Cochliones A-D, four new tetrahydrochromanone derivatives from endophytic Cochliobolus sp.
Four new tetrahydrochromanone derivatives, cochliones A-D (1-4), along with three known metabolites, 4-hydroxybenzaldehyde (5), 4-hydroxy-3-(3-methylbut-2-enyl) benzoic acid (6), and 2,2-dimethyl-2H-chromene-6-carboxylic acid (7), were characterized from the culture of Cochliobolus sp. IFB-E039, a fungus that resides inside the healthy root of Cynodon dactylon (Gramineae). The structures of 1-4 were accommodated by their spectral data (UV, IR, CD, HR-ESI-MS, (1)H and (13)C NMR, (1)H-(1)H COSY, HMQC, HMBC, and NOESY). The bioassay for the cytotoxic metabolite showed that cochlione C (3) inhibited human breast adenocarcinoma cell line (MCF-7) and human chronic myeloid leukemia cell line (K562) with IC(50) values of 21.99 and 4.59 microg/ml, respectively.
Wang
Qi-Zhi
QZ
Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing, China.
Ge
Hui-Ming
HM
Zhang
Jie
J
Wu
Jun-Hua
JH
Song
Yong-Chun
YC
Zhang
Yu-Fei
YF
Tan
Ren-Xiang
RX
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D002681:China; D002867:Chromones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005260:Female; D056945:Hep G2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D020014:K562 Cells; D007624:KB Cells; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular
D000970:Antineoplastic Agents; D002867:Chromones