Metabolites from Alternaria fungi and their bioactivities

Molecules

Volumn 18, Issue 5, 2013, Pages 5891-5935

  Lou, Jingfeng ^a   Fu, Linyun ^a   Peng, Youliang ^a   Zhou, Ligang ^a  

^a CHINA AGRICULTURAL UNIVERSITY   (China)

Author keywords

Alternaria fungi; Biological activities; Endophytes; Metabolites; Mycotoxins; Phytotoxins; Plant pathogens

Indexed keywords

MYCOTOXIN;

ALTERNARIA; BIOSYNTHESIS; METABOLISM; MICROBIOLOGY; PLANT DISEASE; REVIEW;

ALTERNARIA; MYCOTOXINS; PLANT DISEASES;

EID: 84878315443     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules18055891     Document Type: Review

References (191)

1. Thomma, B.P.H. J. Alternaria spp.: From general saprophyte to specific parasite. Mol. Plant Pathol. 2003, 4, 225-236. (Pubitemid 36933204)
2. Strange, R.N. Phytotoxins produced by plant pathogens. Nat. Prod. Rep. 2007, 24, 127-144.
3. Mobius, N.; Hertweck, C. Fungal phytotoxins as mediators of virulence. Curr. Opin. Plant Biol. 2009. 12, 390-398.
4. Duke, S.O.; Dayan, F.E. Modes of action of microbially-produced phytotoxins. Toxins 2011, 3, 1038-1064.
5. Brase, S.; Encinas, A.; Keck, J.; Nising, C.F. Chemistry and biology of mycotoxins and related fungal metabolites. Chem. Rev. 2009, 109, 3903-3990.
6. Tsuge, T.; Harimoto, Y.; Akimitsu, K.; Ohtani, K.; Kodama, M.; Akagi, Y.; Egusa, M.; Yamamoto, M.; Otani, H. Host-selective toxins produced by the plant pathogenic fungus Alternaria alternata. FEMS Microbiol. Rev. 2013, 37, 44-66.
7. Horiuchi, M.; Tokuda, H.; Ohnishi, K.; Yamashita, M.; Nishino, H.; Maoka, T. Porritoxins, metabolites of Alternaria porri, as anti-tumor-promoting active compounds. Nat. Prod. Res. 2006. 20, 161-166. (Pubitemid 43123629)
8. Monneret, C. Histone deacetylase inhibitors. Eur. J. Med. Chem. 2005, 40, 1-13. (Pubitemid 40092373)
9. Lakshmi, A.I.; Madhusudhan, T.; Kumar, P.D.; Padmavathy, J.; saravanan, D.; Kumar, P.C. Histone deacetylase inhibitors in cancer therapy: an update. Int. J. Pharm. Sci. Rev. Res. 2011, 10. 38-44.
10. Stierle, A.C.; Cardellina II, J.H.; Strobel, G.A. Maculosin, a host-specific phytotoxin for spotted knapweed from Alternaria alternata. Proc. Natl. Acad. Sci. USA 1988, 85, 8008-8011.
11. Liebermann, B.; Ellinger, R.; Pinet, E. Isotentoxin, a conversion product of the phytotoxin tentoxin. Phytochemistry 1996, 42, 1537-1540. (Pubitemid 27065642)
12. Sanodiya, B.S.; Thakur, G.S.; Baghel, R.K.; Pandey, A.K.; Bhogendra, G.; Prasad, K.S.; Bisen, P.S. Isolation and characterization of tenuazonic acid produced by Alternaria alternata, a potential bioherbicidal agent for control Lantana camara. J. Plant Prot. Res. 2010, 50, 133-139.
13. Montemurro, N.; Visconti, A. Alternaria metabolites-Chemical and biological data. In Alternaria: Biology, Plant Disease and Metabolites; Chelkowski, J., Visconti, A., Eds.; Elsevier: Amsterdam, The Netherlands, 1992; pp. 449-557.
14. Nishimura, S.; Kohmoto, K. Host-specific toxins and chemical structures from Alternaria species. Ann. Rev. Phytopathol. 1983, 21, 87-116.
15. Logrieco, A.; Moretti, A.; Solfrizzo, M. Alternaria toxins and plant diseases: and overview of origin, occurrence and risks. World Mycotoxin J. 2009, 2, 129-140.
16. Bottini, A.T.; Gilchrist, D.G. Phytotoxins. I. A 1- aminodimethylheptadecapentol from Alternaria alternata f.sp. lycopersici. Tetrahedron Lett. 1981, 22, 2719-2722. (Pubitemid 11062701)
17. Bottini, A.T.; Bowen, J.R.; Gilchrist, D.G. Phytotoxins. II. Characterization of a phytotoxic fraction from Alternaria alternata f.sp. lycopersici. Tetrahedron Lett. 1981, 22, 2723-2726. (Pubitemid 11062702)
18. Caldas, E.D.; Jones, A.D.; Ward, B.; Winter, C.K.; Gilchrist, D.G. Structural characterization of three new AAL toxins produced by Alternaria alternata f.sp. lycopersici. J. Agric. Food Chem. 1994. 42, 327-333.
19. Abbas, H.K.; Riley, R.T. The presence and phytotoxicity of fumonisins and AAL-toxin in Alternaria alternata. Toxicon 1996, 34, 133-136. (Pubitemid 26052960)
20. Chen, J.; Mirocha, C.J.; Xie, W.; Hogge, L.; Olson, D. Production of the mycotoxin fumonisin B1 by Alternaria alternata f.sp. lycopersici. Appl. Environ. Microbiol. 1992, 58, 3928-3931.
21. Hellwig, V.; Grothe, T.; Mayer-Bartschmid, A.; Endermann, R.; Geschke, F.-U.; Henkel, T.; Stadler, M. Altersetin, a new antibiotic from cultures of endophytic Alternaria spp. taxonomy, Fermentation, Isolation, Structure elucidation and biological activities. J. Antibiot. 2002, 55, 881-892. (Pubitemid 35315003)
22. Fang, Z.F.; Yu, S.S.; Zhou, W.Q.; Chen, X.G.; Ma, S.G.; Li, Y.; Qu, J. A new isocoumarin from metabolites of the endophytic fungus Alternaria tenuissima (Nee & T. Nee: Fr) Wiltshire. Chin. Chem. Lett. 2012, 23, 317-320.
23. Shaaban, M.; Shaaban, K.A.; Abdel-Aziz, M.S. Seven naphtho-γ- pyrones from the marinederived fungus Alternaria alternata: Structure elucidation and biological properties. Org. Med. Chem. Lett. 2012, 2, 6.
