The molecular structure of Trienomycin A
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Trienomycin
Discovery, producing organism and structure (1-7)
Trienomycins were isolated and identified as antitumor antibiotics from a culture broth of the actinomycete strain 83-16. The stereostructures of trienomycins were elucidated by a chemical synthetic method (4,6,7). The first paper on the total synthesis of trienomycins A and B was published by Smith et al (8).
Physical data (Trienomycin A) (1)
Colorless powder. C36H50N2O7; mol wt 622.36. Sol. in MeOH, EtOH, acetone, EtOAc, BuOAc, CHCl3, CH2Cl2, THF. Insol. in H2O, hexane.
Biological activity (9,10)
1) Cytocidal activity (9)
Trienomycin A
2) Antitumor activity of trienomycin A (10)
3) Antimicrobial activity (10)
References
1. I. Umezawa et al., J. Antibiot., 38, 699–705 (1985)
2. S. Funayama et al., J. Antibiot., 38, 1107–1109 (1985)
3. K. Komiyama et al., J. Antibiot., 38, 1677–1683 (1985)
4. [464] A. B. Smith, III, et al., Tetrahedron Lett., 32, 1627–1630 (1991)
5. [409] H. Nomoto et al., J. Antibiot., 42, 479–481 (1989)
6. [463] A. B. Smith, III et al., Tetrahedron Lett., 32, 841–842 (1991)
7. [447] A. B. Smith, III et al., J. Am. Chem. Soc., 112, 7425–7426 (1990)
8. A. B. Smith, III et al., J. Am. Chem. Soc., 117, 10777–10778 (1995)
9. [400] S. Funayama et al., J. Antibiot., 41, 1223–1230 (1988)
10. [378] K. Komiyama et al., J. Antibiot., 40, 1768–1772 (1987)