title: Prenylated indole diketopiperazines from the marine-derived fungus Aspergillus versicolor.
abstract: Seven new prenylated indole diketopiperazines, versicamides A-G (1-7) and a novel chemical derivative from 7, versicamide H (8), along with three known analogic diketopiperazines (9-11) were obtained from the marine-derived fungus Aspergillus versicolor HDN08-60. Their structures were determined by spectroscopic techniques, including 2D NMR, ECD calculations, and single-crystal X-ray diffraction analysis, together with the assistance of further chemical conversions. The cytotoxicities of 1-8 were tested against the HeLa, HCT-116, HL-60, and K562 cell lines, but only 8 exhibited moderate activity against HL-60 cells, with an IC50 value of 8.7 μM. Further investigation with target screening showed that 8 exhibited selective PTK inhibitory activities.
authors.affiliation: Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, People's Republic of China.
authors.forename: Jixing
authors.initials: J
authors.lastname: Peng
authors.forename: Huquan
authors.initials: H
authors.lastname: Gao
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.forename: Jing
authors.initials: J
authors.lastname: Ai
authors.forename: Meiyu
authors.initials: M
authors.lastname: Geng
authors.forename: Guojian
authors.initials: G
authors.lastname: Zhang
authors.forename: Tianjiao
authors.initials: T
authors.lastname: Zhu
authors.forename: Qianqun
authors.initials: Q
authors.lastname: Gu
authors.forename: Dehai
authors.initials: D
authors.lastname: Li
mesh_terms: D001230:Aspergillus / Q000737:chemistry*; D018360:Crystallography, X-Ray; D054659:Diketopiperazines / Q000737:chemistry* / Q000494:pharmacology*; D005658:Fungi / Q000737:chemistry*; D018922:HL-60 Cells / Q000737:chemistry / Q000187:drug effects*; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008386:Marine Biology; D015394:Molecular Structure; D054876:Prenylation
chemical_list: D054659:Diketopiperazines; C000599760:versicamide H