A new diketopiperazine heterodimer from an endophytic fungus Aspergillus niger.
One new diketopiperazine heterodimer, asperazine A (1), and eight known compounds, asperazine (2), cyclo(d-Phe-l-Trp) (3), cyclo(l-Trp-l-Trp) (4), 4-(hydroxymethyl)-5,6-dihydro-pyran-2-one (5), walterolactone A (6), and campyrones A-C (7-9), were isolated from an endophytic fungus Aspergillus niger. Their structures were determined unequivocally on the basis of extensive spectroscopic data analysis. This is the first report of the presence of compound 3 as a natural product. Cytotoxicity test against human cancer cell lines PC3, A2780, K562, MBA-MD-231, and NCI-H1688 revealed that compounds 1 and 2 had weak activities.
a Department of Natural Products Chemistry , Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Science, Shandong University , Jinan 250012 , China.
Xiao-Bin
XB
Li
Yue-Lan
YL
Li
Jin-Chuan
JC
Zhou
Hui-Qing
HQ
Yuan
Xiao-Ning
XN
Wang
Hong-Xiang
HX
Lou
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001234:Aspergillus niger / Q000737:chemistry*; D002681:China; D054659:Diketopiperazines / Q000737:chemistry / Q000302:isolation & purification*; D004151:Dipeptides / Q000737:chemistry / Q000302:isolation & purification; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020014:K562 Cells; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification
D000970:Antineoplastic Agents; D054659:Diketopiperazines; D004151:Dipeptides; D010456:Peptides, Cyclic; C000598667:asperazine A; C118538:cyclo(tryptophyl-tryptophyl)
Aspergillus niger; cytotoxicity; diketopiperazine heterodimer; endophytic fungus; α-pyrone