Abstract
From the leaves of Monotes engleri, five prenylated flavanones were isolated as constituents that displayed cytotoxic activity against several human cancer cell lines. Three of these substances are novel, namely, 6- (1,1-dimethylallyl)naringenin, 6-(1,1-dimethylallyl)eriodictyol and 3'-O- methyl-6-(1,1-dimethylallyl)-eriodictyol, with the other two active substances being the known flavanones, 6,8-diprenyleriodictyol and hiravanone. Additionally, two novel, but non-cytotoxic, biogenetically related flavanones were isolated, 6[(2RS)-hydroxy-3-methyl-3-butenyl]-8- prenyleriodictyol and 5,4'-dihydroxy-4''4''-dimethyl-5''-methyl-5''H- dihydrofurano[2''3'':6,7]flavanone. The structures of the new compounds were determined by spectral analysis 1D- and 2D-NMR experiments.
| Original language | English |
|---|---|
| Pages (from-to) | 509-515 |
| Number of pages | 7 |
| Journal | Phytochemistry |
| Volume | 45 |
| Issue number | 3 |
| DOIs | |
| State | Published - Jun 1997 |
Bibliographical note
Funding Information:Acknowledgements-This investigation was supported by grant UOl-CA-52956 from the National Cancer Institute, NIH, Bethesda, Maryland. We wish to thank the Nuclear Magnetic Resonance Laboratory of the Research Resources Center, University of Illinois at Chicago, for provision of the spectroscopic equipment used in this study. Mr R. B. Dvorak and Dr K. Zaw of the Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, are acknowledged for the MS data and for valuable input concerning the NMR studies, respectively. We also acknowledge Drs D. S. H. L. Kim and I.-S. Lee for helpful suggestions.
Keywords
- cytotoxic activity
- Dipterocarpaceae
- human cancer cell lines
- leaves
- Monotes engleri
- prenylated flavanones
