Organic Letters
Letter
Christopher L. Orme − Centre for Biodiscovery, School of
Chemical and Physical Sciences, Victoria University of
Wellington, Wellington 6140, New Zealand
Russell J. Hewitt − Centre for Biodiscovery, School of
(2) Per
Martín, J.; Per
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ez del Palacio, J.; Díaz, C.; de la Cruz, M.; Annang, F.;
́
ez-Victoria, I.; Gonzalez-Menendez, V.; de Pedro, N.;
́
́
́
(
(
Elysha-Rose Grant − Centre for Biodiscovery, School of
Biological Sciences, Victoria University of Wellington,
Wellington 6140, New Zealand
Kelsi R. Hall − Centre for Biodiscovery, School of Biological
Sciences, Victoria University of Wellington, Wellington 6140,
David F. Ackerley − Centre for Biodiscovery, School of
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Org. Biomol. Chem. 2019, 17, 5925−5928.
Anne C. La Flamme − Centre for Biodiscovery, School of
Biological Sciences, Victoria University of Wellington,
Wellington 6140, New Zealand
Author Contributions
(
6) (a) Oh, H.; Swenson, D. C.; Gloer, J. B.; Shearer, C. A.
Experimental chemistry work was performed by J.A.J.M.,
K.K.S., and C.L.O. Biological assays were conducted by K.R.H.,
E.-R.G., and A.C.L.F. Synthetic strategy development was by
J.E.H., K.K.S., J.A.J.M., and R.J.H. The manuscript was written
by J.E.H. and J.A.J.M., with contributions from K.R.H., D.F.A.,
and A.C.L.F. All authors have given approval to the final
version of the manuscript.
Tetrahedron Lett. 2001, 42, 975−977. (b) Kock, I.; Krohn, K.; Egold,
H.; Draeger, S.; Schulz, B.; Rheinheimer, J. Eur. J. Org. Chem. 2007,
2
007, 2186−2190. (c) Zhang, G.; Han, W.; Cui, J.; Ng, S.; Guo, Z.;
Tan, R.; Ge, H. Planta Med. 2012, 78, 76−78. (d) Rebollar-Ramos,
D.; Macías-Ruvalcaba, M. L.; Figueroa, M.; Raja, H. A.; Gonzalez-
Andrade, M.; Mata, R. J. Antibiot. 2018, 71, 862−871.
7) Silva, G. H.; Zeraik, M. L.; de Oliveira, C. M.; Teles, H. L.;
́
(
Trevisan, H. C.; Pfenning, L. H.; Nicolli, C. P.; Young, M. C. M.;
Mascarenhas, Y. P.; Abreu, L. M.; Saraiva, A. C.; Medeiros, A. I;
Bolzani, V. d. S; Araujo, A. R. J. Nat. Prod. 2017, 80, 1674−1678.
Notes
The authors declare no competing financial interest.
(8) (a) Krohn, K.; Biele, C.; Drogies, K.-H.; Steingrover, K.; Aust,
̈
H.-J.; Draeger, S.; Schulz, B. Eur. J. Org. Chem. 2002, 2002, 2331−
2336. (b) Qin, S.; Krohn, K.; Florke, U.; Schulz, B.; Draeger, S.;
Pescitelli, G.; Salvadori, P.; Antus, S.; Kurtan, T. Eur. J. Org. Chem.
009, 2009, 3279−3284.
9) (a) Gao, X.; Nakadai, M.; Snider, B. B. Org. Lett. 2003, 5, 451−
479.
(11) (a) Shaabani, A.; Soleimani, E.; Sarvary, A.; Rezayan, A. H.
Bioorg. Med. Chem. Lett. 2008, 18, 3968−3970. (b) Habibi, A.;
Sheikhhosseini, E.; Taghipoor, N. Chem. Heterocycl. Compd. 2013, 49,
ACKNOWLEDGMENTS
̈
■
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The authors are grateful to the Maurice Wilkins Centre for
Molecular Biodiscovery for Flexible Funding support, includ-
ing a Ph.D. Scholarship (J.A.J.M.); Victoria University of
Wellington (VUW) for financial support, including a Doctoral
Scholarship (K.K.S.); the Cancer Society of New Zealand for a
Ph.D. Scholarship (R.J.H.); and the University of York for
supporting an MChem Study Abroad research project
2
(
4
(
C.L.O.). The antibacterial assays were developed and the
panel of test strains assembled with support from the Health
Research Council of New Zealand (Contract 18-532 to
D.F.A.). The authors thank Ian Vorster for spectroscopic
support and Drs. Paul Teesdale-Spittle, Robert Keyzers, and
Joe Bracegirdle (all VUW) for helpful discussions. Drs. I.
Perez-Victoria and J. P. del Palacio (Medina Discovery,
Granada, Spain) are kindly thanked for helpful communica-
tions and provision of reference spectra of a mixture of natural
TAN-2483A and TAN-2483B. Drs. K. Hayashi and S.
Tsubotani (Takeda Chemical Industries Ltd., Tokyo, Japan),
via Prof. B. Snider (Brandeis University, Waltham, MA), are
gratefully acknowledged for supplying reference spectra of
natural TAN-2483B.
968−973. (c) Sandaroos, R.; Nazif, A.; Molaei, H.; Salimi, S. Res.
Chem. Intermed. 2015, 41, 5033−5040. (d) Singh, S.; Tiwari, J.;
Jaiswal, D.; Sharma, A. K.; Singh, J.; Singh, V.; Singh, J. Curr.
Organocatal. 2018, 5, 51−57.
(
12) Krohn, K.; Sohrab, Md. H.; van Ree, T.; Draeger, S.; Schulz, B.;
́
, T. Eur. J. Org. Chem. 2008, 2008, 5638−5646.
13) (a) Stewart, A. M.; Meier, K.; Schulz, B.; Steinert, M.; Snider,
Antus, S.; Kurtan
(
B. B. J. Org. Chem. 2010, 75, 6057−6060. (b) Xue, X.; Yin, Z.; Meng,
X.; Li, Z. J. Org. Chem. 2013, 78, 9354−9365.
(14) Hewitt, R. J.; Harvey, J. E. Org. Biomol. Chem. 2011, 9, 998−
1000.
(15) Somarathne, K. K.; McCone, J. A. J.; Brackovic, A.; Rivera, J. L.
P.; Fulton, J. R.; Russell, E.; Field, J. J.; Orme, C. L.; Stirrat, H. L.;
Riesterer, J.; Teesdale-Spittle, P. H.; Miller, J. H.; Harvey, J. E. Chem. -
Asian J. 2019, 14, 1230−1237.
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