Synthesis of antibiotic SS-228R. Strong base induced cycloaddition of homophthalic anhydrides

…, F Fukata, M Sasho, T Tsugoshi, Y Kita

Index: Tamura, Yasumitsu; Fukata, Fumio; Sasho, Manabu; Tsugoshi, Teruhisa; Kita, Yasuyuki Journal of Organic Chemistry, 1985 , vol. 50, # 13 p. 2273 - 2277

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Citation Number: 35

Abstract

The antibiotic SS-228Y (l), obtained from a species of Chainia isolated from shallow sea mud, is known to inhibit the growth of Gram-positive bacteria and dopamine-& hydroxylase and is very labile to light and heat, being converted into SS-228R (2)(Scheme I). l Their structures had been deduced by spectroscopic data, especially by (1)(a) Okazaki, T.; Kitahma, T.; Okami, YJ Antibiot. 1976, 28, 176.(b) Kitahara, T.; Naganawa, H.; Okazaki, T.; ...