24. Davis, N.D.; Diener, U.L.; Morgan-Jones, G. Tenuazonic acid production by Alternaria alternata and Alternaria tenuissima isolated from cotton. Appl. Environ. Microbiol. 1977, 34, 155-157. (Pubitemid 8178133)
25. Griffin, G.F.; Chu, F.S. Toxicity of the Alternaria metabolites alternariol, Alternariol methyl ether, Altenuene, and tenuazonic acid in the chicken embryo assay. Appl. Environ. Microbiol. 1983. 46, 1420-1422. (Pubitemid 14223953)
26. Stierle, A.C.; Cardellina II, J.H.; Strobel, G.A. Phytotoxins from Alternaria alternata, a pathogen of spotted knapweed. J. Nat. Prod. 1989, 52, 42-47.
27. Qin, J.-C.; Zhang, Y.-M.; Hu, L.; Ma, Y.-T.; Gao, J.-M. Cytotoxic metabolites produced by Alternaria no.28, an endophytic fungus isolated from Ginkgo biloba. Nat. Prod. Commun. 2009, 4. 1473-1476.
28. Sonaimuthu, V.; Parihar, S.; Thakur, J.P.; Luqman, S.; Saikia, D.; Chanotiya, C.S.; Jhonpaul, M.; Negi, A.S. Tenuazonic acid: A promising antitubercular principle from Alternaria alternata. Microbiol. Res. 2010, 2, 63-65.
29. Kono, Y.; Gardner, J.M.; Takeuchi, S. Nonselective phytotoxins simultaneously produced with host-selective ACTG-toxins by a pathotype of Alternaria citri causing brown spot disease of mandarins. Agric. Biol. Chem. 1986, 50, 2401-2403.
30. Sattar, A.; Alam, M.; Janardhanan, K.K.; Husain, A. Isolation of tenuazonic acid, a phytotoxin from Alternaria crassa (Sacc.) rands causing leaf blight and fruit rot of Datura stramonium Mill. Curr. Sci. 1986, 55, 195-196.
31. Evans, N.; Mcroberts, N.; Hill, R.A.; Marshall, G. Phytotoxin production by Alternaria linicola and phytoalexin production by the linseed host. Ann. Appl. Biol. 1996, 129, 415-431. (Pubitemid 27205104)
32. Phuwapraisirisan, P.; Rangsan, J.; Siripong, P.; Tip-pyang, S. New antitumour fungal metabolites from Alternaria porri. Nat. Prod. Res. 2009, 23, 1063-1071.
33. Stierle, A.; Hershenhorn, J.; Strobel, G. Zinniol-related phytotoxins from Alternaria cichorii. Phytochemistry 1993, 32, 1145-1149.
34. Suemitsu, R.; Ohnishi, K.; Morikawa, Y.; Nagatomo, S. Zinnimidine and 5-(3',3'-dimethylallyloxy)-7-methoxy-6-methylphthalide from Alternaria porri. Phytochemistry 1995, 38. 495-497.
35. Horiuchi, M.; Ohnishi, K.; Iwase, N.; Nakajima, Y.; Tounai, K.; Yamashita, M.; Yamada, Y. A novel isoindoline, porritoxin sulfonic acid, from Alternaria porri and the structure-phytotoxicity correlation of its related compounds. Biosci. Biotechnol. Biochem. 2003, 67, 1580-1583. (Pubitemid 39251799)
36. Horiuchi, M.; Maoka, T.; Iwase, N.; Ohnishi, K. Reinvestigation of structure of porritoxin, a phytotoxin of Alternaria porri. J. Nat. Prod. 2002, 65, 1204-1205. (Pubitemid 34976508)
37. Kohmoto, K.; Itoh, Y.; Shimomura, N.; Kondoh, Y.; Otani, H.; Kodama, M.; Nishimura, S.; Nakatsuka, S. Isolation and biological activities of two host-specific toxins from the tangerine pathotype of Alternaria alternata. Phytopathology 1993, 83, 495-502.
38. Masunaka, A.; Ohtani, K.; Peever, T.L.; Timmer, L.W.; Tsuge, T.; Yamamoto, M.; Yamamoto, H.; Akimitsu, K. An isolate of Alternaria alternata that is pathogenic to both tangerines and rough lemon and produces two host-selective toxins, ACT-and ACR-toxins. Phytopathology 2005. 95, 241-247. (Pubitemid 40335792)
39. Ueno, T. Secondary metabolites related to host selection by plant pathogenic fungi. Pure Appl. Chem. 1990, 62, 1347-1352.
40. Liakopoulou-Kyriakides, M.; Lagopodi, A.L.; Thanassoulopoulos, C.C.; Stavropoulos, G.S.; Magafa, V. Isolation and synthesis of a host-selective toxin produced by Alternaria alternata. Phytochemistry 1997, 45, 37-40. (Pubitemid 27175460)
41. Wu, S.; Chen, Y.; Li, Z.; Yang, L.; Li, S. Metabolites of the endophytic fungus Alternaria sp. PR-14 of Paeonia delavayi. Nat. Prod. Res. Dev. 2011, 23, 850-852.
42. Huang, Y.-F.; Li, L.-H.; Tian, L.; Qiao, L.; Hua. H.-M.; Pei, Y.-H. Sg17-1-4, a novel isocoumarin from a marine fungus Alternaria tenuis Sg17-1. J. Antibiot. 2006, 59, 355-357. (Pubitemid 44196813)
43. Feng, C.; Ma, Y. Isolation and anti-phytopathogenic activity of secondary metabolites from Alternaria sp. FL25, an endophytic fungus in Ficus carica. Chin. J. Appl. Environ. Biol. 2010, 16. 76-78.
44. Musetti, R.; Polizzotto, R.; Vecchione, A.; Borselli, S.; Zulini, L.; D'Ambrosio, M.; Di Toppi, L.S.; Pertot, I. Antifungal activity of diketopiperazines extracted from Alternaria alternata against Plasmopara viticola: an ultrastructural study. Micron 2007, 38, 643-650. (Pubitemid 46601981)
45. Buchwaldt, L.; Green, H. Phytotoxicity of destruxin B and its possible role in the pathogenesis of Alternaria brassicae. Plant Pathol. 1992, 41, 55-63. (Pubitemid 23399900)
46. Ayer, W.A.; Pena-Rodriguez, L.M. Metabolites produced by Alternaria brassicae, the black spot pathogen of canola. Part 1, the phytotoxic components. J. Nat. Prod. 1987, 50, 400-407. (Pubitemid 17134089)
47. Liebermann, B.; Koelblin, R. A new phytotoxic activity of the cyclic peptides tentoxin and dihydrotentoxin. J. Phytopathol. 1992, 135, 245-250.
