluated for their in vitro preferential cytotoxicity using novel anti-austerity strategy. Among them, the novel coumarins, kayeassamins A (8), B (9), D (2), E (3), and G (5) exhibited the most potent preferential cytotoxicity (PC(100) 1 microM) in a concentration- and time-dependent manner and induced apoptosis-like morphological changes of PANC-1 cells within 24 h of treatment. Based on the observed cytotoxicity, structure-activity relationships have been established.
- Subjects :
- Antineoplastic Agents, Phytogenic chemistry
Antineoplastic Agents, Phytogenic isolation & purification
Biological Assay
Cell Line, Tumor
Coumarins chemistry
Coumarins isolation & purification
Humans
Myanmar
Pancreatic Neoplasms metabolism
Structure-Activity Relationship
Time Factors
Toxicity Tests
Antineoplastic Agents, Phytogenic pharmacology
Coumarins pharmacology
Pancreatic Neoplasms pathology
Plant Extracts chemistry
Plants, Medicinal chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3391
- Volume :
- 16
- Issue :
- 18
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 18725180
- Full Text :
- https://doi.org/10.1016/j.bmc.2008.07.091