Wollamides: antimycobacterial cyclic hexapeptides from an Australian soil Streptomyces

Khalil, Zeinab G., Salim, Angela A., Lacey, Ernest, Blumenthal, Antje and Capon, Robert J. (2014) Wollamides: antimycobacterial cyclic hexapeptides from an Australian soil Streptomyces. Organic Letters, 16 19: 5120-5123. doi:10.1021/ol502472c


Author Khalil, Zeinab G.
Salim, Angela A.
Lacey, Ernest
Blumenthal, Antje
Capon, Robert J.
Title Wollamides: antimycobacterial cyclic hexapeptides from an Australian soil Streptomyces
Formatted title
Wollamides: antimycobacterial cyclic hexapeptides from an Australian soil Streptomyces
Journal name Organic Letters   Check publisher's open access policy
ISSN 1523-7052
1523-7060
Publication date 2014-10-03
Sub-type Article (original research)
DOI 10.1021/ol502472c
Open Access Status
Volume 16
Issue 19
Start page 5120
End page 5123
Total pages 4
Place of publication Washington, DC, United States
Publisher American Chemical Society
Collection year 2015
Formatted abstract
A soil Streptomyces nov. sp. (MST-115088) isolated from semiarid terrain near Wollogorang Station, Queensland, returned two known and two new examples of a rare class of cyclic hexapeptide, desotamides A and B (1 and 2) and E and F (3 and 4), respectively, together with two new d-Orn homologues, wollamides A and B (5 and 6). Structures were assigned by detailed spectroscopic and C3 Marfey's analysis. The desotamides/wollamides exhibit growth inhibitory activity against Gram-positive bacteria (IC50 0.6-7 μM) and are noncytotoxic to mammalian cells (IC50 >30 μM). The wollamides exhibit antimycobacterial activity (IC50 2.8 and 3.1 μM), including reduction in the intracellular mycobacterial survival in murine bone marrow-derived macrophages.
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

 
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