48. Horiuchi, M.; Akimoto, N.; Ohnishi, K.; Yamashita, M.; Maoka, T. Rapid and simultaneous determination of tetra cyclic peptide phytotoxins, tentoxin, isotentoxin and dihydrotentoxin, from Alternaria porri by LC/MS. Chromatography 2003, 24, 109-116.
49. Ma, Y.-T.; Qiao, L.-R.; Shi, W.-Q.; Zhang, A.-L.; Gao, J.-M. Metabolites produced by an endophyte Alternaria alternata isolated from Maytenus hookeri. Chem. Nat. Compd. 2010, 46, 504-506.
50. Gloer, J.B.; Poch, G.K.; Short, D.M.; McCloskey, D.V. Structure of brassicicolin A: A novel isocyanide antibiotic from the phylloplane fungus Alternaria brassicicola. J. Org. Chem. 1988, 53. 3758-3761.
51. Pedras, M.S.C.; Chumala, P.B.; Jin, W.; Islam, M.S.; Hauck, D.W. The phytopathogenic fungus Alternaria brassicicola: Phytotoxin production and phytoalexin elicitation. Phytochemistry 2009, 70. 394-402.
52. Ma, Y.; Feng, C.; Zhang, H.; Zhou, X. Two indole alkaloids produced by endophytic fungus FL25 from Ficus carica. Chem. Res. Appl. 2009, 21, 1173-1175.
53. Chen, J.; Qiu, X.; Wang, R.; Duan, L.; Chen, S.; Luo, J.; Kong, L. Inhibition of human gastric carcinoma cell growth in vitro and in vivo by cladosporol isolated from the paclitaxel-producing strain Alternaria alternata var. monosporus. Biol. Pharm. Bull. 2009, 32, 2072-2074.
54. Seitz, L.M.; Paukstelis, J.V. Metabolites of Alternaria alternata: ergosterol and ergosta-4,6,8(14),22-tetraen-3-one. J. Agric. Food Chem. 1977, 25, 838-841.
55. Gu, W. Bioactive metabolites from Alternaria brassicicola ML-P08, an endophytic fungus residing in Malus halliana. World J. Microbiol. Biotechnol. 2009, 25, 1677-1683.
56. Liebermann, B.; Nussbaum, R.-P.; Gunther, W. Bicycloalternarenes produced by the phytopathogenic fungus Alternaria alternata. Phytochemistry 2000, 55, 987-992.
57. Liebermann, B.; Ellinger, R.; Gunther, W.; Ihn, W.; Gallander, H. Tricycloalternarenes produced by Alternaria alternata related to ACTG-toxins. Phytochemistry 1997, 46, 297-303. (Pubitemid 27391142)
58. Yuan, L.; Zhao, P.-J.; Ma, J.; Li, G.-H.; Shen, Y.-M. Tricycloalternarenes A-E: Five new mixed terpenoids from the endophytic fungal strain Alternaria alternata Ly83. Helv. Chim. Acta 2008, 91. 1588-1594.
59. Nussbaum, R.-P.; Gunther, W.; Heinze, S.; Liebermann, B. New tricycloalternarenes produced by the phytopathogenic fungus Alternaria alternata. Phytochemistry 1999, 52, 593-599. (Pubitemid 29518669)
60. Qiao, L.-R.; Yuan, L.; Gao, J.-M.; Zhao, P.-J.; Kang, Q.-J.; Shen, Y.-M. Tricycloalternarene derivatives produced by an endophyte Alternaria alternata isolated from Maytenus hookeri. J. Basic Microbiol. 2007, 47, 340-343. (Pubitemid 47236754)
61. Kono, Y.; Gardner, J.M.; Suzuki, Y.; Kondo, H.; Takeuchi, S. New minor components of host-selective ACTG-toxin and a novel sesquiterpene produced by a pathotype of Alternaria citri causing brown spot disease of mandarins. Nippon Noyaku Gakkaishi 1989, 14, 223-228.
62. MacKinnon, S.L.; Keifer, P.; Ayer, W.A. Components from the phytotoxic extract of Alternaria brassicicola, a black spot pathogen of canola. Phytochemistry 1999, 51, 215-221. (Pubitemid 29246480)
63. Dahiya, J.S.; Tewari, J.P.; Woods, D.L. Abscisic acid from Alternaria brassicae. Phytochemistry 1988. 27, 2983-2984.
64. Robeson, D.J.; Gray, G.R.; Strobel, G.A. Production of the phytotoxins radicinin and radicinol by Alternaria chrysanthemi. Phytochemitry 1982, 21, 2359-2362.
65. Sheridan, H.; Canning, A.-M. Novel radicinol derivatives from long-term cultures of Alternaria chrysanthemi. J. Nat. Prod. 1999, 62, 1568-1569.
66. Tal, B.; Robeson, D.J.; Burke, B.A.; Aasen, A. J. Phytotoxins from Alternaria helianthi: radicinin and the structures of deoxyradicinol and radianthin. Phytochemistry 1985, 24, 729-731.
67. Solfrizzo, M.; Vitti, C.; De Girolamo, A.; Visconti, A.; Logrieco, A.; Fanizzi, F.P. Radicinols and radicinin phytotoxins produced by Alternaria radicina on carrots. J. Agric. Food Chem. 2004. 52, 3655-3660.
68. Chen, Q.F.; Zhou, M.; Yang, T.; Chen, X.Z.; Wang, C.; Zhang, G.L.; Li, G.Y. Secondary metabolites from fungus Alternaria sp. CIB108. Chin. Chem. Lett. 2011, 22, 1226-1228.
69. Robeson, D.J.; Strobel, R.A. Deoxyradicinin, a novel phytotoxin from Alternaria helianthi. Phytochemistry 1982, 21, 1821-1823.
70. Robeson, D.J.; Strobel, G.A. Deoxyradicinin and 3-epideoxyradicinol production by the sunflower pathogen Alternaria helianthi. Ann. Appl. Biol. 1985, 107, 409-415.
71. Ivanova, L.; Petersen, D.; Uhlig, S. Phomenins and fatty acids from Alternaria infectoria. Toxicon 2010, 55, 1107-1114.
