1973
DOI: 10.1080/00021369.1973.10860788
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Characterization of Four Amino Acids Constituting Cyl-2, a Metabolite fromCylindrocladium scoparium

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Cited by 13 publications
(2 citation statements)
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“…The phenylalanine stereochemistry of WF-3161, although originally reported as L-Phe, was later revised to D-Phe on the basis of spectroscopic and chemical studies [70]. The fungus Cylindrocladium scoparium produced the prolyl-substituted Cyl-1 (40) as well as its pipecolyl-variant Cyl-2 (41); both were potent plant growth regulators [71][72][73]. The absolute stereochemistry of the Aoe moiety in Cyl-2 was determined using CD spectroscopy [74].…”
Section: Cyclic Histone Deacetylase In-hibitorsmentioning
confidence: 99%
“…The phenylalanine stereochemistry of WF-3161, although originally reported as L-Phe, was later revised to D-Phe on the basis of spectroscopic and chemical studies [70]. The fungus Cylindrocladium scoparium produced the prolyl-substituted Cyl-1 (40) as well as its pipecolyl-variant Cyl-2 (41); both were potent plant growth regulators [71][72][73]. The absolute stereochemistry of the Aoe moiety in Cyl-2 was determined using CD spectroscopy [74].…”
Section: Cyclic Histone Deacetylase In-hibitorsmentioning
confidence: 99%
“…Tentoxin (1) 1,2 and AM-toxin I (2), 3,4 characterized by three L-amino acids and one ␣,␤-dehydrogenated residue (Figure 1), exhibit host or non host-specific phytotoxic activities. Cyl-1 (3), 5 Cyl-2 (4), 6,7 and HC-toxin (5), 8 -11 which are also phytotoxic peptides, possess a D-residue instead of the dehydro-residue, and are marked by the presence of a novel amino acid residue, L-Aoe. The presence of L-Aoe and the analogous residue L-Aod also characterizes the next group of cyclotetrapeptides in Table I comprising chlamydocin (6), [12][13][14] trapoxin A (7), trapoxin B (identical to trapoxin A with a D-Pro residue in place of the D-Pip residue), 15 apicidin (8), apicidin A [identical to Apicidin with L-Trp in place of L-Trp(N-OMe)], 16 and WF-3161 (9).…”
Section: Introductionmentioning
confidence: 99%