One new γ-butyrolactone derivative, acrocarpunilactone (1), was isolated and identified from the rice solidsubstrate fermentation culture of an actinomycete, Acrocarpospora punica, together with nine known compounds, hydroxychavicol acetate (2), 4-allylcatechol (3), trans-caffeic aldehyde (4), (–)-ent-4β-hydroxy-10α-methoxyaromadendrane (5), (6α,7α)-4β-hydroxy-10α-methoxyaromadendrane (6), futoamide (7), N-[8′-(4′-hydroxyphenylethyl)]-2-hydroxybenzoylamide (8), hemiariensin (9), and 3-ethyl-4-hydroxybenzoic acid (10). Furthermore, the inhibitory effects of some isolates (compounds 1–6) on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated macrophages were also evaluated. Compounds 1–3 showed stronger inhibition on NO production than the positive control quercetin.
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References
Y. Igarashi, S. Yanase, K. Sugimoto, M. Enomoto, S. Miyanaga, M. E. Trujillo, I. Saiki, and S. Kuwahara, J. Nat. Prod., 74, 862 (2011).
T. Tamura, S. Suzuki, and K. Hatano, Int. J. Syst. Bacteriol., 50, 1163 (2000).
M. Utaka, H. Watabu, and A. Takeda, J. Org. Chem., 52, 4363 (1987).
P. H. Evans, W. S. Bowers, and E. J. Funk, J. Agric. Food Chem., 32, 1254 (1984).
H. K. A. C. Coolen, J. A. M. Meeuwis, P. W. M. N. van Leeuwen, and R. J. M. Nolte, J. Am. Chem. Soc., 117, 11906 (1995).
N. Sakakibara, T. Nakatsubo, S. Suzuki, D. Shibata, M. Shimada, and T. Umezawa, Org. Biomol. Chem., 5, 802 (2007).
H. J. Liu, C. L. Wu, H. Becker, and J. Zapp, Phytochemistry, 53, 845 (2000).
A. S. R. Anjaneyulu, K. S. Sagar, and M. J. R. V. Venugopal, Tetrahedron, 51, 10997 (1995).
S. Takahashi, M. Kurabayashi, A. Ogiso, and H. Mishima, Chem. Pharm. Bull., 17, 1225 (1969).
J. M. Barbosa-Filho, M. Yoshida, O. R. Gottlieb, R. C. S. B. C. Barbosa, A. M. Giesbrecht, and M. C. M. Young, Phytochemistry, 26, 2615 (1987).
L. P. Badheka, B. R. Prabhu, and N. B. Mulchandani, Phytochemistry, 26, 2033 (1987).
C. Rohmann and H. D. Wilm, Arch. Pharm., 280, 76 (1942).
M. Johansson, B. Kopcke, H. Anke, and O. Sterner, J. Antibiot., 55, 104 (2002).
T. Mosman, J. Immunol. Methods, 65, 55 (1983).
M. Hayakawa and H. Nonomura, J. Ferment. Technol., 65, 501 (1987).
Acknowledgment
This investigation was supported by a Grant from the Ministry of Economic Affairs of the Republic of China. The authors also thank Senior Technician Mrs. Chyi-Jia Wang of the Center for Resources, Research and Development (CRRD) of Kaohsiung Medical University for measuring the 2D NMR data.
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Published in Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2014, pp. 528–531.
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Cheng, MJ., Cheng, YC., Hsieh, MT. et al. Chemical Constituents of Metabolites Produced by the Actinomycete Acrocarpospora punica . Chem Nat Compd 50, 606–610 (2014). https://doi.org/10.1007/s10600-014-1034-5
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DOI: https://doi.org/10.1007/s10600-014-1034-5