72. Christensen, K.B.; Van Klink, J.W.; Weavers, R.T.; Larsen, T.O.; Andersen, B.; Phipps, R.K. Novel chemotaxonomic markers of the Alternaria infectoria species-group. J. Agric. Food Chem. 2005. 53, 9431-9435. (Pubitemid 41784147)
73. Larsen, T.O.; Perry, N.B.; Andersen, B. Infectopyrone, a potential mycotoxin from Alternaria infectoria. Tetrahedron Lett. 2003, 44, 4511-4513. (Pubitemid 36588619)
74. Patel, S.J.; Subramanian, R.B.; Jha, Y.S. A simple and rapid method for isolation of alternaric acid from Alternaria solani. Curr. Trends Biotechnol. Pharm. 2011, 5, 1098-1103.
75. Gardner, J.M.; Kono, Y.; Tatum, J.H.; Suzuki, Y.; Takeuchi, S. Plant pathotoxins from Alternaria citri: the major toxin specific for rough lemon plants. Phytochemistry 1985, 24, 2861-2867.
76. Kono, Y.; Gardner, J.M.; Suzuki, Y.; Takeuchi, S. Plant pathotoxins from Alternaria citri: the minor ACRL toxins. Phytochemistry 1985, 24, 2869-2874.
77. Ichihara, A.; Tazaki, H.; Sakamura, S. Solanapyrones A, B and C, phytotoxic metabolites from the fungus Alternaria solani. Tetrahedron Lett. 1983, 24, 5373-5376. (Pubitemid 14244184)
78. Oikawa, H.; Yokota, T.; Sakano, C.; Suzuki, Y.; Naya, A.; Ichiara, A. Solanapyrones, phytotoxins produced by Alternaria solani: Biosynthesis and isolation of minor components. Biosci. Biotechnol. Biochem. 1988, 62, 2016-2022.
79. Kjer, J.; Wray, V.; Edrada-Ebel, R.A.; Ebel, R.; Pretsch, A.; Lin, W.; Proksch, P. Xanalteric acids I and II and related phenolic compounds from an endophytic Alternaria sp. isolated from the mangrove plant Sonneratia alba. J. Nat. Prod. 2009, 72, 2053-2057.
80. Chu, F.S. Isolation of altenuisol and altertoxins I and II, minor mycotoxins elaborated by Alternaria. J. Am. Oil Chem. Soc. 1981, 58, 1006-1008.
81. Pero, R.W.; Harvan, D.; Blois, M.C. Isolation of the toxin, altenuisol, from the fungus, Alternaria tenuis Auct. Tetrahedron Lett. 1973, 12, 945-948.
82. Thomas, R. Biosyntesis of fungal metabolites. IV. Alternariol monomethyl ether and its relation to other phenolic metabolites of Alternaria tenuis. Biochem. J. 1961, 80, 234-240.
83. Maeda, N., Kokai, Y.; Ohtani, S.; Sahara, H.; Kuriyama, I.; Kamisuki, S.; Takahashi, S.; Sakaguchi, K.; Sugawara, F.; Yoshida, H. Anti-tumor effects of dehydroaltenusin, a specific inhibitor of mammalian DNA polymerase α. Biochem. Biophys. Res. Commun. 2007, 352, 390-396. (Pubitemid 44841962)
84. Aly, A.H.; Edrada-Ebel, R.; Indriani, I.D.; Wray, V.; Muller, W.E.G.; Totzke, F.; Zirrgiebel, U.; Schachtele, C.; Kubbutat, M.H.G.; Lin, W.H.; et al. Cytotoxic metabolites from the fungal endophyte Alternaria sp. and their subsequent detection in its host plant Polygonum senegalense. J. Nat. Prod. 2008, 71, 972-980. (Pubitemid 352008891)
85. Watanabe, I.; Kakishima, M.; Adachi, Y.; Nakajima, H. Potential mycotoxin productivity of Alternaria alternata isolated from garden trees. Mycotoxins 2007, 57, 3-9.
86. Jeon, Y.-T.; Ryu, K.-H.; Kang, M.-K.; Park, S.-H.; Yun. H.; QT, P.; Kim, S.-U. Alternariol monomethyl ether and α,β-dehydrocurvularin from endophytic fungi Alternaria spp. inhibit appressorium formation of Magnaporthe grisea. J. Korean Soc. Appl. Biol. Chem. 2010, 53, 39-42.
87. Pero, R.W.; Main, C.E. Chlorosis of tobacco induced by alternariol monomethyl ether produced by Alternaria tenuis. Phytopathology 1970, 60, 1570-1573.
88. Visconti, A.; Bottalico, A.; Solfrizzo, M.; Palmisano, F. Isolation and structure elucidation of isoaltenuene, a new metabolite of Alternaria alternata. Mycotoxin Res. 1989, 5, 69-76.
89. Bradburn, N.; Coker, R.D.; Blunden, G.; Turner, C.H.; Crabb, T.A. 5'-Epialtenuene and neoaltenuene, dibenzo-α-pyrones from Alternaria alternata cultured on rice. Phytochemistry 1994. 35, 665-669. (Pubitemid 2044190)
90. Zheng, C.-J.; Shao, C.-L.; Guo, Z.-Y.; Chen, J.-F.; Deng, D.-S.; Yang, K.-L.; Chen, Y.-Y.; Fu, X.-M.; She, Z.-G.; Lin, Y.-C.; et al. Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus. J. Nat. Prod. 2012, 75, 189-197.
91. Stoessl, A.; Unwin, C.H.; Stothers, J.B. Metabolites of Alternaria solani. Part V. Biosynthesis of altersolanol A and incorporation of carbon-13 labeled altersolanol A into altersolanol B and macrosporin. Tetrahedron Lett. 1979, 27, 2481-2484. (Pubitemid 9220040)
92. Stoessl, A.; Stothers, J.B. Metabolites of Alternaria solani. Part VIII. Tetrahydroaltersolanol B, a hexahydroanthronol from Alternaria solani. Can. J. Chem. 1983, 61, 378-382.
93. Charudattan, R.; Rao, K.V. Bostrycin and 4-deoxybostrycin: Two nonspecific phytotoxins produced by Alternaria eichhorniae. Appl. Environ. Microbiol. 1982, 43, 846-849. (Pubitemid 12105982)
94. Okamura, N.; Haraguchi, H.; Hashimoto, K.; Yagi, A. Altersolanol-related antimicrobial compounds from a strain of Alternaria solani. Phytochemistry 1993, 34, 1005-1009. (Pubitemid 2012303)
95. Suemitsu, R.; Yamada, Y.; Sano, T.; Yamashita, K. Studies of the metabolic products of Alternaria porri (Ellis) Ciferri. Part XII. Phytotoxic activities of altersolanol A, B and dactylariol, and activities of altersolanol A against some microorganisms. Agric. Biol. Chem. 1984. 48, 2383-2384.
