4.2 Article

H-1 and C-13 assignments of two new macrocyclic lactones isolated from Streptomyces sp 211726 and revised assignments of Azalomycins F-3a, F-4a and F-5a

Journal

MAGNETIC RESONANCE IN CHEMISTRY
Volume 49, Issue 1, Pages 30-37

Publisher

WILEY-BLACKWELL
DOI: 10.1002/mrc.2697

Keywords

NMR; H-1 NMR; C-13 NMR; 2D NMR; Azalomycin F-4a 2-ethylpentyl ester; Azalomycin F-5a 2-ethylpentyl ester; Streptomyces sp 211726; macrocyclic lactone

Funding

  1. National High Technology Development Project (863) [2007AA09Z415]
  2. National Natural Science Foundation of China [U0633008]

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Azalomycin F-4a 2-ethylpentyl ester (1) and Azalomycin F-5a 2-ethylpentyl ester (2), two new macrocyclic lactones, along with three known compounds of Azalomycins F-3a (3), F-4a (4) and F-5a (5), were identified from metabolites of Streptomyces sp. 211726 isolated from mangrove rhizosphere soil. The complete H-1 and C-13 assignments of these compounds were achieved by using H-1, C-13, DEPT, HSQC, H-1-H-1 COSY and HMBC spectra, and the relative stereochemistry of 5 was first elucidated on the basis of proton-proton coupling constants, NOESY and IR spectra. Moreover, some errors in the H-1 and C-13 assignments published of 3, 4 and 5 were found and revised. 1 and 2 were active against Candida albicans, and exhibited moderate cyctotoxicity against HCT-116 cell line. Copyright (C) 2010 John Wiley & Sons, Ltd.

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