TY - JOUR
T1 - Furofuranonaphthoquinones
T2 - bioactive compounds with a novel fused ring system from crescentia cujete
AU - Heltzel, Carl E.
AU - Leslie Gunatilaka, A. A.
AU - Glass, T. E.
AU - Kingston, David G.I.
PY - 1993/7/30
Y1 - 1993/7/30
N2 - Bioassay-directed fractionation of the methyl ethyl ketone extract of Crescentia cujete yielded the naphthoquinones 1 and 2. Both compounds are cytotoxic, and 1 shows selective DNA-damaging activity against yeast. Detailed spectroscopic interpretation led to the assignment of the structures of 1 and 2 as 3-hydroxymethylfuro[3,2-b]naphtho[2,3-d]furan-5,10-dione and 9-hydroxy-3-hydroxymethylfuro[3,2-b]naphtho[2,3-d]furan-5,10-dione, respectively. This is the first report of this fused furofuran ring system, either as a natural product or a synthetic substance.
AB - Bioassay-directed fractionation of the methyl ethyl ketone extract of Crescentia cujete yielded the naphthoquinones 1 and 2. Both compounds are cytotoxic, and 1 shows selective DNA-damaging activity against yeast. Detailed spectroscopic interpretation led to the assignment of the structures of 1 and 2 as 3-hydroxymethylfuro[3,2-b]naphtho[2,3-d]furan-5,10-dione and 9-hydroxy-3-hydroxymethylfuro[3,2-b]naphtho[2,3-d]furan-5,10-dione, respectively. This is the first report of this fused furofuran ring system, either as a natural product or a synthetic substance.
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U2 - 10.1016/S0040-4020(01)80419-1
DO - 10.1016/S0040-4020(01)80419-1
M3 - Article
AN - SCOPUS:0027169809
SN - 0040-4020
VL - 49
SP - 6757
EP - 6762
JO - Tetrahedron
JF - Tetrahedron
IS - 31
ER -