Progress in the Chemistry of Cytochalasans
129
231. Dou H, Song Y, Liu X, Gong W, Li E, Tan R, Hou Y (2011) Chaetoglobosin Fex from the
marine-derived endophytic fungus inhibits induction of inflammatory mediators via toll-like
receptor 4 signaling in macrophages. Biol Pharm Bull 34:1864
232. Sun L, Hua C, Yang Y, Dou H, Li E, Tan R, Hou Y (2012) Chaetoglobosin Fex inhibits
poly(I:C)-induced activation of bone marrow-derived dendritic cells. Mol Immunol 51:150
233. Hua C, Yang Y, Sun L, Dou H, Tan R, Hou Y (2013) Chaetoglobosin F, a small molecule
compound, possesses immunomodulatory properties on bone marrow-derived dendritic cells
via TLR9 signaling pathway. Immunobiology 218:292
234. Jayasuriya H, Herath KB, Ondeyka JG, Polishook JD, Bills GF, Dombrowski AW, Springer
MS, Siciliano S, Malkowitz L, Sanchez M, Guan ZQ, Tiwari S, Stevenson DW, Borris RP,
Singh SB (2004) Isolation and structure of antagonists of chemokine receptor (CCR5). J Nat
Prod 67:1036
235. Berestetskiy A, Dmitriev A, Mitina G, Lisker I, Andolfi A, Evidente A (2008) Nonenolides
and cytochalasins with phytotoxic activity against Cirsium arvense and Sonchus arvensis: a
structure-activity relationship study. Phytochemistry 69:953
236. Cimmino A, Fernandez-Aparicio M, Andolfi A, Basso S, Rubiales D, Evidente A (2014)
Effect of fungal and plant metabolites on broomrape (Orobanche and Phelipanche spp.) seed
germination and radicle growth. J Agric Food Chem 62:10485
237. Tan RX, Zou WX (2001) Endophytes: a rich source of functional metabolites. Nat Prod Rep
18:448
238. Kapoor K, Finer-Moore JS, Pedersen BP, Caboni L, Waight A, Hillig RC, Bringmann P,
Heisler I, Müller T, Siebeneicher H, Stroud RM (2016) Mechanism of inhibition of human
glucose transporter GLUT1 is conserved between cytochalasin B and phenylalanine amides.
Proc Natl Acad Sci USA 113:4711
239. Probst A, Tamm C (1981) Biosynthesis of the cytochalasans. Biosynthetic studies on
chaetoglobosin A and 19-O-acetylchaetoglobosin A. Helv Chim Acta 64:2065
240. Robert JL, Tamm C (1975) Biosynthesis of cytochalasans. 5. Incorporation of deoxaphomin
into cytochalasin B (phomin). Helv Chim Acta 58:2501
241. Binder M, Kiechel JR, Tamm C (1970) Zur Biogenese des Antibioticums Phomin. 1. Teil:
die Grundbausteine. Helv Chim Acta 53:1797
242. Graf W, Robert JL, Vederas JC, Tamm C, Solomon PH, Miura I, Nakanishi N (1974) Biosynthesis of the cytochalasans. Part III. C-NMR of cytochalasin B (phomin) and cytochalasin D.
Incorporation of [1- 13 C]- and [2- 13 C]-sodium acetate. Helv Chim Acta 57:1801
243. Vederas JC, Graf W, David L, Tamm C (1975) Biosynthesis of cytochalasans. 4. Mode of
incorporation of common naturally-occurring carboxylic acids into cytochalasin D. Helv Chim
Acta 58:1886
244. Vederas JC, Tamm C (1976) Biosynthesis of cytochalasans. Part 6. The mode of incorporation
of phenylalanine into cytochalasin D. Helv Chim Acta 59:558
245. Oikawa H, Murakami Y, Ichihara A (1992) Biosynthetic study of chaetoglobosin A: origins
of the oxygen and hydrogen atoms, and indirect evidence for biological Diels-Alder reaction.
