Isolation of new streptimidone derivatives, glutarimide antibiotics from Streptomyces sp. W3002 using LC-MS-guided screening

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Title
Isolation of new streptimidone derivatives, glutarimide antibiotics from Streptomyces sp. W3002 using LC-MS-guided screening
Author(s)
Byeongsan Lee; Sangkeun Son; Jae Kyoung Lee; Mina Jang; Kyung Taek Heo; Sung-Kyun KoDong Jin Park; Chan Sun Park; Chang-Jin Kim; Jong Seog Ahn; B Y Hwang; Jae-Hyuk JangYoung-Soo Hong
Bibliographic Citation
Journal of Antibiotics, vol. 73, pp. 184-188
Publication Year
2020
Abstract
A LC-MS-guided screening led to the isolation of two new streptimidone derivatives (2 and 3) containing a glutarimide ring and two glutarimide ring-opened compounds (4 and 5) along with a known glutarimide-containing polyketide, streptimidone (1) from Streptomyces sp. W3002 strain. Their structures were elucidated by MS and NMR spectroscopic analyses and by comparison with data from the literature. Compound 2 is a non-hydroxylated analog at the C-5 position of streptimidone. The structure of 3 was determined as a streptimidone derivative possessing the α, β-unsaturated ketone moiety at positions C-5 and C-6. Compound 4 had similar chemical shifts and splitting patterns with 3, but the glutarimide ring is opened. Compound 5 closely resembles that of 4 with the only difference being the existence of an additional methoxy group instead of an amide group. Streptimidone (1) and 3 showed weak cytotoxic activity against three human cancer cell lines, respectively.
ISSN
0021-8820
Publisher
Springer-Nature Pub Group
DOI
http://dx.doi.org/10.1038/s41429-019-0264-y
Type
Article
Appears in Collections:
Ochang Branch Institute > Natural Medicine Research Center > 1. Journal Articles
Division of Biomaterials Research > Industrial Bio-materials Research Center > 1. Journal Articles
Jeonbuk Branch Institute > Immunoregulatory materials Research Center > 1. Journal Articles
Ochang Branch Institute > Anticancer Agent Research Center > 1. Journal Articles
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