A chemical investigation on the n-BuOH-soluble fraction of the 95% EtOH extract of red mold rice fermented with the fungus Monascus purpureus BCRC 31499 (Eurotiaceae) has resulted in the isolation of one new isochroman derivative, designated as monascupurpurin (1). The structure was elucidated as rel-(2S)-4,6-dimethyl-2-hexyl-7-O-α-L-rhamnosylisochroman-5-ol (1) on the basis of extensive 1D and 2D NMR techniques, including COSY, HMBC, HMQC, and NOESY correlations, as well as HR-ESI-MS analysis and comparison of the spectroscopic data with those reported for structurally related compounds. This is the first report on Monascus metabolites with an isochroman glycoside.
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References
R. E. Mudgett, Monascus. In Natural Food Colorants: Science and Technology, G. J. Lauro, F. J. Francis (eds.), Marcel Dekker, New York, 2000, p. 31.
J. Ma, Y. Li, Q. Ye, J. Li, Y. Hua, D. Ju, D. Zhang, R. Cooper, and M. Chang, J. Agric. Food Chem., 48, 5220 (2000).
Y. C. Su, J. J. Wang, T. T. Lin, and T. M. Pan, J. Ind. Microbiol. Biotechnol., 30, 40 (2003).
P. J. Blanc, M. O. Loret, A. L. Santerre, A. Pareilleux, D. Prome, J. C. Prome, J. P. Laussac, and G. Goma, J. Food Sci., 59, 862 (1994).
H. C. Wong and P. E. Koehler, J. Food Sci., 46, 589 (1981).
Y. Aniya, I. I. Ohtani, T. Higa, C. Miyagi, H. Gibo, M. Shimabukuro, H. Nakanish, and J. Taira, Free Radical Biol. Med., 286, 999 (1999).
G. F. Wu and X. C. Wu, Acta Microbiol. Sin., 40, 394 (2000).
P. J. Blanc, J. P. Laussac, J. Le Bars, P. Le Bars, M. O. Loret, A. Pareilleux, D. Prome, J. C. Prome, A. L. Santerre, and G. Goma, Int. J. Food Microbiol., 27, 201 (1995).
P. J. Blanc, M. O. Loret, and G. Goma, Biotechnol. Lett., 17, 291 (1995).
W. A. Ayer and S. Miao, Can. J. Chem., 71, 487 (1993).
Acknowledgment
This investigation was supported by a grant from the Ministry of Economic Affairs of the Republic of China.
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Published in Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2016, pp. 547–549.
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Cheng, MJ., Wu, MD., Cheng, YC. et al. One New Compound from the Extract of the Fungus Monascus purpureus BCRC 31499. Chem Nat Compd 52, 634–636 (2016). https://doi.org/10.1007/s10600-016-1727-z
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DOI: https://doi.org/10.1007/s10600-016-1727-z