J Chem Soc Perkin Trans 1:2955
246. Oikawa H, Murakami Y, Aihara Y, Ichihara A, Sakamura S (1990) Biosynthetic studies using
P-450 inhibitors; biosynthesis of chaetoglobosin A and other microbial metabolites. Tennen
Yuki Kagobutsu Toronkai Koen Yoshishu 32:33
247. Oikawa H, Murakami Y, Ichihara A (1992) Useful approach to find the plausible biosynthetic precursors of secondary metabolites using P-450 inhibitors: postulated intermediates
of chaetoglobosin A. J Chem Soc Perkin Trans I 1992:2949
248. Böhnert HU, Fudal I, Dioh W, Tharreau D, Notteghem JL, Lebrun MH (2004) A putative
polyketide synthase/peptide synthetase from Magnaporthe grisea signals pathogen attack to
resistant rice. Plant Cell 16:2499
249. Collemare J, Pianfetti M, Houlle AE, Morin D, Camborde L, Gagey MJ, Barbisan C, Fudal
I, Lebrun MH, Böhnert HU (2008) Magnaporthe grisea avirulence gene ACE1 belongs to an
infection-specific gene cluster involved in secondary metabolism. New Phytol 179:196
129
231. Dou H, Song Y, Liu X, Gong W, Li E, Tan R, Hou Y (2011) Chaetoglobosin Fex from the
marine-derived endophytic fungus inhibits induction of inflammatory mediators via toll-like
receptor 4 signaling in macrophages. Biol Pharm Bull 34:1864
232. Sun L, Hua C, Yang Y, Dou H, Li E, Tan R, Hou Y (2012) Chaetoglobosin Fex inhibits
poly(I:C)-induced activation of bone marrow-derived dendritic cells. Mol Immunol 51:150
233. Hua C, Yang Y, Sun L, Dou H, Tan R, Hou Y (2013) Chaetoglobosin F, a small molecule
compound, possesses immunomodulatory properties on bone marrow-derived dendritic cells
via TLR9 signaling pathway. Immunobiology 218:292
234. Jayasuriya H, Herath KB, Ondeyka JG, Polishook JD, Bills GF, Dombrowski AW, Springer
MS, Siciliano S, Malkowitz L, Sanchez M, Guan ZQ, Tiwari S, Stevenson DW, Borris RP,
Singh SB (2004) Isolation and structure of antagonists of chemokine receptor (CCR5). J Nat
Prod 67:1036
235. Berestetskiy A, Dmitriev A, Mitina G, Lisker I, Andolfi A, Evidente A (2008) Nonenolides
and cytochalasins with phytotoxic activity against Cirsium arvense and Sonchus arvensis: a
structure-activity relationship study. Phytochemistry 69:953
236. Cimmino A, Fernandez-Aparicio M, Andolfi A, Basso S, Rubiales D, Evidente A (2014)
Effect of fungal and plant metabolites on broomrape (Orobanche and Phelipanche spp.) seed
germination and radicle growth. J Agric Food Chem 62:10485
237. Tan RX, Zou WX (2001) Endophytes: a rich source of functional metabolites. Nat Prod Rep
18:448
238. Kapoor K, Finer-Moore JS, Pedersen BP, Caboni L, Waight A, Hillig RC, Bringmann P,
Heisler I, Müller T, Siebeneicher H, Stroud RM (2016) Mechanism of inhibition of human
glucose transporter GLUT1 is conserved between cytochalasin B and phenylalanine amides.
Proc Natl Acad Sci USA 113:4711
239. Probst A, Tamm C (1981) Biosynthesis of the cytochalasans. Biosynthetic studies on
chaetoglobosin A and 19-O-acetylchaetoglobosin A. Helv Chim Acta 64:2065
240. Robert JL, Tamm C (1975) Biosynthesis of cytochalasans. 5. Incorporation of deoxaphomin
into cytochalasin B (phomin). Helv Chim Acta 58:2501
241. Binder M, Kiechel JR, Tamm C (1970) Zur Biogenese des Antibioticums Phomin. 1. Teil:
die Grundbausteine. Helv Chim Acta 53:1797
242. Graf W, Robert JL, Vederas JC, Tamm C, Solomon PH, Miura I, Nakanishi N (1974) Biosynthesis of the cytochalasans. Part III. C-NMR of cytochalasin B (phomin) and cytochalasin D.
Incorporation of [1- 13 C]- and [2- 13 C]-sodium acetate. Helv Chim Acta 57:1801
243. Vederas JC, Graf W, David L, Tamm C (1975) Biosynthesis of cytochalasans. 4. Mode of
incorporation of common naturally-occurring carboxylic acids into cytochalasin D. Helv Chim
Acta 58:1886
244. Vederas JC, Tamm C (1976) Biosynthesis of cytochalasans. Part 6. The mode of incorporation
of phenylalanine into cytochalasin D. Helv Chim Acta 59:558
245. Oikawa H, Murakami Y, Ichihara A (1992) Biosynthetic study of chaetoglobosin A: origins
of the oxygen and hydrogen atoms, and indirect evidence for biological Diels-Alder reaction.
J Chem Soc Perkin Trans 1:2955
246. Oikawa H, Murakami Y, Aihara Y, Ichihara A, Sakamura S (1990) Biosynthetic studies using
P-450 inhibitors; biosynthesis of chaetoglobosin A and other microbial metabolites. Tennen
Yuki Kagobutsu Toronkai Koen Yoshishu 32:33
247. Oikawa H, Murakami Y, Ichihara A (1992) Useful approach to find the plausible biosynthetic precursors of secondary metabolites using P-450 inhibitors: postulated intermediates
of chaetoglobosin A. J Chem Soc Perkin Trans I 1992:2949
248. Böhnert HU, Fudal I, Dioh W, Tharreau D, Notteghem JL, Lebrun MH (2004) A putative
polyketide synthase/peptide synthetase from Magnaporthe grisea signals pathogen attack to
resistant rice. Plant Cell 16:2499
249. Collemare J, Pianfetti M, Houlle AE, Morin D, Camborde L, Gagey MJ, Barbisan C, Fudal
I, Lebrun MH, Böhnert HU (2008) Magnaporthe grisea avirulence gene ACE1 belongs to an
infection-specific gene cluster involved in secondary metabolism. New Phytol 179:196
