Achaetolide-II isolated from Helminthosporium velutinum TS28

作者: Miki Arayama , Hayato Maeda , Kazuaki Tanaka , Noboru Takada , Tatsuo Nehira

DOI: 10.1016/J.TET.2015.08.013

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摘要: Abstract A C3-O-acylated analogue of achaetolide (2) was isolated from phytopathogenic fungus Helminthosporium velutinum TS28. The relative configuration involving the C3-O-acyl side chain determined by NMR spectroscopic analysis combined with conformational computer-assisted chemical shift calculations. absolute established through ECD after conversion into dibenzoate (5).

参考文章(24)
Miki Arayama, Tatsuo Nehira, Hayato Maeda, Kazuaki Tanaka, Hisashi Miyagawa, Tamio Ueno, Seijiro Hosokawa, Masaru Hashimoto, Isolation, ECD assisted structural analyses, biosynthetic discussions, and biological activities of epi-cochlioquinones D and its derivatives Tetrahedron. ,vol. 71, pp. 4788- 4794 ,(2015) , 10.1016/J.TET.2015.05.044
Munetaka ISHIYAMA, Masanobu SHIGA, Kazumi SASAMOTO, Makoto MIZOGUCHI, Pin-gang HE, A New Sulfonated Tetrazolium Salt That Produces a Highly Water-Soluble Formazan Dye Chemical & Pharmaceutical Bulletin. ,vol. 41, pp. 1118- 1122 ,(1993) , 10.1248/CPB.41.1118
Ching Yeh Lin, Michael W. George, Peter M. W. Gill, EDF2: A density functional for predicting molecular vibrational frequencies Australian Journal of Chemistry. ,vol. 57, pp. 365- 370 ,(2004) , 10.1071/CH03263
Masaru Hashimoto, Taro Tsushima, Takanori Murakami, Masahiro Nomiya, Noboru Takada, Kazuaki Tanaka, Spiroleptosphol isolated from Leptosphaeria doliolum. Bioorganic & Medicinal Chemistry Letters. ,vol. 18, pp. 4228- 4231 ,(2008) , 10.1016/J.BMCL.2008.05.087
Mahavir Prashad, M. Seth, A. P. Bhaduri, Avijit Banerji, 13C NMR Studies: Effect of steric compression on chemical shifts of carbons in diastereoisomers† Magnetic Resonance in Chemistry. ,vol. 14, pp. 74- 75 ,(1980) , 10.1002/MRC.1270140118
Wilanfranco Caballero Tayone, Saori Shindo, Takanori Murakami, Masaru Hashimoto, Kazuaki Tanaka, Noboru Takada, Absolute stereochemistry and conformational analysis of achaetolide isolated from Ophiobolus sp. Tetrahedron. ,vol. 65, pp. 7464- 7467 ,(2009) , 10.1016/J.TET.2009.07.005
Shao-Hua Wu, You-Wei Chen, Shi-Cheng Shao, Li-Dong Wang, Zhi-Ying Li, Li-Yuan Yang, Shao-Lan Li, Rong Huang, Ten-membered lactones from Phomopsis sp., an endophytic fungus of Azadirachta indica. Journal of Natural Products. ,vol. 71, pp. 731- 734 ,(2008) , 10.1021/NP070624J
Ikuko Ohtani, Takenori Kusumi, Yoel Kashman, Hiroshi Kakisawa, High-field FT NMR application of Mosher's method. The absolute configurations of marine terpenoids Journal of the American Chemical Society. ,vol. 113, pp. 4092- 4096 ,(1991) , 10.1021/JA00011A006
Bernard Bodo, Lucie Molho, Daniel Davoust, Darius Molho, Fungal macrolides: Structure determination and biosynthesis of achaetolide, a lactone from Achaetomium cristalliferum Phytochemistry. ,vol. 22, pp. 447- 451 ,(1983) , 10.1016/0031-9422(83)83021-0