绿灰菌素新同系物新绿灰菌素的可控生物合成。III. 新绿灰菌素I和III的产生、结构及生物学特性

Controlled biosynthesis of neoviridogriseins, new homologues of viridogrisein. III. Production, structures and biological properties of neoviridogriseins I and III.

作者信息

Okumura Y, Takei T, Sakamoto M, Ishikura T, Fukagawa Y

出版信息

J Antibiot (Tokyo). 1979 Oct;32(10):1002-10. doi: 10.7164/antibiotics.32.1002.

DOI:10.7164/antibiotics.32.1002

Abstract

The high response of our isolate of Streptomyces griseoviridus was exploited to provoke the synthesis of new viridogrisein homologues by adding various amino acids to the culture medium in an attempt to replace the alanine, sarcosine, leucine and phenylsarcosine moieties of virdogrisein. Among the amino acids added, L- and DL-alpha-amino-n-butyric acid and L-methionine gave new TLC spots which we named neoviridogriseins I and III and neoviridogrisein VII, respectively. The structures of neoviridogriseins I and III were elucidated: In both compounds, the alanine moiety of viridogrisein is replaced by a L-alpha-amino-n-butyric acid residue; furthermore, in neoviridogrisein I, the allo-hydroxy-D-proline is replaced by D-proline.

摘要

我们利用灰绿链霉菌菌株的高反应性，通过向培养基中添加各种氨基酸，试图取代绿灰菌素中的丙氨酸、肌氨酸、亮氨酸和苯肌氨酸部分，从而激发新的绿灰菌素同系物的合成。在所添加的氨基酸中，L-和DL-α-氨基正丁酸以及L-甲硫氨酸分别产生了新的薄层层析斑点，我们将其命名为新绿灰菌素I和III以及新绿灰菌素VII。新绿灰菌素I和III的结构已被阐明：在这两种化合物中，绿灰菌素的丙氨酸部分被L-α-氨基正丁酸残基取代；此外，在新绿灰菌素I中，别羟基-D-脯氨酸被D-脯氨酸取代。