96. Okamura, N.; Yagi, A.; Haraguchi, H.; Hashimoto, K. Simultaneous high-performance liquid chromatographic determination of altersolanol A, B, C, D, E and F. J. Chromatogr. 1992, 630, 418-422.
97. Yagi, A.; Okamura, N.; Haraguchi, H.; Abo, T.; Hashimoto, K. Antimicrobial tetrahydroanthraquinones from a strain of Alternaria solani. Phytochemistry 1993, 33, 87-91.
98. Suemitsu, R.; Nakamura, A.; Isono, F.; Sano, T. Studies on the metabolic products of Alternaria porri (Ellis) Ciferri. Part XI. Isolation and identification of dactylariol from the culture liquid Alternaria porri (Ellis) Ciferri. Agric. Biol. Chem. 1982, 46, 1693-1694.
99. Suemitsu, R.; Horiuchi, K.; Kubota, M.; Okamatsu, T. Production of alterporriols, altersolanols and marosporin by Alternaria porri and A. solani. Phytochemistry 1990, 29, 1509-1511.
100. Huang, C.-H.; Pan, J.-H.; Chen, B.; Yu, M.; Huang, H.-B.; Zhu, X.; Lu, Y.-J.; She, Z.-G.; Lin, Y.-C. Three bianthraquinone derivatives from the mangrove endophytic fungus Alternaria sp. ZJ9-6B from the South China Sea. Mar. Drugs 2011, 9, 832-843.
101. Okuno, T.; Natsume, I.; Sawai, K.; Sawamura, K.; Furusaki, A.; Matsumoto, T. Structure of antifungal and phytotoxic pigments produced by Alternaria species. Tetrahedron Lett. 1983, 24, 5653-5656. (Pubitemid 14211968)
102. Zhang, S.-Y.; Li, Z.-L.; Bai, J.; Wang, Y.; Zhang, L.-M.; Wu, X.; Hua, H.-M. A new perylenequinone from a halotolerant fungus, Alternaria sp. M6. Chin. J. Nat. Med. 2012, 10, 68-71.
103. Hradil, C.M.; Hallock, Y.F.; Clardy, J.; Kenfield, D.S.; Strobel, G. Phytotoxins from Alternaria cassiae. Phytochemistry 1989, 28, 73-75.
104. Stack, M.E.; Mazzola, E.P.; Page, S.W.; Pohland, A.E.; Highet, R.J.; Tempesta, M.S.; Corley, D.G. Mutagenic perylenequinone metabolites of Alternaria alternata: altertoxins I, II and III. J. Nat. Prod. 1986, 49, 866-871.
105. Gao, S.-S.; Li, X.-M.; Wang, B.-G. Perylene derivatives produced by Alternaria alternata, an endophytic fungus isolated from Laurencia species. Nat. Prod. Commun. 2009, 4, 1477-1480.
106. Hu, D.; Liu, M.; Xia, X.; Chen, D.; Zhao, F.; Ge, M. Preparative isolation and purification of altertoxin I from an Alternaria sp. by HSCCC. Chromatographia 2008, 67, 863-867.
107. Visconti, A.; Sibilia, A.; Sabia, C. Alternaria alternata from oilseed rape: mycotoxin production, and toxicity to Artemia salina larvae and rape seedlings. Mycotoxin Res. 1992, 8, 9-16.
108. Robeson, D.; Strobel, G.; Matusumoto, G.K.; Fisher, E.L.; Chen, M.H.; Clardy, J. Alteichin: An unusual phytotoxin from Alternaria eichorniae, a fungal pathogen of water hyacinth. Experientia 1984. 40, 1248-1250. (Pubitemid 15077842)
109. Gamboa-Angulo, M.M.; Garcia-Sosa, K.; Alejos-Gonzalez, F.; Escalante-Erosa, F.; Delgado-Lamas, G.; Pena-Rodriguez, L.M. Tagetolone and tagetenolone: two phytotoxic polyketides from Alternaria tagetica. J. Agric. Food Chem. 2001, 49, 1228-1232. (Pubitemid 32884939)
110. Xia, X.; Qi, J.; Wei, F.; Jia, A.; Yuan, W.; Meng, X.; Zhang, M.; Liu, C.; Wang, C. Isolation and characterization of a new benzofuran from the fungus Alternaria sp. (HS-3) associated with a sea cucumber. Nat. Prod. Commun. 2011, 6, 1913-1914.
111. Kaul, S.; Wani, M.; Dhar, K.L.; Dhar, M.K. Production and GC-MS trace analysis of methyl eugenol form endophytic isolate of Alternaria from rose. Ann. Microbiol. 2008, 58, 443-445.
112. Tietjen, K.G.; Schaller, E.; Matern, U. Phytotoxins from Alternaria carthami Chowdhury: Structural identification and physiological significance. Physiol. Plant Pathol. 1983, 23, 387-400.
113. Cotty, P.J.; Misaghi, I. J. Zinniol production by Alternaria species. Phytopathology 1984, 74, 785-788.
114. Berestetskii, A.O.; Yuzikhin, O.S.; Katkova, A.S.; Dobrodumov, A.V.; Sivogrivov, D.E.; Kolombet, L.V. Isolation, Identification, and characteristics of the phytotoxin produced by the fungus Alternaria cirsinoxia. Appl. Biochem. Microbiol. 2010, 46, 75-79.
115. Barasch, I.; Mor, H.; Netzer, D.; Kashman, Y. Production of zinniol by Alternaria dauci and its phytotoxic effect on carrot. Physiol. Plant Pathol. 1981, 19, 7-16.
116. Gamboa-Angulo, M.M.; Escalante-Erosa, F.; Garcia-Sosa, K.; Alejos-Gonzalez, F.; Delgado-Lamas, G.; Pena-Rodriguez, L.M. Natural zinniol derivatives from Alternaria tagetica. Isolation, synthesis, and structure-activity correlation. J. Agric. Food Chem. 2002, 50, 1053-1058. (Pubitemid 34194057)
117. Gamboa-Angulo, M.M.; Alejos-Gonzalez, F.; Pena-Rodriguez, L.M. Homozinniol, a new phytotoxic metabolite from Alternaria solani. J. Agric. Food Chem. 1997, 45, 282-285. (Pubitemid 127485792)
118. Moreno-Escobar, J.; Puc-Carrillo, A.; Ceres-Farfan, M.C.A.; Pena-Rodriguez, L.M.; Gamboa-Angulo, M.M. Two new zinniol-related phytotoxins from Alternaria solani. Nat. Prod. Res. 2005, 19, 603-607. (Pubitemid 40895237)
119. Cotty, P.J.; Mishagi, I.; Hine, R. Produciton of zinniol by Alternaria tagetica and its phytotoxic effect on Tagetes erecta. Phytopathology 1983, 73, 1326-1328.
