Anthracyclinones from Micromonospora sp

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2012-03, Vol.75 (3), p.489-493
• Main Authors: Sousa, Thiciana da S, Jimenez, Paula C, Ferreira, Elthon G, Silveira, Edilberto R, Braz-Filho, Raimundo, Pessoa, Otília D. L, Costa-Lotufo, Letícia V
• Format: Article
• Language: English
• Subjects: Animals; Anthracyclines - chemistry; Anthracyclines - isolation & purification; Anthracyclines - pharmacology; Anthraquinones - chemistry; Anthraquinones - isolation & purification; Anthraquinones - pharmacology; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Drug Screening Assays, Antitumor; Humans; Micromonospora - chemistry; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Urochordata
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np200795p

Four new anthracyclinones, 4,6,11-trihydroxy-9-propyltetracene-5,12-dione (1), 1-methoxy-9-propyltetracene-6,11-dione (2), 7,8,9,10-tetrahydro-9-hydroxy-1-methoxy-9-propyltetracene-6,11-dione (3), and 10β-carbomethoxy-7,8,9,10-tetrahydro-4,6,7α,9α,11-pentahydroxy-9-propyltetracene-5,12-dione (4), were isolated from a strain of Micromonospora sp. associated with the tunicate Eudistoma vannamei. All structures were established by 1D and 2D NMR (COSY, HSQC, HMBC, NOESY) and HRESIMS experiments. Compounds 1 and 4 were cytotoxic against the HCT-8 human colon adenocarcinoma cell line, with IC50 values of 12.7 and 6.2 μM, respectively, while compounds 2 and 3 were inactive.