Three Bianthraquinone Derivatives from the Mangrove Endophytic Fungus Alternaria sp. ZJ9-6B from the South China Sea

School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China.
Marine Drugs (Impact Factor: 2.85). 12/2011; 9(5):832-43. DOI: 10.3390/md9050832
Source: PubMed


Three new bianthraquinone derivatives, alterporriol K (1), L (2) and M (3), along with six known compounds were obtained from extracts of the endophytic fungus Alternaria sp. ZJ9-6B, isolated from the mangrove Aegiceras corniculatum collected in the South China Sea. Their structures were elucidated by one- and two-dimensional NMR spectroscopy, MS data analysis and circular dichroism measurements. Compounds 1, 2 and 3 were first isolated alterporriols with a C-2-C-2' linkage. The crystallographic data of tetrahydroaltersolanol B (7) was reported for the first time. In the primary bioassays, alterporriol K and L exhibited moderate cytotoxic activity towards MDA-MB-435 and MCF-7 cells with IC₅₀ values ranging from 13.1 to 29.1 μM.

Download full-text


Available from: Hongbo Huang
    • "Compound one was evaluated for in vitro cytotoxic activity against two human cancer cell lines including human breast MCF-7 and human Liver HepG2 by MTT assay[1617] using epirubicin (an anticancer drug used widely in the clinic[1819]) as positive control. The results are summarized in Table 2. Compound one was moderately active against MCF-7 and HepG2 cells as compared with the standard. "
    [Show abstract] [Hide abstract]
    ABSTRACT: Background: Myoporum bontioides A. Gray, an evergreen shrub from the Myoporaceae family, is a commonly used medicinal plant. Many studies have been conducted on the biologically active constituents of whole parts of M. bontioides. However, the endophytes of M. bontioides have not been intensively investigated. A new chlorine-containing isocoumarin, named dichlorodiaportinol A (1) was isolated from the endophytic fungus Trichoderma sp. 09 isolated from the root of M. bontioides. Its cytotoxic activity against human breast cancer (MCF-7) and human liver cancer (HepG2) cell lines was evaluated. Materials and Methods: Different open silica gel column chromatographic techniques with different solvent systems were used for the separation of the constituents of the ethyl acetate extract of the culture broth of the endophytic fungus Trichoderma sp. 09. The structure of compound one was identified by analysis of spectroscopic data [one-dimensional (1D), two-dimensional (2D)-nuclear magnetic resonance (NMR), ultraviolet (UV), infrared (IR) and Mass spectrometry (MS)]. 3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide (MTT) assay method was used for the evaluation of cytotoxic activity of compound one against MCF-7 and HepG2 cell lines. Results: Compound one was identified as 3-(3,3-dichloro-2,3-dihydroxy-propyl)-8-hydroxy-6- methoxy-isochromen-1-one. It inhibited MCF-7 and HepG2 cell lines, with half maximal inhibitory concentration (IC50) values of 17.8 and 39.6 μg/mL, respectively. Conclusions: Compound one is a new chlorine-containing isocoumarin with moderate cytotoxic activity against MCF-7 and HepG2 cell lines. Thus, endophytes of M. bontioides are worthy of consideration for the development and research of antitumor agents.
    No preview · Article · Mar 2014 · Pharmacognosy Magazine
  • Source
    • "ZJ9-6B. Of these three derivatives, compounds 20 and 21 were moderately active against MDA-MB-435 and MCF-7 human breast cancer cell lines (IC50 = 13.1–29.1 μM) [17]. "
    [Show abstract] [Hide abstract]
    ABSTRACT: Many metabolites with novel structures and biological activities have been isolated from the mangrove fungi in the South China Sea, such as anthracenediones, xyloketals, sesquiterpenoids, chromones, lactones, coumarins and isocoumarin derivatives, xanthones, and peroxides. Some compounds have anticancer, antibacterial, antifungal and antiviral properties, but the biosynthesis of these compounds is still limited. This review summarizes the advances in the study of secondary metabolites from the mangrove-derived fungi in the South China Sea, and their biological activities reported between 2008 and mid-2013.
    Full-text · Article · Oct 2013 · Marine Drugs
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: Pigments producing microorganisms and microalgae are quite common in Nature. However, there is a long way from the Petri dish to the market place. Five productions, using Monascus, Penicillium, Dunaliella, Haematococcus and Porphyridium, are discussed. Some companies invested a lot of money as any combination of new source and/or new pigment drives a lot of experimental work, process optimization, toxicological studies and regulatory issues. Time will tell whether investments were cost-effective. Future trends involve combinatorial engineering and production of niche pigments not found in plants. Microorganisms and microalgae as sources of pigments for food use: a scientific oddity or an industrial reality? Dufossé L., Galaup P., Yaron A., Arad S. M., Blanc P., Chidambara Murthy K. N., Ravishankar G. A.. Trends in Food Science & Technology, 2005, 16(9), 389-406.
    Full-text · Article · Sep 2005 · Trends in Food Science & Technology
Show more

Similar Publications