120. Starratt, A.N. Zinniol: a major metabolite of Alternaria zinniae. Can. J. Chem. 1968, 46, 767-770.
121. Gamboa-Angulo, M.M.; Alejos-Gonzalez, F.; Escalante-Erosa, F.; Garcia-Sosa, K.; Delgado-Lamas, G.; Pena-Rodriguez, L.M. Novel dimeric metabolites from Alternaria tagetica. J. Nat. Prod. 2000, 63, 1117-1120.
122. Cota, B.B.; Rosa, L.H.; Caligiorne, R.B.; Rabello, A.L.T.; Alves, T.M.A.; Rosa, C.A.; Zani, C.L. Altenusin, a biphenyl isolated from the endophytic fungus Alternaria sp., inhibits trypanothione reductase from Trypanosoma cruzi. FEMS Microbiol. Lett. 2008, 285, 177-182. (Pubitemid 352000229)
123. Xu, X.; Zhao, S.; Wei, J.; Fang, N.; Yin, L.; Sun, J. Porric acid D from marine-derived fungus Alternaria sp. isoltated from Bohai Sea. Chem. Nat. Compd. 2012, 47, 893-895.
124. Chadwick, D.J.; Easton, I.W.; Johnstone, R.A.W. Fungal metabolites. Part 9. Isolation and x-ray structure determination of alternarian acid from Alternaria mali Sp. Tetrahedron 1984, 40, 2451-2455.
125. Evidente, A.; Punzo, B.; Andolfi, A.; Berestetskiy, A.; Motta, A. Alternethanoxins A and B, polycyclic ethanones produced by Alternaria sonchi, potential mycoherbicides for Sonchus arvensis biocontrol. J. Agric. Food Chem. 2009, 57, 6656-6660.
126. Robeson, D.J.; Strobel, G.A. αβ-Dehydrocurvularin and curvularin from Alternaria cineraiae. Z. Naturforsch., C: J. Biosci. 1981, 36C, 1081-1083.
127. Hyeon, S.-B.; Ozaki, A.; Suzuki, A.; Tamura, S. Isolation of αβ-dehydrocurvularin and β-hydroxycurvularin from Alternaria tomato as sporulation-suppressing factors. Agric. Biol. Chem. 1976. 40, 1663-1664.
128. Liu, Y.; Li, Z.; Vederas, J.C. Biosynthetic incorporation of advanced precursors into dehydrocurvularin, a polyketide phytotoxin from Alternaria cinerariae. Tetrahedron 1998, 54, 15937-15958. (Pubitemid 28551916)
129. Vurro, M.; Evidente, A.; Andolfi, A.; Zonno, M.C.; Giordano, F.; Motta, A. Brefeldin A and α,β-dehydrocurvularin, two phytotoxins from Alternaria zinniae, a biocontrol agent of Xanthium occidentale. Plant Sci. 1998, 138, 67-79. (Pubitemid 28498590)
130. Shi, J.; Zeng, Q.; Liu, Y.; Pan, Z. Alternaria sp. MG1, a resveratrol-producing fungus: isolation, identification, and optimal cultivation conditions for resveratrol production. Appl. Microbiol. Biotechnol. 2012, 95, 369-379.
131. Suemitsu, R.; Ohnishi, K.; Morikawa, Y.; Ideguchi, I.; Uno, H. Porritoxinol, a phytotoxin of Alternaria porri. Phytochemistry 1994, 35, 603-605. (Pubitemid 2044154)
132. Matsumoto, M.; Matsutani, S.; Shigeru, S.; Kenji, Y.; Hiroshi, H.; Hayashi, F.; Terui, Y.; Nakai, H.; Uotani, N.; Kawamura, Y. Depudecin: a novel compound inducing the flat phenotype of NIH3T3 cells doubly transformed by ras-and src-oncogene, produced by Alternaria brassicicola. J. Antibiot. 1992, 45, 879-885.
133. Sugiyama, N.; Kashima, C.; Yamamoto, M.; Mohri, R. Altenin, a new phytopathologically toxic metabolite from Alternaria kikuchiana. Bull. Chem. Soc. Jpn. 1965, 38, 2028.
134. Maekawa, N.; Nishimura, S.; Kohmoto, K.; Watanabe, Y. Isolation of the host-specific toxins produced by Alternaria alternata, Strawberry pathotype. Ann. Phytopathol. Soc. Jpn. 1979, 45, 536-537.
135. Hayashi, N.; Tanabe, K.; Tsuge, T.; Nishimura, S.; Kohmoto, K.; Otani, H. Determination of host-selective toxin production during spore germination of Alternaria alternata by high-performance liquid chromatography. Phytopathology 1990, 80, 1088-1091.
136. Abbas, H.K.; Tanaka, T.; Duke, S.O. Pathogenicity of Alternaria alternata and Fusarium moniliforme and phytotoxicity of AAL-toxin and fumonisin B1 on tomato cultivars. J. Phytopathol. 1995, 143, 329-334.
137. Yamagishi, D.; Akamatsu, H.; Otani, H.; Kodama, M. Pathological evaluation of host-specific AAL-toxins and fumonisin mycotoxins produced by Alternaria and Fusarium species. J. Gen. Plant Pathol. 2006, 72, 323-327. (Pubitemid 44496701)
138. Liu, J.Y.; Song, Y.C.; Zhang, Z.; Wang, L.; Guo, Z.J.; Zou, W.X.; Tan, R.X. Aspergillus fumigatus CY018, an endophytic fungus in Cynodon dactylon as a versatile producer of new and bioactive metabolites. J. Biotechnol. 2004, 114, 279-287. (Pubitemid 39446836)
139. Zhao, J.; Mou, Y.; Shan, T.; Li, Y.; Lu, S.; Zhou, L. Preparative separation of helvolic acid from the endophytic fungus Pichia guilliermondii Ppf9 by high-speed counter-current chromatography. World J. Microbiol. Biotechnol. 2012, 28, 835-840.
