The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
A NEW GROUP OF ANTIBIOTICS, HYDROXAMIC ACID ANTIMYCOTIC ANTIBIOTICS
II. THE STRUCTURE OF NEOENACTINS NL1 AND NL2 AND STRUCTURE-ACTIVITY RELATIONSHIP
HIROMASA OKADAKATSUMI YAMAMOTOSAYURI TSUTANOYOSHIO INOUYESHOSHIRO NAKAMURAJUN FURUKAWA
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1989 年 42 巻 2 号 p. 276-282

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The structures of neoenactins (NEs) NL1 and NL2, novel antimycotic antibiotics produced by Streptoverticillium olivoreticuli in a precursor-oriented fashion, were elucidated by 1H and 13C NMR and mass spectroscopic studies. The structures of both antibiotics are closely related to that of NE-A, the major component of NE congeners, being classified in the group of hydroxamic acid antimycotic antibiotics in which L-serine and a diketo amine form a hydroxamic acid structure.
To study the role of the carbonyl groups in the biological activities of the hydroxamic acid antimycotic antibiotics, NE-A was modified by reaction with various carbonyl reagents. In terms of antimycotic activity, the derivatives are classified into two distinct groups; the first ones are fairly comparable to but not exceeding and the second ones are less active than NE-A depending on their tendency to revert to NE-A by hydrolysis. In general, the biological activities of the derivatives are inversely proportional to their stabilities to hydrolysis.

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