Je. Hochlowski et al., ASELACINS, NOVEL COMPOUNDS THAT INHIBIT BINDING OF ENDOTHELIN TO ITS RECEPTOR .2. ISOLATION AND ELUCIDATION OF STRUCTURES, Journal of antibiotics, 47(5), 1994, pp. 528-535
Three novel compounds, named the aselacins, which inhibit the binding
of endothelin to its receptor have been isolated from two related Acre
monium species of fungi grown in stationary culture. These compounds a
re cyclic pentapeptolides with a ring formed by cyclo[Gly-D-Ser-D-Trp-
beta-Ala-L-Thr] and an additional exocyclic D-Gln to which is attached
a functionalized long chain fatty acid. The aselacins differ in the f
unctionalization of this acid. The structures of the aselacins were de
termined by amino acid analysis, mass spectrometry and evaluation of 1
-D and 2-D homonuclear and heteronuclear H-1, C-13 and N-15 NMR spectr
a in protic and aprotic solvents. The stereochemistry of the amino aci
ds present was elucidated by chiral HPLC of hydrolyzed compound.