Polyalthidin: New prenylated benzopyran inhibitor of the mammalian mitochondrial respiratory chain

Journal of Natural Products

Volumn 59, Issue 10, 1996, Pages 913-916

  Zafra Polo, M Carmen ^a   González, M Carmen ^a   Tormo, José R ^a   Estornell, Ernesto ^a   Cortes, Diego ^a  

^a UNIVERSITY OF VALENCIA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOPYRAN DERIVATIVE; CYTOCHROME C OXIDASE; POLYALTHIDIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE DEHYDROGENASE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CATTLE; DRUG ISOLATION; DRUG STRUCTURE; HEART MITOCHONDRION; MITOCHONDRIAL RESPIRATION; NONHUMAN; OXIDATION; PLANT; PRENYLATION; REDUCTION;

ANIMALS; BENZOPYRANS; CATTLE; ENZYME INHIBITORS; FATTY ACIDS, UNSATURATED; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MITOCHONDRIA; MITOCHONDRIA, HEART; NADH, NADPH OXIDOREDUCTASES; PLANT EPIDERMIS; PLANTS, MEDICINAL; SPECTROPHOTOMETRY, ULTRAVIOLET;

ANIMALIA; BOS TAURUS; MAMMALIA; POLYALTHIA CERASOIDES;

EID: 0029858218     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np960492m     Document Type: Article

References (19)

1. González, M. C.; Serrano, A.; Zafra-Polo, M. C.; Cortes, D.; Rao, K. S. J. Nat. Prod. 1995, 58, 1278-1284.
2. 2 5:5) were subjected to column chromatography over silica gel 60H (hexane-AcOEt-MeOH, 7:2.4:0.6) yielding 495 mg of 3.
3. 3, 100 MHz), COSY 45, and HMQC NMR data, see Table 1.
4. 2, which was subjected to column chromatography on silica gel 60H (hexane-AcOEt 9:1) to afford 3a (8.5 mg, yield 25%) and 3b (5.4 mg, yield 15%).
5. 3, 62.5 MHz) data, see Table 2.
6. 3, 62.5 MHz) data, see Table 2.
7. Amico, V.; Cunsolo, F.; Neri, P.; Piattelli, M.; Ruberto, G. Phytochemistry 1988, 27, 1327-1331.
8. Setzer, W. N.; Green, T. J.; Lawton, R. O.; Moriarity, D. M.; Bates, R. B.; Caldera, S.; Haber, W. A. Planta Med. 1995, 61, 275-276.
9. Matsuo, M.; Ukano, S. Tetrahedron 1976, 32, 229-232.
10. 50 values were the final compound concentrations in the assay cuvette that yielded averaged 50% inhibition of NADH oxidase activity.
11. Zafra-Polo, M. C.; González, M. C.; Estornell, E.; Sahpaz, S.; Cortes, D. Phytochemistry 1996, 42, 253-271.
12. Degli Esposti, M.; Ghelli, A.; Ratta, M.; Cortes, D.; Estornell, E. Biochem. J. 1994, 301, 161-167.
13. 16-18
14. Degli Esposti, M.; Lenaz, G. Biochim. Biophys. Acta 1982, 682, 189-200.
15. Estornell, E.; Fato, R.; Castelluccio, C.; Cavazzoni, M.; Parenti-Castelli, G.; Lenaz, G. FEBS Lett. 1992, 311, 107-109.
16. Estornell, E.; Fato, R.; Pallotti, F.; Lenaz, G. FEBS Lett. 1993, 332, 127-131.
17. Trumpower, B. L.; Gennis, R. B. Annu. Rev. Biochem. 1994, 63, 675-716.
18. Ishibashi, M.; Ohizumi, Y.; Cheng, J.; Nakamura, H.; Hirata, Y.; Sasaki, T.; Kobayashi, J. J. Org. Chem. 1988, 53, 2855-2858.
19. Kobayashi, J.; Naitoh, K.; Sasaki, T.; Shigemori, H. J. Org. Chem. 1992, 57, 5773-5776.