Paper
RSC Advances
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4 K. Koyama, S. Natori and Y. Iitaka, Chem. Pharm. Bull., 1987,
3
Conflicts of interest
5, 4049–4055.
15 K. Koyama and S. Natori, Chem. Pharm. Bull., 1988, 36, 146–
52.
There are no conicts to declare.
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6 N. Morooka, S. Nakano, N. Itoi and Y. Ueno, Agric. Biol.
Chem., 1990, 54, 1247–1252.
Acknowledgements
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1
7 J. Elix and L. Lajide, Aust. J. Chem., 1981, 34, 2005–2011.
8 J. MacMillan and T. J. Simpson, J. Chem. Soc., Perkin Trans. 1,
This project was funded by the Deutsche For-
schungsgemeinscha (project number 270650915, GRK 2158).
Further support by the Manchot Foundation to P. P. is gratefully
acknowledged. The Hungarian authors were supported by the
EU and co-nanced by the European Regional Development
Fund under the project GINOP-2.3.2-15-2016-00008. T. K. and
A. M. thank the National Research, Development and Innova-
tion Office (NKFI K120181 and PD121020). The Governmental
1973, 1487–1493.
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9 U. H ¨o ller, A. D. Wright, G. M. K ¨o nig and P. G. Jones, Acta
Crystallogr., Sect. C: Cryst. Struct. Commun., 1999, 55, 1310–
1
313.
0 T. J. Hunter and G. A. O'Doherty, Org. Lett., 2002, 4, 4447–
450.
1 S. Superchi, P. Scafato, M. Gorecki and G. Pescitelli, Curr.
Med. Chem., 2018, 25, 287–320.
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4
¨
Information-Technology Development Agency (KIFU) is
acknowledged for CPU time. We furthermore wish to thank Dr
Marc Appelhans (Department of Systematics, Biodiversity and
Evolution of Plants with Herbarium, G ¨o ttingen University,
Germany) for identication of the plant material.
2 A. M ´a ndi, I. W. Mudianta, T. Kurt ´a n and M. J. Garson, J. Nat.
Prod., 2015, 78, 2051–2056.
3 J. D. Chai and M. Head-Gordon, J. Chem. Phys., 2008, 128,
0
84106.
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4 E. Bremond, M. Savarese, N. Q. Su, A. J. Perez-Jimenez, X. Xu,
J. C. Sancho-Garc ´ı a and C. Adamo, J. Chem. Theory Comput.,
References
2016, 12, 459–465.
1
2
3
4
M. C. Wani, H. L. Taylor, M. E. Wall, P. Coggon and 25 T. Yanai, D. P. Tew and N. C. Handy, Chem. Phys. Lett., 2004,
A. T. McPhail, J. Am. Chem. Soc., 1971, 93, 2325–2327. 393, 51–57.
A. Stierle, G. Strobel and D. Stierle, Science, 1993, 260, 214– 26 R. Peverati and D. G. Truhlar, J. Chem. Phys., 2011, 135,
16.
191102.
A. H. Aly, A. Debbab and P. Proksch, Pharmazie, 2013, 68, 27 V. W. Padhye and D. K. Salunkhe, Cereal Chem., 1979, 56,
99–505. 389–393.
2
4
S. Liu, H. Dai, G. Makhlou, C. Heering, C. Janiak, 28 A. M ´a ndi and T. Kurt ´a n, Nat. Prod. Rep., 2019, 36, 889–918.
R. Hartmann, A. M ´a ndi, T. Kurt ´a n, W. E. M u¨ ller, 29 M. W. Lodewyk, M. R. Siebert and D. J. Tantillo, Chem. Rev.,
M. U. Kassack, W. Lin, Z. Liu and P. Proksch, J. Nat. Prod.,
016, 79, 2332–2340.
H. Wang, H. F. Dai, C. Heering, C. Janiak, W. H. Lin,
R. S. Orfali, W. E. G. M u¨ ller, Z. Liu and P. Proksch, RSC 31 S. Qiu, E. de Gussem, K. A. Tehrani, S. Sergeyev, P. Bultinck
Adv., 2016, 6, 81685–81693.
and W. Herrebout, J. Med. Chem., 2013, 56, 8903–8914.
H. Wang, P. M. Eze, S. P. H ¨o fert, C. Janiak, R. Hartmann, 32 E. Debie, E. de Gussem, R. K. Dukor, W. Herrebout,
F. B. C. Okoye, C. O. Esimone, R. S. Orfali, H. F. Dai, Z. Liu
and P. Proksch, RSC Adv., 2018, 8, 7863–7872.
X. W. Wang, F. Y. Yang, M. Meijer, B. Kraak, B. D. Sun, 33 C. L. Covington and P. L. Polavarapu, CDSpecTech: Computer
2012, 112, 1839–1862.
30 CHESHIRE CCAT, The Chemical Shi Repository for computed
NMR scaling factors, http://cheshirenmr.info/index.htm.
2
5
6
7
L. A. Nae and P. Bultinck, ChemPhysChem, 2011, 12,
1542–1549.
Y. L. Jiang, Y. M. Wu, F. Y. Bai, K. A. Seifert, P. W. Crous,
R. A. Samson and J. Houbraken, Stud. Mycol., 2018, 93, 65–
programs for calculating similarity measures of comparison
between experimental and calculated dissymmetry factors and
circular intensity differentials, version 22.0, 2017, https://
sites.google.com/site/cdspectech1/.
153.
8
9
U. Mocek, L. Schultz, T. Buchan, C. Baek, L. Fretto,
J. Nzerem, L. Sehl and U. Sinha, J. Antibiot., 1996, 49, 854– 34 C. L. Covington and P. L. Polavarapu, Chirality, 2017, 29,
59. 178–192.
D. Laurent, G. Guella, I. Mancini, M. F. Roquebert, 35 C. K. Wat and G. H. N. Towers, in Biochemistry of plant
8
F. Farinole and F. Pietra, Tetrahedron, 2002, 58, 9163–9167.
0 J. Inokoshi, Y. Takagi, R. Uchida, R. Masuma, S. Omura and
H. Tomoda, J. Antibiot., 2010, 63, 9–16.
1 G. Ding, S. Liu, L. Guo, Y. Zhou and Y. Che, J. Nat. Prod.,
phenolics. Recent advances in phytochemistry, ed. T. Swain, J.
B. Harbone and C. F. Van Sumere, Springer, Boston, MA,
1979, vol 12, Metabolism of the aromatic amino acids by
fungi, pp. 371–432.
1
1
1
2
008, 71, 615–618.
36 J. Kjer, A. Debbab, A. H. Aly and P. Proksch, Nat. Protoc.,
2010, 5, 479–490.
2 N. Phonkerd, S. Kanokmedhakul, K. Kanokmedhakul,
K. Soytong, S. Prabpai and P. Kongsearee, Tetrahedron, 37 P. Marfey, Carlsberg Res. Commun., 1984, 49, 591.
008, 64, 9636–9645. 38 MacroModel, LLC, 2015,
Schr ¨o dinger,
3 F. X. Yu, Y. Chen, Y. H. Yang and P. J. Zhao, Phytochem. Lett., www.schrodinger.com/MacroModel.
016, 16, 263–267.
2
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