Unknown

Dataset Information

0

Cycloheximide congeners produced by Streptomyces sp. SC0581 and photoinduced interconversion between (E)- and (Z)-2,3-dehydroanhydrocycloheximides.


ABSTRACT: Three new cycloheximide congeners, 2,3-dehydro-?-epi-isocycloheximide (1), (E)- and (Z)-2,3-dehydroanhydrocycloheximides (2 and 3), together with three known compounds, anhydroisoheximide (4), cycloheximide (5), and isocycloheximide (6), were obtained from the cultures of Streptomyces sp. SC0581. Their structures were elucidated by extensive spectroscopic analysis in combination with theoretical conformational analysis and ECD computations. The photoinduced interconversion between 2 and 3 was observed and verified and the possible reaction path and mechanism were proposed by theoretical computations. The antifungal and cytotoxic activities of 1-6 were evaluated and suggested that 2,3-dehydrogenation results in the loss of the activities and supported that the OH-? is important to the activities of cycloheximide congeners.

SUBMITTER: Yang L 

PROVIDER: S-EPMC5480333 | BioStudies | 2017-01-01

REPOSITORIES: biostudies

Similar Datasets

1982-01-01 | S-EPMC1158597 | BioStudies
2018-01-01 | S-EPMC6301142 | BioStudies
2014-01-01 | S-EPMC4970438 | BioStudies
1979-01-01 | S-EPMC1186540 | BioStudies
1966-01-01 | S-EPMC1270163 | BioStudies
1000-01-01 | S-EPMC1368985 | BioStudies
2010-01-01 | S-EPMC3171135 | BioStudies
1980-01-01 | S-EPMC1162334 | BioStudies
2016-01-01 | S-EPMC4674391 | BioStudies
2019-01-01 | S-EPMC6891300 | BioStudies