139 Other Macrolides 



Streptomyces halstedii, S. alboreticuli 

 R. B. Woodward, Angew. Chem. 69 50 (1957). (Structure) 

 Richard L. Wagner, F. A. Hochstein, Kotaro Murai, N. Mes- 

 sina and Peter B. Regna, J. Am. Chem. Soc. 75 4684 (1953). 

 (Isolation) 



284 Tertiomycin A, C4oH490ieN, white needles, m.p. 215-217° (s. 



208") (dec.)" [a],/' -49° (c 1 in chloroform) [aW^ -47° 



(c 1.0 in ethanol). 



A macrolide antibiotic. Carbomycin produced also by 



S. alboreticuli. 



Streptomyces euroddicus, S. alboreticuli 



Teisuke Osato, Masahiro Ueda, Setsuko Fukuyama, Koki 



Yagishita, Yoshiro Okami and Hamao Umezawa, /. Antibiotics 



(Japan) 8A 105 (1955). 



285 Tertiomycin B, C4;5H7iOi7N (proposed), white needles, m.p. 



97°, [a]n" -56° (c 1 in ethanol). 



A macrolide antibiotic. 



Streptomyces euroddicus 



The same organism produces eurocidin, tertiomycin A 

 and azomycin. 



Teisuke Osato, Koki Yagishita and Hamao Umezawa, /. An- 

 tibiotics (Japan) 8A 161 (1955). 



Akira Miyoke, Hidesuke Iwasaki and Torao Tawewaka, J. 

 Antibiotics (Japan) 12A 59 (1959). 



286 Foromacidin A (Spiramycin I): C4gH780i5N2, colorless powder, 



m.p. 134-138°, [a]„ -81° (c 0.34 in methanol). 



287 Foromacidin B (Spiramycin II): C47H;^nOi6No, colorless pow- 



der, m.p. 130-132°, [a]D -83° (c 0.82 in ethanol). 



288 Foromacidin C (Spiramycin III): C4,sHs20i6N2, colorless pow- 



der, m.p. 124-128°, [a]D -79° (c 1.19 in ethanol). 



289 Foromacidin D: Equiv. Wt. 452, colorless powder, m.p. 135— 



140°, [alo -75° (c 0.81 in ethanol). 



Two streptomycetes 



R. Corbaz, L. Ettlinger, E. Gaumann, W. Keller-Schierlein, 

 F. Kradolfer, E. Kyburz, L. Neipp, V. Prelog, A. Wettstein and 

 H. Zahner, Helv. Chim. Acta 39 304 (1956). 



The foromacidins (or spiramycins) are apparently 

 macrolide antibiotics. On degradation they yield three 

 sugars typical of this class. 



