麹菌の生産する抗生物質Oryzacidinに関する研究-5-

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As reported in the previous paper, one of the authors (SHIMODA) isolated a new antibiotic substance, "oryzacidin", effective against the "Hiochi" bacteria responsible for the putrefac-tion of Saké from the broth of a strain of Asp. oryzae. But further investigations showed that in the culture medium there were one or two other antibiotic substances effective against "Hiochi" bacteria as well as oryzacidin. We have isolated one of these antibiotics in the crystalline form as its S-benzylthiuronium salt, needles, m.p. 137° (decomp.), from crude Na-oryzacidin powder, and as its free acid, needles, m.p. 67-8°, from the thiuronium salt passing through Amberite I.R. -120. It is soluble in water, alcohol, ethyl acetate, acetone, ether and hot chloroform, fairly soluble in cold chloroform and insoluble in ligroin, petroleum ether and benzene. From the analytical data, the molecular formula of the free acid was found to be C3H5NO4. On the functions of the nitrogen and oxygen, the existences of one nitro and one carboxyl groups were identified from the results of the electrometric titration, Victor MEYER nitrosation test, and infrared absorption spectrum. Reducing with stannous chloride and hydrochloric acid. β-alanine was obtained from its free acid. From these experiments described above, it was concluded that this new antibiotic is identic al with β-nitropropionic acid. Moreover, the synthesized β-nitropropionic acid from β-iodo-propionic acid gave no depression of the melting point when mixed with the substance isolated from broth. The β-nitropropionic acid inhibited the growth of "Hiochi" bacteria at a dilution of 1:30, 000 in the Saké medium. There was found no toxicity in the intravenous injection of 140mg per Kg of mice but mice succumbed within 24 hours to injection of 280mg/kg.
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麹菌の生産する抗生物質Oryzacidinに関する研究-5-

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