140. Van Rozendaal, E.L.M.; Kurstjens, S.J.L.; Van Beek, T.A.; Van Den Berg, R.G. Chemotaxonomy of Taxus. Phytochemistry 1999, 52, 427-433. (Pubitemid 29436345)
141. Brisdelli, F.; D'Andrea, G.; Bozzi, A. Resveratrol: a natural polyphenol with multiple chemopreventive properties (review). Curr. Drug MeTable 2009, 10, 530-546.
142. Zhou, L.G.; Wu, J.Y. Development and application of medicinal plant tissue cultures for production of drugs and herbal medicinals in China. Nat. Prod. Rep. 2006, 23, 789-810. (Pubitemid 44455390)
143. Dupont, S.; Lemetais, G.; Ferreira, T.; Cayot, P.; Gervais, P.; Beney, L. Ergosterol biosynthesis: a fungal pathway for life on land. Evolution 2012, 66, 2961-2968.
144. Robison, S.H.; Barr, D.B. Use of biomonitoring data to evaluate methyl eugenol exposure. Environ. Health Persp. 2006, 114, 1797-1801. (Pubitemid 44718289)
145. Valenzano, D.R.; Terzibasi, E.; Genade, T.; Cattaneo, A.; Domenici, L.; Cellerino, A. Resveratrol prolongs life span and retards the onset of age-related markers in a shortlived vertebrate. Curr. Biol. 2006, 16, 296-300. (Pubitemid 43190229)
146. Zhao, J.; Shan, T.; Mou, Y.; Zhou, L. Plant-derived bioactive compounds produced by endophytic fungi. Mini-Rev. Med. Chem. 2011, 11, 159-168.
147. Graniti, A. Phytotoxins and their involvement in plant diseases. Experientia 1991, 47, 751-755.
148. Pedras, M.S.C.; Biesenthal, C.J.; Zaharia I.L. Comparison of the phytotoxic activity of the phytotoxin destruxin B and four natural analogs. Plant Sci. 2000, 156, 185-192. (Pubitemid 30469360)
149. Howlett, B. J. Secondary metabolite toxins and nutrition of plant pathogenic fungi. Curr. Opin. Plant Biol. 2006, 9, 371-375.
150. Johnson, L.J.; Johnson, R.D.; Akamatsu, H.; Salamiah, A.; Otani, H.; Kohmoto, K.; Kodama, M. Spontaneous loss of a conditionally dispensable chromosome from the Alternaria alternata apple pathotype leads to loss of toxin production and pathogenicity. Curr. Genet. 2001, 40, 65-72. (Pubitemid 32816101)
151. Winter, C.K.; Gilchrist, D.G.; Dickman, M.B.; Jones, C. Chemistry and biological activity of AAL toxins. Adv. Exp. Med. Biol. 1996, 392, 307-316. (Pubitemid 26081561)
152. Brandwagt, B.F.; Mesbah, L.A.; Takken, F.L.W.; Laurent, P.L.; Kneppers, T.J.A.; Hille, J.; Nijkamp, HJ. A longevity assurance gene homolog of tomato mediates resistance to Alternaria alternata f.sp. lycopersici toxins and fumonisin B1. Proc. Natl. Acad. Sci. USA 2000, 97, 4961-4966. (Pubitemid 30238665)
153. Liu, B.-L.; Tzeng, Y.-M. Development and application of destruxins: a reviw. Biotechnol. Adv. 2012. 30, 1242-1254.
154. Pedras, M.S.C.; Yaya, E.E.; Glawischnig, E. The phytoalexins from cultivated and wild crucifers: chemistry and biology. Nat. Prod. Rep. 2011, 28, 1381-1405.
155. Pedras, M.S.C.; Zaharia, I.L.; Gai, Y.; Smith, K.C.; Ward, D.E. Metabolism of the host-selective toxins destruxin B and homodestruxin B: probing a plant disease resistance trait. Org. Lett. 1999, 1. 1655-1658.
156. Pedras, M.S.C.; Montaut, S.; Zaharia, I.L.; Gai, Y.; Ward, D.E. Transformation of the host-selective toxin destruxin B by wild crucifers: probing a detoxification pathway. Phytochemistry 2003, 64, 957-963. (Pubitemid 37295348)
157. Halloin, J.M.; De Zoeten, G.A.; Gaard, G.R.; Walker, J.C. Effects of tentoxin on chlorophyll synthesis and plastid structure in cucumber and cabbage. Plant Physiol. 1970, 45, 310-314.
158. Avni, A.; Anderson, J.D.; Hollan, N.; Rochaix, J.D.; Gromet-Elhanan, Z.; Edelman, M. Tentoxin sensitivity of chloroplasts determined by codon 83 of β subunit of proton AT Pase. Science 1992, 257. 1245-1247.
159. Liu, Y.-X.; Xu, X.-M.; Dai, X.-B.; Qiang, S. Alternaria alternata crofton-weed toxin: a natural inhibitor of photosystem II in Chlamydomonas reinhardtii thylakoids. J. Agric. Food Chem. 2007. 55, 5180-5185. (Pubitemid 47056074)
160. Haraguchi, H.; Abo, T.; Fukuda, A.; Okamura, N.; Yagi, A. Mode of phytotoxic action of altersolanols. Phytochemistry 1996, 43, 989-992. (Pubitemid 27091457)
161. Robeson, D.J.; Strobel, G.A. Zinniol induces chlorophyll retention in barley leaves: The selective action of a non-specific phytotoxin. Phytochemistry 1984, 23, 1597-1599.
162. Qui, J.A.; Castro-Concha, L.A.; Garcia-Sosa, K.; Miranda-Ham, M.L.; Pena-Rodriguez, L.M. Is zinniol a true phytotoxin? Evaluation of its activity at the cellular level against Tagetes erecta. J. Gen. Plant Pathol. 2010, 76, 94-101.
163. Kenfield, D.; Bunkers, G.; Strobel, G.A.; Sugawara, F. Potential new herbicides-phytotoxins from plant pathogens. Weed Technol. 1988, 2, 519-524.
164. Abbas, H.K.; Duke, S.O. Phytotoxins from plant pathogens as potential herbicides. Toxin Rev. 1995. 14, 523-543.
165. Mallik, M.A.B. Selective isolation and screening of soil microorganisms for metabolites with herbicidal potential. J. Crop Prot. 2001, 4, 219-236. (Pubitemid 34196870)
166. Abbas, H.K.; Hamed, K.; Vesonder, R.F.; Boyette, C.D.; Peterson, S.W. Phytotoxicity of AAL-toxin and other compounds produced by Alternaria alternata to jimson weed (Datura stramonium). Can. J. Bot. 1993, 71, 155-160.
167. Ostry, V. Alternaria mycotoxins: an overview of chemical characterization, producers, toxicity, analysis and occurrence in foodstuffs. World Mycotoxin J. 2008, 1, 175-188.
168. Bensassi, F.; Gallerne, C.; Sharaf El Dein, O.; Hajlaoui, M.R.; Bacha, H.; Lemaire, C. Cell death induced by the Alternaria mycotoxin alternariol. Toxicol. In Vitro 2012, 26, 915-923.
169. Schreck, I.; Deigendesch, U.; Burkhardt, B.; Marko, D.; Weiss, C. The Alternaria mycotoxins alternariol and alternariol methyl ether induce cytochrome P450-1A1 and apoptosis in murine hepatoma cells dependent on the aryl hydrocarbon receptor. Arch. Toxicol. 2012, 86, 625-632.
170. Mizushina, Y.; Maeda, N.; Kuriyama, I.; Yoshida, H. Dehydroalternusin is a specific inhibitor of mammalian DNA polymerase α. Expert Opin. Inv. Drug. 2011, 20, 1523-1534.
171. Huang, C.; Jin, H.; Song, B.; Zhu, X.; Zhao, H.; Cai, J.; Lu, Y.; Chen, B.; Lin, Y. The cytotoxicity and anticancer mechanisms of alterporriol L, a marine bianthraquinone, against MCF-7 human breast cancer cells. Appl. Microbiol. Biotechnol. 2012, 93, 777-785.
172. Bury, M.; Punzo, B.; Berestetskiy, A.; Lallemand, B.; Dubois, J.; Lefranc, F.; Mathieu, V.; Andolfi, A.; Kiss, R.; Evidente, A. Evaluation of the anticancer activities of two fungal polycyclic ethanones, alternethanoxins A and B, and two of their derivatives. Int. J. Oncol. 2011, 38. 227-232.
173. Moreno, M.A.P.; Alonso, I.G.; Martin de Santos, R.; Lacarra, T.G. The role of the genus Alternaria in mycotoxin production and human deseases. Nutricion Hospitalaria 2012, 27, 1772-1781.
174. Zajkowski, P.; Grabarkiewicz-Szcesna, J.; Schmidt, R. Toxicity of mycotoxins produced by four Alternaria species to Artemia salina larvae. Mycotoxin Res. 1991, 7, 11-15.
175. Panigrahi, S.; Dallin, S. Toxicity of the Alternaria spp metabolites, tenuazonic acid, alternariol, altertoxin-I, and alternariol monomethyl ether to brine shrimp (Artemia salina L.) larvae. J. Sci. Food Agric. 1994, 66, 493-496.
176. Berto, P.; Belingheri, L.; Dehorter, B. Production and purification of a novel extracellular lipase from Alternaria brassicicola. Biotechnol. Lett. 1997, 19, 533-536. (Pubitemid 27267844)
177. Isshiki, A.; Akimitsu, K.; Nishio, K.; Tsukamoto, M.; Yamamoto, H. Purification and characterization of an endopolygalacturonase from the rough lemon pathotype of Alternaria alternata, the cause of citrus brown spot disease. Physiol. Mol. Plant Pathol. 1997, 51, 155-167. (Pubitemid 28104697)
178. Kulye, M.; Liu, H.; Zhang, Y.L.; Zeng, H.M.; Yang, X.F.; Qiu, D.W. Hrip1, a novel protein elicitor from necrotrophic fungus, Alternaria tenuissima, elicits cell death, expression of defencerelated genes and systemic acquired resistance in tobacco. Plant Cell Envrion. 2012, 35, 2104-2120.
179. Saha, D.; Fetzner, R.; Burkhardt, B.; Podlech, J.; Metzler, M.; Dang, H.; Lawrence, C.; Fischer, R. Identification of a polyketide synthase required for alternariol (AOH) and alternariol-9-methyl ether (AME) formation in Alternaria alternata. PLoS ONE 2012, 7, e40456.
180. Shinya, T.; Menard, R.; Kozone, I.; Matsuoka, H.; Shibuya, N.; Kauffmann, S.; Matsuoka, K.; Saito, M. Novel beta-1,3-, 1,6-oligoglucan elicitor from Alternaria alternata 102 for defense responses in tobacco. FEBS J. 2006, 273, 2421-2423.
181. Yang, X.; Qiu, D.; Zeng, H.; Yuan, J.; Mao, J. Purification and characterization of a glycoprotein elicitor from Alternaria tenuissima. World J. Microbiol. Biotechnol. 2009, 25, 2035-2042.
182. Oikawa, H.; Yamawaki, D.; Kagawa, T.; Ichihara, A. Total synthesis of AAL-toxin TA1. Tetrahedron Lett. 1999, 40, 6621-6625.
183. Bobylev, M.M.; Bobyleva, L.I.; Strobel, G.A. Synthesis and bioactivity of analogs of maculosin, a host-specific phytotoxin produced by Alternaria alternata on spotted knapweed (Centaurea maculosa). J. Agric. Food Chem. 1996, 44, 3960-3964. (Pubitemid 126453401)
184. Lee, S.; Aoyagi, H.; Shimohigashi, Y.; Izumiya, N.; Ueno, T.; Fukami, H. Syntheses of cyclotretradepsipeptides, AM-toxin I and its analogs. Tetrahedron Lett. 1976, 17, 843-846.
185. Koch, K.; Podlech, J.; Pfeiffer, E.; Metzler, M. Total synthesis of alternariol. J. Org. Chem. 2005. 70, 3275-3276. (Pubitemid 40547553)
186. Altemoller, M.; Podlech, J.; Fenske, D. Total synthesis of altenuene and isoaltenuene. Eur. J. Org. Chem. 2006, 2006, 1678-1684.
187. Altenoeller, M.; Podlech, J. Total synthesis of neoaltenuene. Eur. J. Org. Chem. 2009, 2009, 2275-2282.
188. Geiseler, O.; Mueller, M.; Podlech, J. Synthesis of the altertoxin III framework. Tetrahedron 2013. 69, 3683-3689.
189. Martin, J.A.; Vogel, E. The synthesis of zinniol. Tetrahedron 1980, 36, 791-794. (Pubitemid 10071192)
190. Cudaj, J.; Podlech, J. Total synthesis of altenusin and alterlactone. Synlett 2012, 23, 371-374.
191. Beresteskiy, A.O. A review of fungal phytotoxins: from basic studies to practical use. Appl. Biochem. Microbiol. 2008, 44, 453-465.